Your First Time

[PozQueer]

I'm a life long faggot since I was 9 or 10 years old andnever had a rubber inside of me. Been poz at leadt 20 years have AIDS now. Nevet really worried about it.

[mike43]

I was a late bloomer 39 first time was with a condom and it felt great then a guy fucked me bb a year later what a difference now I only take it bb I love the feel of loads in my cunt

[msb546]

Was college for me, unfortunate given all the hot guys in my high school haha but can't complain. Nice thing about living in dorms is the high concentration of guys in walking distance. Was fuck buddies with this soccer guy a few buildings over, he'd text me and I'd come over, suck his cock, and he'd wrap up and use my hole. If he didn't get off in my ass I'd swallow his load. Nothing like licking hot jizz off some abs!

Anyway, one weekend night when we're both pretty buzzed he calls me over and we do the usual thing, which means once he shuts the door I'm going after his dick! This go forward, I'm on my back and he's lubed up my hole but hasn't put on a condom yet, and he grabs my ankles and holds them up and apart (which I love) and is just sliding his cock along my crack, teasing me. Then he pushes my legs back a little so my hole is up and presented for him and starts sliding the tip in. I want his cock but expected him to pull out and rubber up but he keeps sinking it deeper. I'm simultaneous freaked out about doing the 'forbidden' and turned on as hell because this is the kind of porn I like haha.

Anyway you guys know how this story ends haha, he gets balls deep in my hole with his bare cock and I couldn't be harder! Felt so fucking awesome to see him tense up and give me his load in my hole. I think he might have been a little freaked out at first as the next time he wrapped up but the feel of my ass must have been too tempting because he gave me his cum each time after that!

[Jamie85]

Talk about being a late bloomer.  I sucked my first cock at 51.  I had been having fantasies about male on male sex for some time but had never acted on it.  I was temporarily unemployed and took a couple month vacation so to speak .  The wife was travelling for business a lot so I was alone at the house for a week at a time.

To get to the point, I went on Craigslist and answered an ad.  I tasted cock then cum for my first time and was hooked.  I felt ashamed and didn't tell the wife.  She figured it out after several trips but after confronting me with her suspicions, she relaxed and gave me permission to carry on.

 

Like most of us, I sucked several anonymous cocks, swallowed their cum every chance I got.  Finally I met my present FB.  I had run an ad to suck, he was one that answered.  He caught my attention by not jumping up to leave after he came.  He asked if I wanted another load to swallow.  Really?  Two?

After I sucked the second load out of him, as he was about to go out the door, I asked if he would like to drop by again.

To keep from writing a book here, he has been dropping by on a semi-regular basis for nearly 2 1/2 years now and about a year and a half ago, after sucking the first load out of him, I looked at him and told him I had never been topped.  He bred me with that second load.

[Guest faggot hole]

my first time was when i was 12 and it was raw.  He was (still is) my father.  He had started me off a few months earlier teaching me how to suck a man's cock, and then He taught me how to get fucked properly - that a bottom doesn't just lie there passively, but rather has the duty to actively enhance the Top's experience.  He then taught my brother how to fuck boycunt -- specificlly, mine.  When my pop was satisfied that i would not embarass Him, He let His work buddies and drinking buddies fuck me.  i probably was fucked 100 time before i ever saw a condom.  When i did see one for the first time, i laughed my ass off. 

[RickBayman]

I was 11 going on 12. My cousin, who had been fingering my hole some of the times that he sucked me, asked me week after week if he could slide his prick in.

Maybe the third time askinh after he came up  lubricant (baby oil), I agreed.

I mean, I loved him and loved what we had been doing for years, but this was a new step, letting someone mate with me.

[Bibttmmiami]

My first time was with an older dad type in his later 50’s. I was in my early 20’s at the time. He was a nice guy, and gave me a lot of pointers. But he was a condoms only guy and wasn’t into anything even moderately kinky, so the sex was just mediocre. The second time we did a little more including a golden shower for me. (That was as kinky as he got.) Still condom only and didn’t want to give me a facial or have me swallow. 
 

my later adventures with other guys were much more fun. 

[VistaCaBB]

The first time I had sex it was bare and I bottomed.  I met the guy on Yahoo Personals and did not know him at all. I had planned on condoms as he said he had some but either he lied or planed it knowing in the heat of the moment I'd probably say it's fine which I did.  I was a stupid 16 year old and he was in his 30s. I remember sitting on the buss going home thinking WTF did I just do as my ass was all juicy and wet. Is funny after that first encounter I didn't really require or say we have to use condoms. If the top wanted to that was fine but it was up to them.  

I bottomed only for years but when I was in my late 20s I befriended a younger Asian guy who wanted me to fuck him. He was your average panty boi type and it got me so hard thinking of fucking him I finally said yes and did it.  Straight away he said he wanted it raw and wanted my cum in his ass.  I bred him many times after that and continued getting fucked myself sometimes. 

[Razhar]

My first time with another male was in Middle School.

Edited June 16 by Razhar