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The next time we spoke, I told Jenna about Wendy, how I had make her break all fiancé’s rules, eventually fucking her in front of him. Then I told her the about Tika, how she had used me to get revenge on her cheating boyfriend. She loved the Wendy story, but when I told her about Tika riding me while forcing her boyfriend to watch, Jenna released a muffled moan that told me she was cumming. When it came to her dynamic with her girlfriend, Tina, Jenna felt the need to clarify.
“She doesn’t want to be involved. It’s like she more wants to watch, or be in the house when it’s happening. That’s what she always goes back to when she talks about it. I don’t know why. Maybe it’s the whole, seducing a straight girl thing. Like the way gay guys like straight guys.”
“Maybe,” I replied. “Fetishes don’t make sense to people who don’t have them.”
What it sounded like to me was cuckolding, though I’d never encountered a woman cuck. It made sense though. Male cucks often had little dicks, or were premature ejaculators. Tina didn’t have a dick at all. Maybe she was turned on by the idea of Jenna needing something she couldn’t provide. But having never met her, I could only guess. I asked Jenna if Tina had ever posed any scenarios.
Either way, scheduling was tricky. Jenna’s daughter was there during the week, and Tina was at work when she was at school. It boiled down to Saturday and Sunday afternoons and the times when Jenna got a babysitter. We settled on the next Saturday. Jenna gave me her address and requested I send her an IM rather than calling. Part of Tina’s kink was she didn’t want to know I was coming over. She wanted to walk in on Jenna cucking her.
Being Spring, it was the rainy season. I went with a thin, scoop neck henley that displayed my upper body about as well as being shirtless, khakis, and sandals. Yes, Jay wears sandals. If you spend your spare time fucking attached women, it’s best to go with shoes you can grab on your way out the door. I’m athletic and at the time had been training MMA for around five years, but Tina might decide she actually didn’t enjoy watching Jenna get plowed and go for a butcher knife. You had know when to hold ‘em and know when to fold ‘em.
They lived in Royal Oak, which was once a hip little community filled with alternative people, but had been too cool and thus gotten gentrified. Which told me that Tina, a lifelong lesbian, was either an early adopter or did well for herself.
Tina’s house was a brick bungalow on a block of identical brick bungalows built during the postwar car boom that made Detroit explode in property. There’s an urban myth story about that. Back in the day when people left their doors unlocked, a factory worker gets good and hammered, then goes home, heads up to his bedroom. In the dark, he wakes his wife up by going down on her. She’s loving it, moaning like a whore, so he moved up and slides inside her. He’s drilling away when her actual husband wakes up next to her.
See, he got wrong house. Went into his neighbor’s thinking it was his, and went into his neighbor’s wife thinking the same. The cops don’t know what to do. It was an actual mistake and the neighbor’s wife was into it. The end up charging the dude with sodomy. At the time, in Michigan, sodomy included oral sex, so the guy committed the crime of giving one of life’s greatest gifts.
Urban legend, for sure. But I choose to believe it really happened. I mean, I’ve done worse.
Anyway, I double-checked the address before walking in like I owned the place. It was one of the many details Jenna and I had ironed out beforehand. Little fantasies her and Tina had discussed.
Jenna was sitting on an excessively cushy cream couch playing Soul Caliber 3. I’ll never forget that detail because it caught me so off guard. This time her tank top was pale purple and she was wearing a skirt so short and tight if she wore it outside she’d need to remain standing at all times. Jenna was done up the same as the first time, some loose curls spilling out of an up-do. Though She was expecting me, she said:
“Jay, um, you’re here.”
Which was her way of alerting Tina.
“I sure am,” I said, closing the door and kicking off my sandals. When I plopped down on the couch, I almost went ass over tea kettle. That’s how plush the damn thing was.
Jenna sunk towards me, her skin hot. She started gnawing at her lip as she worked the controller. “Um, have you ever played this?”
“Nah.”
“Want to fight?”
I rested a hand on her bare thigh. “What do I get if I win?”
“Oooh.” Jenna sounded a little breathless. “You want to bet?”
“Games aren’t fun without stakes.”
“Okay,” she whispered. “If you win, I have to do what you say.”
The fact that Jenna didn’t mention what would happen if I lost instead told me she wasn’t looking to put up much of a fight. I could smell how wet she was, but I have a nose for that sort of thing. The TV wasn’t up very loud and Jenna was having a hard time breathing she was so worked up.
Jenna and Tina’s house was laid out a lot like the one I rented with the Matts for years, the main difference being the second floor bedroom area, which would be halfway down the Hallway. There were loud creaks signaling someone was coming down the stairs. Tina was maybe fifteen feet away, around the corner, listening in.
“It’s a bet,” I said.
Jenna stood up to get me a controller. I played gentleman and grabbed a handful of ass to help her up, my fingers slipping into the soaked space between her legs. She stood there like a deer in headlights until I stopped groping her and gave her a pat on the butt.
Jenna brought the controller back and sat next to me. Seeing as she was playing a character with cans almost as big a hers, I choose the one that looked most like me. I knew jack shit about the game and, under normal circumstances, I would have been toast. But somehow Jenna walked into every button I mashed. Guess it was my lucky day.
“Get in your fucking knees,” I told her loudly to ensure Tina heard.
Jenna gulped, slipping off the cushions. She sat back on her heels, arching to present her massive chest. I knew that she was used to every guy she met gaping at her unreal tits. And I also knew they were the first thing guys went after. So I ignored them. Pretended they didn’t exist. In truth, I wasn’t a boob guy or a butt guy. If I had to pick a body part, I was a mouth guy. But what I really was, was a mind guy.
What mattered to me was what was going on in a girl’s head. I liked smart sluts. Reluctant sluts. Girls fighting their filthy urges, but eventually succumbing to my charms. I loved that hint of guilt after. Of shame. The resolve that they are going to be good next time and not give in, but finding ways to get alone with me to be used over and over and over.
Jenna wasn’t exactly like that. She was like a pressure cooker. Most of the time, she was a lesbian. But the pressure would build, and her craving for cock grow, until she blew her top. I stared down at her, my blue eyes cold. Heartless.
“Take my pants off.”
Jenna leaned in, resting her tits on the couch to take the pressure off her back, fixated on the thick bulge that nearly touched my hip bone. She’s had it once. Felt it, stretching her walls. Hitting her cervix. Pumping a huge load into the end of her. After that, a certain kind of girl was hooked. And more girls were that type than weren’t.
Jenna knew Tina was watching. Maybe even peeking around the corner. It made her nervous, fumbling with my button and zipper. I sat back and lifted my butt to make it easy on her. I wasn’t wearing anything underneath. My cock swung free, slapping into my abs, the head reaching well past my belly button. It was already messy, leaving a stamp of sticky precum on my Henley. Jenna stared at it as I sat up.
“Quit staring and suck it,” I told her.
Jenna shuffled closer. Being so short was going to make it a challenge at that angle. It didn’t help that I got iron hard. There was never any give, any bend. The swept, upward curve made it tougher. That curve hit all the right spots inside a girl. More than one woman had commented that I was built to breed. But it made getting head from a girl on her knees difficult.
Usually, I hated dicksucking foreplay – girls putting on a show, making out with it, the lollypop treatment, all that. But today was a different case. Jenna and I were putting on a little show for Tina. I had the one thing Tina couldn’t give Jenna: cock. To better turn Tina’s screws, a little cock worship was warranted.
Jenna looked up at me, her hand wrapped around my girth, her fingers more than an inch from touching. I adjusted the cord on my controller so it was out of her way and started playing, speaking to Jenna as if she were an afterthought.
“Start with my balls. Give them a bath.”
Jenna bent low, using one hand to shift my cock aside, and began lapping at my nuts. The couch practically swallowed me. I called upon the core strength I had developed over the last ten years to sit up enough to both watch Jenna and pretend I was playing Playstation.
What is old is new again. It’s been interesting to see labels created for things I did twenty years ago. Free Use, for example. Since the late Nineties, I had told girls if they came into my house, I was going to take what I wanted, when I wanted, how I wanted. Crossing my threshold was consent. Another one is Bored and Ignored. Going about your business, not acknowledging your partner while they serviced you.
Which was what I was doing to Jenna now.
I played Soul Caliber 3 terribly while Jenna licked and sucked my heavy balls, inhaling my musk. She absentmindedly stroked my cock, precum spilling down the shaft and coating her fingers. Now and again, I’d talk to her, making comments and asking questions. Things designed to stick it to Tina a little. Things like:
“That’s it, slut. That’s where I make your favorite food, isn’t it?”
“Mmnhmnf,” Jenna would reply.
Or:
“You crave my cum, don’t you Jenna?”
“Mmmn…”
“Down your throat. Deep inside you.”
Jenna responded with a flurry to swipes with her tongue.
“Is that your favorite, Jenna? When I unload in you? Feeling my cum pumping it straight into you womb.”
Jenna let out a little needy whimper around a mouthful of my nuts. I pulled her away with an audible pop.
“I want to hear you say it.”
Jenna looked up at me. I twisted her hair slightly so she was angled towards where Tina was lurking in the hallway.
“I…love it,” Jenna said. “It felt so good.”
She started to lick along my shaft, short swipes of her tongue, lapping up my precum. “I’ve always liked it….ssslp….but I didn’t know…ssslrp….it could feel like that before you.”
I knew what Jenna was talking about. Girls fantasize about how it’s going to feel when a man finishes in them, only to be disappointed when the only indication he’s unloading is him tensing up. Or maybe a slight warmth inside.
Then they came across a big cock like mine. They could feel my cock pulsing against their already stretched walls. Feel my fat head blasting spurt after spurt of thick cum into the end of them. I had learned not to fully bury myself, but to leave a fraction on an inch to maximize that sensation. For girls with certain fetishes, their dreams had come true.
Fetishes like being bred, for example.
Once a girl got that, she wanted it every time. Which was actually frustrating for me, since I preferred feeding a girl my load. But then again, it gave me the power. They would do anything I told them to get what they craved.
I knew Tina was lurking around the corner of the Hallway. I could feel her breathing. As much as I wanted to see her reaction, I kept my eyes forward.
Jenna had spit polished my shaft and was moving towards my fat mushroom head when I pulled her away, my grip tight in her hair.
“You’re an eager little bitch, aren’t you? What’s wrong, not getting the cum you need?”
“Noooo….” Jenna ssaid softly.
“You have to earn it from now on. Do you understand me, Jenna?”
Jenna liked that. She was starting to pant. “Yessss….”
“Feed yourself. If you don’t swallow every last drop, you aren’t getting fucked.”
When I let go of Jenna’s hair, she dove onto my cock, bobbing feverishly, her little hand stroking. I went back to pretending to play Playstation, not giving her anything. No sounds of approval, no words of encouragement.
Tina picked that moment to walk into the room. She was Jenna’s opposite: half a foot taller, svelte, with A cups and no ass to speak of. She was Middle Eastern, which was pretty common where I grew up, with light brown skin and straight, dark hair, cut short to chin length. Her voice was firm and free of any accent.
“Hey…oh, I didn’t know you had company.”
Jenna tried to pull off me, but I moved to hold her down. She could have twisted away, but she didn’t. I looked over at Tina, my voice casual as I held Jenna’s mouth on my cock. “Hey, I’m Jay. You’re Tina, right? Jenna’s roomy.”
As far as Tina knew, I thought she and Jenna were roommates, not a couple. Two gals living together without having each other’s faces buried between their legs every night. Which meant I thought Jenna was single, and had no idea I was cucking Tina in front of her face.
Tina gathered herself, standing tall, her arms crossed. “That’s me. I need to talk to Jenna.”
I guided Jenna’s motions, making her bob on my fat dick, before going back to playing Playstation. “Go ahead.”
“Did you want dinner? I’m making a salad.”
Jenna flushed fiercely. She pulled off me to answer, a ling of spit stretching from her lips to my cockhead. “Um. Not right now.”
Tina looked away, but not for long. If I didn’t know better, I’d think she was trying to cock block me. I don’t play that shit. Cock blocking is trying to top me, and I refuse to be topped. Walk in on me, throw a fit, whatever. I’m going to keep doing what I’m doing.
But in reality, she wasn’t. This was one of the kinks Jenna had filled me in on. That, during naughty time, Tina had confessed she wanted to walk in on Jenna, but since their relationship was secret, she couldn’t stop Jenna from fucking some guy. She had to keep up the pretense. I was just giving Tina what she wanted.
What a guy.
Tina stood there, staring, while Jenna went back to bobbing on my cock. At this point, I had limited experience in cuckolding. I would become more familiar with it later. Cucks had different ways of reacting. One was adjacent to what is often called subspace: becoming almost entranced by the moment. Time seemed to slip away as their deepest, darkest fantasy came true.
Tina was a tough lady. She snapped out of it, scowling.
“Jenna, could you stop for a minute? I’m trying to talk to you.”
When Jenna tried to pull off me, I held her down again.
“She can’t. A bet is a bet.”
Jenna’s cheeks were deep red at this point. Her tongue explored my cockhead, slipping into the broad slit. Tina stood there for what felt like forever, then gave an exaggerated sigh and went into the kitchen. She gathered what she needed, loudly, putting on a show. Making a salad was a poor cover. I could hear when she stopped chopping to sneak a peek. Still, when I talked to Jenna, I projected to ensure Tina heard.
“If you can’t suck me off, you aren’t getting fucked, slut.”
Jenna got serious, sitting up and bringing her other hand into it while focusing oral efforts on my cockhead. With her tits out of the way, I adjusted to sit more on the edge and provide a better angle. But it wasn’t Jenna’s technical skills that were getting me there. It was the situation. Sex was mental for me. Jenna was trying her very hardest to please me so I would fuck her. And the thought of Jenna’s girlfriend listening in. Her pretending it didn’t bother and excite her, being cuckolded by a man.
My climax built, my cock swelling as a river of precum flowed. Jenna sensed it, locking her lips behind my crown and pressing her tongue against the underside. Even then, her mouth was nearly full. My hands dug into the cushions as my cock erupted.
The first thick shot splashed onto the back of Jenna’s tongue. She gulped hard, then swallowed twice more as I unloaded, As my climax ebbed, she held my last, softer spurts in her mouth, using her hands to massage my balls and milk my shaft. She pulled away carefully, sealing her lips. I thought she was about to show me the product of her hard work, but she stood up and went into the kitchen.
My first instinct was to chase her. I don’t allow a girl to spit out my cum. But Jenna had already drank down most of my load. She wasn’t going to spit it in the sink. She was going to show Tina my cum in her mouth.
Jenna disappeared around the corner. I listened hard. They were whispering but I couldn’t make out what. The thought of them maybe kissing made my sated cock twitch. I got up and put my pants back on. Jenna was gone less than a minute. She came back around the corner with a glass of water,
“Sorry, I, um, needed something to drink.” Her eyes locked onto mine. “That was a lot. Like a lot a lot. You should hydrate.”
I took the glass from her. Typically, when dealing with couples, I don’t take anything offered. I prefer waking up with both my kidneys. But I put the odds of Jenna slipping me a roofie at slim to none. I scooted to the far side of couch and patted the spot next to me. Jenna sat, but not too close.
“Is it ok if Tina hangs out?”
It was more than okay. Tina chilling next to her girlfriend, who had my huge load in her stomach, was a rush. “It’s her house.”
Jenna bumped a shoulder into me, then backed off as Tina came in with her salad and an enormous glass of wine. It was one thing to fuck and suck me. Cuddling was crossing an intimacy line.
Jenna channel surfed while Tina ate and I soaked in the vibe. The awkward energy in the air was entertaining. We were all playing pretend. Tina and Jenna were pretending they weren’t together and I was pretending I had no idea what was going on. Tina finished her salad, went into the Kitchen to wash the bowl, and came back out with her wine glass refilled. She was hitting it hard, but looked like a pro. For Tina, a bottle of wine probably was just enough to take the edge off. She kept sneaking glances at me over Jenna’s head, then drinking. I affected not to notice.
We were maybe an hour into marathon of some show about plastic surgeons who did a lot of fucking when my cock began to wake up. By then, Tina was into her second bottle of wine. I pulled Jenna’s hand into my lap, guiding her to squeeze my rapidly hardening girth. It was time to check off another box on the list of kinky scenarios Jenna had supplied.
“Why don’t you show me your room?”
“Okay,” Jenna said quietly.
I used the arm of the couch to escape the cushions, then offered Jenna a hand. My cock was tenting lewdly out of my slacks, a wet spot forming where the head prominently displayed. Tina looked from my monster dick to my face. I smirked at her, as Jenna led me down the Hallway by the hand.
There were two bedrooms on the first floor, one of which was Jenna’s daughter’s, the other a guest room Jenna pretended was hers in order to avoid confusing her kid. The kid was a kindergartner and this was 2005, folks. Back then, not every woman wanted their kid to know Mommy had a girlfriend.
The little room was the one with the computer in it, along with a full bed and dresser. It was mostly a big closet. Jenna had a lot of clothes, both of a personal and professional nature. Excited, Jenna bounced over to the bed, which was a sight to behold. I shut the door behind me, leaving a healthy crack for Tina to spy through.
I shed my clothes as I closed on Jenna, then helped her out of her top and shorts, again leaving her bra on, pointedly ignoring the twin elephants in the room. Jenna had an amazing figure and worked hard for it, with a layer of baby fat over toned muscle. She liked hardbodies. Tina being one, me being another. She rested a hand on my deep chest.
“Please fuck me, Jay. I need it.”
I gave her a cock smirk. “How bad?”
“I’m dying. It’s all I’ve been able to think about.”
I couldn’t hear Tina,, and wasn’t about to turn around . But she had enough time to follow us down the hall. Still, I spoke up.
“Aren’t fingers and toys enough?”
Jenna shook her head. “No. I need you. I need that big cock in me.”
“Say please.”
“Please. Pleaseplease.”
I spun Jenna around and shoved her onto the bed. “Face down, ass up, slut.”
Jenna got on her knees and pushed her ass into the air arching her back. Maybe due to her being an exotic dancer, the girl could really arch. It was quite the sight. But like everything else we did, the position was done with Jenna’s huge tits in mind. Traditional doggy would have been painful, making her tits sway her tits with every thrust.
I needed to maximize Tina’s view. As someone who did his fair share of filming, I had practiced what angles worked best. I took Jenna by the hips, pulling her back to the foot of the bed so I was standing. I turned her slightly towards the door, giving Tina a view of Jenna’s dripping pussy. I took hold of myself at the base as to not block Tina’s view, and rubbed the fat head of my cock into Jenna’s folds
Jenna whimpered as I teased her, using my cock like a sex toy to rub at her hood and entrance. When I finally worked my fat mushroom head into her, Jenna let out a deep moan. The position was not ideal. My cock curved upwards, and Jenna was angled down. It took effort to sink my shaft into her.
I pulled away, partially to wet myself, and partially to so Tina could watch me enter Jenna again. I did that over and over, Jenna whimpering at being teased. When I finally sunk deep, Jenna nearly screamed as she came, her thighs trembling.
Even with my curve, I bottomed out with more than an inch to spare. Jenna let out an “Ahhn!” of pleasure and fear as my cockhead found her cervix. I started to saw my cock in and out of her, withdrawing until only the head was in her, then sinking deep. I took my time, my cockhead rubbing over just the right spot over and over. A thorough fucking didn’t have to be rough. Sometimes a long, slow, grinding screw was called for. Plus, this put on a show for Tina. I wanted her to see my shaft glistening with Jenna’s cream.
Jenna spoke softly, sweetly. “Jay….can I touch?”
I gave an amused chuckle. “Admit you’re a slut.”
“I-I’m a slut.”
“You love cock, don’t you?”
“Yessss….I love your cock.”
“Go ahead and rub yourself, slut.”
Jenna contorted, sliding her arm between her legs to touch herself, cumming again and again as I ground into her. I would bury myself as her walls clamped down on me, then resume my slow thrusting when they relaxed.
In time, Jenna exhausted herself, losing her arch as she started to go limp. I seized her by the hips, righting her posture, and slammed into her. Each hard thrust shook her little body. I was more than ready to unload, and wasn’t about to pull out, but here was another opportunity to twist the knife in Tina.
“Jenna, I’m going to cum,” I said, not halting my thrusting. “Should I pull out?”
“Noooo! No.”
“Beg me, or I’ll blow this load all over your back.”
“No! Please. Please please cum in me Jay. It feels soooo good. I need it.”
“That’s a good girl,” I said, burying myself. The angle was perfect. The fat vein in the underside of my cock was slightly pinched, increasing the pressure of the stream. I withdrew slightly to make room for my seed, and managed to remember Tina was watching. I reached down and pulled Jenna’s head back by the hair, angling my hips to give Tina a good view.
My cock throbbed as it spat a gooey wad of semen into Jenna’s cervix. She choked out a silent cry of shock. I could feel myself pulsing as I pumped Jenna full of cum. Usually, I stayed in until I was soft, but I this time I was putting on a show. When my cock ebbed, I withdrew, Jenna moaning in relief and disappointment.
The reason I typically waited to pull out was, due to my prominent mushroom head. I’d learned if I pulled out too soon, I would bring a lot of my load out with me. This time, I did it on purpose, uncorking a river of my cum and Jenna’s cream for Tina to see. I patted Jenna on the butt and moved around to her head, guiding her mouth onto my cock.
“Clean up your mess, slut.”
Jenna sucked and licked me until every trace of us was removed from my cock and balls, then collapsed in a heap. I announced I had to piss to give Tina time to duck into another room.
It went on like that for a few months. I’d come over on a Saturday or Sunday and have my way with Jenna with Tina lurking around. Almost every time, Tina would find a reason to walk in on us, needing to ask Jenna something that just couldn’t wait or check something on the computer or fetch something out of the closet. Tina never got involved. Sorry to disappoint those of you who were hoping but cock really wasn’t Tina’s cup of tea.
All the while, I badly wanted to run into Jenna’s ex. Every week, I hoped he’d jump out of a car and confront me. To this day, I wish he would have shown his face. The way Jenna winced when she slept, the way her arms would come up with she was having a nightmare, made me want to break the guy’s jaw. But he never appeared, to Jenna’s surprise.
“He probably saw you and decided against it,” she decided one day.
But all good things must come to an end. Our liaisons were cut short when my new boss offered me a deal I couldn’t refuse: move to virgin territory in Indiana and build the business, doubling my paycheck. A year later, when I got back, Jenna let me down soft. Her and Tina’s little foray into cuckolding had played out.
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