We met online, how very shady. No one ever wants to admit that, and really, we're not admitting it either, as we're the only two who will ever know. The plan is an anonymous hook up. We've gone so far as to decide to meet at a hotel rather than bring our home life into it in any way.
I couldn't take my eyes off his picture when he sent it to me. I thanked God, wondering what I had done to deserve this hottie. We started talking and quickly realized we were both very open about sex. Talking about it, discussing what we liked, what we'd done...at the end of every conversation I was dripping wet, and ready to have a go at this guy. We moved from email to instant message, which felt more intimate and immediate. Him jacking off some nights as we typed...me always wanting to but waiting until we signed off. However, we've never talked on the phone. We thought about phone sex, but then we decided it would be even more intense, more anonymous if we had never even heard each other's voices on the night we consummate this relationship. Just another surprise in a night full of promise.
To prepare, I went to a day spa and got the full Brazilian...smooth and sexy just like he told me he preferred. I tanned, and bought the sexiest little set of lingerie I could find. Of course, I was torn: should I get a teddy, a merry widow, or just a hot little bra and panty set? Undecided, I bought them all. I modeled and photographed myself in each, and finally decided on a simple white oxford, short skirt, thigh highs, knee boots, with a black and hot pink La Perla bra and matching g-string underneath. The outfit is innocent, yet hinting at a more animalistic attitude lurking underneath.
We talked back and forth about where and when. "Friday night? Saturday? What's better for you," he'd ask.
But I kept backing out, afraid of such an anonymous encounter, one I was afraid will go nowhere...I may never see him again and that frightens me. What will that make me? A slut, a whore? I'd never done this before, never even had sex on the first date, but this man, this man makes me want it now...fuck dinner, fuck dating. Just give me him. The when ends up being a Friday night. The where is a hotel--something swanky in downtown Chicago.
We decided to meet up at a bar. We talked about skipping that part, and just meeting in the room, but the idea of being in a roomful of people, knowing in just minutes we're going to be tearing each other's clothes off was a turn-on. And the sexual tension would build to a crescendo. However, I promised I'd try to make it to the room before I jumped him. I wanted to spot him across a crowd...I wanted to stare into his eyes, and transmit to him that I wanted him, and right then. I wanted to see his eyes travel up and down my body, undressing me. I wanted to touch him for the first time in front of people, knowing I couldn't do anything more than smile, but wishing I could do a whole lot more. I wanted him to come to me, I wanted to have a drink together, anticipation building because we both knew we wanted it...this, what would be about to happen. I wanted to stare at him over that glass...smiling in a way that told him exactly what I was thinking and if it didn't, I'd lean over, my hand would slide up his thigh a bit, a bit more, and I'd whisper in his ear, telling him what I wanted to do to him.