I'm lucky. My first experience with another man happened in the most sexually charged, yet entirely comfortable situations I could ever have imagined.

 I was living in San Francisco at the time, and had hooked up with a cool lady. I only saw her a handful of times, more than ten, less than twenty I'd say, she moved to New York that summer and I haven't seen her since.

In my early twenties I dated a few girls (three - in a row, actually) who were openly bisexual, and who also expressed a desire to watch two guys mess around. They blatantly asked me if I would ever let them watch me have sex with a guy. To which I pretty much replied "HELL NO!". Yes, I was a homophobic little prick.

Regardless of the fact that these girls were eager to share their girlfriends with me, in drunken sleepovers where any degree of contact was sure to occur with either/both of them.

...Which I really got off on. Then I started to wonder; if these honeys could get anywhere near as excited by watching me break a little taboo as I did watching them, it might just be worth it.

When it finally happened I wish I had tried it sooner. These girls were hotties.

THE HOTTEST NIGHT OF SEX IN MY LIFE

...But then so was Pam. And her girlfriend, whose name I can't remember. Elena? They were both goth/industrial/rivethead types. When Pam asked me if I was bi or ever willing to experiment, I lied and said "nah, it's just not my thing."

Which she must have accepted as my 'final answer', because even though she still talked about her addiction to gay porn (which I witnessed lol) she never brought it up as far as suggesting I try it. Though I think she could sense I was 'curious'.

She knew I had done a few fmf threesomes and that I was an advocate of sharing pussy. We both acknowledged that it was a silly double-standard, but she respected my 'stand'.

So one night we're out drinking with her friend 'Elena' and I'm 27, Pam is 23, Elena is 22 and Elena's boyfrien, who is 19, is still at work - we're supposed to buy liquor and join him back at Pam's apartment later.

Pam wants to go to the pool/jacuzzi. It's supposed to be closed, and usually it's full of naked people who don't even live there, but no one cares. It's always really quiet, even when crowded. And who cares if you don't live there as long as you share your booze and weed and don't otherwise attract attention.

Anyway this night it's just the four of us... passing around a Tupperware picher of vodka and lemonade, and smoking a joint that Elena's man brought.

We're all feeling nice and kind of flirting. We're all in boxers/underwear, but the conversation turns to talk about being naked and/or having sex in front of others, group sex and bisexuality. The other guy (Tim?) is mostly quiet, but he's also trying to catch up with us. The thing is, Pam had already told me he was bi, and pretty much open about it.

So we decide to leave the jacuzzi, and I'm barely able to will away my erection as we all stand up. Ti's boxers are wet and heavy with a big lump.

We invite them to spend the night, but I think Pam still believed this would be an innocent sleepover (though I think they were deliberately pushing things with the saucy dialogue) I had already realized that the only way things were going to progress beyond the dirty talk was if someone was brave enough to make the first move. And they were all holding back because they thought I was too 'straight'.

So we're in Pam's bedroom. Pam and I are in her bed, the other couple is on the futon on the floor. We're all in t-shirts/wifebeaters, sweats/boxers. Still passing around the cocktail and fatty, and still talking about sex.

Only I've pulled my sweats down a little under the covers and have one hot, wet hand wrapped around my erect penis.My gf hands me the joint, and as I'm hitting it, the movement under the blanket (and the sudden awkward realization that my left hand is mysteriously 'busy') causes an unexpected reaction. I exchange glances with Pam and read on her face: 'No, you're not allowed to be the only one getting off' and she deftly yanks the blanket off of me. I think she's expecting me to be embarassed, but instead I just lean back and jack off openly, slowly.

Everyone shuts up and stares at my dick. Elena says "Oh, my!" and my Pammy grins and shakes her head. I blow her a kiss.

Tim is watching me too, and Elena turns to him and starts to tease him - about 'enjoying the show' - she reaches over to him under the blanket and squeals "OMG HE'S TOTALLY HARD!!!"

Which is my "Cue"

I crawl over to them without putting away my dick

Glance back at Pam.

Look into Elena's widened eyes while pulling Tim's sweats down.

Took his dick in my hand.

Smiled at Elena and winked.

And stuck her bf's dick right into my mouth.

The room went silent, and Pam came over to get a better look. They undressed, and I told them to get on either side of us, and 'help me with him'. They started to kiss his neck and talk dirty, smothering him with tits and petting him.

He started to grunt and cum - he tried to pull out of my mouth and I hesitated a bit - I wasn't sure I could take it. I didn't want to stop though, and was determined to finish what I started. When he came, I ate the first spurt, The second one overwhelmed me though, so I ended up jerking him all over my neck and chest.

He had a long, slender penis and came a lot. I am pretty sure that he liked it. I had his semen all over my neck and chest, and started to get up to get a towel, but his gf grabbed me by the necklace I was wearing and pulled me on top of her, kissing me. She was plump and her thick nipple jewelry was cold as she wiggled her big tits against me and that nastly layer of her man's spunk. She put me inside her and I fucked her while Pam laid next to us and played with her clit.

After she came, Pammy sat on my face and Tim fucked her while we 69'd. His nuts were on my face and i was covered in their juices.

After she came, it was finally my turn. I was given the 'boy-girl bj' ...my dick was passed back and forth by our two friends while my gf held me and stared at me adoringly. I came in his mouth, and he gulped me down - I thought he was showing off.

We all went to breakfast the next morning but I lost track of them all when Pam moved to NYC a few weeks later. :(