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Fantasy to Reality

by Bikiniteen


Living alone is going to be fine... or at least that's what I kept telling myself. My roommate was getting ready to move home and I was going to be spending the rest of the spring semester alone in our apartment. He had graduated in December and was just trying to find a job at home so that he could move in with his girlfriend (now wife) and start into the "real world." I had another semester left in my senior year of college and was now going to be spending it alone. While I was excited by the concept of a fairly liberal pants policy I knew that I would miss our late nights of video games and hanging out. Oh well, I'll try to make the best of it.

I made it though the semester and actually got around to studying a lot more since I was no longer distracted by video games as much. Jake, my former roommate, got married in April and I was the only friend from college that he invited - I felt special but I mostly knew he didn't want to pay for anyone else. It was nice to spend some time with him but also a little saddening to see him married off to his girlfriend (she is nice, but I always thought he could have done better). I spent many nights fantasizing about Jake over the past four year and just wishing that someday he would be willing to fool around with me. He was ridiculously straight and went to a pretty conservative church, but I always wished that I could turn him if it was only for one night. I loved seeing Jake in his underwear - mostly boxers, sometimes briefs - and spent some quality time with his underwear from his laundry and from his drawers. I was pretty much in love with the guy (both physically and emotionally) but knew that there would be nothing between us beyond the "guy hug" or playful wrestling... or so I thought.

It was a couple of weeks after the wedding and I was just sitting in my office at work bored out of my mind as usual. I had graduated but stayed around campus to keep my job (and wait until the lease on my apartment ran out). I had contacted Jake a couple of times about getting together some weekend to maybe go to a baseball game or just hang out - any excuse to spend some time together. He had been pretty slow to respond and never committed more than a maybe. However, the brief tinge of excitement I feel whenever I hear the Outlook new mail noise was justified when I received an email from Jake. He wanted me to come down to his new apartment for the weekend, hang out together, and help him with some "stuff around the house." I was pretty excited and responded immediately that I would be there Friday evening as soon as I could.

I arrived at the apartment around 7:30 pm. It had been a rough day at work (surprisingly) and was so relieved to see a friendly face. I was greeted by Jake with a hug and a "sup buddy!?" He brought me into the apartment and showed me around a bit letting me put my stuff down in the guest bedroom. It was pretty nice though I could already see the womanly touches of inexplicable baskets littering every spare corner of each room. Speaking of, where was the wife, she was no where to be seen (or perhaps more accurately, heard). Jake had explained that she took a "girls weekend" with some of her friends from college so he figured he would have a corresponding "guys weekend" with his friend from college. That was more than fine with me and we moved on with the rest of the night's activities. The main plans were dinner, video games, and movies... perfect.

After dinner and some intense Call of Duty action we settled in on the couch to watch a movie. The sofa wasn't very big... I guess it was more of the love seat variety but I didn't mind being close to the man that I loved. As the movie went on I could fee us both relaxing a bit and leaning more towards each other on the sofa. Our shoulders were now nestled onto each other and our knees touching ever so slightly. When Jake started to move I assumed that it was to get into a less awkward position but was pleasantly surprised to have him put his arm around me on the top of the sofa... the old movie theater move you always see in the movies. When I realized what was happening I moved a little closer so my upper arm was resting on the side of his chest into his armpit. Neither of us said a word about it and continued to enjoy the movie (with me taking the opportunity at the funny parts to move a little closer during my "uncontrollable laughter"). When the movie was over we sat there for a while longer just chatting in the glow of the Xbox 360's dashboard that we had used to watch the DVD. It was like old times again but now we were closer than ever before. I was thoroughly enjoying every minute of the time we were spending together and could almost feel that something more was about to happen.

I was right, something more did happen. Jake abruptly got up and stretched a little after the two hours we spent on the sofa. I took the chance to check him out a little bit and noticed a bit of a growth in his pants which prompted the same phenomenon in my own. Jake suggested sat back down and turned to me with a very different look on his face - a sort of nervous but excited expression. He opened his mouth and tried to talk a couple of times but nothing came out.

"Are you having some problems there with your mouth?" I said in a joking tone trying to put him at ease with whatever he was trying to say.

Jake smiled and tried again. "No, I'm just trying to explain to you why I wanted you to come down here this weekend... the help with the stuff around the house."

"Jake, you should know by now I'm really not the physical labor type... you would probably be better off hiring an 11 year old girl to help you move the heavy stuff."

"Ha, maybe, but that's not why I asked you here. To be honest I have been thinking a lot about the time that we've spent together over the past four years and the kind of friendship we've built up. Well, I was hoping that because of that friendship you would help me out with something I've been wondering about for a while. Now that I'm married and settled in, I was kind of thinking about some of the wild things that I didn't do during my college years - mainly some of the... sexual experimentation type stuff."

"Did you want me to try to call up some lesbian hookers dressed like Anime characters... I'm sure I can find them on the Internet?" I broke in, trying to relieve some of the tension.

"That's not quite what I had in mind." Jake said "I was kind of thinking, if you would be willing, maybe we could, like, do some stuff with each other. I don't want to make things weird between us so if this sounds like a bad idea to you, then stop me now."

I was shocked, excited, relieved, and most of all happy that he had asked me to help him out with this. "Yeah, I think we could work something out." I said trying to not let on how amazing this was. "What did you have in mind?"

"Well," Jake said "I thought maybe we could just move into the guest bedroom and kind of see what happens. I've never done anything with a guy before... I don't know really where to start. Though, I thought that maybe we could make a rule beforehand: anything goes until we stay stop. If you or I are uncomfortable with something then we need to say so. I'm putting a lot of trust in you not to make our friendship weird and not to tell anyone."

"Of course not…" I said, "This will be between you and me and I agree about the rules, I don't want things to get too crazy."

With that we both smiled and slowly got up and headed into the bedroom. We sat on the bed and stared at each other for a while, not sure which one of us would start. I reached over and put my hand on his shoulder drawing him in for a kiss. It was awkward at first but we both started to get into it. I broke away from his lips and started moving down his neck and into the part of his chest exposed by his unbuttoned polo shirt. His hand wrapped around my back and gently massaged me, encouraging the actions I was taking. I went as far as I could with his shirt on before helping him take it off. As the shirt cleared his head I went in for another kiss while my hands explored his nearly exposed skin. It was amazing to feel the strong chest of the man I had been fantasizing over for years. I broke the kiss after about 30 seconds and pushed Jake back on the bed. I knelt on top of him, our crotches touching, and resumed my kissing, touching and licking of his chest while simultaneously feeling the hardening meat in his pants. Jake closed his eyes and started to just relax and enjoy what was going on... I think he may have realized I was planning this for a while.

As I reached the waist of his cargo short with my mouth I paused and waited for Jake to tell me to stop. However, when I looked up he had his eyes closed with an amazing look on face so I just continued. I unbuttoned his pants and unzipped the fly exposing his boxers underneath. These boxers immediately brought back a bunch of memories of sneaking into his room while he was away to smell his boxers while I jacked off. Now I get to see him in and out of these blue Fruit of the Loom boxers and enjoy every inch of the fabric and the main attraction contained inside. I slid his shorts off and threw them in a pile with his shirt. There he was, the man of my dreams in only his blue boxers and his growing cock inside of them. I reached out and ran my finger along the waistband of his boxers causing his cock to perk up a bit. I moved down and started to massage his penis through the blue material causing it to quickly reach its full potential. My cock was completely hard and I could feel it a bit of pre-cum in my briefs, but I was too focused on what was right in front of me to be worried about that. I was about to reach into the inviting fly of the boxers to continue my exploration of Jake's body but was stopped by the words that came out of his mouth. "Wait, before you go any further, I think it is your turn to enjoy yourself."

With that, Jake sat up and locked his lips into mine. This seemed to be becoming the sort of transition move between each phase of our experiment. He started the same as me: kissing my neck and upper chest before helping me take off my shirt (I think he just needed some pointers). We kissed a while longer while our hand explored each other's chests until Jake slowly pushed me down on the bed. Again, he followed my example and gently kissed my chest moving back to my mouth every so often for some extra effect. He then reached the waist of my jeans and the kisses slowed down a bit... I think he was contemplating what to do next. Jake slowly moved his hands to my belt and undid the buckle and the button to my jeans. The waistband of my green Jockey briefs was now exposed and Jake ran his finger along the synthetic material. He seemed to build up his courage and finished unzipping me, taking my jeans all the way off, and throwing them in the same pile. Without hesitation he began massaging my cock and balls through the thin material not seeming to care about the slowly growing wet spot in my briefs. He ran his fingers along the waist band and the seams at my crotch. After a few minutes of this he leaned forward, laying on top of me and returned to passionately kissing my mouth. I could tell he was really starting to get into this as his hips gently thrust his crotch into mine. Both of our underwear was stretched to their limits and I felt a growing wet spot in his as well. The night could have ended there, it was pure ecstasy; I think a few more minutes rubbing underwear would have been enough to finish me off. Luckily the night was not over yet.

I pushed Jake over on his back and made my way back down to his boxers. I wasn't tentative anymore - I think we were both ready to take this to the next level. I opened the fly of his boxers to reveal his fully grown 6.5 inch cock and immediately grasped it in my hand. I slowly jerked his cock for a few seconds while watching the ever-increasing bead of pre-cum build up at the tip. I wiped this away with my finger and gently but eagerly took Jake into my mouth. It was so amazing to finally have his penis inside my mouth and I wanted to do everything I could to make this experience unforgettable for him. As I circled the head of his circumcised cock my hand massaged his balls through the material of his boxers. I looked up to see Jake, now leaning up a bit and resting on his shoulders, with his eyes closed and mouth open licking his lips in what I could only assume was ecstasy. I continued slowly up and down the shaft getting a taste for every square millimeter of his cock before deciding it was time to move on. I pulled Jake's boxers off and started to pay some attention to his balls. They were a good size and I loved pulling them into and out of my mouth while returning up and down the shaft to make sure he, and I, were both getting the full package. Halfway through this I realized that Jake's hand had moved to the top of my head to gently pet and encourage me as I serviced him. I continued this routine for a couple more minutes (slowly because I didn't want this to be over too fast) until Jake said he wanted a chance at "smoking some pole."

With Jake still on his back I straddled his body and moved my crotch to his mouth. He had arranged some pillows so now his head was slightly elevated and he wasted no time taking my still brief-clad cock into his mouth. He licked and played with my cock for a few seconds before pulling down my briefs to release my 6 inch cock and promptly took it like a champ straight into his mouth. It was definitely his first time with a cock in his mouth as he wasn't quite sure what to do after it was in there, but I think he took the hints from what I had done and his technique improved very quickly. He swirled his tongue around the head while still giving a great sucking sensation that made my drive my crotch even deeper into his face. He wrapped his arms around me and gently massaged my butt while I rested my hand on his biceps enjoying the feel of every flexing move he made. This continued for a couple of minutes until he took my cock out of his mouth, looked up at me and just said "sixty nine?" I smiled and we both changed positions into classic 69 form. The sucking, licking, massaging continued for what seemed like an eternity all the while we both tried so hard to refrain from climaxing so that our fun could continue as long as possible. When I couldn't stand it anymore I reached down to take my cock out of Jake's mouth and freed his cock from my own.

"I'm not sure how you wanted to do it, but I'm not really into the whole cum in the mouth thing." I said.

"Not a problem, I'm getting really close myself. Can I finish you off with my hand though?" Jake responded.

"I would be honored." I said with a smile.

With both changed positions so that we were laying next to each other on the bed, as much of our bodies touching as possible. I reached over with my left hand and grabbed Jake while he reached over with his right and grabbed me. We slowly jacked each other's cocks while changing our gazes between our cocks and each other's eyes. As Jake started to speed up, so did I, taking this as a sign that he was just about ready. We both were jacking at a pretty good pace and took one last glance into each other's eyes as we both erupted with cum at roughly the same time. I shot about seven loads while Jake said he felt about eight come out of him. After reaching climax with both collapsed into each other gently kissing while we felt our relieved cocks soften in each other's hands. After about five minutes Jake was the first one to break the silence.

"Man, that was awesome. I don't want to sound weird or anything but I think it was better than my wedding night. I'm not a fag but I think I can see that fooling around with a guy definitely has its benefits."

"I totally agree I and I'm so glad I could share this experience with you - there's no one else who could have done a better job. I would be happy to “help you with stuff around the house any day!" I said trying to set some plans up for the future.

"Absolutely!" Jake agreed. "But maybe we should get cleaned up a bit before making any other plans."

We both slowly got up and off the bed still reeling a bit from the intense orgasms we experienced. I grabbed my briefs which had found their way under the bed at some point and wiped the cum off my chest and cock. Jake did the same with his boxers and suggested that we get a shower. We headed into the shower and had some fun splashing and playing in the warm water. We washed each other as sort of a last bit of intimate play and spent several minutes in between kissing each other’s lips and necks. Our cocks had started to grow again, but I think we were both worn out from what had just happened so we decided to save it for another time.

After drying off Jake went to his bed room, put on a pair of black briefs, and brought me a pair of blue ones. I put on the briefs and we stood in the hallway kissing each other and gently rubbing our confined packaged against one another. Jake took my hand and led me into his bedroom. We lay on the bed and Jake brought his arms around me in the typical spooning fashion. He kissed me a couple more times on the cheek and ear and whispered "Goodnight. I love you."

I tilted my head up a bit, kissed him on the lips one last time and said, "I love you too." We fell asleep like that making it the most amazing ending to the most amazing night of my life.


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9 Gay Erotic Stories from Bikiniteen

Converting My Roommate To Briefs

“Hey man, I have kind of a weird question.” Jake said as he walked into my room. Jake and I have been friends/roommates for the past 3 years. We are both 21 years old and share a good deal of interests. However, Jake is a lot more athletically inclined than I am. I wear briefs almost exclusively; sometimes bikinis sometimes boxer briefs. Jake is pretty much a boxer guy but wears briefs when he

Fantasy to Reality

Living alone is going to be fine...

Jim and I - Part 1

I'll admit it, I was a little intimidated when I first met Jim. At 6'8

Jim and I - Part 2

The next morning I heard a loud crash coming from somewhere in my house. Hungover and groggy, I reached for my glasses and instead knocked my alarm clock off my nightstand. I finally figured out where my glasses were and went to investigate the noise. I was still just wearing my green briefs but the heat in my house prevented me from putting on anything more substantial. I walked into the

Jim and I - Part 3

I don't know how many times I jacked off that weekend. The memory of Jim's cock wouldn't leave my head and left my own cock in an almost constant state of arousal. The feel of his arms wrapped around me, the smell of his body, the moans he let out at the peak of sexual pleasure - all mixed together to fuel my masturbatory fantasies for days. I creamed on every inch of Jim's white compression

Jim and I - Part 4

I'll admit, I didn't get much work done the rest of the day. Not only was I exhausted from the morning's activities, I was so distracted with what happened. Did I really just get a handjob from my, supposedly, straight friend and then shower with him?! Not only was I excited by what happened, I was scared by what this might do to our friendship, potentially making things extremely awkward

Jim and I - Part 5

I was still a little in shock – partly because my straight buddy and I had just blown each other but also because Jim admitted to being a good cocksucker. And he was right, it was great head without any hesitation I would have thought from a straight guy’s first time, plus the fact that he happily swallowed my load. I couldn’t think of anything to say but felt my cock getting hard again inside

Jim and I - Part 6

The rest of my weekend went by much like any other – pretty boring. Did some work around my house and got acquainted with the latest release on Netflix, but didn’t hear from Jim since I left his house. This wasn’t too surprising since I’m sure he wanted to spend time with his wife, but I know I thought about what we did several times that weekend and imagined being in his arms again

Jim and I - Part 7

“Hey man, what are you up to?” the text from Jim read “Just working at home in my underwear, like normal” I quickly replied It had been a couple weeks since we were all sent home from work but luckily Jim and I were both able to still telework. I know I was taking full advantage of spending most of the work day in just a t-shirt and underwear but I don’t think Jim was as lucky

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