First Time's the Charm (mf)

(This is a true story told as I remember it. Some of the details might be a little fuzzy here and there, especially the timeline.)

She was blonde, petite, and had a charming, somewhat wicked smile. I was a bit smitten from the start. We met online and texted a little about what we were looking for in a partner. She was newly single and I was in an open relationship. That seemed to suit her desire to keep things simple and casual. I was older than her but she seemed ok with that too.

We met for coffee on a random weekday. She was late and apologized profusely for it. There was an instant spark between us that made conversation flow easily. I thought I liked her when I first saw her. I knew I liked her after we talked for a while. We ended up going back to her car together, and I kissed that smile of hers.

She was a great kisser.

For a while it seemed like that would be our one and only date. What she wanted and what I wanted were close but not close enough it seemed. We agreed to wish each other the best and keep looking. But then a week or so later she reached back out. Of course I was very happy to hear from her. We agreed upon a second date - meeting at a nice hotel for things we both admitted we wanted to do. Discreet for me. Easy for her.

Then she got sick and had to cancel. And it took another week before we could find a time to reschedule. You might say I had a bit of anticipation by the time I was waiting for her in the hotel room. She had sent me a few very sexy pictures in the meantime so I had a fairly clear idea of what to expect.

Of course she blew my expectations out of the water.

She walked into the room with confidence and we kissed right away. Did I mention that she is a great kisser? She was wearing tights that showed off her amazing ass - which I noticed right away. We sat on the couch a bit and talked a little even though I wanted to undress her right from the start. We started kissing there and finally the time came to move to the bed.

She walked over to the side of the bed and noticed the toys I had brought with me. I knew she was into bondage so I brought a few things to use. As it turned out we didn't end up using any of them because when she undressed I completely forgot about everything except her tight body. There was some kind of time warp and I was in bed naked with her. Kissing her and moving close so that our legs entwined together.

Kissing her like that was an amazing feeling and I felt her body getting warm as I touched her all over. She had perky tits - obviously someone had done them but they had done a great job. She liked - no loved - to have them touched and touched them herself if my hands were elsewhere. I told her that I wanted her to ask permission before she came and she agreed as she rubbed her pussy against my leg.

We had agreed to no penetration without a condom - which for me meant no penetration. But that didn't stop us from rubbing our bodies together as our kisses got longer and longer. I slapped her fine ass a few times during all this to her moans of approval. Finally I reached down between her legs to find her pussy wet - soaked really.

This was our first time together so I took some time finding what she liked. I circled her entry, played with her clit, and slowly inserted fingers into her. She liked it all. I kissed her neck and then sucked her nipples while I played with her. I took my time and slowly brought her to where she started asking me to cum. I made her tell me that she wanted to cum for me and then gave her permission - ordering her to cum right then. She did and that was also amazing. I held her afterwards and kissed her shoulder until she was ready for round two.

Round two started in much the same way. Kissing and touching all over. Playing with her breasts and nipples. But then I moved on top of her and between her legs and we rubbed together like that. No penetration, but my cock rubbing against her pussy. It felt amazing and eventually she asked me to cum once more. I wanted to fuck her when she did cum, but we had made an agreement. So instead I waited there for her to calm a little. And then I moved down her body, kissing as I went.

I wanted to taste her. She had mentioned that she loved getting oral and I loved giving it. She had a sweet musky taste I could have licked all day. I moved my tongue down to circle around and capture her juices then up to tease her clit. She started moaning softly and continued moaning the whole time. Her body's reactions and her moans told me what she really liked and I made sure to slowly take her where she wanted to go. When she started getting closer I added my fingers inside her. She had permission to cum like this and when she did it was incredible. She bucked and shook and moaned and soaked my face and fingers.

For some reason she needed a break after that, so we cuddled and talked a bit. She still wanted me to play with her nipples even then. We eventually started kissing again and her hand went down between my legs to play with my cock. I pulled her over and she straddled me. She then reached down to take my cock in her hand and just move it against her clit. I played with her tits as she rubbed my cock head there on her clit until she came - after asking of course. It was so fucking hot.

I was ready for my own satisfaction at that point and she was ready to focus on me. She moved next to me and started kissing and sucking and playing with my cock. She moaned while she did it and I could feel that she was still really turned on, so I told her to rub her pussy on my leg while she sucked me. She shifted and I felt her wet pussy grinding on my ankle and foot as she sucked. That was something my first girlfriend did and it still gets to me.

She was as good at sucking cock as she was at kissing. But despite how good it felt she still managed to cum with my cock in her mouth. And she came hard and then collapsed a little. I pulled her up to kiss me and we lay like that for a bit while she recovered, her hand still playing with me. She rallied and this time I asked for 69 with her on top. I wanted to taste that pussy again.

We shifted a little and she lowered her pussy onto my face as she started sucking me again. I tried to concentrate on her, but it wasn't long before the combination of her scent and taste with her amazing mouth sucking me sent me over the edge. I came hard, unexpectedly and surprised both of us.

I lost track of details then. We cuddled more. Talked some. And then round 3 started. This time I got her to show me how she played with herself. I always find that very sexy and this time was no different. I ended up adding my fingers inside her as she stroked her clit to get her to cum one more time. From then on we just talked and cuddled and relaxed in the amazing feelings.

She was wonderful. Better than I could have imagined.