The Overlook - A Reader's Guest Post Continues

I have a new regular reader that did me the honor of writing a story a while ago, this is a continuation of the characters created in that story.If you're interested in being a guest poster in this blog see the details at the end of the story. 

Now on with our couple...

Tyler Anderson had finally had his dream fulfilled when his neighbor Ken had come to him offering his wife Debbie to the 24 year old.  As a 50th birthday present for Debbie, Ken had talked their neighbors son into fucking her with his big cock to fulfill a fantasy of hers.  Unbeknown to him, the boy had fantasized about Ken’s big-breasted wife since hitting puberty 10 years before.
That fateful morning Ken had not only given a boy whose masturbation fantasy of choice was his pretty wife Debbie, a fix by letting him screw her silly on his kitchen table, Ken had shown Tyler her weakness and how to get this sexy wife again.

Once having sampled Debbie’s charms, Tyler was driven by the experience to have her again.  Debbie, being friends with his parents, had given him the chance he needed to get her alone rather easily.  He knew every Thursday night her husband Ken dropped her off at the English class she taught on his way to work.  Tyler’s mother was her ride home an hour and a half later.  This Thursday Tyler told his mother since he would be downtown shopping, he would have no problem bringing Debbie home for her.  Tyler’s mom readily agreed and he set his plan in motion.

That evening waiting in the parking lot, Tyler’s hand stroked his long thick length to life.  He had decided to start with visual stimulation on the sexy 50 year old.  He wanted to trigger her memory of what had filled her tight cunt several weeks before.  When she stepped from the building after class his thick 9 inches were obscenely displayed across the front of his tight sweats.

Debbie came out of her class looking around for her ride as Tyler pulled up and rolled down the window, “Mom asked if I would get you tonight Deb.”, he told her with a smile.

Not having seen Tyler since that fateful morning several weeks before, Debbie flushed at seeing the cute 24 year old.  Climbing into the car, her gaze dropped to his crotch looking at the large outline stretching the fabric.

“I’m taking the overlook route back, there is a wreck on I-7.” he told her matter-of-factly as her eyes came back up to his.

She swallowed before replying, “That’s fine Tyler.”

Her pulse raced as she tried not to look at her young companion.
The look on her face and the fact that her large nipples were now pushing out the fabric in the front of her dress spoke volumes.
As they drove in the darkness very little was said until Tyler pulled off the road on one of the hills into a wooded area.

“Tyler where are you going?”  Debbie asked her young chauffeur looking around.

“I haven’t driven up here in years, I just wanted to take a quick look at the city.” he replied as they emerged from the trees to a gravel clearing with a view overlooking the city lights.
Debbie had not been up here in years either, but knew this place was more for young kids to come look at the naked sights in their cars more than city lights.  Looking around she saw several other cars parked here.

“Tyler I can't be seen up here.  Can you imagine the gossip if someone saw me here?” she whispered sliding down in the seat.

As she looked over at him she saw he had pulled his throbbing manhood from his sweats.  His 9-inch cock lay splayed across his thigh as his palm ran up and down its length.
Her mouth went dry looking at his beautiful cock finally up close. 

“Tyler we can’t be doing this.  I’m married baby and I know … “ Loosing her thought and finally asking, “Can we just go now before someone see’s me?”

Just then, headlights raked across the windows of the car as another pulled up behind them.
Looking in the rear view mirror Tyler hissed, “Shit it’s a cop”.
Debbie slipped lower in the seat.
Panicky Debbie looked at him wide-eyed as Tyler reached over the seat pulling out a blanket from the back.
Spreading the blanket over his lap, he told her, “Get under the blanket like your giving me a blow-job”.
Her eyes wide she looked at him in disbelief.  “The last thing I want is a cop catching me sucking you off.  Are you crazy?” as she heard the door open and close to the cruiser behind them.

“Trust me Debbie, this has worked for me before, he won’t look under the blanket and will never know who you are, now hurry.”  He lifted the blanket from his lap.
Out of options, she groaned, “I can’t believe I’m doing this”.
Diving forward, she pressed her face into the hot flesh of his cock as he dropped the blanket over her head.
Just then a knock at the driver side window had Tyler rolling it down.  He looked up into a familiar face,  “Officer Raines how are you tonight sir?”  Tyler asked the Deputy Sheriff he had known since he was a young boy.

Under the blanket, Debbie’s gasp at the identity of the officer blew her hot breath across the swollen head of Tyler’s sensitive cock causing the boys eyes to half shut as he sucked in a deep breath.
Roger Raines had watched Tyler grow up and now stood over him watching the scene unfold on the boys lap.  Messing with him a bit would be something he could tell Tyler’s father the next time they met so he smiled as he started questioning the boy.
“Your eyes are looking kind of funny Tyler, have you been doing drugs out here”, Roger asked Tyler in a serious tone.

Debbie’s breathing on his cock was driving him crazy as the Deputy questioned him.  Finally, he slipped both hands under the blanket.  One grabbed the back of her head and the other his swollen penis.  He started rubbing his wet tip across her lips as his other held her head fast.
The moment her mouth opened in protest he fed his swollen knob into her mouth.  A long sigh and a whispered “Fuck yea” left his lips.
His eyes went back to the Deputy and he knew lying would get him nowhere.
“I mean nooo sir! I’m not doing drugs.  I’m...I’m getting my cock sucked sir and enjoying every second of it.”
Smiling inside Deputy Rains still in a stern tone asked Tyler, “Who might this little cock sucker be Tyler?”

“I promised to keep her identity a secret Rodger, can we just leave it at that?”  Tyler asked, his eyes pleading with the Deputy.

Wanting to push the boy’s buttons just a few more times, he thought for a moment and said, “Well, I dunno.  She could be a minor out here sucking your cock, and if it was found out later that I did nothing I would be in big trouble Tyler.”

“She is no minor Rodger, you have my word”, Tyler exclaimed through heavy breaths as his tool pressed deeper into her hot mouth.

“I’m sorry Tyler but I just cant take your word for that without some verification.” he said in his sternest tone yet, watching the young man squirm.
         
Debbie in her frustration with Tyler filling her mouth with his cock began to suck on it in earnest.  He felt her tongue running up and down the hardening hot flesh filling her mouth.
After a groan from Debbie’s oral ministrations on his cock, he turned to the Officer and out of breath exclaimed, “She has a small butterfly tattoo on her ass Deputy Raines.  You know she had to be at least 18 to have gotten that.  Get on your knees baby and let the deputy check.” ,Tyler said between a few more deep breaths as his heart raced from her mouth now sucking his large knob.

Debbie couldn’t believe that Tyler was asking her to put her ass up to be examined by a friend of her husband no less.  Unable to find any other solution to her predicament though she slowly crawled up onto the front seat raising her ass to the passenger window.
She listened to the crunch of gravel as the Deputy walked around the car.

“Have the little lady move back some Tyler so I can see better”, the deputy said smiling at the girls predicament and the fun he was having with them.
Tyler began to slide over holding the blanket over her head and shoulders as Debbie crawled backwards until her ass and legs were up against the door and window.
She heard Deputy Raines open the car door behind her and felt a cool breeze on her skin as her dress was lifted over her ass-cheeks.  Her face burned with embarrassment knowing her ass was bare to one of her husband’s friends.  She started to pull her mouth off Tyler’s hard cock when his hand pressed her back down filling her mouth with his hard flesh and holding her tight.
His fat cock sank to the back of her wet hot mouth making him groan out his next words.  “It’s back there... just...check.”

“Not too many under age girls wear panty hose Tyler, I’ll give you that”, he replied as his fingers hooked underneath the waistbands of her pantyhose and panties.

She tried again to pull off Tyler’s cock to tell them her tattoo was on her lower back and not her ass to try to stop the hands from exposing her now moist sex to her husband’s friends eyes.  Lifting up in alarm her head was again pressed down onto Tyler’s hard young cock as he groaned yet again as his sensitive head pushed down her throat.

The Deputy’s fingers peeled her panties and hose down over her ass to the middle of her thighs exposing her round soft ass and shaved pussy.
“My, my Tyler.  You have got you one fine piece of ass tonight.”

The lips of her cunt began to get wet at being exposed to a man who was at her house almost weekly with her husband to watch football.  Debbie and Alisha Raines, Rodgers wife, were good friends and here her husband had her bare ass and pussy in his hands.
Debbie felt the rough leather of the Deputy’s gloved finger slide down between the cheeks of her ass over her brown little bud.  An involuntary moan slipped past the cock filling her mouth as the finger continued to part the lips of her sex running the length of her wet slit.  The rough tip of the glove rubbed her swollen clit eliciting a moan with each pass.  It was exciting to feel the sensation of leather playing with her clit, it seemed as though her entire pussy became more sensitive to it.

“Tyler we have a problem my young friend.  I don’t see any tattoo on this beautiful ass and this girl does not have a lick of hair between her legs.  I am really thinking I had better I.D. her I’m afraid, I’m almost positive she is under age now.” he said with a chuckle as his gloved finger moved into a slow rhythm of rubbing her hard swollen clit.

Her ass rising higher into the air under the onslaught of the rough wet leather on her sensitive bud, Debbie blurted out around the cock in her mouth, “Lllook Hhggigger.” as a long low groan followed her outburst.
Her mouth was now sucking her young neighbor as his hips rose and fell from the seat pumping her mouth.
Roger Raine’s pushed the dress higher onto her back as his eyes widened at the small heart shaped tattoo above her hip.  Below the tattoo was the word “Pet” and the officer from years of putting pieces of evidence together immediately connected an assortment of facts from his own life.
It had been months earlier on a bowling night with Debbie’s husband that they had talked about tattoos.  Ken had mentioned Debbie’s heart tattoo to him and how he had just gotten her to put the word “Pet” beneath it.  The fact that his good friends wife was out here in the woods sucking off her neighbors son, and having her pussy played with by him, had his cock instantly straining under his uniform.
Roger made the decision then that this was a once in a lifetime opportunity.  He unzipped his trousers pulling out his stiffening cock as he continued started talking, “I’m thinking I know the difference between a real and fake tattoo Tyler, I think there is only one way to see if she is under age now.”
Tyler was hardly listening anymore, his eyes half closed and breathing ragged as his cock pumped his hot little cheating housewife’s mouth.  His hands full of her hair, his hips fucked her mouth with abandon as his head rolled back on the seat.
Debbie at first thought it was the officer’s finger pressing into her raised cunt when her eyes went wide with the realization that her husband’s friend was filling her cunt with his hard cock.  A moan left her lips as the large caliber gun between his legs pushed to the bottom of her wet holster.

A sting ran across her ass as his leather glove came down hard on her upraised ass-cheeks getting her attention.
“Time for you to show me your not some little under age school girl.  You have 5 minutes to use that pussy like a woman and make me cum or I drag you out from underneath that blanket and take you down to the station.” he barked.

A shiver of fear ran up her spine as she started moving her ass back and forth along his hard length.  Her hips rocked and slapped back against his police utility belt, driving his long cock deep into her pussy.  Flexing every muscle between her legs, she milked his cock with every pass hearing him draw long breaths.

“My god you know how to fuck baby.” he groaned as she brought him closer and closer to release.  His hands slid across the top of the car pressing down holding himself still as her hips and cunt worked his cock like a velvet glove.

Almost instantaneously Debbie felt her young lovers cock jerk in her mouth, filling it with his hot thick love.  Her ass was a blur as she rode the Deputy’s cock closer and closer to release.
Feeling Roger’s hips press tight to her ass, his weapon of sex fired deep in her cunt.
He emptied all his cylinders firing round after round of hot seed deep in his friend’s wife.  His head slumping on the top of the car holding tight after firing his last shot.  With a wet plop, his softening gun slipped from her leaking cunt.
He pushed his wet tool back into his police trousers and ran his hand over her beautiful bare ass.  “You made me a believer baby, you’re definitely a woman.
“Later Tyler.  Stay out of trouble”, he said as he staggered back into his cruiser and with a crunch of gravel slowly drove off.

Debbie pulled the blanket from her head and sat up on the seat.  “Oh my god Tyler.  One of my husband’s best friends just fucked me.  He is at our house every Sunday and Monday night for football”, her eyes looking into his with fear.

He slipped across the seat soothing her with his voice and holding her.  “He had no idea who you were.  Don’t you worry your beautiful little head baby, I’m sure the next time you see Officer Raines the only thing he will ask you for is another beer.”

His mouth moved to hers and opened taking her tongue in a deep kiss as he wrapped his arms around her.  The heavy kissing slowly led to his hands slipping under her dress and bra as each hand wrapped around a soft hanging globe.
Through his kisses she told him, “Tyler you really need to get me home baby”.
The fire between her legs was burning hot.  Not having gotten off on Rogers cock she was torn between getting home to her husband and the now again stiffening cock of her young neighbor in her hand.
Tyler had no such compunction.  If Debbie’s husband had made one mistake in having Tyler fuck her on her birthday, it was in telling his young neighbor how easily his wife was dominated.  Tyler had fantasized about this older woman for years growing up next door.  With the body of a curvy sports car, Debbie’s husband had inadvertently given his young neighbor a set of keys to take her out whenever he chose.

Right now he turned that key.  “Get your fucking sloppy cunt on my cock.”  He growled at her as he twisted her fat nipples in his strong fingers.

Her mouth opening in a wide O as she groaned from the pain shooting from her nipples.  All thought of getting home to her husband disappearing as a need to obey burned bright in her mind along with a desire to quench the fire between her legs.
Peeled off her hose and underwear she climbed across his lap and straddled him.  Her hand pushed the fat head of his cock between the lips of her wet cunt and she eased herself down onto his thick 9 inches of hot flesh.  A moan rang out into the cool dark night air as her ass came to rest on his upper thighs.  “Oh god baby your big cock feels so good.”

Nothing could stop the passion that was building with each quickening rise of her hips.  Finally, two softly whispered words broke the silence.  “Fuck me,” she hissed.
Looking into her eyes he asked her with a steel tone in his voice and hard eyes, “You ready to please your man again Debbie?”

A shiver ran down her back as her arms wrapping around his neck.  Sliding up and down the long fat shaft stretching her cunt she slowly replied in deepening breaths,  “So, you like fucking other men’s wives?  Is that it, Tyler?” she murmured into his ear.

Tyler’s hands remained on her tits, squeezing and kneading them.  Pushing them together his thumb and forefinger on each hand found her nipples, and gently squeezed, causing her to gasp in pleasure.  “Absolutely”, he breathed.  “There’s nothing sexier than a cheating little housewife.”

Tyler smiled into her lusty eyes knowing she was going to have a lot of explaining to do tonight when she arrived home late because he was going to keep this little wife very busy pleasing him for hours to come.

 This could be the beginning of a brand new adventure in Dirty Debbie's Diary.  Would you like to write a story of you doing me?  Put your fantasy down on digital paper and send it to me.  Share it with all the like minded people here.  If I see there is interest I'll promote the feature because you know how I feel - The more the merrier! 

Just use the DDU link on the sidebar for now.

I look forward to being the one reading your stories and getting wet.

Happy Birthday - A Reader's Guest Post

I have a new regular reader that did me the honor of writing a story. It's the opposite of a Debbie Does You. I wanted to post it here, it's very creative. It also gave me an idea to start an IDD (I Did Debbie) feature as a counter part to DDU (Debbie Does You). 

See the details at the end of the story. 

Now on with the birthday celebration...

Having taken the day off for her Birthday, Ken decided he was finally going to get some playtime in with his beautiful wife of 25 years.
Debbie had packed her daughter off to school an hour before, showered and now stood over the sink cleaning the breakfast dishes in her robe when Ken appeared in the kitchen with his black bag of surprises.

Looking over her shoulder smiling, Debbie asked, “You inventorying your gear dear?” as she continued to clean dishes.  Her heart started beating faster at the thought of what Ken’s bag contained for her birthday today.
Ken began pulling out ropes and leather straps from his bag and laying them on the counter next to the thin sturdy kitchen table.  He ran his hand over the table with almost a soft caress when she looked back at him again.

Her nipples hardened at the sight.  This was Ken’s table, he had bought it at an estate sale years before.  When he brought it home, she had asked him why he would pay good money for such an ugly table.  His reply that day was a simple, “because it’s perfect.”
It was easily 100 years old and solid.  Someone had decided all those years ago they were going to make a thin long table that could obviously hold an elephant on it.  Four feet long and only a couple feet wide, it was more like a counter than a breakfast table.  He took it into the garage and for the next several days cleaned it up, stained it and decorated it with small painted wooden animal faces with open mouths down each of the legs.

“Artistic you are not my dear.” she replied, frowning at the animal faces.

Washing the dishes now she smiled at how wrong she was those years ago.
Ken had dropped to his knees and was threading large bolts into the threaded holes in each animal’s mouth on the legs of the table.  Each bolt had a large O for a top.  Once a bolt was fully threaded, he took a leather strap, tied it through the O on the bolt, and let the ends hang loose.  He placed several bolts on each leg, tied his straps and moved to another performing the same addition.

Debbie rubbed her legs together now as she finished up at the sink.
“Baby, we have not used the table in a long time, are you sure this is a good time?  Anyone could come over, its 9:00 in the morning.”

Ken never looking up, but rather continued his hook assembly on the table legs, “Our daughter is in school, I have the day off and neither one of us is getting any younger.  So to answer your question, yes, this is the perfect time.” 

Finishing the last hook, he looked up into her 50 year old beautiful eyes.  “Now lose the robe and get that sweet little ass over here.” smiling, he patted the table.

Debbie undid the knot at her waist and slipped the robe from her shoulders.  It fell in a pile at her feet as she slowly sauntered over to her husband.  Her large bare breasts and full nipples swaying as her curvy hips teased him with her seductive walk.
Reaching the table, she placed her hands on it and slid her palms across.  Her nipples and large breasts pressed into the familiar wood.  Ken took her legs and started attaching leather straps to them.  One attached at the ankle and a rather large wide strap around each thigh.  The leather straps from the table hooks were pulled through holes on each, then pulled tight, and tied.
Her legs were pulled apart almost to the point of discomfort and tied soundly as she lay splayed across the table.  Ken’s hand ran across her bare thigh and ass as he worked, softly caressing her.
The slow methodical exercise in binding her was the foreplay she had come to yearn for over the years.  Her spread legs showed the excitement building with the wet swollen lips of her sex.  Her wrists were tied to cords running up from the other table legs and pulled tight.
She was about to ask him a question when her mouth was filled with a large round ball gag.  The strap was tightened around her head and a loud “MMMnnnmmthh,” was all that crossed her lips as her eyes grew wide.
She was surprised at his new addition to the bag of surprises.  He had never gagged her before.  Always asking her questions during their sex play, this new twist had her pussy dripping now.  

A flash of metal in the morning sunlight brought her attention back to him.
In his hand it looked like he was holding a giant fishing hook, only it had a large chrome ball on the end where a hook should have gone.
Her eyes opened wide as another mumbled, “MMWuthuttt iiifgr ttaathgg”, slipped past her gag.

“Your second surprise of the morning Deb.”  He smiled twirling the giant hook in his hand. 

“Came in the mail last week, and I have been waiting to save it for a special occasion.  This my dear”, swinging the hook in front of her face, “is an anal hook”.

Her breathing now quicker he walked back behind her, “And we are going fishing for some ass this morning”.

She heard the hook drop to the table, followed by both his hands coming down hard on her ass cheeks with a loud slap.  David’s large hands pulled her cheeks apart dropping his mouth to her brown little hole licking circles around it.
Debbie started moaning through the gag, going to her tiptoes to try to push her ass into his invading tongue.  She felt him run a finger from her dripping cunt to her ass lubricating her tight little hole.  Her pussy felt the cold metal of the ball push through her swollen lips for just a second as he prepared it for its journey.  The ball slipped out of her pussy running up and down her wet lips and finally slipping back between her ass-cheeks
The pressure on her ass grew as he pressed the 2 oz ball against her tight muscle.  It finally slipped in as she groaned into the gag.  He worked the ball deep into her ass finally pressing the other end of the hook into the crack of her ass pointing up her back.  With a strip of rope, he tied the end of the hook to the strap holding in her ball gag on the back of her head.
With every little movement of her head, the ball would move and pull tight against the entrance of her ass.  With slow movements of her head, her moans became more pronounced as Ken realized she was ass fucking herself with the hook.

Just then, Ken’s cellphone began ringing.  Picking up the phone he looked at the number growling, “Christ I'm off today, what the hell?” 
Answering the call, his face sank.  “Shit, I'm sorry Bob, I totally forgot about it.  No it’s my bad, tell them I'll run it over.”  Listening, he finished with, “Don't worry I'll show them how to use it.”
Closing the phone Ken’s face dropped next to his wife’s, “Sorry babe, I forgot I left their new piece of test equipment in my truck.  I need to run it up to the work site quick.”

Debbie moaned into the gag expecting her husband to release her.  When she heard the sound of his steps walking away and Ken yell from the front door, “I wont be more than an hour hon.” She realized no matter how hard she screamed, the huge ball filling her mouth muffled everything.

For the next ten minutes, she screamed into the gag and shook, fuming at her husband for leaving her like this on her birthday.  As the time passed though, she began to again move her head playing with the sensations radiating from the twisting invader buried in her ass.  Eyes closed, she kept trying to get off on the hook moving in her tight ass but to no avail.  She thought to herself, this is not an anal hook its anal torture.  Her pussy dripping she could climb the mountain of pleasure; she just could not reach the summit.
Her eyes opened and a muffled scream came from her mouth.  Standing in the doorway was the 24-year-old son of her neighbor.  Eyes wide, he drank in the naked bound form of his sexy 50-year-old neighbor tied to her kitchen table.  Tyler had brought back several DVDs his mom had borrowed from Debbie and had let himself in just as he had a thousand times before. 
“Here are the DVD's we borrowed.”  He shuddered, sitting them on the counter.

Her eyes went to his, pleading to be released, then dropped to his tight jeans as she saw the outline of a giant hard cock stretching the material.  Several times her eyes went up to his and back to his crotch.
Tyler watched the bound homemaker looking down to his package and back to his eyes.  He took this as a signal that she wanted his big hard cock.  His hands dropped to his jeans unzipping them.  He pulled his hard thick 9-inch cock through the opening in his boxers.
Debbie's eyes went wide as she watched him pull out his long thick cock.  Pulled her head around trying to shake a “No” at him, she pulled the ball in her ass tight to her sphincter rubbing it.  The loud moan she made decided her fate that morning.

Tyler had seen many girls eyes go wide when they saw how well hung and thick he was.  Watching this sexy homemakers eyes drink in his cock excited him tremendously.  The moan she gave him might as well been a “Fuck me now Tyler” in his head.
When Debbie’s head came back around, he was gone.  She could no longer see him but felt a pressure against the swollen lips of her vulva.  The fat swollen head of his cock ran up and down the wet lips of her cunt.

Her body shook as she screamed into the ball gag.  The mouthful of plastic turning her screams of  “No” into loud long moans of “OOOhhhhhhh.” In 25 years of marriage, no other man had ever touched her.

Tyler was hard as a rock and dripping pre-cum as his “Desperate Housewife” continued moaning for him to fuck her.  He pressed his large tip past her wet lips; it stretched her outer ring until finally the head slipped past sinking several inches into her tight cunt.  The groan that left her lips pushed him forward pressing deeper into her dripping soft folds.
Her hands tightening and releasing pulled the restraints taught as she groaned a long low moan, finally crested that mountain.  Involuntarily her legs rose onto her tiptoes pushing him deeper still.

Tyler had not felt a cunt as tight as hers in a long time.  When the muscles of her pussy started to spasm, he felt like his cock was in the hand of a tight glove squeezing him repeatedly.  He groaned at the sensation, smiling at the thought of giving her an orgasm by just entering her.
His hands slipped up her bare sides and under her cupping her large breasts.  His thumbs rubbing her fat hard nipples as his mouth dropped next to her ear and he whispered, “There is a lot more of that to come Debbie”. 

Pressing his hips forward and driving the last several inches of his thick cock deep into her contracting pussy he began long slow strokes.
Tyler had fantasized about Debbie’s big tits his entire life and to be squeezing them now as his cock was acting like a piston in and out of her stretched cunt drove him on faster and faster.

Her groans had become screams of ecstasy as the young stud plowed her pussy with his big hard stick.  Once he had mounted her with that big fat cock, in her sub mind he had claimed her.  His heavy tool brought her to that mountain peak again and again.  Her body covered in sweat, thighs dripping from her gushing cunt, she felt him finally tense and her eyes went wide.  She had not needed protection for years, Ken having had a vasectomy all those years ago.  Here was a young virile man about to fill her with his seed.

She felt him slam his hips into her round ass-cheeks driving his long cock home, its tip pressing though her cervix.  His balls tightened as his long prick began pumping his thick cum into her womb.  With each gasp from his lips, she could feel his cock spray its white-hot sperm deep into her.  This pushed her over the edge one last time.  Her muscles contracted, milking his long cock for every drop.

Collapsing on her back, she could feel his heart thumping in his chest in tune with his now softening cock inside her.  His hands holding her soft globes tight she purred into the gag.
From the doorway came clapping as Debbie jerked her head around.  Ken stood clapping his hands as Tyler’s deflating cock slipped from her wet hole She could feel the warm juices of their coupling flow from her opened cunt.

“Was it as good as you always dreamed he asked?” looking into Debbie's eyes.

Stepping back Tyler replied, “Your one lucky man dude.  I can’t imagine the enjoyment you have had from this piece of ass for the last 25 years.  Well...OK...I guess I can now.” he said with a smile as he pulled up his pants.  Leaning over he kissed Debbie’s neck and whispered “Thank you.”

Ken shook the boy’s hand as he left and walked back to his wife.  “You always wanted to try one of those big cocks darling, I couldn’t fit the boy in my bag of surprises.” 
Leaning over he removed the ball gag and kissed his wife. 

“Happy Birthday beautiful.”

 This could be the beginning of a brand new adventure in Dirty Debbie's Diary.  Would you like to write a story of you doing me?  Put your fantasy down on digital paper and send it to me.  Share it with all the like minded people here.  If I see there is interest I'll promote the feature because you know how I feel - The more the merrier! 

Just use the DDU link on the sidebar for now.

I look forward to being the one reading your stories and getting wet.

Debbie Does You #7 - The Learning Curve

I have gotten so much inspiration from my pals at Viva Ponta, this is one more.
Enjoy BL.















The summer was ending and once again Rob had to get ready to get back to work.  This year would be different, Rob had become the Headmaster of a local prep school and he was looking forward to that atmosphere after 10 long years in the public school system.
All administrators had to report a week before the students.  Rob got to the office early, wanting to make it his own and meet and greet his staff.  He had a morning meeting and headed back to his office.  Within the hour a woman walked in the door declaring that she was his executive assistant.
He seemed to become immediately attracted to her, but he soon got work back on his mind. 
“And your name?”
“Oh, sorry, it’s Mary”, she replied

Mary seemed a little young to be experienced at supporting a higher-level boss, but he thought it would work out as long as they got to know each other’s work ethic.
Rob let her know that there was a lot of work to do before the semester started and to get started sooner rather than later.  Throughout the day, Mary proved her efficiency in setting up student records, filing, and correspondence with parents.  It was a good start.  They were able to finish the day’s agenda by 4:30pm.  Rob walked her to her car and headed home.  Home, ha!  He was going to an empty house.  His live-in girlfriend of three years had left him at the end of last year’s school session. 

The evening ended early for Rob, he headed to his empty bed.  As he turned out the light, he realized that he had been thinking of Mary ever since he said good-bye to her that day.  The more he thought of her, of her breasts, and her long legs, the harder he got.  This raging hard on wasn’t going to go away by itself.  His hand grasped his cock and he started jerking off furiously.  It was so intense that he actually cried “Mary”!  as he came, in fact his cum seemed to burst out of him, and up to his chest.  After cleaning up a bit Rob feel asleep easily that night.

When he got to work the next day there were some tasks needing attention, that were new to him, having only been a public school employee.  One was to approve the new school year’s uniforms.  Mary informed him that two had arrived, one for the boys, and the other for the girls.  Of the two of them, Mary was the busiest that day.  Rob watched her run around the office, bending over to get files out of bottom drawers, reaching for supplies on high shelves.  It started to drive him wild.  He even started to wonder if she was doing it on purpose.

“Mr. Johnson you still haven’t approved the uniforms, we need to get that done today”, Mary said from the next room.
“Right, could you bring them out here for me”?  Rob noticed it was already after 5:00pm and got back to the pile of papers still on his desk.
“Sure, I’ll be there in a minute”, she cheerfully answered.

What Rob saw next made him feel as though he had moved into a dream state.  Mary was at the door.  She smiled and asked, “Approved?”

Mary was wearing one of the girl’s school uniforms.  She was about 5’4” and weighed all of 115 pounds.  She even had white stockings on!  The plaid skirt with a black sweater was so sexy.  Rob was so stunned he couldn’t think of anything to say at first. 

“Mr. Johnson, I think you need to check the supply closet with me”
Rob stood, his cock already semi-hard. 
It was obvious to Rob that this woman hadn’t been fucked in a while.  They barely spoke.  No teases, nothing false.  They just knew the other one had to get off.  She was leaning against the back wall when he walked into the closet.

“Take the sweater off and your bra too”, Rob demanded.
She complied and he admired her tits.  His hands and mouth were on them immediately.  The feel of a warm woman’s body, of soft breasts and hard nipples sent tingles straight to his balls.  Now is cock was straining against his pants.

“Take both your hands and lift up your skirt”, was his next demand.
She did as he asked and Rob got another surprise, she wasn’t wearing any panties.  He was presented with a cute shaved pussy.  His ex-girlfriend used to say that no one ever went down on her pussy like he did.  He wanted to know if he still had that magic tongue, it had been a while since he exercised it.  He dropped to the floor and Mary started to take her skirt off.

“NO!  Don’t take the skirt off and don’t take your stockings off either”
“Yes Mr. Johnson”, was all that Mary said.

His fingers gently spread her lips.  The scent of her flower was sweet and his tongue began to explore the inner lips, running up and down her slit, making her rosebud clit swell so he could suck on it.  Rob ran a hand up and down her smooth and silky stockings.  Mary held him to her as she first started to moan, but those moans grew when he darted his tongue and out of her pussy.  Rob kept up his feast until Mary howled with pleasure and released the nectar of her cum on his mouth and face.
Now just his tongue on that tight cunt wasn’t enough.  His cock was ready for her.  Rob turned her towards the shelving and told her to hang on. 
Again all she said was, “Yes Mr. Johnson”.  Rob thought about how he would enjoy hearing that more often.

He threw her skirt up so it fell onto her back and presented her rounded ass and pussy to him.  Mary heard his belt buckle and zipper being undone.  Rob let his pants fell to his ankles, bent over Mary, grabbed her tits and slammed his cock into her. She cried out as his thick cock stretched her open.
For Rob it was heaven, her pussy was tight and juicy.  It hugged his cock with force and begged for more.  He started to pound her hard and deep.  Then he noticed something on the shelf next to him, he picked up the small object and as he drove his cock balls deep into her, he smacked her across the ass with a ruler.  The response from Mary was a bit unexpected for Rob, it was, “Ohhh yes Mr. Johnson, ohh yes!”
He kept it up, smacked her again, drove balls deep, pulled back, smacked her again, drove balls deep.  It didn’t take long until the hot cum built up in him and his balls let it loose deep inside Mary.

Rob turned her around to face him.  She was smiling as widely as he was.  At the same time they said, “I really needed that”.

Then back to business.  Rob told Mary, “Lick my cock clean and I’ll approve those uniforms, just as long as you keep one for yourself”.

“Yes Mr. Johnson”, was all she said.

Secret Sins: Chapter 2 - My First Cock

(Don't forget to read Part 1)

During my college days I was a very studious girl, excelling in all of my classes, and making the dean’s list every semester for four years after exiting High School a year earlier than my peers. Being the product of Midwestern WASP parents meant that a good work ethic and sense of right and wrong had been instilled in me at a very early age, and of course continues to this day. “If you start a job, finish the job and do it right the first time” my father said, and frankly I’ve always found it to be true. I mean, if you decide to do something – anything quite frankly – then you’ve made a contract with your inner self and the outside world that you accept the challenge put forward, and if that’s the case, then why would you not want to put your best effort out in order to achieve the desired goal?
Such was the case with sucking cock I guess.

I’ll never forget my first boyfriend’s, they first guy I ever kissed; his name was Joel Slone and he lived down the street from me when we lived in Indianapolis.
What is it about the first kiss or the first boyfriend that you never forget? Is it the feeling down deep inside, those hormones raging ceaselessly coursing through your bloodstream, or is it the first excited tingle “down there” that you felt but weren’t supposed to talk about (oh no, MidWASP’s almost NEVER talk about sex except after they’re married, and then only to their partner in darkened rooms and in hushed, frightened whispers)
For me, it was Joel’s eyes.
No, it wasn’t the color (hazel), but something behind them that I could never quantify, some deep quality lurking beneath the surface ready to burst forward like an unexpected volcano explosion. Not violent, but creative in a way.

Ah, I miss Joel and have always wondered what happened to him.
It was Joel that introduced me to kissing when we were 12, and three years later to what a hard boy-man felt like. Me, I was scared and quivering at the time, but excited as well as I’d seen pictures of a man’s penis in health class, but never one standing straight up at attention and in full glory before, and being the raging hormone laden young person that I mentioned before, was curiously excited to touch this throbbing part of my boyfriend’s body. And I DO mean throbbing!
Oh God, I remember it to this day.

Joel and I had snuck into the baseball dugout at school to eat lunch alone when I noticed him as he stopped in mid chew and began staring at my well beyond budding breasts beneath my blouse. Something surged through me like fire.
As soon as I had noticed Joel’s gaze and almost unbeknownst to me, my nipples popped up as the rush settled through me and I actually felt Joel’s eyes begin to bore holes though my blouse and cotton bra at them.
It was about that time that I noticed the tent that had arisen in his pants, down in his crotch. “Oh my!” I thought. “What’s that?”
Joel looked at me and I looked Joel in those beautiful eyes and I could see what he wanted, to touch my breasts, so I made the decision that this was the day that he would just get past brushing by them every so innocently to actually seeing and feeling them.

I do so love the look and feel of a throbbing cock in my mouth, no matter for how long. So sue me.

Not averting my gaze from him, I began to unbutton my blouse and show him my Pride and Joys. My P&J’s had come in a couple of years earlier, slowly at first then over the summer of my 12th birthday, bursting forth much to my mother’s chagrin. She kept me in clothing that hid them, just telling me that it wasn’t “polite” to show them off, and NEVER to boys.
Oh, we had “The Talk” in a round about way I guess, strictly the facts, but never anything about the feelings or the act. Abstinence only: and this was the early 70’s! LOL! Talk about abstinence, I almost never saw my parents holding hands, and only on the rare birthday or celebration did I observe them even kissing, but then only a quick peck on the lips. Never in my wildest dreams did I ever fantasize about them in the act of making love, nor did I want to after “The Talk”.
Removing my blouse slowly, I thought that I saw a quiver on Joel’s lip as he reached out tentatively towards by breast. Hesitating a moment, he then grabbed my P&J’s a bit too hard, but quickly finding a happy medium, began to squeeze and caress them.
I know now his hesitation was justified given the size and quality of my P&J’s (I do so love them myself as they are still firm, full and hard), but he sallied on, sliding his hand under the cup of my left breast, hesitating ever so slightly at the feel of my bulging nipple. I knew immediately by his touch that this was the first time that he had felt an actual erect nipple, the touch that of an inexperienced lover. For myself, I had enjoyed making my nipples hard from, shit, almost the first moment I can remember. The feeling of the blood coursing through my veins towards by areolas buried deep in my brain from youth, but now, so much different that someone else was manipulating them.

Again, I noticed the bulge in his pants, but now, some animalistic instinct had come over me and I found myself reaching out to touch his crotch, probably too hard at first similar, to how he had grabbed me but them finding an easy medium as if I had been born to it.
Quickly unzipping his pants to reveal his white briefs, I could see his penis straining at the bit as it were, to be revealed in all of its glory. Stroking it softly but firmly, I could also sense the throbbing lying between scant millimeters of fabric and with almost unconscious knowing, released his shaft from its confines.

Oh glory, the first time I ever saw a hard cock! I don’t know to this day what came over me, but without hesitating, bent over and placed my mouth around his bulge, automatically moving up and down with it in my mouth as my tongue caressed the hard vein-y shaft.
It was much to my surprise (and I’m sure a look of consternation had crossed my face had Joel see it), that something hot and slightly salty went shooting into my mouth.
Quickly pulling my face away from his cock and spitting I exclaimed, “Oh my God, did you just pee in my mouth?”
It was about then that I noticed Joel shuddering with immense spasms, his head slight cocked back at a weird angle, twitching as if he was having a seizure, but with this blissful look on his face.
Momentarily he regained his composure, looking at me with those beautiful eyes, and said “Uh, , uh, no. I think I did what they call cumming. Oh my God, it felt so good!”
Mmmm. I’ll never forget the first taste of cum – Joel’s cum ¬– so sweet yet salty, so smooth, like pudding – yes, Man Pudding – as it slipped down my throat. I was hooked, and I’ve never looked back.

Sure, there were lots of other boyfriends and lovers throughout my future school days, and yeah, maybe I did have some kind of reputation as a girl who gulped a good gob, but I was choosy and it quickly got around that I wouldn’t slurp just any old schlong; I may be easy, but I’m not sleazy.

As to the two of us, Joel looked down at me quite embarrassed and stumbled out an apology as quickly as he fumbled to recover his pants. I’ve never understood men who don’t like to bask in the afterglow as I call it, reveling in the feeling of bliss that accompanies the perfection of orgasm. Mostly it reminds me of seeing the sex films in biology class where one monkey comes up behind a female, mounts here, shoves it in a couple of times, then BAM!, he’s gone onto another butt scratching exercise with his buddies while the female just hunches there looking stoned. I know that we’re supposed to be evolved beyond the animalistic instincts of our poor cousins, but I mean really!
Anywho, I do so love the look and feel of a throbbing cock in my mouth, no matter for how long. So sue me.


Next chapter of Secret Sins: Part 3, "Meine Ehre heist Treue"

PS: We appreciate all comments - good or bad - and remember that I will continue to post chapters to this story each Friday as long as DD receives pix for her CBW.
Thanks,
CJ

A Fantasy Roleplay - Part Two

Enjoy the beginning here first.




Jack started to speed in the direction I described then commanded me to get in the back and get naked.
I climbed over the seats and stripped down to my bra and panties. Then I moved back to the front and sat down next to Jack as I took off the rest of my clothing.
I leaned over and bit his ear then whispered, “I’m wet Jack, I’m soaking for you already”.
My hand moved up his inner thigh to his crotch. His cock twitched under my hand this time.
Just then we entered the park and Jack tucked the truck away out of sight from the road.
I spread my legs as I sat in my place letting Jack’s gentle finger brush against my clit. It was so swollen already I was aching for the touch of a man. I automatically started playing with my tits as he tickled my clit.
He stopped playing with me to get out of the truck, instructing me to stay where I was. He seemed to disappear for a brief time, but to my surprise when he came to open my door, he was as naked as I was.
He opened the door, swung my right leg out, and pulled me towards him.
His cock was already at attention for me, and being outside made it feel so right and wrong at the same time. I lost all inhibition and said, “Make me bad Jack”.
He leaned in and began passionately kissing my lips, my neck, and my tits.
It was one of the most exciting times I had ever been with a man. I had met him about an hour ago and now I was naked with him in the woods. Not to mention that this man was almost twenty years younger than I was.

He pulled me even closer putting his arms around the small of my back then bent down to suck at my nipples, going from tit to tit with his mouth. I was enjoying his sucking so much I moan out and push his face into my massive tits. My god he was making me feel so good. I scratched at his shoulders as he continued and leaned my head back as I enjoyed his mouth and the cool breeze over my skin.
His cock poked at my thigh, I could feel his precum against my soft skin.
I reached down and began stroking his cock, lubing it up with his dripping precum, tugging at his spongy cockhead.
My cock play seemed to drive him forward and he started biting my nipples, grabbed a fist full of my hair, yanked my head backwards, and slid two fingers into my wet pussy.
I moaned out again and squeezed his hot shaft as my pussy clamped onto his fingers and I began to rock against his fingers. This time it was his turn to moan out, he moved his mouth to my neck, sucked at it and pulled my hair harder.
By now I was sensitive all over, not just my clit or nipples, but my neck, the skin on my thighs, everywhere.
I pulled myself closer and started jerking him again. He was so hot and hard in my hand.
He pulled me totally out of the truck and pulled me to him, we started kissing wildly, mouths open, tongues flailing at one another. Our bodies pressed against each other and I could feel his warm damp skin all over my body.
He breaks the kiss after several moments and turned me around. I bent over against the truck and braced myself on the seat. I present my aching shaved pussy to Jack. My pussy lips are swollen and now I’m even wet on my inner thighs.
“Debbie, think you can handle some young cock?”, Jack barked at me.
“Yes, yes Jack, fuck me with it”, I answered.
He came up behind me and ran his cockhead up and down my hot slit. After a few teases he guided his cockhead into my slippery hole, grabbed my hips, and gently thrust toward me.
I moaned out in the woods, it was wonderful as my warm velvety pussy hugged and loved his cock. I pushed back towards him to meet his first thrust and screamed, “Fuck me”
He leaned over and whispered to me to take his throbbing young cock. I was so tight and wet that his cock easily glided into me and he began to fuck me in long, hard, slow strokes. His thick throbbing cock stretched my pussy and I moaned out with each thrust. I was savoring every inch of his dick.
My hard nipples grazed against the seat of the truck.
His hips slapped against my ass as his strokes came became faster and longer. He gripped my hips strongly as his moans and groans of pleasure became more audible.
“Take my tight cunt”, I cry out as I reached underneath and tugged his balls as they slapped against my swollen clit.
He began to spank my ass cheeks as he told me what a fucking dirty whore I was. That just made me hotter, as he reddened my bad whore ass I fucked him back just as hard.
Then he breathlessly asked, “What kind of dirty whore meets a guy at the store that is almost twenty years younger than her and lets him drive her married ass to the woods to fuck!?”
It was so hot the way he talking to me it just made me want him more, so I answered him with, “A horney whore that likes young hard cock and wants to fuck it, and eat it, and make it cum”
He spanked me harder when I answered and demanded I tell him whom I belong to.
I bucked right up against him and was moaning and begging to be fucked harder to cum on his cock.
I didn’t answer him immediately so he pulled on my hair, pounded me harder, and repeated his request, “Tell me who fucking owns your whore ass!?”
“You do, it’s all yours because of that fine cock”, I answered.
By now the truck is shaking from our fucking.
I was on the edge and I let him know it.
“Ah yes Debbie, you dirty bitch, I love fucking you.”
He slammed deep into me and stirred my pussy with his hard cock. My hot snatch clamped down on his meat as waves of orgasm move down my pussy and over his cock. I came all over his cock and drenched his balls, I knew I would, I had been aching for it for too long.
My body kept shivering and bucking as I moaned and came.

Then he pulled out of me, easing his cock from the clamps of my cunt. He kicked away leaves and twigs and told me lie down on the ground.
I lie down, feeling like a goddess, a nature’s daughter on the earth, as I spread my legs, bent my knees, and showed off my pink wet pussy to Jack. Beautiful folds of a freshly fucked pussy lips draped my hole. My red swollen cit poking through, my pussy still wanted more.
Jack lay on top of me and darted his cock back inside my steaming snatch. He pounded me even harder with deep fast strokes. I tilted my hips up against him; I was taking him so deep.
He grabbed my left hand and pulled off my wedding ring then held it in front of my face asking if I could see it. I nodded, then he threw it into the distance as he told me, “To hell with him, you belong to me now”
I swear I got even more wet when he said that, thinking of being his whore bitch.
I wrapped my legs around his back, dug my heels in and let myself go, letting Jack fuck me into oblivion.
He leaned forward, he was panting and I could feel his hot breath as he kissed my neck.
He grunted, “Your tight twat is going to make me cum babe”.
I swear it felt as though his hot cock was getting thicker and he stretched my pussy more. He lightly grabbed onto my throat and fucked me harder, if that was possible.
“Beg me to cum deep inside you whore”, he commanded.
I rocked and twisted my hips as I begged for his man milk.
“Tell me who you love”, he panted.
“I love the man that can fuck me right and that’s you”, I said breathlessly.
That was the moment; he drove his cock deep inside and groaned out, and planted his seed deep inside my cunt as I started to cum again. We exploded together in the woods, it was wonderful.
He stayed inside me as we held onto each other. Then we pulled apart from each other and got dressed.
We hopped in the truck with new found energy. We left the park and headed back to the café so I could get my car.
We discussed how exciting the role-play was and what a turn on it was for the both of us. I was so glad that he liked it, I wasn’t sure he would since it was our first time, but it was fine.

When we got to the parking lot I discretely kissed him on the cheek and got into my car. Jack beeped his horn as he drove away. I sat there for a moment in the car before going home wondering to myself….
How do explain how I lost my wedding ring to my husband?

A Fantasy Roleplay - Part One

I had recently met and become involved with a man that was about six years younger than me. Our relationship is definetly no strings attached and we have a lot of fun.
Lately I’ve helped him discover the fun of role-play and how it can enhance a couple’s sex life.

One day he came up with an idea he wanted us to try out so I listened, liked it and we ran with it.
Let me tell you what a good time we had.

We had recently moved out of the downtown area and were still setting up our new place, even though it had been several months. My husband had already started his new job in the area so it was up to me to set up house. There was a cute little grocery store nearby that had become my favorite place to get produce so I decided to stop in to stock up one day. I started out with the fruits, doing the simple innocent task of picking out grapes when from behind a voice said:
“I prefer the seedless ones myself”
His hand came from around my side and grabbed a bag of green seedless grapes. He was wearing a polo shirt and Dockers and smiling at me.
I felt like playing so I gave him a provocative answer, “I like them all, there are many different ones depending on your taste or mood”.
The young man extended his hand and introduced himself as Jack.
I told my name was Debbie and just smiled.
Jack told me that he had just moved this past weekend, so we made small talk.
“How do you like it here so far?”, I asked.
“It’s great so far, and this is the best looking produce section I’ve ever seen”, he said boldly.
His boldness continued, but rather than turning me off it had the opposite effect.
He knew that he may be out of line, but he said he needed a tour guide to the area. He was especially interested in cafes and jazz bars.

I saw that his glance moved from my eyes to my hand, and the gold wedding band on my finger.
I pretended not to notice.
I told him that I had to finish my shopping but he could follow me to a great nearby café.
He agreed, but only if I allowed him to buy me lunch. That seemed fair and I think you’ll like he place I told him.
I did the rest of my shopping quickly, getting both red and green grapes, strawberries, peaches, and some cucumbers. I hurriedly moved through the express line and went to the parking lot. I gave brief directions to Jack and told him to follow me.

It’s not a long trip to the café, only about five miles, but during that brief time the wheels in my nympho brain were already turning. I had been alone in the house a lot since my husband started his new job and I hated it. I shouldn’t have to be away from the company of a man for any long period of time. I was looking forward to having some fun with a man and my speedometer proved it; I was already going 10 miles an hour above the speed limit.
Finally I reached our destination, The Daily Grind, it was the middle of the day and there were only a few customers inside. I park and head inside, Jack followed behind. I could feel his eyes running up and down my body.
We got a booth in the corner and started looking over the menu.
“It seems like a nice place Debbie”, Jack says politely.
We ordered our coffee and lunch and when the waitress walked away Jack seems to get serious.
“Can I ask you something?”, he says
“It’s the ring isn’t it?”, I said casually.
Jack laughed nervously and said it was. I explained that I noticed him looking at my hands earlier. I explained that my husband was away a great deal of the time because of business. When he was home I wasn’t exactly the center of his attentions.
“So you understand Jack?”, I asked.
He put his and on my thigh, rubbed it, and said, “Yes Debbie, I do, at least I hope I do”
I knew that he would and I put my hand on top of his and looked directly into his blue eyes.
We sipped at our coffees, and the next thing he said made me tingle.
“To be honest, the moment I saw you in the store I had to have you”, he whispered to me.
I felt myself blush and almost gasped, it was obvious that he knew I needed the comfort of a man.

He unzipped his pants and put my hand on top of his hard cock right there in the booth! He wanted to show me how badly he wanted me.
I did everything in my power not to moan out loud then whispered in his ear, “yummy handsome young cock, we need to leave, soon, I’m creaming my jeans”.
He zipped back up and pulls himself together. He paid the check by throwing a fifty-dollar bill on the table and motioned to me to come with him.
We practically ran out of the café and I start towards my car. Jack says no, opens a door to his truck and tells me to come with him.
I hopped into the truck, my stomach in knots. My emotions were a mixed bag of anticipation, hope, and anxiety about where the next series of events will take me.
Jack got in and asked me where the closest private wooded area was.
“There’s a wooded area on this side of the park, up the road a bit on the right”.

Next, fun in the woods...

Away From Home With My Boy Toy

My boy toy was first described here: Cyber Boy Toy

One thing that made this hour long encounter different was that I was completely alone and not at home. What made things even nastier is that I was in the living room of my mother’s house. Everyone had left for some ‘retail therapy’; it’s something I rarely get into, so I stayed at home.
My mom has a PC and dial up, but I was online on my iBook with a wireless connection that I had found using a nifty little utility called iStumbler.

My Yahoo messenger lit up with the presence of my young partner and he stopped in to say ‘hey babe’.
I returned the greeting and let him know that I was 90 miles from my usual spot, in my mom’s empty home.

I asked him what he was doing and he told me he was sitting at his computer naked and hard in an empty house, sort of like me. I knew that could lead to many possibilities and he agreed. He thought I was a party popper for being dressed. I assured him that I was no less in the mood for a party just because I had some clothes on.

I made the first move by asking what my young man needed on such a lovely afternoon.
First he wanted some more pics of me, some that weren’t up on the site yet.
He had a choice and I asked him what his pleasure was: pussy, cocksucking, fucking, it was his choice.
Being a typical hormone laden young man, he wanted one of each. So, I searched my hard drive for a few minutes and sent some along, as requested, one of each. He enjoyed them all, especially the one of me giving CJ head. Then he asked about the pussy shot. It was the one of me wearing my clit clamp. I explained it was a little piece of jewelry that added a little extra stimulation.
He thought it was ‘nice’, and I started to visualize that I was wearing it at that very moment, just for him, and told him so.

He wanted to tug at it with his teeth, pulling it off me. I wanted him to; I wanted him to be forcing my legs apart to do it, forcing me to open up my pussy to him.
It was getting me very hot, and I let him know it:
“I’m putting my hand down my pants just thinking of you playing with me, taking advantage of me”
Then came the ubiquitous question in cybersex:
“What are you wearing?”
I described my unzipped blue jeans and red button down blouse to him. He asked me nicely to unbutton my blouse.
As I unbuttoned I pictured him watching me, doing it slowly, teasing him, knowing that he wanted to see my tits. I coyly asked if he wanted to see my nipples and a resounding, “YES!!!” came onto the screen along with the desire to suck them.
I described my breasts to him, telling that my nipples were hard for him and I was pulling my tits up and over my bra. I didn’t want to take the time to unhook my bra. It makes my tits more at attention for him and my nipples harder.
He immediately started sucking and I immediately started moaning. Tweaking my own tits as I thought of watching him and hearing the slurping sounds of his suckling. I pulled him closer to my warm skin.

He seemed to get a lot more turned on very fast and exclaimed:
“Get my dick in your mouth!”
I’m such a slut for cock that when this request is made I can never refuse it and at that moment, I was on my knees lapping at his cockhead.
He moaned out as I continued and told him how great he smelled and tasted.
I ask him if it’s all right to eat more of his cock.
Again I got a resounding answer: “EAT IT ALL!, all the way to my balls Deb”
I slammed my face on his cock and sucked hard. I tell him to watch me as I hit his balls. My tongue comes out to slurp at his balls while his cockhead is firmly pressed against the back of my throat.
I wanted him to tell me I was a whore.
He moaned loudly how good the sucking was. Then told me to suck him off like a dirty whore. I kept at it.
I told him exactly what I looked like as I was on my knees worshipping his dick.
Slurping and sucking on his meat. My massive heavy tits swaying as I enjoyed my favorite meal. I described the feel of my tongue flicking against his hot hard meat.
This caused another big moan from cyber partner as he exclaimed:
“You’re going to make me blow a load here”
I told him how much I was enjoying sucking his dick and I was picturing how handsome it was now.
He went on to describe his now very hard cock, and assured me that he was handsome.
I started twisting his cock around in my mouth as I looked up at him for approval.
He could see my mouth full of his cock and said that’s just the way it should be.
Next I let him know how wet my pussy was.
I told him to tickle my clit with his free hand and to go ahead and shoot his load down my throat. I wanted him to watch me swallow him like a champ. I wanted to guzzle his hot cum.
He was ready to blow so I tugged at his balls and told him to drain them into my face.
The only way I can describe how hard he came is to directly quote what he wrote:
“OOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOO SHIT YEAH!!!!!!!!!!!!!!!!!!!!!!!!!! ooooooooooooooooooooooooooooooo FUCK!!!!!!!!!!!!!!!!!!!!!!”

To say the least he shot me hard. He grabbed the back of my head and pushed it on his cock as I swallowed what seemed to be gallons of his hot jizz.
He pulled on my hair and kept fucking my face as he finished off.
Finally he fell out of my mouth, spent. As soon as I could talk I told him what a slut I was for his dick, but he already knew that.
He apologized for not pounding my cunt, but I had driven him nuts with my mouth.
I told him that it was all right because I prefer for him to stuff my pussy when I had my pants down and my vibrator with me.
He assured me that he would do that at another time and make me cum over and over again. I told him I had no doubt of that my shaved pussy would buck against him next time.

We made some plans for what the next time would include. He asked if I was into strap-ons. Truthfully I have been curious, but have never tried it in real life.
I was willing to try it in cyberspace first and he said it sounded like a plan. I reminded him that here in cybersex we could make anything happen and make it good.

We said our good byes and I ended by telling him that I would probably get myself off later.
Once I signed off I did take care of myself in a very nasty way. The front door to the house was open, I still had my tits out over my bra, and so without shutting the door I played with my tits and rubbed my swollen aching pussy until I came.
Not only was I thinking about my little encounter with my boy toy, but about someone stumbling along and finding me in ‘dire straights’.

Ah, it keeps you young doesn’t it?

My Cyber Boy Toy #1

This was my first time cybering recently with a much younger man.
The story of the 45 minutes we spent in a virtual reality follows.

We started off trading a couple of pics, I don’t usually care one way or the other if I get a picture, but I know the guys like it. It’s easy for me now; I can send them to my site.

He asked me if I thought he could get the job done with his cock. I assured him that he looked good enough to eat. I think he was a little unsure at first, wanting to know if I enjoyed men that were much younger than me. He was 27, making him 20 years younger. I could literally be his mother. I assured him that I enjoyed men, period.
We briefly traded stories about our previous encounters, his with a woman in her forties, mine with a man (or should I say boy) that was 19 when I was in my early thirties.

He was anxious to get out of the gate and suggested that he call me, that he wanted to hear my voice, but I don’t do that on the first meeting.
It was our first encounter so there was some small talk to calm the waters.

In the back of his mind were my tits and his patient pleasantries ended abruptly.
He claimed he wanted my tits in his mouth, now. I calmly instructed him to push me on to the bed and take them, to suck my nipples.
He threw me on to the bed, and then took his shorts off so I could see his hard throbbing cock.
I told he how I loved seeing his cock for the first time. He asked me if I really liked it, so I came up with some easy proof. I told him that if he sucked my tits, I’d definitely need to suck that fresh cock.

He moved his now naked body onto the bed.
It’s interesting how when I cyber just the basic image of a man crawling onto my bed can be so intense, such a turn on. Another insight I’ve had in my cybering is that knowing what is about to happen can be even more of a turn on than anything else.

Back to my young man and our mutual fantasy.
We kiss passionately as he gets comfortable on the bed. My hand traveled down the length of his body, learning the feel and topography of a new man. His hands match my movements, over my stomach, and reaches my love nib. He gently begins to massage my clit. I let him know how much my pussy ached. All this while he continued to explore my mouth with his tongue, but his tongue needed to explore more. In no time his mouth was latched onto my right tit, he rolled the hard nipple against his tongue and teeth as his hand moved from just my clit to all over my wet cunt.
I moaned out as I pushed his head into my tits. He started using is free hand to work the nipple and massage my left breast.

My sensual beat begins and I start to rock against him, my nails gently run over his bare back, and I nibble his neck as he continues his tit worship. The next sensation I felt was that of his finger sliding inside my wet warm pussy. It caused me to moan out loudly, then beg profusely to suck his cock.
He doesn’t say a word, but rather just turns his hips and swings his cock towards my mouth.
His cock was quite appetizing dangling in my face. His fat cockhead rests against my nose as I start to lick his balls. The air is thick with his musk that along with the slightly salty taste of his balls is getting me even wetter, making me ache more. As if he knew, he deftly slid another finger in my tight snatch.
This caused me to pick up my pace and I suck a nut into my mouth, letting it roll across my tongue like hard candy. Then I take that luscious long lick up the underside of a stiff cock. He moans hard as I what my mouth is doing is pleasing his balls and he tells me so. I thanked him, and got back to my tasty meal, I suck his fat head into my mouth, causing him to moan again. His cock begins to leak and I slurp at his precum then descend his cock, inch by inch, snaking my tongue around his shaft. Again he moans out.

The next thing is something that comes in handy in cybering. I could tell him that I look so good with my mouth stuffed full of his dick. Obviously, something I couldn’t say if it were real life.

Finally, I couldn’t wait and slammed the rest of his cock down my throat until his swollen head hit the back of my throat.

Another trick I like to use in my cybersex session at a moment like this is to ask my partner if he can feel whatever is going on. For example this time, at this moment I asked him if he could feel his dick against the back of my throat, he assured me in all caps that HE COULD!

But back in the cyber-world, I keep sucking like a newborn that needs food. I am now the one moaning, but mine are stifled by having a full mouth. He brings to pace to a full out fuck of my face, yelling at me to suck his cock and calling me his little whore.
He pumps his hips down toward my face, banging against my cheeks, and thrusting his hot meat down my throat.
Our cock sucking session begins to get very intense in it’s depiction.
He stands on the floor, grabs my hair, and brings me to my knees, pulling me across the bed to him. I start to play with my clit as I keep sucking him.
One of his hands holds tightly onto my hair while the other fondles my tits as he slides his cock back and forth, pumping hard now. He rears up his toes, grabs my head and pounds away at my face. I keep up by sucking at every thrust.
The room is filled with his grunts, my stifled moans, the sloppy slurps of cocksucking, the slap of his hips against my face, and his balls slapping under my chin. His cock is rock hard and tasty. He starts to talking to me like a whore again, asking me if I like his dick.

He declares how much he wants to fuck me now and pulls his cock out of my mouth, and commands me to give him my ass. I got on my hands and knees and present him my ass. He moves up behind me, glides his slippery cock into my steaming cunt, and grabs a fist full of my hair, wrapping it around his hand.
I tell him how much I like it doggie style and moan out for him to fuck me. He starts to violently fuck me, slapping my ass with each stroke. He tells me how tight and slippery my pussy is and pounds his cock deep inside me, filling me up with thick meat, as he spanks my already reddened ass and pulls at my thick hair. I moan out with each thrust and each spank, finally screaming out to be fucked hard.
He leans over me, bites my shoulders, and thrusts his hard heat into me again. My tits are swaying with each bit of pounding I’m getting.
My cunt hugs his dick as I declare my readiness to cum. He squeezes my tits and that’s all I needed, my orgasm seems to explode in waves across my hips and up my inner thighs to the depths of my pussy.
He keeps talking to me like his slut, making me tell him that I need his cum inside me. I obey and plead for his hot cum.
Next, he is describing his orgasm. His dick tenses and pulses up as he releases his hold on my tits. He grabs my hips and I grind back against him, allowing him thrust deeper and cum, hard. His dick erupts and sends a stream of hot spunk flow deep up inside me.

I drop to floor, spent.

Wave after wave of cum blasts that only moments before filled me up, now start to leak out, across my puffy pussy lips and to my inner thigh.

As the small talk at the beginning of the ‘session’ put us at ease, now we have a sort of pillow talk to finish things up.
We make sure that we each enjoyed the experience. I explained to him about CJ’s understanding of my cybering.
He was good enough to tell me that it was the best chat he had ever had, very kind.
I told him that for the next time his job was to think of what he would like from me next. My last assurance was that I would be willing to have another encounter if he so chooses.

So, we’ll see what happens next.

How Debbie Got Her Groove Back:Part One-Pure Lust

Tadpoling refers to a relationship between a younger man and an older woman. A notable example is Ashton Kutcher and Demi Moore whose public relationship seems to have started the use of this slang term.









As I have been working at getting my groove back here at the blog I looked back at some other times I got my groove back. The first one I could think of was pure, unadulterated lust.

My divorce from CJ was final in May of 1987.
I had just started working at a company I would stay with for the next 18 years.
I had a two-year-old child to take care of. My life was on hold for a while.
I was dealing the lose of my marriage and being a single working mom. The idea of dating or looking for another man was out of the question. I couldn't invest the necessary emotional energy.

After about 5 years, a new employee started at our place. His name was Rick.
Even though he was young, he reminded me of a few things.

Rick was tall and muscular. He had dark hair that came to about his collar. He wore a goatee. His eyes were as dark as his hair, but had a softness to them.
Finally, Rick was 19 years old, 12 years younger than me.

It was one of those things that just happened. If my life depended on it, I couldn't describe how we got together. I'm sure it started with innuendo.
He would look at me in the lunchroom and it seemed as though I would instantly get wet and warm.
One night we managed to finally get together.
We were together off and on, just for the pleasure of it, for about a year.
He had a great tongue, he was a terrific kisser, and he worked magic on my pussy with it over and over again.
I wasn't into being his 'Mrs. Robinson', but I enjoyed his enthusiasm. Yes, I had to give up expertise for the rock hard fervor and passion of a 19 year old, but it was a compromise I could live with.

After a year of being filled up by him, eating him, and cumming all over him, I was as I said, reminded of a few things. A teenager made me feel like a woman again, and that was a good feeling.

After that I moved onto the lovers I found on the Internet.
I'll cover that one in another post.