How did your first time come around ?

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Re: How did your first time come around ?

Unread postby Alestar » 29 October 2013, 18:41

A good female friend and I visited an artistic guy in a camping hut one summer. He was in his 50's and we were just teens, and he worked as a sculptor. He was very nice and charismatic, and after chatting with us for a good hour, he asked if we've ever seen a penis. We were both virgins at that point, so no, not really. So he pulled out his dick and showed us while we were sitting in the couch. "Strangely" enough, his penis ended in my friends mouth. He received a blowjob from her for a while, and asked if I wanted to try. Soon after I was sucking on the dick that she had made wet for me. He asked us what we wanted to do, and my female friend answered that we would do whatever he wanted. He got off his pants, and at this point he had a ridicoulously powerful erection pointing everywhere. Then again, he was a worshipper of the juvenile and hind quarters in his art. He decided he wanted to penetrate us both. Getting inside a vagina would probably be easier, and my friend was the first to go. Since the ass was his favourite part of both the male and female, he made her stand bent over the kitchen table. He ate her ass first, and as I watched, he took her vaginal virginity. It was slimy and bloody (lol) and her mouth was open in outrage. After a while she started enjoying it, and he said that it always felt very relaxing to actually be inside someone. After he had shot his load inside her, he made us help each other clean the blood. Then it was my turn. I took her place, and he used both lube and his fingers, but there was no easy going this time. It was really painful and intrusive, to the point I didn't even think it possible. After a long struggle he was fully inside, and started fucking me slowly. The thought that he made us go through all this pain and humilation just to feel "relaxed" was really outlandish. It never felt good, but when he made some hard strokes and started twitching, and I realized he had dumped his load, I had a psychological orgasm, and ejaculated. My female friend doesn't look the part, but she's freakish. She still likes thinking about how I was taken.
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Re: How did your first time come around ?

Unread postby EleniDoSorto66 » 30 October 2013, 02:24

MY first time wasn't legal.

I was thirteen and he was close to twenty-six. Still hot, though.

My friend and I would always go to a campground when we younger with our families. She has a beautiful female husky. One day when walking her, a man came across our paths. He was walking his male wolf-dog; the dog was trying so hard to get to my friends female dog, all whining and panting on a leash.

Being the hoe I was back than (I was bad), I coyly asked him why his dog was acting that way, with a little smirk on my face. He told me it probably wasn't very appropriate due to my age and asked if my mother or father ever spoke of such things.

I said that I was "old enough" and that they didn't.

He than went into this detail explanation of the male dog's sex drive, his urges and what happens when he tops a female; right down the the knot.

I just kept smiling. He was SO handsome. His voice was deep, his chin chiseled, really thick, really toned muscles. Brown hair and high cheekbones.

Eventually he offered if I'd like to hear more. Invited me into his camper.

He gave me some alcohol, told me I'd "feel good"; than smiled and ate me up like candy.

His dick was really big. I was naive and young and didn't know they could get that big. At first I thought he took like, a fake baby dolls arm or something and placed it between his legs.

Weeeeellll. . .thats my first time in a nutshell.
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Re: How did your first time come around ?

Unread postby raviolifaceman » 6 November 2013, 12:27

Elven11 wrote:Mine started with me and my friend in my room jacking off together and I asked him If i could blow him and he said yes

Every gay teen's dream! Something similar happened to me but for some reason I always feel like nothing interesting happened in my teens.

I can't remember which was the first - probably when I was coming out got super excited about the first guy that showed any interest. It was in the bushes in the gardens in town. Oh dear. He cleaned his hands in the fountain that the kids play in. Really, it seemed like the best thing ever at the time.

First time using a mouth was probably with this dick that sort of forced me to. And I never, and will never, have anal sex.
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Re: How did your first time come around ?

Unread postby Yoyo » 10 January 2014, 18:55

First real kiss: with some fat guy on a park bench. I wasn't attracted to him but I had real low self esteem and he thought I was hot so I went with it.

First sexual experience: again, one I'd rather forget. Actually it makes me feel I'll thinking about it. Met up with some bloke from a dating site. He was almost 40, I was maybe 19. He looked ok in his photo. Again, my self esteem was really low and I thought I only stood a chance with unattractive guys. Anyway, we met up in my town.. He drove here from an hour away. He asked me to get in his car (he hadn't even got out to say hello at that point) and for some stupid reason, probably because I felt bad because he was so ugly, I got in.. I dunno , I felt obligated because he drove so far. Anyway, he drove me back to his place.. And because he was my ride home I lied all the way through and tried to keep a smile. I let him give me a hand job and then made an excuse to leave. I'm pretty sure he sniffed my cum tissue afterwards.

First time penetration: with a good looking guy, been on a few dates. He was kind of a rebound to me because I wasn't over someone else and wanted to make him jealous. Anyway we got really drunk and he put his 10 inch dick in me. I remember I was so drunk I didn't even know what was happening. I told him to take it out and then he sucked me off. I gave him a handjob and never saw him again. FYI, I'm not even a bottom do it's funny that my first time having 'sex' if you can even call 30 seconds that, was bottoming for a monster cock.

First proper time having sex: with my bf, last night. It was awesome. He took it like a champ.
disclaimer: I post here on my iPhone so I apologise for any dodgy auto corrects. My grammar/spelling isn't that bad, honestly. I mean, look at that - it didn't even capitalise the 'd' in disclaimer.
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Re: How did your first time come around ?

Unread postby Eryx » 10 January 2014, 22:16

Yoyo wrote:First proper time having sex: with my bf, last night. It was awesome. He took it like a champ.
So it happened, huh? That's cool!
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Re: How did your first time come around ?

Unread postby Yoyo » 10 January 2014, 22:50

Eryx wrote:
Yoyo wrote:First proper time having sex: with my bf, last night. It was awesome. He took it like a champ.
So it happened, huh? That's cool!


Yeah, I still can't believe he did it.. I just hope he allows it to become a regular occurrence. Y'know, I actually had an essay in my head, ready to furiously type up expressing my annoyance about him not doing it haha.. Then he did it! :D
disclaimer: I post here on my iPhone so I apologise for any dodgy auto corrects. My grammar/spelling isn't that bad, honestly. I mean, look at that - it didn't even capitalise the 'd' in disclaimer.
Hi. You there. Feeling like you're ready to jump off a bridge? Take a step back and talk to someone. Maybe even me... The bridge will still be there tomorrow. Seriously. Gimme a message you numpty. Whoever you are.
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Re: How did your first time come around ?

Unread postby Yoyo » 10 January 2014, 22:51

Alestar wrote:A good female friend and I visited an artistic guy in a camping hut one summer. He was in his 50's and we were just teens, and he worked as a sculptor. He was very nice and charismatic, and after chatting with us for a good hour, he asked if we've ever seen a penis. We were both virgins at that point, so no, not really. So he pulled out his dick and showed us while we were sitting in the couch. "Strangely" enough, his penis ended in my friends mouth. He received a blowjob from her for a while, and asked if I wanted to try. Soon after I was sucking on the dick that she had made wet for me. He asked us what we wanted to do, and my female friend answered that we would do whatever he wanted. He got off his pants, and at this point he had a ridicoulously powerful erection pointing everywhere. Then again, he was a worshipper of the juvenile and hind quarters in his art. He decided he wanted to penetrate us both. Getting inside a vagina would probably be easier, and my friend was the first to go. Since the ass was his favourite part of both the male and female, he made her stand bent over the kitchen table. He ate her ass first, and as I watched, he took her vaginal virginity. It was slimy and bloody (lol) and her mouth was open in outrage. After a while she started enjoying it, and he said that it always felt very relaxing to actually be inside someone. After he had shot his load inside her, he made us help each other clean the blood. Then it was my turn. I took her place, and he used both lube and his fingers, but there was no easy going this time. It was really painful and intrusive, to the point I didn't even think it possible. After a long struggle he was fully inside, and started fucking me slowly. The thought that he made us go through all this pain and humilation just to feel "relaxed" was really outlandish. It never felt good, but when he made some hard strokes and started twitching, and I realized he had dumped his load, I had a psychological orgasm, and ejaculated. My female friend doesn't look the part, but she's freakish. She still likes thinking about how I was taken.


That was a hot read. I'm not into guys way older than me, but damn, hot story.
disclaimer: I post here on my iPhone so I apologise for any dodgy auto corrects. My grammar/spelling isn't that bad, honestly. I mean, look at that - it didn't even capitalise the 'd' in disclaimer.
Hi. You there. Feeling like you're ready to jump off a bridge? Take a step back and talk to someone. Maybe even me... The bridge will still be there tomorrow. Seriously. Gimme a message you numpty. Whoever you are.
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Re: How did your first time come around ?

Unread postby c1ask0 » 11 January 2014, 00:26

My first anal was only last week. It was really tight so actually it was a little painful and didn't feel too good. I was honest about him with it, though, and I reckon we'll do it again so maybe it will be better now I know what to expect.
I also received anal in the same session. I felt like I was gonna piss, so I stopped him. I should have carried on, so next time I will to see if it turns into something nicer. Hopefully it does!
Don't think about doing it tomorrow. You won't do it tomorrow. Do it today.
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Re: How did your first time come around ?

Unread postby Tim. » 24 January 2014, 02:06

16 year old from near my town from grindr.
I picked him up. We watched a movie, started making out, progressively lost our clothes, moved to the bed, made out more, lost underwear, I sucked his dick and swallowed.

Was pretty hot and all. But I wasn't actually attracted to him so never got more than a semi myself. Maybe first time nerves played a part in that but I was felling bold that night.
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Re: How did your first time come around ?

Unread postby Will » 26 January 2014, 01:46

Some of you have disturbing stories. Children would cry.
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Re: How did your first time come around ?

Unread postby Videodrome » 26 January 2014, 15:38

For me it happened at my cousin's wedding when I was 17. They had a huge outdoor party with many guests. I was having a cigarette a bit away from the party (back then my parents didn't know I smoked) when I met a guy who turned out to be my cousin's bride's former co-worker. When we both found out we're into guys, we started to making out and soon after that I was down on him sucking his dick. We changed numbers and kept on seeing each other for a while. He was also the first one I had anal sex with. I remember that it was a bit painful but yet very exciting and that I liked it so we kept on doing it. The other times were much better.
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Re: How did your first time come around ?

Unread postby Bosshogg » 16 February 2014, 10:36

My first time was with one of my friends in 10th grade, we were at his house alone and talking about blow jobs we were wondering if a bj from a guy felt different than one from a girl and I asked him if he wanted to find out. He said yes so I blew him and swallowed and that went on for a few weeks I would go to his house and blow him until one day I was blowing him and he asked if I wanted to try anal and I told him only ever since I tasted his cock for the first time. So he lubed up and went to town, it hurt a little at first but I quickly realized the sensation of getting fucked then swallowing his cum was well worth it.
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Re: How did your first time come around ?

Unread postby allmyimages2020 » 16 February 2014, 13:22

My first time oral was at 16 with my classmate. Anal was at 18 - I was at a uni in London when I met up with this cute guy from HK and we flipped roles during the night. it was one of the best ever ...!
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Re: How did your first time come around ?

Unread postby calandal » 16 February 2014, 21:08

Girl - We were 16 and I had been going out with a girl from my school for a couple months. I actually ended up dating her because I thought she was way out of my league and would turn me down, but she screwed up my plan by actually liking me. Women. Anyway, we went back to her house after a movie and found out that her parents wouldn't be home for hours, so we decided to fool around a bit. We'd only made out and felt each other up a bit before then, so I didn't think we'd get too far, but she was really into it. It was alright.

Guy - I was 17, in grade 12. I was downtown at about 2am, fairly drunk and waiting to get a cab home when I ran into a guy who had graduated from my school two years earlier and had since come out of the closet. We decided to share a cab, and ended up making out in the car and exchanging numbers. We texted throughout the week and decided that he'd come back to my house the next Friday after we went out, because my parents would be away. I was honestly too nervous to meet up with him or hook up with him sober. So, he got a cab to my house and we spent the night together, but never actually had sex. On Sunday afternoon, he texted me and asked if my parents were still away. When I said they were, he responded with something along the lines of "Thank god, I need to get fucked. I'll be there in 20 minutes".
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Re: How did your first time come around ?

Unread postby Ken » 3 March 2014, 00:30

Well,it happened less than a year ago.I was 19,he was 37.He's a popular dancer and travels all around the world,and we texted daily a week before he came to his motherland.As I waited kind of a long time,I wanted to loose my virginity to someone who can offer me something more than one night stand,but than again he was too handsome to be resisted.He didn't even asked me what position I am,he just set his dick into my ass before I realised he's already fucking me.I got that feeling that he wanted to satisfy his needs only as he was pretty rough at moments,and I expected something more romantic.At that point I wasn't really known between the gay circle,and didn't knew I can drive most of them crazy and pick whoever I want,so I though this guy was a Bingo.Nowadays all I know is I did a big favor to him.
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Re: How did your first time come around ?

Unread postby jt1963 » 10 May 2014, 23:42

My first time was with a guy I met at a gay bar it was nice I was so nervous
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Re: How did your first time come around ?

Unread postby Kortex » 11 May 2014, 02:15

My ex and I met at a private school. She was pretty horny from being raised in a sheltered home and all and I was no different, I guess. I wasn't really attracted to her but she was a pretty good friend of mine. Our first time was in the hot tub when we were 17. Then the pool shower room. Then my house. We fucked just about everywhere you can think of. We did some really risky fucking, now that I think about it.
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Re: How did your first time come around ?

Unread postby gavrilushka » 11 May 2014, 03:18

First time: I was a well-established slut at the time and someone introduced me to this guy. He was 32, a software programmer who had a nicely tanned body, slightly long dark hair and the body of a god - the very embodiment of tall, dark and handsome. And I was 14.... I really had a thing for older guys so he used to call me over and said he'd help me out with my 'acting skills' for drama so we did a lot of student/teacher roleplaying while I was in uniform. We wouldn't have sex, I'd just be on my hands and knees sucking him off so I can 'get good grades'. Then one day sucking his dick and letting him finger me or eat me out just wasn't enough for him so he lubed up and went to town on me. I thought I would be fine with it, even though I was really nervous, but he convinced me that I had to make up for driving him crazy. He was so thick I couldn't even wrap my hand around him so when he fucked me it felt like I was being torn in half. It wasn't that long, but the thickness was too much for me that I bled. After it happened and he drove me home I spent the night throwing up and crying. I never talked to him again and only very recently ran into him.

First proper time: When I was 15 I met this asshole at school who just came back after living in Germany for 5 years. I hated him with a passion because he was always sarcastic and had a really appalling ego. I was forced by our English teacher to work on a major assignment with him because we were always fighting in class. The first day I went to his house he was playing Liebestraum, one of my favourite pieces and we just hit it off and as the days passed we forgot about the assignment and would just make out and then suck each other off. All this despite him saying he wasn't sure about his sexuality and he had a girlfriend at the time. One day his girlfriend visited him and left really angry before I went to see him and he explained that she wanted to have sex but he couldn't get it up. Long story short, for a virgin, the sex was amazing. I never knew that it could be so intimate, loving and caring - that it was in equal portions take and give.
Liebestraum played at our wedding.
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Re: How did your first time come around ?

Unread postby jt1963 » 11 May 2014, 04:12

My first time was hot we met at paddys a gay bar his name was marcus he was slender latino he topk me home and we fucked all night
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Re: How did your first time come around ?

Unread postby jt1963 » 11 May 2014, 10:51

I hooked with my cousins friend i was still married but had been curious for a long time my wife and lids were out of town he gave me a ride home I invited him in and we fucked all night
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