[M]y Try at Bi | 2016

A little backstory on me: Up until the early part of last year, I hadn't done much "wild" when it comes to sex. Sure, a few drunken hook ups in college, but I'm the guy you know who's shy, polite, always has a girlfriend, very faithful, and pretty "plain" so to speak. I'm about 6'3, very fit, and on more than on occasion my guy friends have commented "man, you should be getting tons of pussy" or something to that effect.

Anyway, long term girlfriend takes a job in another state, our thing falls apart and I'm left on my own... so I decide to pursue this "tons of pussy" thing to see what it's all about. As I mentioned, I'm shy, and my work schedule doesn't always allow the Friday/Saturday night bar scene, so I do the next best thing... the Internet.

I join a couple of "adult" dating sites... as you can imagine, a lot of spam, flakes, and "this is a waste of time" thoughts. But I have a few good connections. The story I'm about to tell involves me and "Carly". Initially I met her through her husband, we had a few threesomes, they were fun, but fast forward a bit and it's mainly just me and her getting wild (with hubby's blessing, of course).

So Carly and I are talking about fantasies and whatnot, and I mentioned for the first time in my life (early 30s) I'm curious about fooling around with another guy... I had no idea how she would respond, but I threw it out there.

She was all about it... "omg, that would be so hot". Mind you, she's in her mid-40s, and I can attest to the "women in their prime with ultra high sex drives" thingy. So anyway, she tells me to find a suitable guy and we'll go from there. After some searching, and a few messages with a few guys I find one: "George." Good looking guy, open-minded and seems to match, both in sexual and vanilla ways(we grabbed a beer and watched some NBA playoffs for our first meeting). So we meet again, we're chatting it up, she walks in, the three of us talk, joke some more and head back to his place.

Carly and I are in the elevator like two teenagers, grabbing, kissing each other... George is kinda just enjoying the show. We get to his place, he heads to the kitchen to make drinks, but she and I are in the living room, ripping our clothes off... she drops to her knees giving me some amazing head, peeks up and says "you need to catch up" to him and he laughs, "ok, sure!"

George gets naked, stands next to me, Carly alternates between stroking one of us, sucking the other one. It's so hot. At this point I'm starting to think about how to initiate something with him... or will he initiate with me?

We move to the bedroom, she lays on the bed, I start licking, kissing, fingering her pussy, while he kneels over her getting head. The whole scene is so amazing. Eventually I flip her over on her knees to start fucking her doggystyle. He's in front of her, she's still stroking, sucking on him, I'm enjoying watching that, while watching her ass shake a bit as I slide in and out of her with varying speeds.

Finally, I think to myself, "go for it"... so I slide into her as deep as I can, she lets out an "ohh yes", I lean forward, close to her head as she's stroking him, and I slowly put my mouth around his dick... I had no idea what to expect or how I would feel... but before I knew it I was sucking and licking, trying to mimic the way I like it done to me. And it is amazing... my dick in a nice, wet pussy, hard dick in my mouth, and her moaning "oh god this is so hot". Having gone through life, never giving much though to pleasuring another guy, there was a huge rush of energy through me.

We eventually switch positions, this time he's having fun with her doggystyle, she and I making out, or her sucking me... then switch to him doing her missionary, while he's sucking me... and several other variations over the next hour or so.

We're taking a break, all three on the bed, her in the middle, she says "I want to see you two play"... so not really knowing what to do, I sit up, reach over and start stroking him... and even after our back and forth earlier, another rush of tingling energy ran through me while feeling a dick other than mine go from soft to hard. I start sucking again... eventually crawling over her so I'm right next to him, he reaches down and starts stroking me... we flip to 69... man it was hot. Like. Damn.

After all was said and done, we all showered together, a lot of making out and hands all over one another. She and I got dressed and left, all three agreeing we should do this again.

So what have I learned? I guess I am bi... would I do anything with another guy solo? Maybe, not sure I would top or bottom, but definitely oral, kissing on the table. And from now on I'll suggest to her that our threesomes be with George, or another trusted bi male (and/or lady)... to me it's much more fun when everyone plays with everyone.

I'll try and add a few more escapades of mine here in the coming weeks. Thanks to my journal and newly found wild streak over the past few months... I've got a lot of material!

Thanks for taking the time to read this!