You’ll need to read this to catch up on how we got here if you haven’t already:
[https://www.reddit.com/r/gonewildstories/comments/aj7zrs/the_time_i_fooled_around_with_my_roommate/](https://www.reddit.com/r/gonewildstories/comments/aj7zrs/the_time_i_fooled_around_with_my_roommate/)
After having the mutual masturbation with Stephen, I had gone back to my room, and used that experience as follow on masturbation material. It keep me going for days, weeks almost. The memories of having that experience, without having to actually touch or get involved were amazing. I didn’t regret it like I sometimes did with previous partners.
Stephen had gotten more friendly since then. He would constantly grab my ass in the kitchen, and would try to grope my breasts any time he had the chance. I wasn’t wholly opposed to it, but it sometimes got tiresome. I didn’t think I was leading him along, as I rarely flirted back.
David still wasn’t talking to me, it’d been a few months from the Cindy/David incident, and I hadn’t heard a peep from him. I had started to assume that was it for us, and we were done. He was super into the thing with Cindy, I figured I should be the one ghosting him if anything. Cindy hadn’t changed one bit. I think I was really avoiding her because I didn’t know where to go with it, but maybe I wasn’t. I’m not sure. Maybe she was really just a robot.
One weekend night, when I had nothing on the go, and neither did Stephen. I had been at work all day, and was just relaxing. He had been at home all day, I joined him for a drink, a joint, and some cartoon he was watching. After a couple of episodes I got up to grab a snack. I was bent over digging through the fridge and I felt Stephen behind me as usual, only this time it wasn’t just his hands on my ass, it was his hands on my hips, and his manhood grinding into me. I could feel it was hard. I started with something like “seriously dude” as he slammed his hips into mine.
I was still wearing my work clothes, a one piece blue bathing suit, and a pair of sweatshorts. It was hot out, he was wearing a pair of basketball shorts and a tshirt. My hair was still tied up in a pony tail, and I had a pair of flipflops on still. I really hadn’t done much since work.
He bumped his cock into me a few times, and then I felt his hands sliding up from my hips to my ribs, and then around my chest grabbing my breasts. He grabbed one in each hand, and rubbed his fingers over my nipples which immediately went hard. I caught a moan by biting my tongue, trying not to lead him on, but I was enjoying the nipple play, and I wasn’t all that upset with feeling his pent up cock on my ass.
“Want to go fool around?” He whispered in my ear. I shook my head no. He got a hold of my nipples again, and pushed his cock into my bumcheeks. “C’mon, we had fun last time?” He asked rhetorically.
I was weak at the knees. I still hadn’t gotten laid since David, and I actually really did enjoy the previous time watching and masturbating with Stephen. “I’ll watch you.” I said.
“That’ll work.” He said, reaching past me, he grabbed another beer, and started towards his bedroom. I followed him, my pussy already starting to get wet. I told myself I’d watch him masturbate, then head to my room to finish myself off. Maybe if I got right into it, I’d cum in front of him again.
He sat down on his leather chair again, and skooched it up to the edge of his bed where he was last time. I climbed onto the corner of his bed. He took off his t-shirt exposing himself, and grabbed my shorts very gently pulling on them, I shooed him away. “You have to show me something!” He exclaimed. I relented, and lifted my hips and pulled the shorts off, he helped them down over my knees onto the floor. Now I was wearing just my navy blue one piece swimsuit from work. My pussy was very wet by this point, but I hadn’t shaved in a while, and I wasn’t really in the mood to cum in front of Stephen, I really just wanted to watch him play with himself, I kind of wanted to see him put something in his ass again. I wanted to talk about his boyfriends too, I was insanely curious about how gay men are intimate.
“Pull your cock out.” I said, starting to get in the demanding role that I took with him last time. He obliged, pulling out his familiar cock, only this time it was completely bare, he was clean shaven. His balls, his groin, even between his legs was completely smooth. He took his cock in his hand and gave it a couple of pumps exposing and hiding his head momentarily with each pump.
“I shaved it for you.” He said awkwardly. I laughed, I didn’t know what to say. His cock looked significantly bigger then it had the last time, and it didn’t even have that stretched out full of hardness look that cocks get right before the cum.
“Show me your pussy.” He said, I shook my head, and instead just slid a finger down from my stomach over my pussy, and pushed some of the fabric into my lips as I danced over my clit. His cock pulsed as he pulled on it again, his other hand wrapping around his balls and giving them a squeeze. His cock was now slightly bigger then Davids. At least that was my interpretation now that it was all bare. A tiny drip of pre-cum dripped from the head as he stroked.
My nipples were hard, and my pussy was getting wetter and wetter, I could feel the wetness through my swimsuit. I felt my clit again, and then without thinking I moved. It was like being in a dream state. I don’t know if it was the alcohol dulling my inhibitions, or the weed making me more compliant, but I moved. The next thing I know I was on my knees in front of him, between his knees. He was still stroking, and I put my hands on his thighs, my tongue extended, and I made contact with the base of his cock, then as he stroked up and off the top of his cock, I slid my tongue up to his head.
When I reached his head, he took his hand off his cock, and as he did so I took his head into my mouth. I was caught up in the moment suddenly. I moved my hands onto the base of his cock, and his balls. I gently tugged on his completely hairless balls as I tugged on his shaft and sucked while tonging his head.
Stepehn moaned loudly, and put his hands on the back of my head. He pushed his hips into me, and I took his cock as far as I could, then he backed off, and I kept working. I was sucking my roommates cock. It suddenly hit me. I was completely caught in the moment, his movements were so encouraging. He pushed into me again, and pulled my head down, I pushed his hands off my head and took his cock out of his mouth, I pumped it gently and looked at him in the eyes. “Don’t do that. Just relax. He nodded at me. I flicked my tongue up his shaft and he moaned loudly again.
“Can I… feel… your .. tits.. ?” He asked gasping, I looked at him again as I sucked his head, and massaged his balls, and then gave him a “Mmhm” with a mouth full of his uncut cock. He immediately reached down with both hands and grabed my breasts through the swimsuit. He groped them gently, and then as my nipples hardened, he put those between his fingers and gently pulled on them. This made me gush. My pussy was now soaked. I was enjoying sucking this cock far too much. Much more then I had ever before. His movements were intoxicating. He was much more lively then any previous partner I had ever had.
I continued sucking gently and slowly, while tugging on his balls and stroking his shaft. He looked me in the eyes, “Finger my ass.” He stated. I don’t know why, but I followed his instructions, I started moving a finger back off his balls and put pressure on his taint, it was also smooth. As I went back I found his asshole, and I put my finger on it, it was clearly not going to let my finger in without lube, but he was well ahead of me. He had reached into his desk drawer and pulled out some “Fuck Water” brand lube. I thought the name was funny. He held it up, I put a single finger out, and while sucking, and looking at him, he squeezed a TON of it onto my finger, and the floor.. I immediately took that finger back down between his smooth legs, and cheeks, and then put my finger on his asshole and applied pressure. It slid right in. I pushed it in effortlessly until it didn’t go in anymore, I was knuckled deep in my roommate as his cock was in my mouth. I kept pumping his cock, and sucking as I started to hook my finger into him and wiggle it around. He moaned very loudly this time. I tasted the salty cum on my tongue as I sucked.
With my finger in his ass, I kept stroking and took my mouth off his head. I looked him in the eyes again. “Warn me before you cum?” I said, in a very rhetorical way.
“I want to cum in your mouth.” He replied.
“Nope. Not going to happen, if you don’t warn me I’ll punch you in the balls.” I replied.
He laughed. and nodded in clear agreement. My mouth went straight back on his lovely cock.
My finger was still in his ass, I could feel him pushing against it over and over, I kept stroking the base of his cock and sucking on the head. He grabbed the shoulders of my swimsuit, and pulled them down, I pulled one hand out of the swimsuit as he did, accepting him exposing my breasts. My other hand was busy with a finger in his ass, so that shoulder stayed on. He exposed both of my breasts just barely, and my nipples were exposed too. They were rock hard he reached down and pulled on them, making me moan on his cock. He put a hand on my shoulder, and I continued to suck and pump. Then he squeezed my shoulder aggressively, and then a moment later when I kept sucking he tapped me a few times on the shoulder. He was still playing with my one nipple.. I almost missed the cue.
I caught on at just the last moment, and pulled him out of my mouth as I felt his ass clamp on my finger, I kept wiggling my finger and stroking his cock as he shot out an enormous ribbon of cum. I directed it at his stomach, he moaned loudly. Another ribbon shot out. Then a third and fourth. The last two being more dribbled on my stroking hand.
I removed my finger from his ass, and he passed me a baby wipe. I wiped off my finger first. Then he grabbed my hand and licked the cum off of it. I let him continue until it was all gone. Then I wiped with the baby wipe. He smiled at me and put his hands on my shoulders, pulling me in for what I assume was a kiss.
I pushed away as I stood up, denying him. I wasn’t ready for that yet. Not with him. “Can I return the favour?” He said, sticking out his tongue in a very creepy manner. I half regretted the previous 15 min suddenly.
“Uh, no I’m good.” I said. If only he wasn’t so weird sometimes.. right?
He grabbed my hips and I stumbled into him, he took my breast and nipple into his mouth before I could get my hands under me and push myself away. I was straddling his thigh at this point, his still hard cock, with cum drips now pressed onto my hip. He sucked on my nipple, and I melted. I put my weight on his thigh as he continued, his hands exploring my back. I gave my hips a roll, and ground my clit into his hip.. I could feel his cock on my hip and stomach.. Then he released me. I stood up slowly, incredibly horny, but I wasn’t ready to have sex with him, and he had just came, so it would likely be lousy anyways.
I looked down at his cock, it had dripped on my swimsuit. I looked at him. He mumbled “sorry… are you sure I can’t…” he trailed off as I said.
“No, I have to go get changed.” I replied.
I left his room with him sitting there naked. I went to my room and didn’t even get out of my swimsuit. I masturbated immediately right through the material, pushing the fabric out of the way as required. I was so fucking horny after that. At this point though, I didn’t know what I was doing. I had promised myself not to get involved with my roommates, and this particular one definitely wasn’t a long term prospect, but it was fun to let lose and have something on the side until David called me… if he would call me.
I hope everyone enjoyed that. The next instalment will highlight how my life subsequently fell apart in a spectacular way. You’re all going to be introduced to the darkest time of my life.
As always, feel free to leave your comments, and if any couples want to chat, hit me up.
Source: reddit.com/r/gonewildstories/comments/al4jw0/the_time_i_f_hooked_up_with_my_roommate
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I really did enjoy this story. It is very well written.
I was wondering if you ever hooked up with Cindy.
Can any one listen to the Polly bot? I can’t get past the first sentence.