Guilty Pleasures Pt. 4 – Finally fucking my roommate [M20/F20, Cheating, Dub-Con]

*Part 3 [Here](https://old.reddit.com/r/eroticliterature/comments/121czds/guilty_pleasures_pt_3_morning_sex_with_the/)*

“I can’t fucking stand her,” I complained. “Always talking about some absolutely irrelevant shit when we have work to do!”

I was pacing Jaime’s room, whinging about my presentation teammate Cassie. Cassie was one of these blonde queen bee types- vice president of Gamma Tau, head of the campus Women in Business organization, double psychology and marketing major, etc, etc. I had no fucking clue how she managed to get where she was, because I swore this girl couldn’t put together a presentation to save her life.

After the past couple nights, I’d felt a little guilty about how I treated Jamie and I’d avoided her for the past day and a half. I had no idea if she would suddenly change her mind and maybe out me to our friends. It was hard to look your roommate in the eyes after making her blow you and then fingering her to orgasm, after all.

So I was a little surprised to have her knock on my door after class that day. She had poked her head in and casually asked if I wanted to study together, like we used to do all the time. I was as level-headed as could be, heading into her room. I was sober, I was tired from school, I wasn’t planning on doing anymore devious things to my roommate- for the time being.

It was a little late at night. We had been talking and studying for about an hour, and it was as if nothing had happened between us. In fact, we were pretty much back to our old levels of friendliness before that one night I’d kissed her and she’d stormed out of my room.

I was in the middle of continuing my rant about Cassie when we heard the downstairs front door swing open- loudly- and the sound of stumbling steps and giggles. It was Kylie, returning from her night out, and from the sounds of it, with somebody. Kylie’s voice drifted upstairs, hard to make out, but then a man’s voice as well. There was the surprisingly loud but unmistakable sound of the two making out, then the sound of her door slamming shut.

We shared a small laugh, then stared awkwardly at each other. The energy in the room suddenly took a turn, and I wasn’t able to take my eyes away from her long legs. She looked really good that night. She had her hair in a long ponytail and she was wearing a too-small t-shirt and breezy sweatshorts that were loose around her thighs but somehow more flattering than any tight short shorts could be.

“What?” Jamie asked teasingly.

“Uhhh-” I said, stupidly.

“I have a theory.” she said suddenly, laying back in the bed. She stretched herself out a little, and her top creeped up, revealing her belly button.

“About what?” I replied.

“I think you feel so strongly about Cassie because you think she’s hot, and it turns you on that she’s always fighting with you.” Jamie said.

I didn’t really have a good response to that.

“I’m right, aren’t I?” She grinned with delight.

“I mean-” I protested. “Ok, ok, I think she’s hot. But objectively. Objectively, she’s a horrible teammate. Like, she’s just difficult to work with! I’d say the same about anyone who acted like her.”

“Uh-huh,” Jamie was laying back in the bed, propped on her elbows. “But the reason you always engage with her is because you want to beat her and you want to show her you’re a big man.”

That’s a bit of a stretch.” I said.

“Sure it is.” She said.

“She’s a bitch outside of class too. Her house and my house have mixers and she’s always kinda mocking me to my face during them. Not flirtily, like actually kinda mean. Whatever, I mean, it doesn’t bother me.”

“Do you think about her when you’re jacking off?” Jamie asked, her eyes suddenly hungry.

“Whoa.” I muttered.

“Well?” She asked, staring defiantly at me. That was it.

I jumped onto the bed, pushing her down. She yelped and tried to roll away, but I caught her by the wrists and pinned her down.

“What’s with these questions?” I was using my knee to nudge her legs apart, then pressing it lightly into the crotch of her shorts.

“Do you think about me or her?” Jamie asked, her breaths quickening. She raised her neck to kiss me, nibbling at my lips. I continued to grind my knee against her shorts, feeling for where I knew her clit was.

“Do I what-“ I said thickly.

“Come on, Eric-“ She gasped as I pressed my knee into the right spot. I planted a kiss on her neck. “It’s a- It’s a simple question. When you’re, uh, jerking yourself off, who-who do you picture? Me? Or her? Do you stalk our Instas with your dick in your hand?”

I took a moment to break free from our kisses and looked at her. I’d honestly never heard her talk so…crassly. It was a little jarring, realizing that I’d watched this girl suck my cock before I’d heard her say “jerking off”.

I had her arms up above her head and pinned at the wrists. My knees were planted on either side of her hips, trapping her legs. I had her at my mercy again. My dick was stiff and raring to go, and I decided that all my good intentions from earlier would have to go out the window.

“Why don’t you watch your mouth?” I said lightly.

“Or what?” She fired back.

“Or…maybe I’ll find a better use for it.” I whispered, nuzzling at her chin. She moaned again, twisting her body slightly under mine.

“Do you think about Kylie?” She asked, her voice like poisoned honey. “Have you thought about what it’d be like to be one of the guys in her bed every time she brings one over?”

“Funny coming from you,” I replied. “Seeing as you’re the one who listens to me bring girls over with your hands down your panties.”

We kissed, and it was like a thunderbolt inside me. I was tearing at her clothes, kissing her neck, grabbing her limbs. Her top came off first, then the bra, then I was yanking her shorts down with her panties. Her hands slipped under the hem of my hoodie and she was tracing my abs, then dipping her fingers into my waistband. I took my clothes off with haste, and then we were rolling around naked again.

I kissed a trail down her torso, ending with my mouth buried between her legs. Jamie moaned too loudly and she stuffed her face in a pillow. I gently pushed her knees back toward her chest, exposing more of her to me. Then it was back to business, lightly brushing at her clit and then running my tongue through her slit. I drove my tongue inside her repeatedly, eliciting a muffled squeak with each movement. I made my best guess at when she was about to come and removed my head, kissing at her inner thighs and around her pelvis.

“Please…” Jamie whined.

I was crawling back up over her, dragging the tip of my dick along her belly. She kissed me again with a desperate enthusiasm. I couldn’t stand it anymore, I’d stretched it long enough. I wanted nothing more to drive my cock into my roommate, to fuck her until she came on my cock.

I spread her legs apart a little more and grabbed my dick, making to line it up with her entrance.

“Fuck, I’ve been waiting so long for this.”

But she stopped me, suddenly shifting up the bed and away.

“Wait, wait, wait- Eric.” Jamie said, a note of sudden urgency in her voice. “Okay, wait, wait. I- What we’re doing is wrong, I know, but- I thought. I thought maybe you wouldn’t actually- you know- put it in.”

I stared at her.

“What’s stopping me?” I growled. “You think Rahul would be okay with what we’re doing as long as I don’t actually fuck you?”

“I mean- no, I just, I just thought…” Her voice trailed off as she stared into my eyes. Her green-brown eyes swirled with a mix of confusion and lust, a bit of a familiar sight by now.

I hesitated. I didn’t know what to do. Some specter of my conscience was still floating around some distant corner of my brain.

Jamie’s phone rang, a sudden, loud buzzing. It snapped us both out of our reveries.

It was Rahul, her boyfriend.

Jamie’s eyes widened. She paused, her hand stopping literally mid-air as she reflexively reached toward her phone. His contact photo was filling the screen, a cute romantic photo of the two of them. His arm was wrapped around her and her hand on his chest. Some instinct reignited in the more toxic parts of my brain, kicking my conscience out like an unwelcome guest.

“Pick it up,” I whispered, my voice taut.

“What?!” Jamie said with alarm. “No!”

“Do it,” I hissed. I reached down between her legs, sliding a finger into her. She inhaled shakily. I could feel her body tense as I pushed another in.

Her eyes never left mine as she raised the phone to her ear. I pumped my fingers back and forth steadily, causing her to roll her head back, obviously straining to stay silent.

“Hi, what’s up?” Jamie said, maybe a little too cheerily.

I couldn’t make out what her boyfriend was saying over the phone. I didn’t really care.

“Oh- I’m sorry, babe. That sucks. I-I know how- um.” She choked a little as I curled my fingers, searching for that spot. “No- no, sorry. I’m just tired, kind of a long day. I’ve been feeling a little- oh. Under the weather.”

I tried to stay as quiet as possible as I leaned in to give her neck a light kiss. I pulled my fingers out of her and ran my hands along her body, squeezing at her hips and feeling her long, soft legs.

“I, um.” Jamie hesitated as I nudged her legs apart again. “No, uh, I’d prefer not to FaceTime right now, I look like crap. Can we just- uh, just keep talking like this? Thanks, baby. I miss you too.”

She shifted a bit as I stroked her breasts. She was completely naked under me, legs spread, her lovely curves twisting slightly against her sheets as she spoke to her boyfriend. I was near delirious. A dark idea took hold within my mind, stoked by that toxic instinct that had started all of this in the first place.

“I know, I know. I remember that. No, what do you mean? Maybe we should-” Jamie stopped suddenly as I tapped the tip of my dick against her pussy. I could feel just a bit of warmth, a velvet promise. “Wait. Uh-. No, wait- Sorry, sorry, Kylie’s just asking me something- oh!”

I thrust into her with a muffled grunt.

She felt amazing, warm, tight, and slick with arousal. I felt a rush inside my head as I buried my full length into her. Finally, finally, inside my roommate that I’d wanted for so long. I was finally here, in her bed, fucking her. What had once been secret, forbidden, was now mine. Mine to do what I wanted with, mine to explore at my leisure.

Jamie gasped soundlessly, forcing herself to not give it away. She was staring at me, wide-eyed, shaking her head. She put a hand feebly against my chest, but I grabbed her wrist and forced it down. I pulled out slowly, then pushed back in, luxuriating in the silken feel of her inner folds as I slowly thrust in and out.

“Oh- oh- Oh, no, what was that? I’m sorry- I got- I got- distracted, sorry-” Jamie’s cheeks were flaming red, her eyes squeezed shut as she tried to refocus herself.

I started fucking her with a little more energy, trying to find the balance between railing the hell out of her like I’d wanted to for so long and making it quiet enough that we didn’t alert Rahul or our roommates. Her legs were wrapped around my waist, and I was working my hips back and forth at a steady pace. She was working with me, pulling me in with her hips and arching her back in pleasure. Her small tits were thrust out, and I couldn’t help brushing her nipples with my mouth.

“I- I think that’s a good idea. I want to see you too, babe-” Jamie had to stuff her fist in her mouth as I managed to find the right angle. “It’s been such a long time, I know, but I hope- I hope- you’re having, you know, fun, still, it’s-”

I was kissing her neck, my entire body pressed against hers. I could feel her tits on my chest, her stomach brushing mine, our legs intertwined. She was still babbling about something, giving an award-winning performance.

“Ok- yeah. Yeah, no, I’m sorry, I’m just not feeling so- so well today!” Her voice was flying all over the place, each word alternating between a squeak and a squeal. “Maybe it’s just a weird thing with the- the phones! Yeah, I think I gotta- I gotta go! Bye, love you!”

As she told her boyfriend she loved him, I grabbed her by the waist and started pounding her in earnest.

“OH- Oh my God, no! We can’t– oh-!” Jamie’s phone tumbled out of her hand with my next thrust. I could feel the smooth skin of her thighs bumping against my hips and torso, I could see her tits heave as she panted with pleasure. Her face was practically glowing by this point. She was grasping for whatever she could reach, tangling the sheets in her hand and gripping the headboard with the other. I didn’t let up, only increasing the pace as my grip tightened around her waist.

“Fuck,” I panted. “Fuck, I’ve waited so long for this.”

I leaned in closer, using my hands to stroke her tits and hair.

“You’re right, kind of. Maybe I do think of you, or Cassie, or Kylie. Can you blame me?” I gave another sharp thrust, feeling her soft walls clench around my length. “But I don’t really need to jerk off to them anymore, do I? If I’m feeling horny I can just come over and fuck you, because you’re my little cheating slut who wants to serve me.”

She didn’t have a reply, just moaned.

“Maybe I’m thinking about Cassie right now.” I grunted. “You’re just my little sex toy that I use while I fantasize about other girls.”

I must have said the right thing, or hit the right spot, because I felt her pussy squeeze and she came with a near howl of pleasure. I had to slap my hand over her mouth as the orgasm rocked her body. Her breath was hot against my palm and her pussy soaked with her juices. I slowly gave her a few more thrusts, my own eyes rolling back in my head.

“Ah, Eric- Eric. Wait, don’t come-” Jamie panted.

I pulled out with Herculean effort, my shaft covered in her juices. I stumbled off the bed, my legs a little shaky, but I walked up a little so my dick was in front of her face. She got the message and immediately swallowed my length in her mouth. She was getting better, more of my dick disappearing between her lips each time.

I grabbed her ponytail and used it to steer her head back and forth, reveling in the sensation of her tongue and lips on my cock. She maintained eye contact the entire time. I saw her hand snake down between her legs and start to play with her clit as she continued to suck.

A small idea popped into my head. I grabbed my phone and opened Instagram, swiping to Cassie’s account. A row of bikini pictures filled my screen, proof of Cassie’s recent vacation to wherever the fuck. There was a particularly slutty one where she was kneeling, facing away from the camera but looking back with her sultry blue eyes. Her lilac bikini bottoms practically vanished between her round ass cheeks, which were pointed directly at the camera.

I shoved Jamie’s head down my cock, making her gag a little. I showed her what was on my screen.

“See? You’re right, I do stalk her Insta. But I don’t need to do it with my dick in my hand anymore, right?” I teased as I pushed her head down a little further. She broke free of my grasp with another gag, pulling her lips off my cock. A little string of spit connected the head of my dick to her lips.

Jamie looked like she was about to say something, her eyes flicking back up at me.

I swiped to another picture on my phone, acting as nonchalant as possible. There was one of Cassie at a party, wearing a much too small top that offered a perfect view of her impressive cleavage. I showed Jamie the picture.

“Fuck, I’d like to see her tits.” I said. A look came over Jamie’s face, some combination of jealousy, lust, and submissiveness. Without another word, she took my length into her mouth again, bobbing her head back and forth.

“Good girl,” I said, returning my hand to its place around her ponytail. I continued like that for a while, swiping through Cassie’s instagram. It was hard to not think about the naked girl right in front of me, but it was hot to indulge my fantasies about Cassie while Jamie sucked my dick with enthusiasm.

I was staring at another bikini pic, imagining what it would be like to rip her bottoms off and bury myself within that beautiful ass. Jamie pulled her head off my dick with a gasp and then dove down to lick my balls. I groaned as I felt her tongue slide over my balls and then back up my shaft. That pretty much did it. I dropped my phone as I grabbed Jamie’s head with both hands, feeling myself teeter closer and closer to that edge. She continued to lick and suck furiously, and I was coming in her mouth within a few seconds. A wave of pleasure pulsed through me, spreading from my dick through my entire body. One, two, three bursts. Jamie’s eyes stared up at me as I filled her mouth with my cum.

I stumbled back, my head spinning. Jamie opened her mouth, showing me the remains of my cum on her tongue and lips. She smiled devilishly, then swallowed.

“Fuck,” I said. The orgasm was so good that it felt like I was waking from a dream.

“Yeah,” Jamie said with a soft smile.

From downstairs, we heard a sudden, loud moan and a heavy knocking that was quickly cut off. Seemed like Kylie and her latest partner were wrapping up as well.

“I hope we weren’t that loud.” I said dryly.

“We weren’t.” Jamie said. I slid into her bed, wrapping her in my arms. Our legs quickly found their places tangled together, as she rested her head on my shoulder. I didn’t really know what else the future had in store, but for the moment, I was content to stay here with her.

*More parts coming, probably. This is my first series here so feedback always appreciated. There’s some more story to tell, but I’m working on it.*

Source: reddit.com/r/eroticliterature/comments/129c80d/guilty_pleasures_pt_4_finally_fucking_my_roommate