Jenny was a simple girl, she had a great boyfriend and a pretty stable life. However, she grew bored with her man at times since he was very busy with work and his buddies. It seemed that he never noticed her new hairstyle or new clothes. He was a good man, and she will probably end up settling down with him eventually. Even so, there was this one fling that she never told anybody about. It's her one and only secret from him, a secret that she will take to the grave with her. Although her man never found out, the fling caused her to open up a dialogue with her boyfriend where she discussed her grievances with the relationship. After that talk, they became more in love than ever and are even talking about marriage. As for the fling, she's glad it happened, but it is ancient history and will never happen again. Here is how it all started.

Jenny was home alone browsing craigslist for a used couch. Her man was out getting drunk with his buddies yet again, leaving her alone on a Saturday night. Upset and feeling lonely, she decided to browse the "Casual Encounters" category just for fun. She was curious to see if people really used those things for sex. After perusing ad after ad, she came across one that really caught her attention. It was entitled "Missing her" and was a detailed account of a man's sex acts with his ex girlfriend. Feeling a bit tipsy from the wine she was drinking, Jenny decided to email the person who wrote the ad and tell him that he had amazing skills in the bedroom, according to his description. Embarrassed, he replied back stating that he was drunk and distraught over his recent breakup. Jenny and the mystery man continued to email each other for weeks, and became quite good friends. They even grabbed a coffee once or twice. She was surprised to discover how attractive he was. He was 6'3, 170, muscular build, broad shoulders, strong arms, strong jaw line, and a killer smile. He was a 28 year old investment banker and his name was Jason. They usually talked about dating, and she gave him much needed advice about women.

Then one day, Jenny's boyfriend decided to plan a trip to Las Vegas with his friends last minute and told her that he would be cancelling his trip to the Napa wineries with her. They had planned that trip for months and she was very upset with him. He didn't seem very apologetic. He actually seemed quite excited and spent plenty of time on the computer booking rooms or on the phone laughing with his friends. Being the understanding girlfriend she was, she told him to have a good time and watched him stroll out the door with all his luggage. He didn't even kiss her goodbye. She knew he would be going to strip clubs with his buddies and going to night clubs filled with slutty women. What a way to start her weekend.

Since her best friends were in Napa, where she was supposed to be, she was home all alone on a weekend, once again. She was about to start her period so she was feeling much hornier than usual. The three glasses of wine she had made it even worse. As she laid back in bed ready to masturbate, she reached over to her laptop to close the screen and saw that she had a new message waiting for her. It was from Jason. Her heart raced. He said that he took her advice and asked a coworker out. However, his date ended up ditching him last minute to go to a concert with some goon she met at a trashy club. He said he was going to prepare an intimate candle lit dinner. She began to think. Her dinner plans consisted of cold pizza, wine, and the TV. Feeling loose and still a little upset about her boyfriend leaving her, she made a bold move and asked Jason if she could join him for dinner instead. . . After 5 agonizing minutes, Jason replied that he would love her company and that dinner would be ready in an hour.

She jumped out of bed, hit the shower, and grabbed a dress hanging on the door. She was going to wear it in Napa. It was a little black dress, very classy and form fitting. It wasn't some short slutty dress girls wear to get laid, but one that was short enough to get a guy's attention, yet leave something to the imagination. Very elegant and sexy. She slipped on her special black Victoria's Secret lace panties, the ones she was saving for a special occasion. She hasn't even worn them for her boyfriend yet. She wore the matching bra too. She curled her hair, put on her makeup carefully, and dabbed perfume on her neck and chest. She put on the sexiest pair of high heels she had. As she looked herself over in the mirror, she was very satisfied with what she saw. She was hot. As she smiled, she began to feel bad about getting so dressed up to see another man, so she called her boyfriend. He picked up the phone, drunk, slurring his words, and yelled something about a limousine and strippers. She heard girls laughing in the background and he hung up on her mid sentence. Her hair flowed behind her as she stepped swiftly out the door.

She arrived at Jason's apartment which was in a very nice part of town. He buzzed her up, and as she opened the door to his apartment, number 5, she was greeted by a low lit, well decorated room filled with soft Jazz music. Candles were lit everywhere, and there was a table with two place settings and a dozen red roses on her chair. Jason greeted her with a kiss on the cheek. He was wearing slacks, a nice button up shirt, and a sweater. He cleaned up nice, and looked very handsome. She could smell his cologne as he handed her the flowers and poured her a glass of red wine. She sat down and he served her Lobster and Filet Mingon. He was quite the chef! He admitted that once she agreed to come over, he went out and bought nicer food and spent more time decorating. She was much more special to him than some co-worker tramp. He said it was to thank her for helping him get over his ex. After dinner,  they sat on the couch for a long while, listening to music and sipping wine. They talked, laughed, and got comfortable with each other. She told him about her knucklehead boyfriend, he told her about his gold digging dates. It was getting late. She was quite tipsy. They were sitting very close to each other on the couch. She thanked him for the romantic evening. He acknowledged that a night like this would probably never happen again as long as she had a man, and that he respected that. They both agreed that this night was special and that whatever happened tonight would remain a secret, never to happen again. He then admitted to her that he thought she was the perfect girlfriend and that she deserved better. He said she was the sweetest, most compassionate woman he had ever met. He admired her honesty, kindness, and selflessness. Then he told her that she had the kind of beauty that men paint pictures of and sculpt statutes after, to be forever captured and seen by the world. She gasped as her heart skipped a beat, and his hand touched hers. He leaned in to kiss her on the cheek again, but she moved her face in a way that his lips met hers instead.

Jenny and Jason began to kiss slowly and ever so passionately. They held each others hands and felt each others breath. He gently kissed her neck and she moaned in ecstasy. She was surprised with how just a few sweet kisses on the neck could get her so wet. Her had began to massage his chest as his began to massage her thigh. Their kissing became more aggressive and his hand began to move further up her inner thigh. She began to rub his penis through his slacks and felt that he was hard as a rock. She helped him take his sweater off and hopped up on top of him. As she straddled him, she continued to kiss him as she unbuttoned his shirt. She felt his large hands caressing her back and then making their way down to her ass where they firmly grasped. As she got his shirt off, she noticed that he had quite a sculpted body. His chest was big and strong, and he had a stomach like a washboard. Her mouth dropped open as she ran her hand across his abs. He looked up and smiled at her as to say "I worked hard on those, thank you for noticing." She began to grind her moist vagina heavily on his thick, hard penis. She undid his belt and zipper, then he unzipped her dress and lifted it up above her head.

Jason looked at her with an almost shocked and surprised look and told her that her body was amazing. He didn't even have to speak it, his eyes told her everything. She felt so appreciated and wanted, something she hadn't felt in a long time. He ran his hands up her sides and they came together, squeezing her perky breasts. He dove in, kissing her chest, then sucking her breasts. He told her she was wearing the sexiest underwear ever and that she smelled amazing. She continued to grind her increasingly wet vagina into his throbbing penis, and as he surreptitiously slid a hand behind her and unhooked her bra. As her bra fell off her shoulders, he moaned as he saw her perky breasts. His penis flexed so hard that she felt it lift her up. He sucked her chest, paying equal attention to both nipples, sucking, biting, circling, and blowing on one while squeezing the other. Her nipples were so sensitive, and it felt amazing. She grabbed him by the neck and head and ran her fingers through his hair.

Then, all of a sudden, he stood up. He was so strong and she was so delicate in his arms that she just wrapped her legs around him as he stood and held on to his neck. His pants dropped as he stood, and the only thing between his erect penis and her dripping vagina was her Victoria's Secret panties and his Armani Boxers. He carried her to the bedroom and laid her down on his king sized master bed. His broad shoulders descended upon her as he lay on top of her. they kissed, and he pushed his rock hard penis against her vagina, causing her to let out a loud moan. He then began to kiss her neck, then her collar bone, then her chest, then her breasts, then her stomach, then her hip bones. As he moved lower and lower, she became excited as she realized that he was going to go down on her. Her boyfriend stopped doing that years ago.

He spread her legs widely apart and began kissing the area surrounding her vagina. He kissed and nibbled on her inner thighs and massaged them with his strong hands. He gently ran his fingers across the area just above her clit, making sure to avoid it on purpose. She looked down at him as his handsome face kissed her midsection and thighs. He then ran his tongue from her ankle all the way up her inner leg to her vagina. He did this on both legs and it drove her wild with anticipation. Then he finally began to kiss her vagina. She was still wearing her sexy black lace panties, but they were soaking wet now. He kissed her clit on top of her panties and could smell her sweet scent inviting him in. He suckled the area between her inner thigh and vagina, then gently pulled her panties to the side and began circling her clit. She let out a passionate moan. She could hear him slurping as he sucked on her pussy lips. He felt the heat radiating off her vagina onto his face and basked in the scent that her vagina gave off. He felt special, knowing only a few men in this entire world would ever be able to smell her sweet scent. He occasionally reached up and cupped her perky tits.

He then pulled her panties off down around her ankles. He smiled as if he had made a great achievement, and she smiled back with passion and desire. He dove right back into her vagina face first. His tongue circled her clit like a tornado, and he spread her lips apart with his fingers to expose her clit fully. He worked her clit up and down, side to side, corner to corner, clockwise, counter clockwise, slow, fast, and every which way. She never had a tongue thrashing like this in her entire life! She reached down and grabbed a fist full of his hair and called out his name. "Oh Jason!" He then gently slid a finger inside her tight hole and wrapped his lips around her clit. He began to suckle her clit gently, yet steadily as he slit his finger in and out of her pussy. She said "oh my god" as he moved his finger faster and sucked harder. He then forced two fingers inside of her, and started flicking his tongue on her clit as he sucked. She started to tremble. Her ab muscles flexed involuntarily, as did her legs. He finger fucked her deep, he flicked his fingers up and down while inside, and he explored the rear of her vagina. As planned, all this motion caused her G-Spot to become swollen and he paid special attention to it as he simultaneously licked her clit.She started to cum. She didn't tell him, because she hardly had enough breath to do anything. As he felt her legs wrap tightly around his face, and saw her ab muscles tense up, he knew. He fingered her deeply and fast, and really worked her clit. She let out a wall shaking scream, so loud even she was surprised. Her face turned red and she let out moan after moan as he continued to eat her pussy. Just as she thought it was over, he kept at it and it kept on going. It seemed like her orgasm lasted for ten minutes, as he gave her the first multiple orgasm she had ever had.

She came and dripped all over his face. He gently kissed her vagina and her legs started to shake so hard her entire body was shaking. He then laid next to her and held her hand. All she could say was "oh my god. oh my god. oh my god," over and over again. He held her in his strong arms, and she wrapped her legs around him. She noticed that he was very hard and she knew he must be going crazy for her right now. She kissed his lips, then gave him a mischievous smile. She moved down, and pulled his boxers down. Her eyes grew wide open as she saw his penis. It was HUGE! She grabbed it with her hand and lifted it up. It was so heavy. He had a penis that had to be 8.5 inches long at least, and was as thick as a tree trunk. His cock was beautiful, long, and smooth. She admired it for a while, and then slid it into her mouth. His dick filled her mouth entirely, and went all the way down her throat. She could taste his pre-cum in her mouth and she loved it. As she bobbed her head up and down on his huge cock, he moaned in ecstasy and said "oh Jenny." Her jaw hurt because his dick was so huge, but she kept on sucking because she knew she was blowing his mind. She deep throated him and licked his balls as she took his entire dick down her throat, and he said "oh my god!" she coughed and choked on his dick. She noticed his dick was harder than ever.

He turned her over and gently laid her down on her back. They kissed passionately as he rubbed the tip of his throbbing cock on her clit and got it moist. Her dripping wet pussy was aching for his dick to be inside of her so she whispered gently in his ear, "make love to me." He then looked deeply into her eyes and pushed himself inside of her. She gasped, moaned, and her eyes grew large. This was the biggest penis she has ever had inside of her and it kind of hurt. It hurt, but she enjoyed the pain he was giving her. He made slow, passionate love to her, pushing his large veiny penis in and out of her. She could feel every inch of him gliding inside of her. His big dick stretched her pussy out around his cock and she could feel the tip of his cock rubbing deep in her pussy. He could feel her wet, warm pussy pinching his hard cock. She was so tight 2 fingers barely fit. He pushed his dick so far up inside her that it bent in her because it was so long it wouldn't all fit. Every tenth or twentieth stroke, he would just push his dick up inside her and hold it, flexing his cock, and she could feel his dick expand inside of her. She let out furious moans and screams whenever he did this. He started fucking her faster, and sucking her tits. She got wetter and wetter, and he started to really pound her pussy. She screamed so loud the neighbors probably thought he was beating her. She could hear the moisture of her pussy as his dick slid in and out of her. His thighs hit her ass and made a loud and repetitive clapping sound. Her pussy was so tight and dripping wet. He fucked her so hard she came all over his dick.

Then he told her to get up on all fours so they could fuck doggy. She stuck her ass out and teased him by wagging her butt in front of him. He promptly got a tight grip on her hips and entered her from the back. His long dick slid all the way up inside her and hit that deep spot from the back. He slammed his cock inside her and spanked her ass hard. She screamed and said "Oh daddy!" He then pulled her head back by her hair and fucked her harder. She screamed as she felt his huge balls slapping her clit from behind. He reached around and squeezed her titts, then he reached around and rubbed her clit. He ran so deep that she came again, collapsing onto the bed. He lifted her up, and stood up with her straddling him. She wrapped her legs around his waist, and her arms around his neck. He grabbed her by the ass and dropped her down onto his long dick and bounced her up and down. She screamed so loud because it was so extremely deep in this position. He then slammed her up against the wall, pinning her there with his chest, and fucked her standing, up against the wall. Her tits were squished up against his chest and the smothered feeling got her very close to cumming.

Just before she could cum, he collapsed on the bed and told her he needed a minute. He was exhausted, and rightfully so. She was so close to cumming that she needed just a little more. She said "it's my turn." and then straddled him, one leg on each side as he lay on his back. She laid his big dick flat, and started grinding her clit into his thick cock to get it wet. Then she stood his hard dick up like a flagpole and sat on it. His big member spread her pussy lips apart and filled her entirely and she put her hands on his strong chest and bounced up and down on his throbbing dick. He grabbed her waist and guided her as she bounced and moved her hips back and forth on his cock. He loved watching her tits bounce up and down as she rode him, and he could feel her moisture dripping down his shaft. Her pussy coated his entire dick with her moisture.

He started to get really turned on and she could feel his dick growing like never before. In one single motion, he flipped her on her back, and was on top of her. His dick never left her vagina. The sudden move surprised her, and she gasped for air, letting out a high pitched scream. He thrust deep, and held her close with one arm around her lower back, and one arm around her shoulder and neck. She could feel his strong muscles tensing up as he thrust so hard and far up inside her. His long dic working her insides so deep while stretching it out. She could feel him all the way in her stomach, and his body pushed up against her cilt, making her begin to orgasm. He yelled out, "Jenny, oh Jenny, I'm about to cum!" and without thinking, she said "cum inside me." He let out a furious yell, and pushed as deep as he possibly could. The pressure on her clit brought her to orgasm simultaneously and caused her to scream in unison as she came all over his dick. Her pussy began pulsing, and clenching his enormous dick. It was as if her pussy was trying to squeeze his sperm out. Since she worked up to this orgasm, it was ten times more intense than the others, yet she could still feel his dick shoot load after load of hot sperm up inside of her. She could feel every squirt of semen shoot deep inside her pussy. He must have shot 13 times inside of her. They kissed passionately as the moonlight shined upon them from a nearby window, and he remained inside of her for a few minutes as they just held each other. He then laid down and they fell asleep in each others arms. He shot so much sperm inside of her, it began to drip out afterwards.

The next morning, he woke her up with a sweet kiss, went down on her again, bringing her to orgasm, then made love to her while they were barely awake. It felt like a dream and he came inside of her and shot his entire load in her vagina again. They took a shower, then went to have breakfast. She had crepes and he had french toast. She returned home and went shopping that day, all with his sperm still inside of her. She liked the fact that his seed was still inside her. Luckily, she had her period the very next day.  Jason later told her to erase his number and email address so that she could work on her relationship and that's exactly what she did. She never saw him again, and is happy with her boyfriend now, but she will never forget the amazing night she had with Jason. . .