This is a true story, with names, places and dates altered to protect the not-so-innocent
I met Robert in the fall of 97. I was a teaching assistant (although I was the actual teacher--that was just my job classification) at a Wisconsin college and he had just gotten out of the Navy and was in my class. We were both the same age (23 then) and during the semester I came to really like him and I knew he liked me. He told me later when we became friends that I was the first person to believe in him as a smart man who could succeed in college. He was amazingly intelligent, and incredibly good-looking. He was about 5 11", with short light brown hair and brown eyes, and his face had this amazing combination of strong manhood and playful boyishness. He had a killer smile and a killer very well worked-out body. Nothing happened that semester, but we agreed to stay in touch after that.
By the way, I had never had actual fallen in love with a guy before I met him, although I knew I would like sex with men. But up to that point I only had sex with women, and while they were many women I had fallen in love with, sexual fantasies about men usually involved porn stars and porn models rather than anyone I knew. Robert was married and had two children--one from his wife's previous marriage. As far as I knew, he was as straight as could be.
So the following semester when we were no longer teacher/student we started going out to drink and would visit each other to watch TV together. He would also ask me for help with some other classes (he was a freshman, I was working on my masters). I should say he looked up to me and respected me, even though we were the same age, and he also liked how much I had faith in him. At the end of the first year, he told me his roommate was dropping out; I had a roommate but we didn't get along, so I told him I could move in. So almost a year after we met we became roommates.
All the time we were going to bars and stuff I tried my best to hide my attraction for him. An attraction which, by the way, was getting stronger everyday as I got to know him better; I knew he was very smart from when I had him as a student, but I also got to know how fun he could be, what a dare-devil he was and how much exciting it was to be around him. He was one of those guys other guys naturally gather round at bars to listen to him narrate one of his many funny stories. Many included the Navy, others his high school years when he was kind of a misfit who did drugs and loved pulling pranks but was never serious about school. As he told me, when he was in the Navy he changed, and when he met his wife he really took life seriously, thus his decision to go to College. But because of his lousy record our college was the only respectable one he could get into, and it was hours away from where he and his family lived.
Now, because he was faithful to his wife, who lived in a big city a few hours away with their daughters, he never did more than occasionally flirt with some women or college girls. He would go visit his wife every other weekend and she would come sometimes, but not that often. Like I said, all this time I never showed him how I was totally in love with him; I figured he is straight and totally faithful to his wife, so he would be twice offended if ever I showed that. As for me, I had to make up some story about recovering from a bad break-up to explain why I didn't ever bring any woman over.
Anyway, nothing sexual was going on but we were getting to be two very close roommates. Although Robert had this macho persona in public, he was very tender towards me. We would sit together on the couch to watch TV and sometimes when he was tired (like me he also worked and went to school) he would rest his head on my lap and fall asleep. When that happened I would stop watching TV and I would watch his face, his features, his breathing. Sometimes I would run my fingers through his hair and be overjoyed to be able to be like this with him. When he went back home for Christmas break and came back he gave me this intense hug and kissed me on the cheeks, telling me how much he had missed me. I had missed him even more but kept back out of fear of betraying myself.
That spring semester would be our last together; I had applied to several PhD programs, none too close. We tried to enjoy each other's company as much as possible, knowing too well that we would rarely meet again after this. The friday before spring break I was informed that I had been accepted with a scholarship at a Boston school; he wasn't going to go home for the break (he would stay and work in town) so we decided to go out and drink to celebrate. We took a cab because we knew we wanted to get wasted, and we did, although not to the point of getting sick. When we came back home we both fell on the couch. He looked at me and said "I can't believe you are leaving me." Normally I would laugh but at that time my eyes started getting wet and I felt like choking. He realized I was getting emotional and tried to comfort me by bringing his head closer to mine. He looked me in the eyes, moved in closer, and started kissing me on the lips.
I would like to tell you what I thought and felt but all I remember was my lips locking his, like there was no tomorrow. After a moment I wished would never end, he pulled away and told me "I love you. And I know you love me, and I am glad you never told me. But damn it Jim, you are leaving, and I want to love you for once." As he finished his sentence he started undressing me and I did the same, and we stumbled our way from the couch to my bedroom. When we got there we started caressing each other all over, his hands running all over my body intensely, like he had to use his fingers to mold me. I was kissing him and licking the sweat off his forehead and armpits, wanting to take in my senses as much of him as I could.
Meanwhile as he was moving up and down my body I felt his mouth reach my swollen dick; I felt his breath on my cock, and I looked down at him. He game me a mischievous grin and then starting sucking on it slowly. I was both thrilled and terrified I would finish quickly because my dream was coming true. At some point I told him to go slowly because I didn't want to cum so soon, and he got up, sat on my chest with his legs on each side of me and put his dick on my lips. "here is something to distract you" he said, and I took his dick in my mouth with excitement. It wasn't so much the smell and sense of it that I loved as the knowledge that this was his manhood in my mouth. I licked his cockhead and then starting licking his balls and taking them in my mouth one at a time. Apparently he loved balls play because he was moaning deeper and louder when I had his balls in my mouth than when I had his cock (or maybe I wasn't so good at giving head having never done it before). After a while he also felt that he was close to coming so he pulled out, and lied on top of me. He whispered in my ear: "I want to go inside you but only if you want me to." Even drunk I was a little worried it would hurt, but I replied "I want you there bad and I want you there all night."
He sat up and pulled my legs apart, then started working his finger into my hole, trying to relax me. He kept spitting on it and at some point got up and got some Vaseline lotion and rubbed it on his fingers; after I was able to take the first finger he moved his body lower so he could kiss me and he kept kissing me and telling me how he loves me and wants me and wants me to be his and feel him in me so that I will have him when I leave. He worked in a second finger and when I was loose enough he started pushing in his dick; the first try was painful despite the finger play, and he saw me twitch. He put his arm on my mouth and told me to bite him to feel his flesh as he goes in if it hurts. When he tried to get in past the head I did just that, and the combination of biting his salty, sweaty arm and feeling him enter me was fant astic.
After he pushed all of his dick inside me he stayed there and we both caught our breath. He started kissing me again and telling me "can you feel how hard I am for you, I have wanted to do this for so long, and if things were different I would do this for the rest of our lives." He then slowly pulled out and pushed back in; this time it wasn't as painful but still not enjoyable as an actual experience, just as a manifestation of our love. It wasn't until he pulled out and went in again that I started feeling this numbing sensation which was like my whole body surrendering to this bizarre pleasure. I felt both full of energy and dizzy like I was fainting at the same time. After a while as he started fucking me harder and faster I was able to take some control of my muscles and started tightening my ass around his dick, which drove him wild. I knew he was losing control because he started pinching me and grabbing my nipples and I could see him closing his eyes and losing himself in fucking me. At that point I came without even touching my dick and he kept fucking me and smearing my cum all over me and him. After quite a long while (alcohol must have given him endurance in delaying coming) I felt him cum as well, and he dropped on my exhausted. We didn't say anything for a few minutes, and were just lying in bed snuggling. Then he told me "I want to do it again" and he did; it lasted much less this time but it felt better for me now that I was used to him. Finally after he fucked me for a second time we fell asleep together.
When I woke up I was hangover and my ass hurt terribly, but mostly I feared what Robert would act like. When he opened his eyes he immediately kissed me and run his hands up and down my chest, so my fear went away. We fucked for every night all through spring break, trying all sorts of positions and places to do it. And we kept fucking for the remaining few weeks until I left. The day before I moved out we stayed in his bed all day fucking and crying about losing each other. I told him I would not keep in touch because I didn't want this ever to come up and cause trouble in his marriage, and although he disagreed I kept my promise. After Robert, I had sex with lots of other guys, but I have never felt the same in bed, nor have I fallen in love again.