I met Tony when I was a freshman in college. He was a transfer student from another college, so we were both new to the campus and we quickly became fast friends. That first year was spent getting to know each other and hanging out, doing what all freshman and sophomore males do: trying to get laid, partying and working to keep our grades above water.
This was the Vietnam era and pre-draft number days, so we had to maintain a “C” average to keep from being drafted. When that second semester was ending, Tony and I decided to arrange to be roommates when we returned to school in the fall. We left campus for our homes and summer jobs looking forward to the next year in college.
When school started in September, Tony and I were roommates. We got along well so there were no conflicts or issues that came up. But after about a month of school, a couple of issues did arise.
First, I fell in lust with this incoming freshman. Her name was Ann and she was beautiful: long dark hair, nice tits, and a way of looking at me that totally melted my heart and oozed sexuality. We quickly became a couple.
After we had been going together for a couple of weeks, we went on a walk on this trail that led into a forested area on campus. After a couple of hundred yards, we sat down and started to make out. We were kissing with a lot of tongue and my hands could not be held back from exploring her body.
It wasn’t long before I had my hands in her panties. She was wet and moaning and giggling. I was amazed at how easy this chick was. It was like she had no sexual boundaries. We were sitting on this fallen tree and I pulled her to the ground. She was wearing a dress and I pushed the dress up to her waist and quickly pulled her panties off.
Ann spread her legs and rather than immediately entering her, I began kissing her legs, moving up towards her pussy. She was really wet, her scent was amazing. I reached her prominent mound that was sparsely covered with black pubic hair and began to lick her pussy from the bottom to the top. She went wild and after just a few minutes of the oral ministration, I got on my knees, lifted her knees with my elbows and entered her. I don’t know how long we fucked, but it was good for both of us.
From that point on, she was in love with my cock and I was in love with her slutty attitude. She didn’t dress slutty, acted very innocent, but when the right buttons were pushed, the slut in her exploded. Ann was a freshman and was supposed to be in the woman’s dorm, specifically to protect her from the likes of me, but she lived in an overflow ”dorm” in family housing and I began sneaking in to stay with her.
Her suitemates didn’t seem to mind and we fucked like bunnies for about three weeks. During that time, I found out two other things about her that were both exciting and troubling. First, for her alcohol was an aphrodisiac and second, she subscribed to the philosophy that if you can’t be with the one you love, love the one you are with.
That was great if I was with her when she was drinking alcohol, but if I wasn’t with her, my emotions were put on a roller coaster. Well, after about three weeks we got busted for me staying in her room. When put on the spot, Ann decided she wasn’t really ready for college and went home. I was put on social and academic probation. During the time we were staying together I seldom went by my dorm room except to change clothes and very seldom saw or talked with Tony.
Tony’s issue was less cut and dried. Tony seemed to be hell-bent on drinking himself to death or at least into oblivion. When I returned to my dorm, because of my probation status, I really cooled my heels. But Tony was drinking a couple of times during the week and heavy drinking on weekends. Something was really bothering him, but he did not want to talk about it or maybe he didn’t know what was bothering him. It seemed that my job became of one keeping him out of trouble and alive.
We still had a good time, going out partying and hanging out with friends, but Tony had a morose streak that was hard to hide. Finally, Tony decided that he needed a break and signed up for an exchange program for the Spring semester. When school ended in December, I did not see him until the following fall.
In the meantime, Ann decided that she could not live without my cock and no other woman I had been with could equal her innocent sluttiness and her passion for fucking. We got married. Way too young, way too dumb. That fall when school started up again Tony was back and he, Ann and I hung out a lot. We went to a lot of movies, danced in the clubs, and of course, drank. Tony had cut way back on the drinking but was still getting blitzed on weekends. At least he wasn’t drinking during the week.
Ann and I had a studio apartment, one room with a kitchen and bath. One night, Tony, Ann and I returned from dancing and drinking, and we were all pretty well loaded. We told Tony to sleep on the couch when we went to bed. Of course, with all of us being in the same room, when Ann and I started to make love, it was very apparent to Tony what was going on.
Once Ann and I came and finished our fucking, we got quiet, but we could hear Tony’s blankets rustling. We made some jokes about him being left out. I really don’t remember whose idea it was, but Ann went to “check on Tony”. It was pretty dark in the apartment, but I could see that she had gotten on the couch with Tony.
After about five minutes she crawled back into bed with me. I asked what happened and she said that she had just fucked Tony. She also said that it wasn’t very pleasurable because it was too fast and he was too rough. Of course, that brought my cock back to life and I crawled between my wife’s legs and started fucking her again.
We knew that Tony could see and hear us, so we decided to ask him to get on the bed with us. Suddenly my wife was receiving attention from two men. I was deep in her pussy and Tony was playing with her tits and rubbing her all over her body. This went on for a while, me slowly fucking Ann and Tony playing with her tits, then he rolled on his back.
His cock was sticking straight up. It was on the small side, about five inches and about as big around as a medium-sized carrot. It looked like he had passed out and Ann’s eyes were shut. It just seemed to be the natural thing to do and I leaned over and took his cock into my mouth and gave it a few strokes.
I could taste Ann’s juices on it and as I wrapped my tongue around its head, Tony groaned, but never opened his eyes or woke up. We were so drunk and tired that we all just went to sleep. No one ever talked about that incident, not even until today.
After a few years, Ann and I separated while she “found herself” and I took the kids. One weekend I found a babysitter and was able to take the weekend off. I traveled to Albuquerque, about four hours away for some serious R&R. It was there that I ran into Tony and he invited me to stay over at his friend’s apartment since he, too, was in town from his work about three hours away. I found the house and after knocking was invited in.

There was Tony with two men. This was in the mid-seventies, before the LBGTQ movement was as strong as it is today. Tony and his friends were obviously gay. His friends were extremely gay. They were also a lot of fun to hang out with. After a while, after many stories and a bottle or two of wine, Tony’s friends left.
I had not seen Tony for several years and we had a lot of catching up to do. He told me about moving to Irvine, California for his graduate studies and, there under the influence of the ocean and being away from home, he realized that his life had been a lie and he opened himself to a wider vision of the world. Tony had come out. It was great seeing my friend without his demons.
That night we slept in the same bed and I had my first real experience with another man. It was simple. We kissed and I sucked his cock, but as he started to come, I took him in my hand. I was not ready to drink his come. We parted the next day.
A couple of years later, Tony moved to Albuquerque and once while passing through, I spent the night at his house. His house was tastefully decorated with his art along with art from his many artist friends and lovers. We were sitting next to each on the floor, leaning up against the couch and looking at an oversized book when Tony began to rub my leg and then my crotch. I reciprocated and we just put the book down and went to the bedroom. I stripped and got on the bed and soon Tony joined me.
We began to make out and his hands were all over my body. He began to lightly pinch my nipples and play with my cock. As we continued to make out, he began to pinch harder and began to pull my nipples, quickly moving beyond the pain that is pleasure into real pain. My nipples were getting really sore, but I was having strong feelings for my friend with whom I had been through so much. I let him go on.
At one point, I was wondering if this is what man on man love was all about. It was then that I told him that I wanted him to fuck me, to take my anal virginity, my gift to him. He told me to straddle him and to lower myself down to his cock and I could control the depth and speed of our coupling. This was in the days before HIV, so we did not have a lot of negotiation before sex. He just dipped his finger into some Vaseline and put some on my rosebud and put some more on his cock. I lowered myself onto him.
As soon as my rosebud touched his cock, he spiked me. I jumped off of him feeling intense pain in my ass. I told him I could not go through with it and I rolled over and tried to go to sleep. I felt bad, what I felt my first anal experience was not what he had described to me and I was lost. I felt that I loved him, but I could not understand the pain that was involved in his love.
The next morning, I spooned him. I reached over his waist and found his hard cock. I slowly stroked it with my thumb and two fingers. Soon he was coming, his spunk flying through the air making a mess on the bed. He left for work and told me to take my time getting ready and to lock the door when I left. I hadn’t slept well so I took the opportunity to sleep for a bit and then I saw Tony’s gay porn magazines.
Wow, I saw a different world: so many great looking cocks, so many sexy stories. I was wondering about my experience the previous night and, as I read the stories, I came to realize that there should have been more foreplay, more opening me up, more time taken. I cleaned up, got dressed and left Tony’s house.
I didn’t see Tony for a number of years. I had heard that he had moved back to his hometown and one day when passing through, I looked for him. He was living in a one-room cabin with no running water or indoor plumbing. He was roughing it, but he wasn’t paying rent either, so he was banking all of his earnings. We had dinner and relived stories of the old days and caught up on what was new.
He asked about Ann and I told him that we had divorced after ten years. I guess she found a better cock and I was still looking for the sweet innocent slut. I did not tell him that I had not been with another man since our attempt at anal sex several years past.
We drove up to Tony’s cabin. His cabin was one room with no furniture except for a table a couple of chairs and a mattress on the floor. His bed looked comfortable even if it was on the floor. It was pretty cold and we had to start a fire for warmth. Once we got the fire going, we stripped off our clothes to jump into the warmth of the bed.
As Tony pulled down his pants, I noticed that his cock was stretching out the front of jockey shorts. I thought to myself that Tony was always hard around me and I didn’t whether to be flattered or concerned that his dick just wouldn’t go down. We crawled under the covers and began to make out. I was kissing him with a lot of tongue and I slowly went to his nipples and began to nip and pull them with my teeth. Tony went straight to my nipples, repeating the painful assault from years before.
I was wondering how our lovemaking would go this time. My whole experience made me want to learn more. I got into solo anal play and had a number of vegetables and other objects up my ass to open me up and to get a sense of the feeling I wanted. This time if Tony wanted to fuck me we might get a bit further than the last time.
Of course, he wanted to fuck me. Tony has an interesting cock. It is not very large, neither long nor wide, and it is shaped like an arrow without a pronounced glans. Every time I took it into my mouth, I felt like I was sucking in a spear with a sharp point. But since it was so small, it was easy to spin my tongue around the head and take him all of the way to his pubic hairs.
Before I let him move me into position to take my ass, I sucked his cock within an inch of ejaculation. That may have been a mistake. He laid down and straddled him, just like the last ill-fated attempt to lose my anal virginity. He got a glob of Vaseline on his finger and pushed it into me. I had learned how to relax and accept an anal intruder, so his finger went in a bit easier the first time. He put lube some on his dick and I began to ease myself onto his cock.
God that felt good! I couldn’t believe the heat coming from his cock. I just let myself slide further down his cock. He wasn’t large enough to feel really full or stretched, but the real thing was so much better than anything I had put up my ass. I was just settling in and getting ready to feel the joy of our union. Tony suddenly began to jackrabbit his dick into my ass. He came in about forty-five seconds.
His cock quickly softened and slid out of my ass. Within one minute of entering my ass, Tony had come and lost his erection. Now I understood the frustration of women whose men have premature ejaculations.
Tony really is a great guy, but when I think back to what Ann said after she fucked him on the couch, that he was fast and rough and the fuck wasn’t very pleasurable, I realize that his style was not for me. We never were intimate again although, I occasionally see him in social situations.
