Trying New Things
I never thought I’d be the type to try the online dating thing, but I went through a dry spell in my personal life and I decided to give it a shot when I found myself watching TV on a Saturday night. I’m not looking for a serious relationship, and I’ve never even had a long term boyfriend, but my friends aren‘t really good at setting me up with anyone I‘ve been really attracted to, so the idea of picking someone out from thousands really appealed to me.
I didn’t spend a lot of time surfing though all the choices though because there were just too many to pick from. Eventually I struck up a little online friendship with a guy named Steve and he had a very exciting personality. We sent messages and talked online for a few weeks before he invited me over to his place for a couple of drinks, and I eagerly accepted.
I already knew Steve wasn’t the most attractive guy I could have made a first date with, but he was very nice and we had a lot in common. I didn’t think our first date would turn out as hot as it did.
His apartment was very typical of a bachelor, with sports posters plastered all over the wall and a couple of barely alive plants, but it was very large and obviously expensive. It was a bit weird finally talking to him face to face because he had a southern accent, and even though he told me he was originally from Georgia I hadn’t really expected him to talk so funny. It was a bit of a turn on though.
After a couple of drinks he suggested taking me for a full tour, the top of his building had it's own little park with a running track. It was beautiful, with trees, and a wading pool located in the middle surrounded by park benches. The whole atmosphere was very peaceful and romantic. We shared our first kiss on one of the benches, and I couldn't resist running my hand up his thigh.
From there our date got really serious. We went at it like two teenagers and we returned to his suite groping each other everywhere, not caring if anyone could see. I even gave him a quick blowjob in the elevator on the way down. I've always wanted to do that. It was a bit of a shock to find out his penis was a little smaller than average, but I wasn't about to stop. I was so turned on I don’t think anything could have kept me from fucking him. The moment we entered his place I took the lead and dragged him to his bedroom.
I couldn't wait to get out of my clothes as Steve began to pull off his pants. He started things off by licking my pussy, and with a hint that he was into anal sex he licked my asshole. It had been a long time since I’d felt a warm tongue down there and it sent a shiver up my spine. He really knew how to use his tongue. When I eventually came he pulled away really fast and then penetrated me with a vibrator he must have pulled out from under the bed. The vibrations were amazing and they extended my orgasm to a level I've never experienced before. He might have had a small penis but he made up for with that toy! It was wonderful. He gave me another mind blowing climax with the vibrator and only then fucked me every way he wanted. We tried a few different positions, but my favorite was getting pounded from behind while he worked one of his thumbs in my ass.
I was so overwhelmed with pleasure I almost didn't realize what he was doing when he pulled out and pressed the tip of his penis against my asshole. I've only tried anal sex once before and it was a bad experience. Steve got it half way in before I asked him to stop (which he did right away), but his small cock did feel nice up until then. I don’t know how to describe what it was like. It didn’t hurt, it just felt weird.
After that he put it back into my pussy and fucked me furiously until he came. I don't know why, but having his cock up my ass for a brief moment made me wetter than normal, and I ended up having another incredible orgasm. It's changed my mind about anal sex, and when I left his apartment I knew the next time he tried to go for my ass I wouldn’t ask him to stop.
I've seen Steve a few times now and I've been a little disappointed he hasn't tried to fuck my ass again. I'm too shy to ask him to do it, but I think it's just a matter of time. Even still, he's a good lover. I find I'm trying a lot of new things with him- one time I even met him in his office at work for a quickie. It was very exciting to have sex on his desk in the middle of the afternoon.
We’re not even really dating, we just get together every now and then to fuck. I don’t really see our relationship going anywhere, but I am curious to see what anal sex would be like with him. I swear it’s the only reason I keep meeting him. That, and I really enjoy his vibrator. I know it seems strange, but there's something to the excitement of not knowing what's going to happen next, like giving him a blowjob in the elevator or fucking him on his desk. He’s keeping me interested, which I suppose is the most important part of any relationship, but when I’m bored with him I know it’ll be easy to find someone else online to take things to the next level. I have lots of guys asking me out through the Net now. It’s nice to know I’m never going to spend another Saturday night alone, and I’m really enjoying my new sex life.
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