What was it like for you?
Did it hurt?
What was it like for you?
Did it hurt?
|by curioustop||reply 71||03/15/2015|
I had already been playing with my vibrator dildo so I was good to go.
|by curioustop||reply 11||06/23/2012|
First guy was this hot black guy I met at the gym. I was 17, he was probably 40. Had a huge cock. We went to some motel and he asked me what I wanted. I was shy and young and just sort of hemmed and hawed. Then he said, "you tell me what you want, boy" in this nasty growl. I said for him to fuck me.
We tried for like an hour, but I just couldn't take him. Didn't try anal again for years.
|by curioustop||reply 13||06/23/2012|
18, the night I graduated from high school. Met up with him at an adult book store. I was drunk. It was awful and hurt like hell.
|by curioustop||reply 15||06/23/2012|
The first time I got fucked was my first sexual experience of any kind. I got picked up by a hot guy at the campus fraternity bar when I was 20. He took me to a hotel, where we split the $18 room. We were both clueless, as he didn't have much more experience than I did. We didn't have any lube, nor did I even know what lube was. So after I went down on him, he just used my spit and his precum to shove himself into me. Hurt like hell but got better after a minute. I didn't even jack off - just let him fuck away. He came after a bit. I never got off, and it hurt, but it was still...interesting... and i knew I'd eventually grow to love it. And over 25 years later, I still do.
|by curioustop||reply 16||06/23/2012|
Went home from a bar with a guy. I later discovered he was a total bottom, but it was my first time with a guy so he rose to the occasion. He wasn't very big, so it didn't hurt as much as it could have. And he didn't pump- he just went in and stayed there for a while til he came into the condom. Kind of a letdown (for both of us?). I bled a little.
|by curioustop||reply 18||06/25/2012|
The weekend before finals when I was 17 and a senior. He was a 27-year old hot Italian guy. Took his time, was gentle and slow to begin with and eventually picked up speed. It was amazing. We started at 11 in the morning, had sex all day, went to the kitchen and made some dinner, then back in the sack for more fucking till 11 that night.
|by curioustop||reply 21||06/25/2012|
Clean your pussy, Cheryl! Maybe you'll get lucky.
|by curioustop||reply 23||06/25/2012|
I was 26 years old. Until that time I'd been exclusively top.
Until I met this one guy. Cute guy, small frame, mixed Mexican and European. And one of the biggest cocks I've ever seen.
He figured out how to make me WANT to get fucked. We took turns btw, he'd fuck me, I'd fuck him. It was fun.
|by curioustop||reply 24||06/25/2012|
R20 Girl, didn't you know? Lube costs as much as a diamond encrusted Jaguar!
|by curioustop||reply 26||06/25/2012|
Wow, some of you guys are really fragile. I took to getting fucked like a fish to water. I was 15 my first time and walked around with a hole full of cum all summer.
|by curioustop||reply 27||06/25/2012|
What can we say, r27...?
You and we both know what you are.
|by curioustop||reply 28||06/25/2012|
I was 18. I had been communicating by phone with an older guy (probably late 50s) who ran a Gay Information phone line out of his home. We arranged for me to come to his house in DC. He knew that I wanted to lose my cherry and was more than ready to oblige my urge.
When I entered the home, he started rubbing my crotch through my pants. I asked to use the bathroom, and when I came out I was wearing just a jockstrap. He asked if I wanted to go upstairs to his bedroom and I climed the stairs in front of him and wiggled my bare ass seductively. Upon entering his bedroom we both got completely naked and I laid down on my back on the bed. Knowing I had a virgin hole he went right for it with his tongue. I brought my knees up to my chest as he expertly rimmed me. After a short while, I was ready to suck my first cock. We 69ed for a bit, and then I lubed up and impaled myself slowly on his 7 hard inches cowgirl-style bareback. I rode him for a bit that way, and then I asked if he wanted to do me doggie style.
We started doing it doggie and I moaned loudly at one point and he asked "Are you cumming?" and I said "No it just feels good." When I finally did start to cum hands-free I told him and he pulled out and swallowed my load. It was an awesome introduction and did not hurt at all. I visited a couple of times in the years following that initial encounter. mmmm....memories.
|by curioustop||reply 31||04/11/2014|
R33, grease fire. Grease fire, R33. You two were made for each other.
|by curioustop||reply 34||11/14/2014|
That's because you're a pussy r33.
|by curioustop||reply 35||11/14/2014|
I was 18 and met a guy on an aol gay chat room in my city the same age. He fucked me and it hurt like hell, he wasn't big or anything really. I was driving home and my nose started bleeding like a stuck pig. I had to pull over in an abandoned gas station parking lot til it stopped, which by that time my shirt was soaked w/blood. I still wonder what the passerby's thought of me standing there outside my car covered in blood.
|by curioustop||reply 37||11/28/2014|
I was a anal virgin until 64, then I met my present bf and he turned my ass out.
Unfortunately everytime I try to get close to his 24yr latino bubble butt, he loses it.
What with latinos thinking they are fem if they bottom.
|by curioustop||reply 38||11/28/2014|
i was 35 and super nervous so washed down a valium with vodka beforehand. i was so fucked up when he entered me that i giggled, and then he complained that for a virgin ass, i was pretty loose. of course i was- every muscle in my body was so relaxed that i was almost unconscious.
i've only done it a few times since, a couple of times where i hated it and once, maybe twice, when it was pretty fucking awesome.
i've come to determine that i have to be pretty into the guy, both emotionally and physically to enjoy bottoming. i could never do it with a random trick.
|by curioustop||reply 40||11/28/2014|
Under the pier. Bonfire party on the beach with friends from school... "Let's go for a walk" "Ok". Under the pier we stopped to smoke a joint. We would blow smoke into each others' mouths... and that turned into a kiss, then kissing... eventually we were fucking using suntan lotion for lube. It was great. We turned into fuck-buddies, fucking anywhere and everywhere, and that lasted for a couple of years.
|by curioustop||reply 41||11/28/2014|
|by curioustop||reply 43||11/28/2014|
Told this before here, but always nice to remember. I traveled to Copenhagen for few stays for holiday. I was 18. Went to a sauna, the only one I guess. Almost empty, it was day, but there was this attractive, hot guy and he fucked me. He was gentle, used a condom etc. I had a good first time.
|by curioustop||reply 44||11/28/2014|
He was ENORMOUS. I figured, "Hey, if I'm going to be gay, I might as well start at the top."
|by curioustop||reply 45||11/28/2014|
I was 19, he was 42. Didn't hurt felt great. Last time a Mexican with a 5 and a half inch dick fucked me. Perfect prostate orgasm for me. About Latinos not bottoming, I regularly fuck a 28 year out guapo Honduran guy and he loves it, BTW my dick is 7".
|by curioustop||reply 46||11/28/2014|
And so does everyone else on data lounge R46, that is has a 7 inch dick.
|by curioustop||reply 47||11/28/2014|
It hurt the first time, but now just feels uncomfortable. Took awhile to learn to relax and let things loosen up. I don't really get any pleasure out of it. Psychologically, it makes me feel good because my boyfriend likes it.
|by curioustop||reply 48||11/28/2014|
I was at a park and drunk and a big black man offered me to go to his house and I entered his house he told me to go to his room to rest but then he told me to turn around and take my clothes off then he started to butt fuck me then he made me put my dick in his ass then I gave him a blowjob. I woke up with cum all over me and I was freaked out then he came and gave me 4 beers to drink. Then he was fucking me for a long time and them i fucked him. I left after he went to take a shower. We fucked every Friday and Saturday.
|by curioustop||reply 49||11/30/2014|
First time was not great. Layed on my stomach in my first bf's dorm room while being fucked. He lubed me with some sort of desensitizing cream. Kind of hurt, felt like I needed to take a dump, but was nice to feel the intimacy of another warm dude on top of me. But never wanted to do it again. Perhaps it was all his Bette Midler posters, her voice on the record player, and the fact that his straight roomate was trying to sleep in a room separated by a few bookcases. Nevertheless, as I walked around campus the next day, I could still feel his cock inside me and I felt ten feet tall, knowing that no one knew I'd been plowed and cuddled all night by another dude. Didn't know what a Bette Midler queen meant at the time; he had a cock and that's all that mattered.
Second time was with the second boyfriend, who was much more experienced with the homosex. he had me on my back and lifted my legs onto his shoulders. It seemed uncomfortable but was really nice. I was rock hard. Had been insecure about being gay, let alone bottoming... until he came inside me while jacking me off with hand lotion and moaning like a baby. I got off by him getting off in me. Too bad he was a fucked-up ex-Mormon.
Third time was the charm. Was 19 or 20 and was literally picked up by a 40-something, tall, handsome leather dude after the bartender 86'd me for having fake ID. This was at the original Midnight Sun on Castro St.
Couldn't remember where I parked, so he rode me around on his bike, keeping my hand on his hard crotch. We couldn't find my car. I didn't know what a futon was, but the bottle of baby oil and his amazing, worshiping kindness made me feel safe with this total stranger. Also don't remember which drugs(s) we might have been on. Quaaludes? I straddled him and he moved my ass up and down over his cock. I came hands-free. We fucked the entire weekend. I was such a young, nerdy, needy, clueless, twink with a bubble butt.
My car had been towed, so he rode me back to my shitty college town on Monday morning while we were still coming off shrooms... so that I could get to my Chemistry mid-term (which I passed, but barely). He escorted me into the lecture hall, my ass so sore from being fucked, and then riding on a motorcycle while hallucinating about carbon compounds for an hour. He must have looked like a Village Person, and I was a happy puppy with a perky ass. It must have been so obvious to my Chem prof. and the tense lab TA's, all of whom were so "concerned" that I was spending my weekends in SF.
I came out to myself that weekend, and to some key people, but remained mostly in the closet. This was 1980. Really liked getting fucked by the right guy.
|by curioustop||reply 51||11/30/2014|
|by curioustop||reply 52||11/30/2014|
I was at a bar and when I was walking out I was all drunk and a man told me to go inside his van and then as I walked in he told me to take my clothes off then he started giving me a blowjob then made me bend then a other man came in and started to fuck me but for some reason I liked it and I started to give them blow jobs and fucking them.
|by curioustop||reply 53||11/30/2014|
R53 - another one using the drunk excuse.
|by curioustop||reply 54||12/05/2014|
It was after a party a High School teacher had. I had graduated the year before. I don't remember much. Only that the FIRST time we didn't use lube, and I bleed. The next few times we fucked on the beach, and I wound up with lube, blood and sand in my butt.
|by curioustop||reply 55||12/05/2014|
Boyfriend and it was painful, the worst part was that I'm tall, and he was short, and tried to fuck me doggie style, my back gave out trying to endure it.
I love bottoming now though, but the right position makes a difference
|by curioustop||reply 56||12/05/2014|
was by a tranny i was seeing and did it because i loved her.. she had a little dick so it didnt feel like anything ,but i felt like her bitch, the second time was a black guy who had a nice 7 inch cock,he fucked me really goodand made me like it..
|by curioustop||reply 57||01/25/2015|
Not worth it. Still isn't.
|by curioustop||reply 58||01/25/2015|
|by curioustop||reply 59||01/25/2015|
On his couch, I laid on my back with my legs over his shoulders. It felt great, because I'd played with dildos many times and I knew I was ready. The thrill of actually taking a cock made me super horny and he grabbed my cock and I came pretty quickly.
|by curioustop||reply 60||02/21/2015|
Dear Lord in Heaven!
|by curioustop||reply 61||02/21/2015|
|by curioustop||reply 62||02/21/2015|
At birth, my parents were poor and divorced.
|by curioustop||reply 63||02/21/2015|
Yes but nothing horrible. Felt a bit of pain and saw stars and that was with an average size cock, I can't imagine what my first would have been like with a guy I dated who was 10x6, every time we fooled around he brought the Vaseline along and I never got up the nerve to let him. Oh the things I regret.
|by curioustop||reply 64||02/21/2015|
A doctor I picked up when I was 30. He said he was 38, but probably early 40s.
I had never gotten fucked b/c AIDS but something about him made me feel safe. Probably because he was a doctor, lol.
He had me on my back and kissed me the whole time, took his time and was gentle. His dick was fairly thick too. I was a little buzzed but was still nervous and did not know what to expect.
He fucked me a second time that night in every other position. I was sore the whole next week. Could feel him in me every time I sat down.
|by curioustop||reply 65||02/21/2015|
being that I was raised a good little Baptist I tried to hold on to my goodies until marriage. well, that didn't work out but I held out until I was 27. It was a great experience and I am still friends with the wonderful man that I shared it with. He knew what we were about to do was going to be my 1st time. He made it all about me, he was slow, sensuous and careful. I felt treasured and beautiful, really. I can't imagine a better experience.
Well, maybe if there was there was some Enya playing the background [R14]
|by curioustop||reply 66||02/21/2015|
The first time was with a fuck buddy. The third time we hooked up, I told him I wanted him to fuck me. He got so hard and excited he was about to take an anal virgin. It hurt like hell but I kept telling him not to stop.
A year later, I met a hot, muscular lawyer. He gave me a meth booty bump and I was begging for his cock. When he fucked me for hours, I kept thinking, I can't believe how good this feels. We hooked up for about two years after that---plus, having experienced the pleasures of getting fucked, I fucked lots of different guys.
It still feels good but never as good as that time.
|by curioustop||reply 67||02/21/2015|
The first time didn't hurt,The bad part was hearing Charlene's 'I've Never Been To Me' playing on the radio during it.
|by curioustop||reply 68||02/21/2015|
It was my friends hot ass mom. I went to hes house to get him to play some soccer but he wasn't there and his mom told me I can wait for him in the couch. He's mom then told me if I can help here with some boxes. As I helped her she made me sit down in her bed while she was getting some boxes. She came in and locked the door. She begging to take her clothes off and said to help her. I got a huge ass boner in my shorts she saw it and said let me give you a blowjob which she did then I starded to fuck her in the ass and pussy. We fucked for 5 weeks straight but I was scared she was going to get pregnet because i never used a condom we fucked last Monday. She also has a big fucking ass. ;)
|by curioustop||reply 69||03/14/2015|
[quote]I was 15 my first time and walked around with a hole full of cum all summer.
R27 plagiarized this from the new Harper Lee novel.
|by curioustop||reply 70||03/14/2015|
[quote}He made it all about me, he was slow, sensuous and careful. I felt treasured and beautiful, really. I can't imagine a better experience.
[quote]He had me on my back and kissed me the whole time, took his time and was gentle. His dick was fairly thick too. I was a little buzzed...[quote]He fucked me a second time that night in every other position. Could feel him in me every time I sat down.
This is why the gay happened and why (among a billion other reasons) we queer-off so often.
Imagine a world without violence.
My high school bully (we called it fag-bashing back in the day) followed me to the same college far away from our hometown in 1980, my worst nightmare. Was shocked that he had the grades to get into the UC system. I always fought back. While neither of us were perceived as being gay, our obviously gay English teacher warned me that Carl was obsessed with me and that "it takes one to know one". Had no clue what he was talking about.
Both of our families were toxic. We were the only ones who stayed on campus in the dorms over the Thanksgiving holiday. He comes over to my room wearing a ton of Polo cologne, with a six pack and a bottle of lotion, gets stoned with me, then strips off his clothes, undresses me, while kissing me really hard. Was in absolute shock at first, but everything started to make sense.
We sucked and fucked for days. Oh, to be young again. I was not a virgin, but this was the first time I had a prostate orgasm, hands-free cumming. It was his first time. He really wanted the power to make me cum. A ton of lube makes it all happen.
|by curioustop||reply 71||03/15/2015|