I never thought I would be 'that guy'. You know the one I am talking about. The kind who rifles through personal ads online looking for a good time. What can I say? I was on a dry spell. The last girl I dated turned out to be a huge, controlling bitch and I wasn't going to have any of that (even if she could fuck like a porn star). But as they say, hindsight is 20/20, so now instead of having my cock sucked by her, I was entertaining the thought of some old housewife with a pot belly and tits to her knees.
Or, that was until I ran across Gary's ad.
Look, I don't really consider myself bi. I like pussy. I like eating it, fucking it, and especially cumming in it. But...I am 'that guy'. A bit curious. His ad was one looking for a buddy to hang out with and jerk to porn with. I mean, shit - he was in my small hometown and the pickings were slim. Either that 58 year old cavernous pussy or some porn and a stroke?
Needless to say, I contacted Gary.
It took 4 days for him to respond and I had nearly forgotten, satisfying my needs with some porn online. He wanted to know more about me so I gave him the usual details. Brad, 38, 6'1", average build, brown hair, blue eyes, thick cock, where I work, all that fun stuff. He responded in turn by telling me about his 6' height, same average build, 40 years old and a pretty decent cut cock that he sent a pic of.
Again, not saying I am straight up bi but holy hell did this guy have a nice prick. I have seen some of the ones in ads, gross foreskin hanging like a gargoyle off the tip, or little shrivelled dicks. Not his, This was a nice and thick one, perfect head free of blemishes. My own cock may have came to life upon seeing it, so I sent him a dick pic back.
Then it only took him 5 minutes to respond with: "Damn you have a nice cock!"
That day we exchanged numbers and started texting. We were pretty casual, asking about work, hobbies, etc. Then it got a little more heated with 'what kind of porn do you jerk to' and exchanging tales of our sexual contests. What really surprised me was that Gary was married, and his wife was pretty damned hot too. Curvy blond, big tits, though she was one of those broads with so much gum showing in her smile that she should have been featured in a Wrigleys commercial.
He also sent me her nudes. One hell of a hot body without her clothes on, with firm tits and a shave pussy that made me drool.
"Don't take this the wrong way, man..." I wrote to him, "But I would fuck the shit out of her."
He wrote back with,
"Heh. Too bad she's not into it. Tried to talk her into a threeway but is too much of a prude. She won't even let me fuck her ass!"
Well, there goes that hope. Here I was thinking I would find myself spitroasting his wife. However, jerking off together was still on the table. Especially when his next message came though.
"So want to come over this Saturday night? Have a few drinks, go form there? Wife's out of town."
He didn't need to ask twice, I just wished it was sooner as it was only Wednesday and I found myself idly stroking my cock through my jeans to our dirty messages.
The next few days were torture. I wanted ti impress my new buddy so I didn't jack off at all, was going to save it for our first session. It didn't help that Gary would send me pics of his nude wife or other hot broads, saying shit like "Man, wouldn't she be fun to double team cock on cock in that pussy!" or "Fuck I would love to jerk your cock into her face." Needless to say, by the time Saturday rolled around and in my truck to head to his place, I could barely focus.
He greeted me at the door with a grin, wearing cargo shorts and a polo tee while I dressed in jeans and a plain t-shirt. I will be the first to admit, Gary was one good looking dude. Average my ass, he had a light tan and I could tell he was fairly muscular, compared to my somewhat doughy form.
"Come in, take off your shoes." He said as he held the door open. "Hope the place wasn't hard to find."
"Nah." I said as I walked in and slipped out of my Nikes, "Nice place."
We continued our small talk over some beers in his basement rec room. We sat on opposite sides of his sectional couch, just shooting the shit but after about 2 beers each in 10 minutes (I think we were both nervous, hence the power drinking), we started getting into the dirtier topics. Discussing old sex war stories, porn we watched, some of the freakier things we have done, etc.
"Fuck, that's hot." Gary said of the time I banged this girl I knew in a hot tub while her friend was passed out in a chair next to us. "I don't know about you, but I am horny as shit now."
"Agreed." I said.
"Well then, how about we put something on and...relax?"
Show time. I could feel my heart hammering away in my chest. The only thing sloe to this I had done was back in high school when a friend and I jerked off to some porno mags in the same room, but we were under blankets! This was something completely foreign to me and needless to say, I was horny, excited and scared all at once.
Gary reached for a nearby remote and turned on a big screen Smart TV on the wall.
"I think you'll enjoy this." He queued up something connected to his computer, home_34.mp4 and the next thing I knew, I saw his wife sucking what I am pretty sure was his cock. "Thought you would enjoy seeing Mandy being fucked since we talked about it so much."
And I did enjoy it. His wife Mandy sucked his prick like she was being paid to, constantly looking up at the camera when he gave her words of encouragement like 'right down baby, yeah swallow my fat cock'. My right hand was in the pocket of my jeans, stroking my cock through my boxers.
