“18-year-old young man in need of help, I would like to meet women to get to know each other.” That’s all I put in the ad on Craiglist.

I knew I might get some perverts who might respond, but I was hoping for a nice girl who might be willing to give me some advice or, better yet, take my virginity. It was the beginning of summer and I didn’t want to be a virgin anymore, and I was starting to think that maybe this was the only way, since I wasn’t good at all with girls my own age. My name is Jack, I’m 16 years old. I have an athletic build, 1m85 and 80 kilos. Of course, I lied about my age...

Two weeks have passed, exactly 14 days and nothing, no email, not even a pervert answered my ad. So I decided to forget about it. Then I got an answer, 3 days later, day 17. She told me her name was Michelle and that she could help me with advice about girls. I told her my name was Jerry and we exchanged emails for a few days. Then we decided to meet. I chose a place, the mall, for our meeting thinking that if it was a guy or some kind of crazy person, I could escape being in a public place.

So I arrived a little early to wait for her. We both knew what the other would wear.

“Jerry, is that you?”

It was a made up name, I turned around to see a very pretty woman standing behind me.

“Michele? Wow, I’m so glad you’re not a creepy, perverted old man.” I said, laughing.

“I feel the same way,” Michelle replied.

We sat down at a table and started talking. Michelle was an older woman, in her fifties. A small woman, about 1.55m, she trains. Very pretty black hair cut short above the shoulders and piercing eyes. Her face is stern and doesn’t look like her age, and she doesn’t seem like the type to respond to Craigslist ads.

“My husband doesn’t seem interested in me anymore, you know, for ... uh ... sexually. Well, I saw your ad and I was thinking, well, about, well, I thought maybe we could help each other. I’ve never done anything like this, I can’t believe I’m here. And my name’s not Michelle, it’s Gisele.” Looks very uncomfortable.

“My real name isn’t Jerry, my name is Jack. I’ve never done it before, and I’m glad we met.”

“Jack, I think we’re here for a reason and we should move forward, but slowly.” Gisele replied with a warm smile.

We met in person several times and sent even more emails and texts over the next two weeks. And we started to become friends. Then Gisèle invited me to her house, she lived not far from me. Her house was on the side of a cliff, the garden was on the side. I arrived and we started talking. I told her again the real reason I posted the ad.

Gisele said she was surprised by this because she loved being with me and was sure others would too. Then she told her situation. I couldn’t believe this wonderful woman couldn’t get her husband’s attention. We moved from the kitchen to the couch and the next thing I know, she’s on top of me and we’re kissing. I didn’t know what to do or if I was a good kisser.

“You’re a really good kisser, you can move your hands and feel me, if a woman doesn’t want that, she’ll push your hands away.” Said Gisele.

I began to explore her body with my hands, feeling her small breasts. And she did the same, feeling my cock. I took off her shirt, then her bra. Her breasts were cute, small like a teenage girl’s, cute with hard nipples.

“Can I suck them?” I asked, feeling a little uncomfortable.