New Roommate Pt 2
- 2 years ago
- 37
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I sat there with my eyes closed, letting my breathing and heart rate return to normal. I had just had the most intense sexual experience of my life, and I needed a minute to process it.
It was nothing mysterious, really.
I, a supposedly straight man, had come on to my gay roommate, kissed him, undressed him and then got on my knees to suck his cock.
It had been a long road to this point - months, while I slowly came to the realization of how badly I wanted him - and there was no going back now.
I opened my eyes. He was looking at me.
“Well?” he asked. “What did you think?”
I paused before answering.
“I think that was the best sex I ever had in my life.”
He smiled.
“I’m glad you think so,” he said. “Because there’s more where that came from.”
He took me by the hand, stood up and pulled me to my feet. We were both naked, and both still a little hard after the wild scene of a few minutes ago.
He led me into his bedroom and guided me to the bed. He pushed me gently onto my back, then lifted my legs and turned me so that I was in the middle of the bed.
Having taken the initiative earlier, I was content to be led from here on out.
Rob climbed onto the bed next to me, lay on his side and leaned down to kiss me.
We made out, slowly and sensuously at first, and then more passionately. I felt his hand on my cock, which was getting hard again. I reached for his cock, but he stopped me.
“Just lie back and enjoy this,” he said.
When I was completely hard he reached over and opened a drawer in the nightstand. He brought out a tube of lube, opened it, squirted some in his hand and spread it all over my cock. Then he moved again, straddling me so that my throbbing cock nestled between his cheeks. His own cock was hard, too, pointing straight at my face.
I reached for it but again he brushed my hand away.
“Not yet,” he said.
He reached behind himself and grasped my dick. He rubbed the head up and down his crack and then positioned it at his asshole.
Slowly, he lowered himself and in one smooth motion impaled himself on my dick, moaning slightly as he did so. His own cock stood up even straighter, and twitched once or twice as his butt settled against my midsection.
The feeling of my cock in his ass was exquisite. It was tighter and hotter than any woman’s vagina I’d ever fucked, and he was gripping me with muscles I didn’t even know existed.
“How’s that feel?” he asked.
“It feels great,” I said.
He moved forward and back several times, using short strokes, massaging my cock with his hole.
“Holy shit,” I said.
He began to lengthen the strokes, moving up so that only the head of my cock remained inside him, then back so that I impaled him once again. Over and over he moved, slowly picking up speed.
“Oh, my God,” I said.
“Now,” he said, guiding my hands to his cock.
At first, I gripped him with one hand, but then I got an idea: I grabbed the lube, moistened both palms and formed them into a sort of hole for him to fuck as he moved over me.
“Oh, yes,” he said.
By now I was really fucking him, or he was fucking me, or maybe we were both fucking each other. It hardly mattered. I was so into it, and into him, that I could hardly tell where my body left off and his began. Each time he moved down, I raised my mid-section to meet him. We were one, like two lovers always are.
I was getting close. And so, judging by the swelling in his cock, was he.
Once again I was completely lost in the moment, my head thrown back, my mouth open. I heard myself moaning. I felt Rob’s hands on my chest, and then he was twisting my nipples in his fingers. I gasped, and drove my cock as deep into him as I could.
I moved my head so I could see Rob’s face. Our eyes met. We shared a look that meant something like, “We were made for this.”
His face contorted. With a shout he came, cum spewing from the end of his cock all over my chest and face. The internal contractions from his orgasm set me off, too: I gripped his thighs with my hands and rammed my cock as deep into him as I could go. I felt myself explode, a gush of cum spurting from me into his heaving insides, then another, then another, and another after that.
He collapsed against me, and we were kissing and fucking and fucking and kissing, and if felt like the aftershocks went on forever.
Finally, we were both still. Rob let his head rest next to mine on the pillow, and I wrapped him in my arms. It was a long time before either one of us spoke.
“I was wrong,” I said. “THAT was the best sex I ever had in my entire life.”
He laughed, setting off contractions inside that popped my softening cock out of his ass.
“Oof,” we both said, and laughed some more.
He rolled off me and settled on his back next to me, draping one leg over mine.
“I had no idea,” I said.
“No idea about what?” he asked.
“That sex with a guy could be so great.”
“More guys should try it,” he said.
“Wish I had done it sooner.”
“Then we have some time to make up for,” he said.
“Right now, though, let’s take a breather.”
We got up, put on shorts and T-shirts and went into the living room. Rob opened another bottle of wine and I prepared a bowl to smoke. We sat on the couch, smoked a little and sipped slowly at the wine.
We were quiet at first, mostly just looking at each other and smiling. An hour or so passed, then we started kissing again.
Five minutes later we were back in bed. We fucked once more, got up to take a shower together, then went to sleep in each other’s arms.
The next morning I woke up first. Rob and I had separated in the night but his arm lay across my chest. I carefully slid out from under it, got up and went into the bathroom. After a quick shower, I put on some shorts and went into the kitchen to put on the coffee.
When it was ready I sat down at the kitchen table to think. I felt strangely elated, and after thinking a minute or two I realized I was feeling much as I had the morning after I lost my virginity - my straight virginity - to my first serious girlfriend.
Back then, I felt like I had passed a milestone and become a man; this time, I thought, I had changed from one kind of man to another. I don’t mean I had been straight and was now gay, although I suppose you could argue that, but that an exciting new vista had opened before me.
I heard Rob’s footsteps in the hallway and then the bathroom door closing. The shower came on, so I got out some eggs and juice and bread and started making breakfast.
Just as I slipped eggs and toast onto the plates Rob padded into the kitchen, wearing only a pair of frayed shorts. We looked at each other for a second, both smiling broadly, then he came over and kissed me.
We sat down and started to eat. We were quiet through breakfast, each full of his own thoughts.
When we had eaten Rob took the plates and started washing up. I went into the living room and sat on the couch. When the dishes were done he came in and sat down beside me.
We smiled at each other again.
“What do you want to do now?” he said.
I thought for a second.
“I want you to fuck me,” I said.
He looked at me with surprise, but then stood up and headed for the bedroom. When I got up to follow, he said, “No, wait here.”
In ten seconds he was back, naked, holding a blanket and the bottle of lube. His cock was already hard, and mine was getting there fast.
He pulled all but two cushions off the couch and arranged them on the floor, then spread the blanket over them.
“Stand here,” he said, pointing to the edge of the “bed” he’d just made.
When I did he yanked my shorts down. Now we were both naked. Our stiff cocks pointed at each other. He stepped closer, touching the tip of his dick against mine. A little thrill went through me.
“God, you are beautiful,” he said.
“You, too.”
“Lie down.”
I did as I was told. For a second he stood over me, stroking his cock, then he lowered himself on top of me, our cocks touching, and kissed me passionately.
We made out for several minutes. Both of us were leaking, and soon our cocks were sliding against each other. Then he slid down and took my dripping cock in his mouth.
For the next five minutes, he sucked and licked me in ways that had me gasping in pleasure. I was just about to go for his cock when he sat up, pushed my legs apart with his knees and said, “Lift up.”
I planted my feet on either side of him and raised my hips. He slipped a pillow underneath my butt and pushed my hips back down.
What he did next surprised me; he reached behind my knees, lifted my legs up and rolled them back against my chest. The next thing I knew, he was licking my balls, and the next thing after that, he was running his tongue downward, toward my ass.
I will never forget the feeling when his tongue touched the most secret and - as I soon learned - the most sensitive part of my body. I gasped in surprise and delight; the feeling was so intense I almost came right then and there.
For the next five minutes, Rob worked his tongue around and then into my hole. As his tongue darted in and out, I felt myself opening up to him, letting him penetrate me ever more deeply. It felt so good, I thought I might cry from sheer ecstasy.
Finally, he sat up and picked up the lube. I watched as he squirted a big dollop into his hand, and the next thing I felt was his finger sliding into my ass.
I braced against the expected pain, but was surprised to find there was none. The muscles in my ass yielded easily. I guess the tongue-fucking he’d given me had done the trick.
I felt his finger curl upward and press against my prostate. I gasped again. Then, as he began massaging me on the inside, I felt a stream of liquid make its way from deep inside into the shaft of my throbbing cock, through my slit and onto my stomach, pouring out in a long, thin stream. Without removing his finger from my ass, Rob bent forward, licked the liquid off my stomach and then took me again in his mouth.
By now I was moaning aloud, and for a second I was afraid I might come too soon.
Too soon for what? I wondered.
Somehow I knew, I guess, that Rob was just getting started, and I - well - I wanted to be awake at the end, so to speak.
I felt a second finger pressing into my hole, and for a second I clenched against the new intrusion.
Rob paused in his sucking, let my cock slide out of his mouth and whispered soothingly, “Just relax. Breathe.”
I took a deep breath, let it slowly and tried to let the muscles go. The second finger slid inside.
“Oh, God,” I heard myself say.
Soon Rob was fucking me with both fingers, sliding them in and out in a steady rhythm.
Before I knew it a third finger was pressing inside. This time I knew to breathe deeply again, and when I managed to relax again that finger, too, slipped inside. I felt myself stretching to receive him.
How is this even possible? I thought.
Now I really began to understand what a finger-fucking was. Rob pushed in and pulled out, never taking his mouth off my cock. I felt something building inside, something deep and wild, something I’d never felt before, and I realized I was nearly at the point of no return.
“I’m gonna…” I said.
But just as I thought I’d go over the edge Rob pulled his fingers out and let my cock slide from his mouth. The sudden emptiness in my ass made me gasp, and I desperately wanted him to fill me again.
I needn’t have worried.
He sat up briefly, picked up the lube, squirted a big glob into his hand and began smearing it on his cock, which stuck out in front of him like a steel rod. Knowing what was about to happen, I thought it looked about twice the size it really was.
He was ready. Placing his hands on my legs once again, he pressed them apart and upward against my chest. I couldn’t see it but I knew my asshole must have been wet and gaping like my ex-wife’s cunt after I’d eaten her out. My ass was now a pussy.
As my legs lifted up and apart Rob leaned forward. With no fumbling, no preliminaries of any kind, he pushed forward and sank his whole goddam cock into me in one long stroke.
The feeling was not pain, exactly, but it certainly was intense. I think my eyes rolled back in my head. I groaned, a long, drawn-out animal sound that ended on a high note almost like a whimper.
“Oh, Jesus God,” I said.
My eyes were closed. When I opened them Rob’s face was just inches from mine.
“You okay?” he asked.
“Fuck yes, I’m okay,” I said, wrapping my arms around him and pulling him close for a kiss. We kissed passionately for half a minute. It was like nothing I’d ever felt before, nothing I could have imagined feeling. I felt like I had been touched at the absolute center of my being.
He broke the kiss.
“I’m going to fuck you now,” he said.
“For God’s sake, I hope so,” I said.
He pulled out slowly but nearly all the way. The sudden emptiness in my ass was almost painful.
“Where the hell are you going?” I said.
He thrust back in. When he bottomed out I think I dug my nails into the skin of his back.
He pulled out once more, and pushed back in. Then again, a little faster. Once more, faster still.
Soon he was fucking me steadily, rhythmically. I felt myself moving with him, moving my hips slightly to improve the angle, then bringing my legs up and wrapping them around his torso, like my wife used to do when we were having a truly awesome fuck.
“Oh, yes,” I said. “Fuck me. Fuck me good.”
A big smile crossed his face.
“You like that, huh?”
“Fuck yes, I like it. Fuck me.”
He picked up the pace. I heard his balls slapping against my ass. I wanted to laugh at the sound but I realized it turned me on even more.
Rob’s mouth fell open and his face turned pink.
“I’m getting close,” he said.
“Cum in me,” I said. “I want your load inside me.”
Who is this person talking? I wondered.
Rob shifted position slightly, and hit something inside that sent a wave of ecstasy through me. Again and again, he pushed against it - I realized it was my prostate - and soon I noticed something was leaking from my cock. I grabbed Rob’s ass and rammed him against me.
“Oh, Goddddd,” he said, a long, drawn-out, animal moan that ended with his shuddering climax inside me. I felt something hot shoot into my insides, and that sent me over the edge, too. A jet of cum shot out of my cock and hit me in the face, and two more jets that puddled on my chest.
Rob’s body continued to shudder as the echoes of his orgasm slowly died away.
Finally, we were both still. For several minutes neither of us said anything.
“Holy fucking shit,” I finally managed to say.
“You are the best fuck ever,” Rob said.
“Oh, stop,” I said, but I didn’t really mean it. I liked being the best fuck he ever had.
A long silence followed.
“I’m glad you made the first move,” he finally said.
“Something I never expected to do,” I said teasingly, "but Caitlin said she thought you had the hots for me.”
“She said that?” he asked, in a tone that suggested he was annoyed at her.
“Yes,” I said. “Didn’t you?”
“Well… yes,” he said sheepishly, “but it bugs me that she would say so.”
“Even if that’s what finally overcame my hesitation about having sex with you?”
He thought for a second.
“I guess not, not when you look at it that way.”
“Besides, there’s no reason you and Caitlin shouldn’t like each other,” I said. “She’s no threat to you.”
“Are you sure?” he said. “You seem to like her quite a lot.”
“Nah, that’s just sex.”
“How about this?” he said, nodding at our naked bodies in the bed. “Is this just sex?”
“Well… no,” I said.
“What is it, then?”
I couldn’t tell how serious he was. Was he suggesting it was more than a couple of guys getting each other off?
“Well, we’re good friends, right? Buddies having some fun together?”
“Yes,” he said. “Good friends.”
The slight edge in his voice took me by surprise. But then I remembered what Caitlin actually said: not that Rob had the hots for me, but that he was in love with me. If she was right, this was a lot less casual thing than I supposed.
An awkward silence followed.
Finally, I said, “Look, this is all new to me. I have never done anything like this before, and I have no clue what to think or how to behave. All I know is, I’ve always done the thing I thought I should do, not the thing I wanted to do, and I’ve never really been happy. For the first time in my life, I just went with the flow, followed my own desires, and right now I’m happy. Happy to be with you, naked in bed. That’s all I know at this point.”
Rob look steadily at me for a minute, and then he smiled.
“Okay,” he said. “Fair enough.”
He gave me a quick kiss, got up and slipped into the bathroom. I heard the shower running briefly, then the sound of brushing teeth. He went into his room, got dressed and came back down the hallway. As he turned into the kitchen he looked at me and smiled broadly.
“Hey, buddy, get your ass off the floor and put the couch back together. I’ll wash up.”
I put the cushions back on the couch and threw the cum-stained blanket into the wash. Then I took my own shower and got dressed.
When I was done I looked in his room. He was packing a suitcase. I suddenly recalled he had to go on a business trip.
“Shit, I forgot you were going out of town,” I said. “How long you be gone?”
“Three nights,” he said.
“Bad timing,” I said. “We were just getting started.”
“Plenty of time to play when I get back,” he said, smiling.
I went into the kitchen, poured what was left of the coffee and sat down at the table.
A few minutes later, he came out with his suitcase.”
“Gotta run,” he said, leaning over to give me a kiss.
I stood up and gave him a proper goodbye kiss.
“Behave,” he said, and left.
When he was gone, I thought, “What did he mean by that?”
I picked up a book to read but got fidgety and put it down. Unable to think of anything else to do, I texted Caitlin.
"Hey, want to go to the village to get a late lunch/early dinner?"
Ten minutes later she texted back.
"YESSSSS!!! Meet you at Wash Sq at 2."
I looked at the clock. Nearly 1 p.m.. I futzed around for another half hour, then headed out the door.
I got to the square early and sat on a bench to wait. Ten minutes later, Caitlin plopped down next to me, threw an arm around my shoulder and kissed me on the cheek. I just gave her a big smile.
“No kiss back?” she asked.
I leaned toward her, but she must have sensed something was different. She looked at me for a couple of beats, then said, “You fucked him, didn’t you?”
I felt my face getting hot, and started to stammer out an answer.
“Is it that obvious?”
“You can’t hide anything from me,” she said, smiling. “I knew you would.”
She seemed almost pleased.
“Too bad, in a way,” she said. “I liked fucking you.”
“Liked?”
“You don’t think I’m going to fuck you now, do you?” she said.
“You said you didn’t mind if I fucked him and you both,” I said.
“That was before I saw that look on your face.”
“What look is that?” I asked, but must have blushed again, because she laughed out loud.
“I’m kidding,” she said. “I’d still fuck you anytime.”
“Glad to hear it,” I said. “Let’s do it.
“What? Now?” she asked. “I thought we were going to lunch?”
“Sorry,” I said. “I feel kind of sexually keyed up right now.”
“Guys, gals, anything that moves, right?”
“No farm animals,” I said.
She laughed.
“Come on, let’s eat,” she said. “I’m starving.”
We walked a few blocks till we found a pub and took a quiet booth in the back. She wanted to know what happened with Rob, so I gave her a general idea without overdoing the details.
“You really did it,” she said. “It actually sounds kind of hot.”
I looked at her. It was hard to tell in the dim light of the pub, but I think her skin was flushed.
“Even though I predicted it would happen, I’m a little surprised,” she said finally.
“So am I,” I said.
“Do you think you’ll do it again?”
“I sure hope so,” I said.
She made a pouty look.
“Don’t tell me you’re jealous,” I said. “You practically pushed me at him. Besides, you said with you and me, it’s just sex.”
“I did, yes,” she said.
But she was leaving something unsaid.
“Are you saying now, it wasn’t just sex?”
I knew as soon as I asked the question, what the answer was.
She looked away for a moment.
“No,” she said. “I guess it wasn’t.”
“I have to say I’m surprised.”
“I guess hearing about Rob kind of crystallized it for me. I was trying to convince myself it was just casual, but now I know it wasn’t. I’m sorry if I misled you.”
“What are you apologizing for? To tell the truth, it wasn’t really a casual fuck for me either.”
“Really?” she asked. “Even though I said it was casual for me?”
“No. I think I was trying to convince myself it was nothing, because that’s what you said it was. But I now know I was kidding myself.”
“So, you like me?” she asked.
“Of course I do.”
She leaned close and gave me a long kiss.
“I like you, too,” she said. “I have from the moment we met.”
I had never seen Caitlin so open and vulnerable. I decided that as much as I liked her totally open, no-bullshit manner - although she’d been less than honest about the most important thing between us - I liked this Caitlin better.
I kissed her again. We sat there for a few minutes, not saying anything, just looking at each other.
“There’s just one complication,” she finally said. “Rob.”
“Yes.”
“Was that casual sex?”
“That’s what he asked me.”
“And what did you say?”
“I told him it was not just sex, but what it really is I can’t say yet, because it’s all so new to me. I told him I was just going with the flow for once in my life, not over-analyzing things the way I usually do.”
“And that was okay for him?”
“It seemed to be, at least for now.”
“So now you’re non-casually fucking me and non-casually fucking him. For a lonely divorced guy six months ago, you sure turned things around in a hurry.”
I had to laugh at that.
“I guess I did.”
She took a long drink of her beer.
“So what do you want now?”
“I want you to come home with me.”
“Tonight?” she said. “It’s a work night.”
“It’s early yet. We can go by your place and pick up your stuff.”
She thought for a second. “I got a better idea - we go by your place and get your stuff. I’d rather get ready for work in my own bathroom.”
“Okay,” I said. “The place doesn’t matter. I just want to make love to you.”
“So assertive all of a sudden!”
“Like, I said, I’m keyed up.”
“Okay, darlin'," she said, mock-Texas. “Let’s go.”
We finished our beers, paid, left and went to my place. An hour later, we were at her place, a two-bedroom she shared with another woman, thankfully out of town.
It was barely 8 when we got there, but we went straight to bed and fucked twice in the next thirty minutes.
“Wow,” she said as we lay in bed afterward. “You are keyed up.”
“I know,” I said. “I’ve never felt so... I don’t know, sexually alive.”
“Is that Rob or me did that do you?”
“Both, I think, but you first.”
“Good answer,” she said. “But how is this going to work? Am I supposed to share you with a guy?”
“I don’t know,” I said. “New territory for me.”
“What, you sleep with him one night and me the next? And we’re both supposed to be okay with that?”
“You put it that way, it sounds pretty selfish,” I admitted.
“Or do you mean like a menage a trois?”
“I don’t know,” I said. “I hadn’t thought that far.”
She lay there a good five minutes without saying anything, and hardly looked at me. “Not sure I can handle it either way. I know I seem loose sometimes, but the truth is I’ve only dated one guy at a time since I got out of college.”
“I never thought of you as loose,” I said. “Adventurous, maybe.”
She smiled and kissed me again.
‘Even if I could handle this, I’m pretty sure Rob couldn’t. He doesn’t like me.”
“That could change,” I said.
“Hmmph,” she said. “How?”
“I don’t know,” I said. “All I know is I want you both in my life.”
She didn’t say anything for a long time, and then I realized she had fallen asleep.
The next couple of days - a Monday and a Tuesday - were busy days for both Caitlin and me, so we weren’t able to get together. I spent a lot of that time thinking about how quickly my life had changed. In a matter of days, my friendship with my male roommate had turned sexual, and my friends-with-benefits arrangement with a woman had become something more, even if I didn’t know yet what that “more” meant.
I jacked off frequently those two nights, thinking sometimes of Rob’s cock buried in my ass, at other times of my cock buried in Caitlin’s pussy. What never quite worked in my fantasies was sex with both of them at once; if I pictured all three of us in bed, the picture always resolved itself into a twosome with one or the other.
This did not seem like a good omen.
On Wednesday, when I was expecting Rob back from his trip about 9, I invited Caitlin to come over after work. I didn’t know what I would say or do when Rob arrived and the three of us would be together, but I had a vague idea that whatever was going to happen might as well happen right away.
Caitlin showed up around 6, bringing the fixings for a spaghetti dinner. We shared a bottle of wine and chatted while cooking and eating, and when the dishes were done we settled on the couch to smoke a bowl.
It was a pleasant and relaxing evening; we teased each other gently and laughed at each other’s dumb jokes, and I felt very close to her, like we had moved beyond the casual sex part of our relationship into something that felt like it could be lasting. Eventually, we started making out, and before long we made our way to my room and climbed into bed.
We were in the middle of a very intense fuck when I heard the front door open and close and a heavy suitcase hit the floor. Caitlin and I froze for a second, but drew me in close for an intense kiss and we started moving again.
A few seconds later I heard my door open and the sound of Rob stepping into the room.
I was facing away from the door, so I couldn’t see him, but I saw a look cross Caitlin’s face that seemed to say, “Well, Rob, you see how it is. The next move is yours.”
I then heard the sound of clothes rustling- coming off, I supposed -- and shoes hitting the floor. When Caitlin smiled in a very sexy way, I figured Rob was naked. The thought made my cock swell, and Caitlin gave a little gasp of delight. I slowed the pace of my fucking and gave her the longest strokes I could.
Next, I felt Rob climbing onto the bed behind me. Then I felt his hands on my ass. Caitlin smiled again, took a tube of lube off the nightstand and held it out over my shoulder.
Rob still hadn’t said anything.
I felt him nudge my legs apart with his knees. He was going to fuck me while I fucked Caitlin.
I guess he realized the angle would be wrong, because he gripped my hip bones and pulled me up slightly. My cock slipped out of Caitlin’s pussy, but she whisked a pillow out from under her head and slipped it under her hips so I could enter her again.
Before I could start moving again Rob pushed my legs a little further apart so my hole was fully exposed. I felt something cool and moist flowing into my crack, and then Rob’s finger spreading it around and into the hole.
I gasped, and my cock must have stiffened a little because Caitlin gave another little whimper of pleasure.
The next thing I felt was Rob’s cock pushing at my hole, and before I could adjust he slid it all the way in.
It hurt, more than a little, and I made some kind of wounded animal sound, but before I could adjust Rob started sliding in and out, hard. The thought crossed my mind that he was mad about Caitlin and wanted to punish me, but if that was the case maybe I deserved it.
Caitlin had held still while Rob was getting in position, but now we all three started moving.
It was awkward at first, not being in sync, and it seemed to work best if the two of them held more or less still and I did the moving. Soon I had a good rhythm going, impaling myself on Rob’s steel-hard cock, then thrusting forward into Caitlin’s sopping pussy.
I could hear Rob breathing raggedly behind me; underneath me, Caitlin was moaning into my ear. I don’t know what sounds I was making, but I’m sure they were primitive and animal-like.
I had reached a height of sexual ecstasy I never thought possible. It felt like my whole body was tingling, afire with lust and desire. Forward and back, forward and back, every way I moved I felt new and more intense pleasure. I rode the edge, hovering on the very brink of orgasm.
Suddenly Caitlin’s moaning took on a more desperate tone. Then as she gasped her pussy contracted around my cock, hard. The sudden change pushed me over the edge. I thrust even more deeply into her, and heard myself roaring as the first hot stream of cum shot out of my cock.
The spasming of my orgasm must have triggered Rob’s. He tightened his grip on my hips, then slammed hard against my ass two or three times before exploding into my bowels. I pushed back against him, then forward into Caitlin again, then back again, milking Rob’s cock on the backward thrust and letting Caitlin milk mine on the forward.
Finally, after I don’t know how long, all three of us stopped moving, except for occasional twitches I felt in both Caitlin’s pussy and Rob’s cock. The only sound was of our deep breathing. I lay unmoving atop Caitlin, and I felt Rob’s chest against my back.
Eventually, Rob lifted his chest off my back and pulled out of my backside. I winced at the sudden emptiness, which made my now-soft cock slip out of Caitlin, who gave another little gasp.
We untangled ourselves slowly. Caitlin slid over to one side of the bed, I turned and flopped down next to her, and Rob lay down on the other side. No one had uttered a word since Rob had entered the room.
I turned in Caitlin’s direction and looked at her. She was looking back at me with a mixture of sexual satisfaction and delight. She put her hands on either side of my face and kissed me with real meaning.
“I love you,” I told her.
I turned the other direction. The look on Rob’s face was different. One of sexual satisfaction, I think, but also questioning. I smiled at him, put my hands on either side of his face and kissed him with as much meaning as I could put into it.
“I love you,” I told him.
When I pulled away to look at him again, his look was still questioning, but there was also the slightest hint of a smile.
I lay back and look at the ceiling for a minute. The silence was getting a little heavy again.
I slid out from between them and got up.
“I’m going to take a shower.”
“Besides,” I added as I walked out the door, “I’m sure you two have a lot to talk about.”
This is my first time writing a story so please excuse my styleIt is a true and recent story between me and my girlfriend and female roommateLet me start my story by explaining my situation, I'm going to school now so I'm living away from home, I also have a female roommate around my age who is pretty hot... Now this sounds like a guys fantasy to be living with a hot girl but it gets awkward since I have a girlfriend who happens to be here all the time!Anyway me and my roommate never did...
Hello guys this is Ajai from Lucknow. I’m 23 years old. 5’11” fair in colour, athletically built, musician, engineer, gentleman, 6-inch cock and a lot of sexual experience. I’m here to narrate a real incident that took place in my life 3 years back when my little sister visited me and was fucked by my roommate while I was gone. Let me tell you about my sister first. Her name is Smriti and she was 19 years old then. She has a very fair skin colour and has a big, firm, round and tight ass which...
“Pffff, another sweater.” Aaron says as he holds up the red, green, and white Christmas garment is aunt sent him. “At least this one as an actual cool design on it.” Ian says as he smiles at his roommate. In a small house in a secluded neighborhood covered in snow, two men in their mid-20’s enjoy a simple holiday together. With the pandemic still at large, both guys have spent their family time on their laptops’ cams. Wishing their loved ones Happy Holidays and having shipped their gifts to one...
Sarah's New Roommate By Bill Hart "You're very beautiful." Mike pulled the young girl he'd just met in the bar to him again and kissed her. "But I'll bet you already knew that," he smiled, even as Sarah blushed. "How could you not know how beautiful you are, Sarah Jennings?" Sarah continued blushing. No one other than her grandfather had ever called her beautiful before. She wasn't entirely certain why she'd gone to the bar; she wasn't altogether sure why she'd brought Mike home...
So if you read my last story then you know the situation...if not a quick summary would be that I have a female roommate who turned out to be very dominant and has joined me and my girlfriend in our sex life.Ok now the new dynamic of the relationship is that me and my girlfriend are still together and everything is normal, except that sometimes my roommate would join us in bed or act in a dominant way with me every now and then, overall its a really good situation although I'm sure it's going...
The year after I finished college, I took a job as a junior management trainee in a stock market firm. I hated everything about the job, but it paid my share of the rent while I got my screwed up brain together. One Saturday, a female showed at our door, asking if we would consider a girl for the roommate opening we had posted. She looked presentable, and I invited her in to meet Sean, my one remaining roommate. The lease was in my name, and it wasn't a good time of the year for finding...
I knocked on the door of what was I hoped could be my new home. I heard shuffling and i suddenly realised I was not wearing what could be seen as polite i pulled my cardigan tight around me but it still didn't help much. The door opened and stood before me one of three new roommates. He was tall, tan, and kind faced. His eyes glanced over me and i felt i twinge as he stared. "Hi I'm Roxie, I am here about the room." I put my hand out for him to shake. His grip was firm but his hands...
Alice and I were rolling around in the sheets of my dorm room. She and I had vibrators inside us and we were holding onto each other’s toy – pushing it in and out of soaked swollen pussy. Anyone who has ever felt the odd sensation of something so desired, so thought about, so hoped for, finally complete – anyone who has felt that, could know what I was feeling. My virginity was gone. I felt like a bird released from her cage, and I lavished everything on Alice. I wanted to give everything to...
When she arrived at the apartment and saw that her roommate had done the laundry, she knew she was fucked.Jane had just finished her last college class for the day and her heart sunk after seeing that her roommate had taken away all the bed sheets to wash. Laundry day was supposed to be tomorrow. Not today!She changed her clothes into something more relaxed: pajama pants along with a Star Wars t-shirt, and bunny slippers on her feet. She wasn't exactly a dork, but she wasn't the most popular...
It was easy to keep myself busy at work – too busy to have time to think about recent events. I made it all the way to five o'clock without once feeling the need to reexamine my sexuality or my relationship with my roommate but as soon as I walked into the door of the apartment, as soon as I laid eyes on that couch – the one that John had stretched back in just a couple of night ago while I sucked his cock for the first time – it all rushed back to me. I was both drawn to and repulsed by it. I...
Alice and I were rolling around in the sheets of my dorm room. She and I had vibrators inside us and we were holding onto each other's toy – pushing it in and out of soaked swollen pussy. Anyone who has ever felt the odd sensation of something so desired, so thought about, so hoped for, finally complete – anyone who has felt that, could know what I was feeling. My virginity was gone. I felt like a bird released from her cage, and I lavished everything on Alice. I wanted to give everything to...
LesbianIt had been almost two weeks since I had spent the night at Janice’s. The last time J had been awakened by her roommate screaming as I fucked her in the bathroom. J didn’t necessarily care, but a few days later, she admitted to fucking a random guy she picked up from a bar because I wasn’t around.She blamed her high libido, and every day since I had made sure I was around to fuck her when she needed it. It was starting to seem like she was doing everything in her power to keep me away from her...
Straight SexRoommate Replacement 2: Cabin Fever by Everitt James Twenty year old Grover Tyson flexed his dark muscles in glimmer of the California sun. Not that California has a sun distinct from the rest of the solar system, but ever since he had moved into the area as a teen, he felt as if everything here was somehow different, changed in some miraculous way he couldn't quite describe. Sometimes this change would just creep on him. Something would be one way, but that California sun would hit...
I had been a promiscuous slut for Blacks while in high school and found no reason to discontinue my indiscriminant sexual encounters while in college. In fact I now had more freedom than ever before to whore around. Having already been introduced to the fraternity brothers of Kappa Alpha something from some prior high school fuck buddies, I was in the enviable position to get as much Black Cock that I could take. So college looked to be an adventure in the making, if only I didn’t have to...
About six months after my divorce, I decided to accept the company’s long-standing offer and transfer to New York. Being a small-town guy from the Midwest, I was a little intimidated about moving to such a big city, but I felt like the change would do me good. Most of my friends had been my ex-wife’s friends first, so I was beginning to feel isolated. If some woman had come along in those six months to pique my interest, I might have stayed longer to see if the relationship might go somewhere,...
Gay MaleMarie’s survey of the kitchen was slow and methodical. As she scrutinized the room, she took a deep breath and a much needed break. She had washed all the dishes, mopped the floor, scrubbed the sink, waxed the dinner table, and organized the food in the pantry and fridge and freezer. And yet, the nagging feeling that she had missed something remained. Maybe she hadn’t been thorough enough with the sink, she fussed. Maybe it needed the toothbrush treatment, she thought to herself, not without a...
Hello everyone, my name is Anuj and I am from Gurugram. This story is not mine but of a fan which he sent me. I will tell this story in his own words. My name is Vishal. I live in Bangalore, I am 27 years old and work in MNC. I live in a flat in Bangalore, with college friend Rahul. My roommate Rahul works in another company. We live in a flat which has 2 bedrooms, an open kitchen, a dining room with a TV and a sofa set. This flat belongs to Rahul. My story starts one year back when only Rahul...
Gay MaleYou are sat on the couch watching a day time game show on your TV whilst idly surfing the internet on your laptop your eyes regularly glancing at the clock in the corner of the screen. Your new roommate was moving in today you were forced to advertise online to find someone to live with wince in your first year of College you hadn't managed to make any friends, largely due to your own shyness, apart from the fact that it was a woman moving in you new little about the person who would soon be...
TeenCharlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and...
College SexCharlene was dressed like a high-school girl, and a prudish one at that - white blouse buttoned up to her neck and tucked into a pleated gray skirt that came down almost to her knees. Not that the skirt length made much difference with her legs being totally covered by white stockings.Tommy wasn’t even sure he wanted to admit knowing her. And such a shame too, he thought. Charlene was a pretty girl – not too short and not too tall, petite, but shapely, blond hair to her shoulders, blue eyes and...
College Sex"Roommate wanted, rent £200 per week..." I pulled the sign off the cafe notice board, this is exactly what I am looking for. I dialed the number on the bottom of the sign and made a date for viewing of the place and a small interview. I pulled up to the apartment gates and peered through. The building looked like a multilayer ware house, with big windows and had a certain charm. I parked just inside the gate and walked through the main doors. I looked at the text sent to me by one of the...
My wife and I had been dating for about three months when I got a new roommate. Jason was decidedly gay, though he did a good job of covering it up. As far as roommates goes, he wasn't a bad one at all. Most weekends he was gone and didn't come back until late Sunday evening, so on those weekends that Laura and I were strapped for cash and couldn't afford a hotel off base, it was nice to know that we had some privacy in my room. Because it was a training command, having a guest of the opposite...
BisexualJames and I had planned to get married for the longest time. It seemed to take forever for him to find the romantic moment for him to kneel and ask me to be his bride.The ring was perfect. I said YES!I was so excited to finally plan my wedding. I had been imagining every detail since I was seven or eight. I knew the kind of dress I'd wear, the church we would have it in, the way I would look as I walked down the aisle to become Mrs. James Hook. It would be beautiful. I would be beautiful. It...
LesbianAfter I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I’m not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...
I wanted to share another story, about the first time I secretly recorded my roommate. By this point we had been living together for over a year. I had the pleasure of listening her have sex with various guys on a number of occasions. It still didn’t happen often as she often waited until I was out of the apartment (between that and the cleaning she really was a courteous roommate).On the few times she had come home with a guy for sex, I had taken to listening behind my door. I would bring a...
Three days before Maire’s visit I asked Terry that we abstain from sex so that we will be both revved up for her visit. She agreed. From that first time through the last several nights her enthusiasm for fucking me in the ass had steadily diminished. The impending visit of her college roommate and what might take place between the three of us was on her mind, to the point of distraction. She told me she was thinking of Maire’s visit several times a day, sometime an hour. “I really liked sex...
Hello everyone, I am Aakash from Bangalore. I am 24 years old working in it company. I am staying at flat with my friends. Thanks for your feedback to my last story. This sex story is about how I fucked my flatmate’s girlfriend by blackmailing them. We are staying together for last one year. He has a girl friend. She used to come at home many times. But I didn’t know that they are into physical relationship also. So one day I returned from outside. I had spare key and he didn’t lock it properly...
After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I'm not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...
After I graduated from college, I moved in a new apartment and shortly afterwards met my girlfriend Becky. I'm not a very attractive guy, so I was incredibly lucky to have managed to get her. At the time, Becky was twenty-five and a total knockout. She had a cute button nose, a killer smile, and long, dark brunette hair, which she usually put in a pony-tail. She worked out a lot, and her body showed it. She had a small, tight butt and a slim, defined torso. Her breasts were a large C cup, full...
Here's the next installment of a story in search of a video.Setting: living room of an apartment. Nothing fancy. It has typical living room furniture - coffee table, couch, armchairs, TV. There’s a closet by the front door. This is an apartment for college girls.We see Cristy, an attractive young woman enter. Medium height. Dark hair. Could be kind of curly, down to around her shoulders. She has a club outfit on. short skirt, shiny. There should be a cutout in the skirt. If not, a slit up one...
This happened when I had a girl roommate in college. First it's important to know that whenever we both got bored, we would fool around and sometimes have sex even though we never really dated. We shared a bathroom but whenever she used it, she had to walk all the way across the apartment to get back to her room since they were on opposite ends. One day when I had some guy friends over, I thought I'd play a prank on her. My friends and I were playing video games in the living room when my...
EroticI did my best to act business as usual around him, and for the most part I succeeded. That is, unless Gavin was around. And as Vincent had moved out of the dorms and in with his new fiancée the week prior, Gavin was now around a lot. I couldn’t face him, couldn’t even see Gavin without the feeling of guilt eating me alive. I felt an almost physical pain even being in the same room as him, so like any brave, moral person, I hid my shame, lied my ass off, and ran away every time he was...
Unfortunately, sex was about all she loved. Tina and I had been together for about seven months. After the sixth month she and I decided it was time we moved in together. We fucked from sun-up to sun-down, left to right, all over the apartment. I had just gotten a good job in Providence and I met her as soon as I moved from Buffalo. I was staying in a hotel for the first few weeks and she helped me find the apartment. It was a big, three bedroom house with two stories, a fireplace, and...
Two weeks passed and, like I hoped, the incident between Eric and I had either been completely forgotten or ignored. I prayed that it was the former, but as Eric didn’t seem to be treating me any differently from before, I didn’t particularly care.I did my best to act business as usual around him, and for the most part I succeeded. That is, unless Gavin was around. And as Vincent had moved out of the dorms and in with his new fiancée the week prior, Gavin was now around a lot.I couldn’t face...
Straight Sex"Oh My God! Fuck me! Harder baby! Fuck me with that big, black, cock!" These were the sounds that greeted me as I walked in the door after a long day of work and class. It was the normal thing, and probably wasn't the first time they had been fucking today. Anna was an insatiable redhead, and Ty was like a machine. Even if he had just cum, it seemed like he was always ready to fuck again. It was normal for them to fuck multiple times throughout the day. For once they had actually made it to the...
It was supposed to be a celebratory night for us. My good friend had just been promoted and we were supposed to meet at a local club to celebrate. I had just reached and ordered a beer when I got the phone call from him, “Hey bro, sorry man my girlfriend is free and we are spending time together. We will celebrate another day. Sorry man.” I never liked his GF, too controlling and well, kind of a bitch. She had a nice rack though so I understand why my buddy puts up with it I guess. I had no...
My fourth year at college proved to be very memorable. I was doing well in school and had a part-time job, but not much luck with the ladies other than an occasional date with someone from school or work or a drunk hook up after a night out at the club. I shared a two bedroom one bath quiet apartment off campus with a buddy from high school. As the Christmas break neared, he let me know he was dropping out to take a job working offshore. Soon after, he moved his stuff out and we settled up...
I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a muscle-bound, jock who gets all the girls. We’re complete opposites from each other. And yet, Andrew and I have always been best friends. We grew up next door to each other, I’m always...
Last night was the second time they had sex. Now this was the second time today. Just like the last two times, her need, her lust, controlled her body. Forcing her to submit to her roommate, regardless of the fact that she was a lesbian. And what was a lesbian that craved cock? Cindy didn’t know. All she knew was that she couldn’t deny it. Her tits slapped together as her body shook to Robert’s thrusts. Shivers of pleasure ran from her well pounded twat to the tip of her scalp. She moaned...
I was back at J’s house a couple of days later. After fucking J to sleep, I lay sleepless in the bed beside her. Once I was sure J was sound asleep, mainly because of her girly snores, I got up, put my pants on, and decided to wander a little. A quick glance at J’s clock on the nightstand told me that it was 2:00 am. The rest of the house seemed quiet, and I wondered if it was too late to run into J’s roommate again. She was probably busy since her boyfriend had spent the night too. Even if I...
CheatingEighteen-year-old Katherine Sparks moved into her dorm room to find gothic-looking posters up on the right side of the room. She planted her box of stuff on the single bed on the left. A busty pretty girl with long black hair in a black skirt and short cut top with heavy gothic makeup on walked in. She turned to her."Hi, you must be my roommate, I'm Nina Davis," she said and shook Katherine's hand. "Katherine," Katherine replied. Her blue eyes lingered down to her roommate's bust and...
LesbianChapter 1: Doin' The College Thing It's hard to believe you finally did it. You really made it to this point in your life. Have you actually gone away from home? Have you actually come to college? Are you actually standing in your own room at Western State College? You can't believe it. It seems like only yesterday that you started High School and suddenly you are out on your own and moving into your own Dorm room. You're not sure you are really ready for this. In fact, you aren't even sure you...
Brian looked down at Stacy. He couldn't believe he might be fucking these huge tits for the last time. The two of them had a good thing going on between them for these past three months. They both had decided not to put a label on their relationship. Instead, they just enjoyed each others company, as well as fucking each other to the point of exhaustion. All of that would have to was on hold for now. Stacy and her ex-husband had agreed to go on a long trip together. It was their last attempt...
InterracialBack in college I was dating this girl Shannon. She was on the school volleyball team so she was in incredible shape. The only problem was that, during the season, she was often busy, and when she wasn’t busy she was tired. This often left me lacking when it came to sex, and I would often be left to take care of myself. When she wasn’t in season, though, she could and would screw me until I couldn’t take it anymore. I think it was part of her off season training plan to stay in shape. After a...
College SexSomething happened to me not long ago that altered my life. I am not a gayman. I have never liked gay men. I could never imagine how a man could besexually attracted to another man. It's unnatural. I always believed thatit surely must be against God's will.When my son, Mike, moved into his dorm room at college during his Freshmanyear, his mother and I visited him to make sure he was comfortable and thatall arrangements were satisfactory. We met his roommate, Tom. He seemedvery nice, and...
As I approached the dormitories at the beginning of my sophomore year, I have to admit I wasn’t entirely happy. I’d had such a great roommate my freshman year that I wasn’t looking forward to a new one. No, it wasn’t what you’re probably thinking. My previous contentment had nothing to do with sex, since Gerry had been totally straight and not at all physically my type; but he was smart, funny, neat, and tolerant, and, in short, perfect to live with. When he decided, over the summer, to get an...
I was parked at the airport waiting for my wife and her ex- college roommate. Ami. Linda’s friend was arriving from overseas where she had lived the past 5 years. Linda and I agreed to let her stay with us until she could find her own place. I had only met Ami for a short time five years ago at our wedding and I enjoyed the idea of her being with us. Ami was a tall thin chocolate colored woman with very nice perky looking breasts.I knew that they were very close but was not able to spend any...
TransForeword: This entry is a direct continuation from my previous stories. Basically I’m just telling all of the most interesting and exciting sexual stories of my life in chronological order. I will try and include enough back story for a new reader to be able to jump right in, however I apologize if I fail to provide enough. In short, if you want to get the full effect, you may want to read the entire thing from the beginning. Thanks and enjoy. The RoommateJune 2002In the summer of 2002, I was...
"The Roommate" (Pt. VI) Ted had watched me from the kitchen window as I pulled down the driveway. He'd also seen Jack! "Shit," he said aloud but under his breath at seeing Jack out in his yard and then realizing that he must have seen Laine! "Well, let's test the theory, see if it'll fly," Ted continued to himself as he grabbed his baseball cap and made his way out to start in on the yard work. He was inside the garage checking his mower over as...
“Relax, Andrew. It’s just a party. Yeah, sure there will be girls there, but it’s not like they’re serial killers or something,” I tell my best friend as we make our way to the party. I swear he’s always like this. So worried about everything. I don’t know how the kid has survived this long. Probably because I’m always here to calm him down. It’s kind of funny, not many people can see Andrew and me as being friends. Him being a meek, petite, nerd who’s often confused as a girl and me a...
You hate your job. You hate the long hours you have to work. You hate your fat, sweaty, incompetent boss. You hate the work you do and your clients' demands which are equal parts incessant and annoying. You hate that your job pays too well for you to quit. However, despite all the bullshit you put up with, your week is finally over. And working there has paid off in at least two ways. The first comes in the form an apartment that qualifies as more than just "okay." The huge living room packed...
My name is Fathima (34-25-35). This story took place when I was in my second year of the degree. I came from a very traditional Muslim family where I had to follow a strict dress code everywhere, even inside my own house. Everything had changed from the time I started living in a college hostel. I was free from those vigorous rules. Since my native was very far from the city I lived in, my parents visited me very less. This, in turn, resulted in me getting sufficient pocket money every...
LesbianThis incident happened when I was staying with my bachelor friends. It was a 2 BHK flat where there were 5 boys staying together including me. We used to have drinks almost on a daily basis and were enjoying our lives as roommates, but none of us were involved in sex with each other as there were no gays in the group.We had 3 spare keys for the main door and any of the 2 roommates would keep each of them, and last key, we normally keep in the nearby bakery to avoid any last minute confusion...
Most people don’t have good experiences with their roommates in college. Not me. In fact, I can still remember my freshman year vividly…It had been a chaotic day of last minute shopping at Target. My parents and I had spent the better half of the day trying to get everything an eighteen year old would need for his first year. After piling everything into the car, we trudged into the entrance of Marks Hall, where I would be spending the next eight months of my life.203…. 204…. 205…206… I...
Gay MaleI arrived at my university in Colorado in late August for my freshmen year of college. Orientation and classes were starting and I was eager to meet my roommate. Lee had been on campus all summer prior to me arriving. He was a Linebacker on the football team and was also a true freshman like me. Lee was up early each morning and very busy each day but had time to help me with orientation, building locations, and introducing me to other guys on the football team. He seemed like a great roommate....
“Where are they sending you this time?” Grace asked her roommate Hailey as she noticed her stuffing a suitcase.“New Orleans,” Hailey quickly responded.“What happened down there?” Grace probed trying to pry for more information.“Just a routine software upgrade, shouldn’t be more than a couple days,” Hailey replied, continuing to pack without averting her gaze.Grace slumped a little with a slight nod. Hailey had become somewhat distant recently and it was becoming increasingly apparent. She no...
Spanking“Where are they sending you this time?” Grace asked her roommate Hailey as she noticed her stuffing a suitcase.“New Orleans,” Hailey quickly responded.“What happened down there?” Grace probed trying to pry for more information.“Just a routine software upgrade, shouldn’t be more than a couple days,” Hailey replied, continuing to pack without averting her gaze.Grace slumped a little with a slight nod. Hailey had become somewhat distant recently and it was becoming increasingly apparent. She no...
SpankingI was a forty-six year old trophy wife, even if I do say so myself. I work out three to five days a week to stay fit. I am five-feet-four inches tall and I have a 36D 28 34 body shape. My husband is a senior vice-president for a Fortune 500 company and he travels a lot.Recently he left on one of his week long trips. I decided to visit my son, Mike, at his college where he is a senior. I took a hotel room near his apartment. He and his roommate talked me into going drinking with them.His...
MILF