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Not mentioned in part 1: A 40th Anniversary milestone: sex history talk p1 was the man who would become my professor friend also talked about his early sex life. Like me he lost his virginity at 15. His first sexual act was getting a blow job from his girlfriend. He was standing and she was kneeling in front of him. He shot his load in her mouth. He liked the blowjob. The next time they hooked up, he got another blowjob from his girlfriend. This time he was sitting, and she was kneeling between his legs. He shot his load on her face. The third time they hooked up he got two blowjobs from his… Lees meer

Last Friday (October 11) or the Friday before that (October 4) marked another 40th Anniversary milestone with my professor friend. While masturbating in front of each other in the men's sauna in the college's gym the man who would become my professor friend asked me about my sexual history. He wanted to know when and how I lost my virginity. I was 15. It happened on her bed. We were naked. No oral sex, And the only position was missionary. He asked how I cummed. I cummed during the outstroke with a couple of squirts in her pussy and the rest on the outside. He asked I went back to fucking he… Lees meer

Last Friday, September 13, marked the 40th anniversary of 2nd meeting of me and the man who would become my professor friend. It was another Friday evening with nothing for me to do so I went back to the sauna at my college's gym to relax. I was not expecting the man from the week before to be there. I had thought that the two of watching each other masturbate would have scared him off. He was equally surprised for the same reason. He explained that he was not gay and had only masturbated in front of me because Friday evenings was when he usually masturbated in the sauna. I told him I was not… Lees meer

Last Friday, September 6th, marked the 40th anniversary of the first time I met the man who would become my Professor Friend. I wrote about our encounters in the "The bi-curious professor in the sauna" stories. A short synapsis of that first encounter. College had started a few weeks earlier. I had nothing to do on a Friday night so I decided to try out the sauna in the men's locker room of the college's gym. When I got there, there was already a man sitting in the sauna. He had a towel over his waist. I sat on the same bench as he was with a towel over my waist. The two of us sat there in si… Lees meer

With the current hot weather, I decided to post additional information from my post "Hot weather reminded me" That encounter in the hot motel room was not the last time the young guy had sex in front of the four old men. Almost weekly the family friend took the young guy to the same motel to be watched having sex by his (the family friend's) 3 old friends. Usually, it was a new girl the young guy got to fuck in front of the 4 old men. During every encounter the young guy fucked the girl in the ass. The old men liked to watch him do anal in various positions. They liked it when he creampied th… Lees meer

A guy at my gym boasted to me that he did not have a refractory period until his late thirties. One of the things he liked doing was double vaginal penetration with other men who also did not have a refractory period. Neither man needed to pull out after cumming to recover. They continued to thrust both their hard cocks in the woman's vagina after cumming. Enjoying the continued sensation of two cocks thrusting against each other and the vaginal walls. They would continue thrusting until tired or post orgasm sensitivity was too great for either man or the woman.… Lees meer

A few months ago a friend from high school let me know that there was someone who looked like a young me in a porn video on a European website. He half-jokingly asked if I had done a porno in high school. I checked out the video and to my surprise it was the porno I did in college back in 1985 when I was 19. I always wondered if the guy who filmed it was going to publish it or keep it for his own collection. My wife and I watched the video. She commented on how little body hair I had back then and how roughly I was fucking my girlfriend in the ass. I had forgotten how rough I was. I think the… Lees meer

For those wondering about questions 6, 10, and 61 from my Questions and Answers post. I met one the men at a bar and he brought up the request to let him and a straight male friend of his have sex with me while I was d-rugged un-conscious. They had a shared fantasy / interest in having sex with an un-conscious man, I agreed to it. We set a time and place for it to happen. The place was a hotel room the next night. I left a note in my apartment telling what was to happen in case something happened to me. I was the youngest and in my early 20's. The other two men were much older than me and cla… Lees meer

Several recent sexual partners have asked me several questions and I thought I would share my answers here on XHamster? 1. Have I had a 3 some? Yes, both MMF and MMM. 2. Have I double penetrated a woman? Yes. Vagina and Ass. Ass and Vagina 3. Have I double vaginal penetrated a woman? Yes, I have numerous times. It is quite pleasurable. 4. Have I double anal penetrated a woman? Yes, I have. Not a real fan of it. 5. Have I double anal penetrated a man? Yes, I have. Also not a fan of it. 6. Have I been double anal penetrated by two men? Yes. Knowingly just once. It was too painful. The second co… Lees meer

Somewhat recently a guy told me how he lost is virginity. When he was 15 he lost his virginity to the neighbor's wife while the neighbor watched. After a quick blow job by the wife the wife got on to all fours and husband told him to slide his cock into the wife's ass and thrust. The young guy's first sex act was to do anal in the doggy position. Being his first time it did not take him long before he cummed inside the wife's ass. The wife and husband invited him back many times. He was getting invited back up to 3 times a week. Always for a blowjob and anal with the wife. He never got to fu… Lees meer

The current hot weather reminded me of a story another guy told me. When he was 17 he agreed to let 4 old men watch him have sex with a girl. One of the men was a family friend. The 17 year old already had sex in front of him before. One of the other old men he was introduced to earlier by the family friend before the family friend even brought up having other men watch the 17 year old have sex. No mention of sex had been said during that introduction. The other two men were complete strangers. All of the men were in their 50's and 60's. The girl was brought by one of the other old men and als… Lees meer

A reposting: The professor reaches over and begins fondling my balls. I turn and watch his face. I would swear he was starting to drool. I ask the professor if he would like to suck my balls some more. “Yes! Please!” says the professor. He moves in front of me, lays down, and starts sucking on my balls. First one nut, then the other, then both. I can feel his tongue move over each of my balls. He sucks on my balls for at least 10 minutes. When he finally stops sucking on my balls the professor tells me “I need to taste more of the cum these wonderful balls make” and begins sucking on my cock.… Lees meer

A lady told me about herself. She was a cheerleader in high school. During the beginning of her senior year she turned 18. That was when she started doing threesomes with two of the male teachers at her high school. In every session she was vaginal/ass double penetrated. Most of a session was spent getting double penetrated in the forward cowgirl position with the teachers swapping who was in which hole. Occasionally she would be in the reverse cowgirl position. But the two teachers definitely preferred forward cowgirl. There was the rare double vaginal penetration. In almost all sessions th… Lees meer

A reposting I ask the professor if he wants me to wear a condom. He says that for his first time being fucked in the ass he wants to feel the real me and not a condom. I then ask the professor what position he wants to be fucked in first. He tells me doggy because it is the most primitive and a****listic of the positions. The professor gets down on the floor and into position. I step behind him and kneel down. I put my right index finger up to the professor’s sphincter and move it around the edges. I put pressure in the center a bit before I pull my finger away. Without telling the professor… Lees meer

A Repost The evening of the same day I am relaxing in the sauna when the professor shows up. He is never there on Saturdays. We recline facing each other. Our towels drop to the sides and our junk in full view of each other. We lazily masturbate. The professor jokingly asks if my ass is still full of his cum from the previous night. After 10 minutes or so of slow masturbating the professor tells me that he is still horny and asks if I would be interested in going back to his place for another round of sex. I sit there considering his offer. He adds that he would like me to fuck him this time… Lees meer

A repost I saw that his cock was still hard and asked him if he wanted to fuck me some more. He said “Hell Yes”. I roll on to my side with my rump near the edge of the bed. The professor stands up and begins to teasing my ass hole with the head of his cock and then the professor slid his cum covered cock up my cum filled ass. He thrusts for several minutes. He pulls out and we move to the center of the bed. I am still on my side. The professor lies on his side behind me. He lifts my top leg up and slides his top leg between my legs. He slaps his cock against mine before sliding it up my ass.… Lees meer

An acquaintance of mine told me about this. When he was in his 30's he had a buddy, somewhere in his 50's, and the two of them would do threesomes with various women his buddy would find. Eventually his buddy set up a threesome with an 18 year old girl he knew. The girl's boyfriend would watch. Nothing strange about that. Many of their threesomes were watched by cuckolds. The four of them met up. The boyfriend looked on the young side but my guy assume he was 18 like the girl. From small talk my guy learned his buddy had done threesomes with the girl and boyfriend several times and the boyfri… Lees meer

I have crossed dressed only one time. This straight guy wanted to fuck his wife in the ass but she kept saying no to him. So one night he invited me over when his wife was out. He had me put on her clothes, including her panties, and one of her wigs. He pulled up the dress he had me wear, pulled down the panties, and licked and fingered my ass hole. We got in doggy position. Just as he put his cock up to the outside of my ass hole he said "Take this bitch" and then slammed his cock into my ass. He rough fucked me a bit. Slapped me and said "This is for saying no to me" then went back to rough… Lees meer

Today is the anniversary of my first true threesome. Technically not the first threesome. That one was with two guys my age and all we did was jerk and suck each other off. Foreplay stuff. I was 19 and in college. Neither my professor friend nor girlfriend were available so I went to a gay bar for the first time. My intention was to hook up with one older man but ended up with two older men. Both older than my professor friend. They were a couple. We went back to their place. Started off with standard foreplay stuff. One guy was cut and the other uncut. They both had some chest hair. It did f… Lees meer

As I scan through the videos on xhamster and see names such as "Wife's First Threesome", "Wife's First DP", or "Wife's First Anal" I wonder if it was also the husband's first time as well. Or if the husband had done those things before when did he do them? I was 16 when I fucked a girl in the ass for the first time and my first straight threesome and DP was when I was 22. Long before I met my future wife. Do the husbands in these videos have similar first time experiences?… Lees meer