Were you outed for being gay and didn't want to be? Did you once believe that you were as straight as an arrow, but got seduced to your first dick? Dominant tops, submissive bottoms and all things in between. Whatever it is, it's now time to bring out your gay sexual confessions to the World!

I Learned Early That Playing Mary Was A Sexual Turn On For Me

This goes back go when I was a teenager in the late sixties. I lived in Toronto which is a big city, with all the sins that come with the big city. I got an afternoon job working for this store that sold binoculars, and ham radios, and all sorts of stuff for electronics. In the back they sold things for the police department, not available to the public. The owner was Jack, who was an Englishman, who had come over after the war. He had been a communications sergeant.

It started slowly. Jack wanted me to learn all about everything he was selling. I wanted to go to college not be a shopkeeper. I was growing my hair out to fit in with all the other hippie worshippers and he told me to get a haircut. If I wanted to look like a girl he was going to treat me like a girl and started to call me Mary.

One day he brought some makeup and he painted my cheeks red and applied lipstick. He held my face and kissed me, like kissing a girl. He gave me a dress a wear and a pair of women's panties. With a bow in my hair, he kissed me some more and 'made love to me', taking my virginity.

From then on I was Mary and dressed as Mary and wore the panties he brought me. He kissed me and made love to me and I enjoyed his cock in my hand and mouth and liked being Mary. Eventually I finished high school and went to college to study to industrial design. I always had a dress or two, and always several pair of panties. I would dress up, wear make up, and go out and have a man pick me up and make love to me.

I finished college and went to work for a large company designing aeronautical equipment. Always with my alter ego, dressed as Mary, I found sex with men of all sorts. On one of those outings, I ran into a man who worked at the company. He was very interested but I felt that I had to get out of there. He followed me out into the street and held me and kissed me. He reached for my crotch to confirm I was a guy, and then marched me into an alley. After a lot of kissing and sucking my cock, I managed to get away from him. It was a close call, in those days if discovered you lost your job and everything.

As I grew older the Mary outfit no longer suited me, I had grown to be a man with heavy male characteristics. I went out and if I spotted a guy in a woman's dress I was always interested. Many times if I had a guy over I dressed in panties. To this day, and I'm very much older, I still enjoy playing the woman, for example wearing a flowery apron, with nothing else on, and having the man make love to me.

  • This Time Was Different

    I had been married for over 20 years and the sex was almost non existent so I turned to porn. Then I started noticing that I was turned on by the men in the videos just as much as the women and started watching gay porn. Then I started reading sex ads about men who wanted to suck cock or have theirs sucked. I finally met someone and had mine sucked but what I was really wanting was to finally suck a cock myself.
    Eventually, I got up the courage to meet and it was an older man with a small penis. But I loved it. From there I would meet someone about once a month and suck their dick. I loved it, but I would not say that I was necessarily attracted to the men. I didn’t want to do anything else with them, just suck their dicks, but then this happened.
    I answered an ad to suck a man at his house in the middle of the day. I drove to his house and it was a little ways out of town and it looked like he farmed or had cattle. When I walked into the house he had cowboy themed decor everywhere.
    But when he answered the door I was mesmerized. He was about 35 years old. He had on a towel from the waste down. He had just taken a shower. He was in great shape. His chest was chiseled and his biceps were very obvious. He was just a well built man.
    He was very nice and told me to come into the living room. He had me sit down and he unzipped my pants. When he pulled out my dick, I was already hard which is unique for me but this man was sexy.
    He sucked me for a few minutes and then asked if I wanted to suck him. I was so ready.
    He stood up and I got on my knees. I took his towel off and oh my god was it a beautiful site. His legs were muscular and his dick was long and beautiful. I greedily sucked him and surprised myself by taking all of him. He even began to fuck my mouth and moan and tell me that I was a great cock sucker. Then he came on my mouth and I did not waste a drop.
    This time was different. My heart was pounding. I wanted this guy. When he came I kept sucking him and licked his legs and ass cheeks. Finally he said that someone was coming home soon and that we should meet again. When I left I realized that for the first time on my life I had found a man sexy.

    First Time Bottoming

    This is a confession as well as asking for opinions and advice. I've had plenty of sex with men before, but always topped, which I enjoy very much.

    Recently on a work trip, I was having drinks at the hotel bar and got to talking with a very masculine 40 something man who was also staying at the hotel. Small talk turned sex talk as we got more drunk. He was first to bring up MM sex. We were relaxed enough to tell each other a couple of stories. Both of us were 100% tops to that point. Eventually he lamented that it was too bad, because we could have lots of fun. I told him we could have fun in other ways, so we headed up to his room.

    It didn't take long for us to be naked on the bed sucking each other's cock. He had a nice 6 incher, same as me. While we were 69ing, he started to grab my ass cheeks and rubbing my hole with his thumb, I didn't object at all and he proceeded to lick my hole. Felt fucking amazing. Eventually I ended up on all fours with my ass spread open and his tongue inside me. Next thing I knew I felt his shaft beginning to push inside me. I just went with it and pushed back. It hurt a bit but felt good. Took a little while to get balls deep. He started to slide it in and out slowly at first and eventually I was getting fucked hard! Anyway, he came in my ass, I came in his mouth. I went back to my room and went to bed.

    Next morning, I woke up in pain. My asshole was hurting so bad that I could barely walk. It's been a few days now and I'm still really sore!

    So here is where I need to know if this is normal. For those that have bottomed, did it hurt for a few days after? Please comment.

  • My First Experience,

    I was accepted for graduate school so I moved to where my next University experience would be. Looking for cheap housing near campus I rented a small garage apartment from a Social Science professor. I got a part time job on campus working for him because of my Statistics undergrad.

    From the beginning he was very helpful, and opened his house for me to use the laundry. A few weeks after school started I was doing my laundry late at night and he surprised me, he came out of his room naked. It was a 'moment', he was forward, after putting my clothes in the drier to come join him in the room.

    I won't pretend that more than once I had serious questions about where I stood with my sexual identity. But I had never been proposed, and a naked man had never asked me to join him. I had a very few minutes putting my clothes in the drier, walk out or join him.

    Curiosity got to me, and I walked back to his room and stood in the doorway. He was on his bed under the covers, a gay film on his tv. He lifted the covers, he was obviously naked, and asked me to join him. Like the proverbial siren's song, I slowly moved forward. He got out of bed and helped me undress until I was naked, and as he sat on the bed he took me in his hand and started to suck me.

    The rest you can imagine, in his bed with the porn video on the tv, I sucked his cock, and he got my virginity. Pleasure was not what I felt, it was a nervous, scary experience. I left his room, got dressed quickly and retrieved my clothes from the drier. In my bed in the small apartment I thought about what had happened. I was gay.

    I learned to enjoy the sex with him, in particular servicing him to completion. I finished my grad program and left to start my life after college. It was a long time before I met a man, and got with him. It didn't escape me, that this man was much like my landlord in grad school. Bookish, older, gay, and had a definite taste for younger men.

    Best Two Times?

    I'm older now and have lot's of time to reflect on my best times with another guy. I have to say that it's my two first-times, the absolute first when I was a boy all wide eyed and curious being mentored by an older boy who cared for me as much as I did him. The next first time was with a man when I was barely an adult but wanting to experience the love of another man so badly that the beautiful experience between us has never been better.

    I'm wondering if Tops, Bottoms and guys who prefer oral would be willing to share their two bests with us?

  • I Used To Kneel In A Closet In Frat House Closet And Suck

    I did not live there in the house but this one room had this weird deep closet in it, I would kneel in there and suck cock until I was worn out some nights. Twenty guys sometimes, I just became known for it after doing it one night with my first guy, we were just walking around at the party, he opened up the door and we both were like how strange it this and we both laughed that we could stand in there and have plenty of room. I reached up and pulled the light string turning it off and told him I wanted to do something. I knelt down and began undoing his pants feeling around, I heard him say Dude, are you seriously going to do this! I sucked him off and told him to go tell some other friend to come up here, soon I had sucked off like five or six guys, luckily not that many thought it was really going on so I left afterwards and found it a lot of fun.
    One night I was back there and this random guy asks me if I am going back in the closet tonight, he would love a blow job, I just said sure sounds good let me have a beer first. I ended up sucking like a dozen guys off, all of them amazed I wanted to do this for them. One of the guys that lived there wanted me to move in, said if I sucked cock like this for them I could live there free, I laughed saying probably would get old quick. My roommate had heard about it, walked into the closet one night and tells me Man, you can suck me off all the time, what the hell? So I started doing his cock all the time and went to the frat house less. Even on campus guys would ask me if I was partying at the frat house this weekend, I got quite well known around campus for it.

    Birthday Surprise

    I work in cybersecurity for a medium size tech company.Live near work in a hi rise condo unit that I own.Last Fall I was about to turn 40 and facing those mid life questions. I was single having never met the right woman and had stopped dating for awhile. The friends I had were often not available when you needed them.

    A few months earlier I had developed a new friendship with the security supervisor of the security staff who watched over this 50 storey building. Dale was pushing 60 and interestingly his birthday was a month later than mine. He and I were both ex military and shared a love of history,sports and the outdoors. We had started hanging out and I sensed he was rock solid dependable.

    Anyways my birthday was about to take place and as usual a couple friends had excuses why we could not celebrate it together. I mentioned this to Dale and he perked up. He wondered if I would like to check out the local war museum on my birthday and he would take me out for a steak dinner after. I said sure relieved I had some sort of plan. We both had the day off conveniently.

    I went for an early morning run the day of my birthday then showered. Dale was picking me up early afternoon. As I showered I scanned my tall lean runner's build. Not bad for 40 I thought. Briefly I randomly pictured Dale who was almost 60. He had that squat muscular body and crew cut ex marine look with trimmed moustache. Kept in shape and lifted weights. My cock stirred suddenly and I pushed any thoughts like that out of my mind. Lately when I masturbated similar thoughts about Dale were starting to happen making me question my sexuality for the first time.

    I got ready and Dale picked me up. He had on a t shirt that emphasized his chest and arms and I could not help stealing a glance or two. We had a great time at the museum then an excellent steak and Lobster dinner at a nice restaurant he booked. We had a couple scotches at dinner and Dale told me there was a present for me waiting at his home. He drove us there and once we sat down gave me an aged premium bottle of scotch. I thanked him profusely not expecting such generosity. He opened another bottle of scotch telling me to save this one for later. We had several drinks and I was feeling no pain and somewhat inebriated. By this point Dale had moved close to me on the couch. I recall him complimenting me on my good looks and then confidently making a move and kissing my mouth. His kiss took me by surprise but was not unwelcome.It was so soft and sensual and nothing like I thought a man's kiss would be like. His moustache tickled my lips. I gave in and enjoyed it immensely. We made out passionately and Dale took me to the bedroom after a lot of kissing. Our clothes came off and then I felt that sexy manly body on top of mine as his hands and mouth roamed every inch of me. Soon he had my stiff cock in his mouth and gave me a deep blowjob. He sucked me to climax and drained me of my load. I lost any inhibitions left and returned the favor,kissing and sucking his cock until I got another birthday present,a creamy dessert. We slept together and in the morning I received another blow job before we had breakfast.


    We were now lovers as well as friends. Dale broke me in a few weeks later and fucked me deep. Our favorite sex now is him on top with my long legs around his waist,my arms around his strong shoulders as his divine cut cock is pumping in and out of me steady until it sprays it's cream deep inside of me.

    On his birthday I took him to a seafood place and gave him a military style watch he had wanted. That night we had the premium scotch he got me for my birthday and I had his premium cock inside my ass.

    Up North

    Ten years ago I graduated from university with a Master's degree in social work. My relationship with my girlfriend had ended when I decided to take a job in a remote northern community working with indigenous families.

    I was excited to go there as it is in a lovely natural setting and I wanted to get away from the urban areas in the south. There was decent rental accommodation and I began dealing with all the pharmaceuticals,alcohol mental health,poverty issues affecting my clients. On days off I explored the forests,lakes and wilderness close by. There is a local community center with pool tables,gym,work out areas,social lounge thar I also utilized.

    During one of my visits to the center I met Rick,a burly heavy equipment mechanic in his fifties and we shot some pool together. Being in such an isolated community and meeting someone who also grew up in the urban areas further south can lead to a fast friendship which is what happened. I started hanging out with Rick in our free time.

    We planned a 3 day camping trip together to do some fishing and enjoy the nature. I recall loading up his truck with our gear and excitedly taking off. He was a much more experienced camper and had everything needed. My sleeping bag was not really sufficient as it was summer rated and in late summer the nights are very cool. The first night I was quite cold in my sleeping bag but didn't say anything to Rick who was beside me as warm as toast in the tent. The second night before we went to bed I asked Rick if he had any extra blankets. He smiled at me and said that his sleeping bag was big enough for two. I thought he was joking at first but he was serious. He kept encouraging me to join him in his bag and finally I did. He and I were in our underwear and I lay there awkwardly his big hairy body beside me. I am fairly smooth and slim which contrasted to his bearded bear of a body. We were talking quietly when I felt his big hand feeling my chest. Rick commented on how smooth and nice I felt. I started getting turned on as Rick began feeling me all over. I felt sexy and passive in a way I never felt before. Rick found my stiffening cock and gently caressed it while slipping off my underwear. He soon had his underwear off and opened up the sleeping bag to reveal a thick cut cock. I reached for his cock and marveled how it felt in my hand. Rick guided me down and asked me to suck his cock. I had never done this but the idea aroused me immensely. I tool the big head between my lips and kissed and sucked it. My own cock now ramrod stiff. I took more of his shaft as Rick moaned. I gagged a but but loved how his cock filled my mouth. I kept sucking then Rick cried out he was gonna cum. I started taking in his big spurts of sweet cum.He emptied himself in my mouth. It was delicious. After I blew him Rick masturbated me to a massive orgasm. He cleaned me up with a wet j cloth. We both slept well after that. In the morning Rick had another hard on which I polished with my mouth and he masturbated me again. Once this all happened the sexual feelings between us just took over. After the trip we visited each other's houses for sex in the bed. Rick's big cock began seeding my ass and after a few months it was all pleasure no pain when Rick fucked me. Being an isolated community we were worried about being discovered as lovers. Tongues were beginning to wag as we were seen together a lot. After a couple years we both left the community and took jobs in a city further south and moved in together. That is where we are now. My big hairy lover is now retired and I have the pleasure of pleasing my man to my heart's delight.

    Loads Of Curious Married Men

    I do t think people realize how many married men have sex with guys. Weather it’s just a bj or anal sex. It happens more than you think

    As a married man who maybe has sex with my wife twice or three times a month I seek out guys to get my sexual satisfaction.

    I’m sure my wife would freak out finding out that I prefer to get my ass fucked when with a guy. It just feels great to me and I enjoy giving up control in the bedroom when with a guy. But I also get sucked fairly often too

    The guy who fucks my butt is also married. He’s 52 and in a sexless marriage. Usually twice a week we meet up in a parking lot and have sex in the back seat of either of our trucks. We both enjoy the kinkiness of car sex in a parking lot. He’ll cum in my butt then I’ll jerk off.

    I love my wife but I just find sex with a guy better these days

  • Best Friends Changed 4ever

    was out with friends and few weeks back and ended up going to a gay bar in town. met a few people in there n had a really gd time. a few of the guys in there were trying to convince me and my best mate to join them at the after party. after several refusals we decided to join them lol. ended up being a bottom for around about 9 guys all shooting inside of me and felt absolutely amazing. since then me and my mate have had regular sex n both our wife's have no idea.