Leading Jenn

I first met Jenn at a work conference. She was very tall, probably 5’10, very thin, small perky breasts, and a cute little ass. I generally go for much curvier women, but Jenn carried herself with a definite sex appeal that would grab your attention. She was also in her late 20s and I was in my mid 40s at the time.
We became fast friends and spent a lot of time together at the conference. It was innocent at first, but our conversation at some point turned to sex. Jenn seemed very adventurous, but told me that sadly she had never orgasmed from just receiving oral. I said that’s I said that’s a shame, but you clearly haven’t been with anyone that really knew what they were doing. She attempted to argue with me and say that, they seemed to know what they were doing, and it had to just be her, that she just wasn’t capable of organizing that way. I responded telling her that if there weren’t so many reasons why this was a terrible idea that I would love to prove her wrong. So she says in her daring way well why don’t you prove it to me anyway. So I say because I’m married, you have a boyfriend, we were together, and you’re almost 20 years younger than me. She says, no problem if you’re not up for the challenge, I knew it was me anyway. Needless to say, I couldn’t let that go, and said when do you want me to come over?
We set it up for the following week, and I arrive at Jenn‘s house in the early afternoon, but nobody else was home. We went up to her bedroom, sat on the bed, chatted for a while, and then she made the first move. She kissed me, then stood up and pulled off her shirt, no bra, and dropped her shorts, no panties.. needless to say my clothes were on the floor in a matter of seconds. She laid back on the bed and put her extremely long legs straight up in the air. I pulled them apart and climbed in the middle, slowly, kissing my way from her perky breast down further. Once I got close, she attempted to take over and pull me in to her, I removed her hands from my head and held them flat on the bed. Then proceeded to slowly warm her up, not actually touching her vagina and definitely staying away from her clit. I slowly worked my way in, but kept myself away from her clit for quite some time. This drove her crazy and she was wiggling and moaning, and saying stop, teasing me and trying to get her hands away from me as I was still holding them down on the bed. Then when it was time, I moved over and ever so gently rub her clit with my tongue. In less than a minute, she was having her first orally stimulated orgasm ever. After she calmed down a little, I asked if she wanted to go for a second, she couldn’t speak, just said uh-huh.. after number two, I let her calm down and didn’t ask again I just went right back to work until we got to number three.
At this point, she is going crazy, and pulling me up onto the bed with her, telling me that she just needs me inside of her. So she climbs on top and rides me to her fourth orgasm and my first. We both collapsed on the bed and just lay there for quite some time.
After we had calmed down, we agreed that this could not be a one time thing as we had both enjoyed it far too much and started making plans for getting together again. Stay tuned for part two.
If you’d ever like to chat about any of my stories, you can find my contact information at the bottom of a few of them, happy reading.