BlackJack! We All Win!: A Short Story

PantyPeter

Joel and his wife Connie sat side by side on their sofa, each slid down so they sat on the edge of the lower cushion. Connie wore only a pair of white lacey panties with a satin panel on the front. Joel’s hand was down the front gliding up and down Connie’s soaked pussy, outlined under the taught fabric. Connie’s right hand deftly pumped a huge rubber cock in and out of her pussy, her gaze focused on the sight.

Connie’s left arm lay on Joel’s stomach with her hand wrapped around Joel’s stiff cock she was stroking through her big, high-waisted nylon panties that Joel loved to wear. Joel observed her hand as he narrated.

“Yeah, feel that big cock stroking you deep. Imagine another one in your mouth. You can feel the head sliding on your tongue and stretching out your cheek; you can taste the saltiness of his pre-cum as he’s about to explode at the same time as the guy in your pussy; and you have my cock in your hand about to shoot. That’s it, keep stroking. You can’t wait until you make us all cum. You know you’re irresistible; all those hard cocks just for you, baby.”

Connie panted hard as she was immersed in the fantasy and about to cum herself. She stroked them both fast, then faster. Then she thrust upward as she came, burying the cock deep inside timed with her thrusts. Her huge tits bounced up and down, enticing Joel even more. Joel stroked her fast, feeling her hot juices soak his fingers, concentrating on her swollen clit.

Joel couldn’t stand it; his cock spurt forth a stream of cum, some of it soaking through the panties tightly encasing the stiff head, the rest soaking the inside of the panties and his cock. He could feel it running down to his balls. Connie continued to stroke as he shot stream after stream of hot cum into the silky material. Her hand was shiny with his cum as it worked up and down and at the same time worked her imaginary lover inside her.

Afterward they lay on the couch, basking in the afterglow. Joel’s panties were soaked with cum and Connie lay with the big cock still inside, squeezing on it from time to time.

“Wow, that was fantastic,” Quipped Joel. “Imagine if that were real. You know, we’ve had that fantasy for so long without making it come true. We should someday.”

“Oh, you’d freak out with some other guys cock in me for real. You’d get jealous and ruin the whole thing,” Joel looked her in the eyes. “I wouldn’t. I really wouldn’t if I were there to watch. I wouldn’t want you to kiss him, but if it was just sex I’d love to see you have that experience again, but with me there to see it! I can’t imagine how sexy it would be to see another guys cock in your mouth as I was stroking you! You all carried away by lust. I could really do it.”

Connie was quiet as she searched his eyes, then commented, laughing, “You keep that up and I’m gonna find a guy to do it with.” Joel started getting hard again as he realized that she was serious for the first time. Connie saw it and thought to herself he just might be okay with it. Joel imagined another guy splashing cum all over her tits as she held them up while he stroked himself, watching.

The next day Connie was washing dishes when she spotted their neighbor Steve taking out the garbage. He worked out and was wearing a tight yellow tank top. She wondered if it was a woman’s. His chest was smooth and rippled in the right places. She felt a twinge in her crotch as she pondered about him being the one and imagined his cock big and hard, standing straight out of his tight shorts contoured around his tight, muscular ass. She realized she had unconsciously pushed her crotch against the cabinet, enjoying the pressure against her pelvis

Steve’s wife was a fake-titted, fake person that sold homes for a living, with fake blond hair and a fake tan. She had recently dumped him for a rich jock that bought a big house from her. It had devastated Steve even though he knew their marriage was less than perfect. He couldn’t support her the way he wanted and she made more money than he did. What’s more, his wife Joanie confided in Connie that he liked to cross dress. He wasn’t man enough for Joanie.

Connie didn’t tell Joanie that Joel did as well. Connie saw it as the softer side of a man who was comfortable with his sexuality. Besides, she liked her big dildo and multiple partner memories and fantasies, so who was she to judge? Not only that, she loved the feel of nylon and fuzzy sweaters too, so why shouldn’t a man? As long as Joel didn’t do it all the time she didn’t mind. Connie’s imagination started to flow.

That Thursday night she set out a nylon nightgown on the bed for Joel to wear with matching lace and satin panties for when he got home; she put on a satin corset with exposed breasts she wore under a tight sweater so her big tits would bob and her nipples would poke out. After his shower Joel came down to eat wearing the outfit under a quilted satin robe, knowing what was in store. What he didn’t expect was for Connie to suck his cock until he came in her mouth, then let it run down her chin onto her tits. She smiled up at him as she slid his cock around on her lips. Shortly afterward, she told him her plan.

“Hey, Steve, this is Joel, how ya’ doing, man? We haven’t gotten together for a while and Connie thought it would be great if we could play cards tomorrow and have a few beers. Would that be cool?”

Joel gazed at the dried cum on Connie’s mouth and tits; she was one sexy girl. He felt so good in his nightie, panties and robe; the best part was that she let him do it. He thought about what a lucky guy he was. “That’s great, how ‘bout 8PM? Okay, bring something to drink and that’s all. See ya’ then, we’re gonna have some fun, dude!” Joel couldn’t suppress his excitement.

The next night Connie was ready. She had to masturbate during the day just to relieve her desire, but was ready for more. She and Joel had talked it over to lay down some rules and go over what the plan was. She had told Joel about Steve’s fetish too and it excited Joel that Steve had the same tastes! He imagined another guy’s cock stretching out a pair of nylon panties. He pondered whether Steve would go for it and so bought a bottle of Bourbon just to grease the skids.

It was about 10PM and Joel had made Steve’s drinks fairly strong, but not enough to affect his performance. They had been playing poker, laughing and having a genuine good time.

Connie wore a vintage nightgown from the sixties with a rounded satin collar and buttons down the front with puffy nude sleeves. Underneath she wore a shiny half cup underwire bra that held her massive jugs out nicely under the semi transparent material. For panties she wore a high-waisted thong with plenty of satin on the front and just enough in back to frame her round ass cheeks. To keep from scaring Steve away she wore the quilted pink satin robe that Joel liked to wear over the ensemble. What she couldn’t hide were the seamed tan stockings and her stiletto heels, but she had no intention of hiding that anyway.

The boy’s were wearing jeans and t-shirts. “Hey, I just thought of an idea,” Connie smiled. “I want to have a pajama party. Just like college, only it’s two guys and me. Steve, you can spend the night here and we’ll all sleep in the living room,” she exclaimed. Steve looked at Joel for help, his shiny loose black hair swaying about his now red face. Joel smiled big and said enthusiastically, “Connie, that’s a great idea. That would be pretty fun, just like when we were young.”

“I don’t know guys, where would we sleep?” Steve queried. “You can have the couch and Connie and I will use an air mattress on the floor. Go back to your house and get into some PJ’s dude, I’m gonna go change.”

Joel didn’t give Steve a chance, but got up and pulled on Steve’s arm as well. “Well, okay, if that’s what you guys want, I guess I’ll go change.”
Connie jumped in with, “Yeah, it will be a blast. Go change now, Steve. I already have my nightgown on so I’ll just wait for you two.”

After Steve left Connie and Joel were nervous with anticipation and wonder about the outcome. Joel went to change into Connie’s green nylon pajamas with white piping on the edges and nylon panties underneath. He stayed out of sight until He knew it was time, gently sipping on his bourbon while sitting on their bed.

Steve returned wearing a pair of sweats, just as Connie had suspected. She had opened the belt on her robe to let it fall open, exposing most of her breasts beneath the filmy nightgown and a nice view of her satin encased crotch and belly. Her short, curly, light brown hair coupled with the pink, round, satin collar gave her a sexy, coquettish look.

She cried, “Steve, those aren’t pajamas. I knew you’d do that so I got you a real pair of pajamas from my drawer,” as she handed him a pair of pastel yellow nylon pajamas. Inside was tucked a pair of white nylon high rise, high cut panties.

Steve looked at them with horror and complained, “But, these are yours, right? Don’t you have some men’s or something?” Connie smiled brightly and took his arm, ushering him toward the bathroom. “This is my party and I want a girly sleepover like I used to have. Indulge me. Steve, they’re just pajamas and Joel is going to wear the same thing. Now come on, it’s my fantasy, uh, idea, so you just play along,” she emphasized as she pushed him into the bathroom.

When Steve came out he was wearing the outfit, panties and all. By that time he was seriously wondering what Connie was all about when Joel stepped into the room wearing his pajamas and panties, visible underneath. “Well, she got us to do it, didn’t she?” Joel laughed. Steve laughed with him. “Yeah, I guess she did. First time for everything, I guess.” Joel and Connie exchanged knowing glances at that.

“Okay, then let’s go back to playing cards,” Connie interjected. Her robe was fully open around her breasts which were completely visible under the nylon. Steve couldn’t help but notice and was taken aback by the large round orbs and protruding nipples as the slippery nylon glided over them, making them hard and exciting Connie.

They went back to playing cards after fixing new drinks and Connie switched the game to Blackjack. She noticed that Steve kept glancing at her exposed tits and she imagined his cock stretching out his panties under the table in her nylon pajama pants.

After a few hands Connie put the next phase of her plan into action. When it came her time to bet she had a king showing. She exclaimed, “I’m bored. Let’s get this party started. I’m going to bet that if I win, I get to see you guys in your panties. You have to pull your pants down and show me for 5 seconds!” Joel shot back, “What? You got us to wear this stuff and now you want us to expose ourselves, and to see each other in panties?” Connie played her role. “So, what’s the big deal? Don’t get your panties in a wad, mister. It’s not like anything you haven’t done before!”

Joel turned red. “I don’t know what you’re talking about, I’ve never exposed myself to my friends before,” conveniently leaving out the panties. “Just appease me, panty boy! You know you’ll do it, now play along!” She gazed at Steve. “Steve’ll do it because he loves me, huh Steve?” “Yeah, sure Connie, tell Joel I love you, good plan there!” Steve avoided Joel’s look, embarrassed at being exposed like that.

“Well, what do we get if you lose, big shot?” Joel queried. “I’ll bend over and show you my ass; the whole beautiful thing with my thong stretched across it!” Joel smiled brightly and shot back, “Alrighty then, let’s play cards!”

“You guys are nuts, but whatever, let’s do this thing.” Steve was willing to play whatever game they wanted; with that, Joel dealt out the next card. The tension was palpable. Connie got a five. Joel got an eight, bringing his total to 17 and Steve had a total of 19. Connie had to ask for another to beat them. Both men’s cocks began to stir at the thought. She received a five, bringing her score to twenty.

“Woo hoo! Show me what you’ve got, boys! Come on, stand up and shake it for me. Pull those pajama pants down!” Joel was hard in anticipation. Steve looked at him like a puppy, but Joel just shrugged and stood up. His pajama pants were stretched tight. He deftly slid the nylon pants over his panties, exposing his hard cock outlined in the shiny panties. Steve looked on, somewhat excited at the sight and mortified at the same time.

“Wow, honey, you look really sexy, all hard like that. You really stretch those panties out nicely,” Connie commented quietly as she stared. Joel thrust out his hips a little and swayed, saying in a confident tone, “I’m glad you like it, baby, hope you’re satisfied.” Then he turned to Steve and said, “Your turn, buddy. Come on, let’s see that bad boy!”

Steve stood up slowly and said, “I can’t frikkin’ believe I’m doing this! I’ve never done anything like this before! Okay Connie, look, but it’s not quite as impressive!” Connie gazed at his flaccid cock outlined in the panties, but knew it would be impressive later. She smiled and quipped, “Honey, I KNOW that would be impressive if you weren’t so nervous. I’m impressed and the “bitch” is missing out, that’s for sure!” Steve laughed and thanked her, then sat down, pulling up his nylon pants and loving the feeling against his panties.

They played a few more hands for chips. Again it was Connie’s turn to deal. “This time we’re getting serious,” as she dealt the cards, then took her robe off. Her nipples were fully erect and exposed. “I’m changing the rules. I call the bets. Joel, if I win, you stroke my pussy. Steve, I get to stroke your cock while Joel does that. If I lose, I stroke both your cocks.” Steve looked seriously at Joel. “Maybe it’s time for me to go home and Connie to go to bed.”

“Steve, I just do what she says and so should you. We’ll all win with that kind of bet,” he smiled.

Steve knew what the game was. He was now fairly aware that he had been set up. It made him uncomfortable, but at the same time excited.

Their hearts were all pounding with anticipation. Any way it happened, the real game was about to begin. Steve had a Queen showing, Joel an eight and Connie a Jack. When the next card came out Steve had an Ace, Joel a King and Connie a three. They all looked at one another as the eighties music from the cable TV played. “Well Steve, you’re the lucky winner. I get to see that big cock again, don’t I?” Connie said smiling as she looked him in the eye.

“Hey, me too!” exclaimed Joel. Connie turned to look at him lustily, “You’ll get your turn, big boy, just watch and enjoy.” With that Connie stood up and ushered Steve to do so as well. She walked around the table and took both breasts into her hands, rubbing them against Steve’s chest, nylon to nylon. He stood there not quite sure of himself. Then Connie pulled him close and slid her hand down to his flaccid cock, which she massaged through the material at first, then kneeled down, pulling his pajama pants down by the knees, letting the nylon fabric rub his cock as it descended.

Steve looked down to see the top of her head, the satin collar, her bra straps through the nightgown and her hand stroking his cock though the panties. He saw through his peripheral vision that Joel was stroking himself through the slick pajama pants while observing.

He was aware of the woman’s nylon pajamas against his skin, the feeling of Connie rubbing his cock through his panties, which he knew were hers. Still he couldn’t get very hard, the situation being so surreal. Not happy with her results, Connie slipped his cock out the side of his panties and put it in her mouth.

Joel watched with fascination as his wife sucked on his friends cock. He couldn’t believe they were actually doing it and was it sexy! He saw her cheeks suck in and then stared as she changed to have it stretch out her cheek, then slip it out to slide it on her lips. Connie looked so sexy with her vintage nightie on, shiny collar, tits protruding within the material, having fun with a new cock and an impressive one at that.

She looked at him lustily as she slid Steve’s cock along her lips, observing Joel’s hard dick inside his panties, hard for her and her pussy ached for a cock. She knew she was getting wet and her pussy lips swelled up in anticipation.

Connie put her hand between her legs, raising her gown to feel her moist vulva. The feel of Steve’s cock inside her mouth was exquisite, especially knowing the effect it had on her husband. She stroked her satin crotch.

Once Steve’s cock was fully hard she had to open her mouth wide to accommodate him. She reached around him to pull his pantied ass closer and deep throated him, knowing that Joel would like that. She watched as Joel stroked himself, excited that she had such an effect on two hard cocks at the same time. She cupped her breasts and squeezed her nipples through the nylon as she sucked Steve with no hands; then she made moaning noises as she worked him, holding his pantied ass and sucking him deep.

Steve stared down at the spectacle. His cock was extremely sensitive and he loved the silky feeling of her mouth, the look of his cock in it, the naughtiness of it. She ran her tongue underneath it, sucking like she wanted his cum, then it happened.

Joel watched, amazed as his friend’s cock spurted into his wife’s mouth. She made a verbal gulping noise as she didn’t expect it. Joel knew that she was drinking his sperm as Steve’s rock hard cock exploded in her mouth, Steve’s hands on her satin collar, stroking his cock with her head. His ass, tightly encased by the panties, convulsed as he came.

Connie couldn’t handle the amount of sperm being shot into her mouth. She reared back to have Steve shoot onto her satin collar. He pushed forward and rubbed against it, shooting gob after gob of cum onto her collar and spreading it around with his dick, and then pulled back for the final jerks to shoot onto the front of her nightgown stretched across her breasts.

Joel stared, mesmerized as he stroked his cock through the panties, then stepped up and grabbed the back of Connie’s neck. She sucked him in and he immediately came, blasting the inside of her cheek with more hot cum. She pulled him out as he continued to spurt onto her breasts, neck and shoulder. He slid it along her shoulder, savoring the feeling of cum against nylon and the satin collar. The cum ran down her breasts as she continued milking the last of the cum from Steve’s cock as Joel came on her shoulder.

When both men were spent, Connie stood up, her front, neck and shoulder soaked with cum, both cocks in front of her and growing soft. She sat down on the couch and looked at them with lust. “So you guys get to cum and what do I get? Covered in cum I guess. What about me? Don’t I get to cum? What about a hard cock for me?” With that she pulled up her gown and exposed her crotch, her nylon ensconced legs open wide. She began to stroke her panties as the men watched, both with their cocks back in their panties. She was obviously very wet and soon pulled the material aside to expose her shiny pussy, sliding her finders up and down.

Joel admired his sexy wife, covered in cum, stroking herself in front of them like a pro. Connie stared at their crotches. “Whoever gets hard first gets to fuck me,” she declared huskily as she continued to stroke. “Pull off your pajamas and let me see those panties. Stroke yourselves hard again while you watch.” The men looked at each other and then complied. Both of them had moderately muscular bodies with no hair. Their panties stretched tight across their asses and cocks. Connie watched as they stood there with their legs spread, stroking themselves in the slippery material and admiring her.

Soon Connie was moaning and thrusting hard against her hand. Her shiny tits bounced with the thrusts, enticing the men. Steve got hard first as he watched her cum. His cock protruded out with the head clearly visible beneath the nylon. It excited her to watch him stroke it up and down as he watched her with lust. She stroked herself for a long while, savoring the spasms she created with her hand. She almost came twice but couldn’t quite get there. The carpet in front of the couch was wet where she had dripped on the floor.

“Pull it out and stroke it for me,” she commanded. Steve pulled the crotch to the side to expose his long shaft, the head gleaming with semen. Even Joel observed how erotic it looked. He admired the way the panties fit on Steve and encased his ass and how long and hard his cock was. Joel started to get aroused as he thought of Steve’s cock buried in Connie.

Connie stood up and put her fist around the hard tool, sliding up and down the length. The feel of it made her ache with desire. She knelt down and sucked on it a little, then turned around and got on all fours with her elbows on the floor. She slid her gown up to expose her ass; then swayed back and forth. “Slide your cock on my ass. I like that. Up and down on my panties. That’s it. Ohh, that feels so good!” Connie’s tits hung heavily in front as she swayed. Steve’s cock slid up and down the satin thong as Joel observed, getting stiffer and stiffer in his panties. Connie watched him. She was beside herself with desire for both cocks.

“Put it in, now. I want you. Fill me up! Oh, shit, that feels so good!” Connie cried as Steve slowly slid his cock in. Joel was very aroused watching the affair, stroking the head through the flimsy nylon as Connie watched.

Steve put his hands on her hips and thrust forward hard; Connie moaned. He was sliding all the way in and out and his cock glistened with her juices. “That’s it, fuck me hard. Pound my pussy! Oh, Oh, Oh,” she cried with his thrusts as her tits swung wildly.

Joel needed relief. He knelt in front of her so she could suck his cock, which she did with gusto, still making noises as Steve pounded her hard and fast. The sight was unbelievably erotic with a pantied man on each end; one pounding against her ass while the others cock was buried in her mouth. Her body sheathed by the see-through nylon, tits swinging, her nylon encased legs spread wide with the heels poking out in each direction.

Joel felt like he was going to cum and pulled out of her mouth. “Steve, switch with me; cum in her mouth again!” Connie cried, “No, not in my mouth, I’ll drown! When you cum, shoot it over my shoulder or something.”

Now Joel sank his cock into his wife’s sopping cunt. He could feel the nylon slide against his ass as he stroked her. He slid his hands up and down her back as she did her best to suck another load out of Steve. The sight made Joel even hornier. As he pounded her the satin collar flipped up with each stroke and her big tits flopped back and forth. Soon, Joel couldn’t wait any longer and came inside her. Connie was making muffled screams as he jetted his cum into her, some of it running in strings down to the carpet. Joel stroked her until he was soft, and then pulled out.

He placed his cum drenched cock back in the panties and lay on the floor to watch. Connie sat up and crossed her legs, continuing to suck and lick on Steve’s cock. She pulled it out and sucked his balls, then ran her lips under the head. Try as she might, he would not cum. Finally, she got up and sat on the couch.

“Come over here and put it between my tits, my mouth is sore,” she commanded as she smiled at him. She looked at Joel as she opened the buttons below the satin collar and squeezed her tits together around Steve’s wet cock. Then she lifted them up and down while massaging her nipples with her fingertips. That was what Steve needed; more friction as his cock was desensitized. Joel was enamored as he watched Steve’s ass cheeks work as he fucked her tits. Connie alternately gazed at Joel and then Steve’s cock.

Steve’s muscles tensed as he started to cum. A great wad of cum shot up onto Connie’s neck and collar. He still had a big load and covered her tits with the creamy substance as she maneuvered her tits around and he slid his cock against her nipples. When he was about finished Connie looked at Joel and smiled, then took Steve’s cock into her mouth. Her lips were wet with cum as she sucked the last drops out while looking into Joel’s eyes.

Steve couldn’t stand the intensity and pulled out, stepping back a little.
Then to Joel’s amazement she did something he hadn’t seen her do before. Connie lifted a great cummy tit up to her mouth, sucking on the nipple and sliding her lips in the cum, all the while looking at Joel, who actually started to get hard again at the sight. “What a wife!” he thought.

They all sat on the floor for a while, resting, then Connie got up to get them drinks, still with her nightgown, face and tits wet with cum. The soaked nylon clung to her breasts and was even more transparent. The men just admired her as she worked, observing her thong through the material, her sexy legs perched high on the heels, her tits swaying as she walked. The inside of her nylons were stained dark from juices.

Connie came back and sat on the couch sipping her drink. She smiled at Joel with a very satisfied smile, who smiled back broadly and thought to himself, “This is the start of a very good thing.”

Fenman

...... and they all settled down and watched the Olympics

pantymesser

Great story. Wish I was Steve or Joe.