The Road To My First Threesome

[This post is dedicated to 3 great friends that gave me a weekend that I will never forget.]

Let me tell you a little about me & my background to help frame this picture. I am a 43-year-old male. I am a “late bloomer.” Shyness & depression kept me nervous of girls for a long time. In college & beyond I dated a few women. I got married at 32. Nine years later the marriage went all the way downhill. It was completely dead by the time I left. That was a year & a half ago. The divorce was final a couple months ago.

About a year ago I was dating a woman. She got me started into trying new things, mostly new foods. It didn’t work out with her, but the urge to step out of my comfort zone stayed with me. Since I was still dealing with the stress of the divorce, I decided that I did not want the stress of a serious relationship. What could I do? I never had a non-serious relationship before. I had been an insanely monogamous man my whole life.

But did I have to be that same man? Could I date more than 1 woman at a time? What if they wanted sex? Could I be sexually active with more than 1 woman at a time? Could I even handle sex with a single woman in a non-serious relationship? It was time to find out what the New Bernie was capable of.

Fast forward. I had 3 FWB: 2 regular & 1 infrequent. During 1 particular week, I got to have sex with each of them. Holy Shit! Did that really happen to me? Did I really have sex with 1 woman, then another a couple of days later, then a third a couple more days later? Yes I did. I surprised myself on that one. And here is something important to note: I never looked down on other people that did things like that. I’ve always said, “To each, his/her own.” I just had never wanted it for myself until the present.

As part of my new-found personal freedom, I wanted to try new sexual things. I had always fantasized about having a FFM threesome, but I had always assumed that I was too chicken to actually do it. Now I wanted to try, if not a FFM, at least some kind of group experience. I did not know if the opportunity would ever arise. If it did, I did not know if I would be able to enjoy it or not. After all, whenever it was a FFFFFFFFFM fantasy playing in my head, I was so chicken that I was making sandwiches for everyone instead of having sex.

Fast forward again. I start chatting with a woman then her husband via their Tumblr blogs. They were writing about some of their group experiences. It was interesting to learn about their ups & downs. The messages that the wife & I exchanged did get a little “fun” at times. Then I noticed that she & I were talking about non-sex topics more than sex. And the same with chatting with the husband. Before I knew it, I had made new friends.

Fast forward a few months. My FWB (of 6 months) & I were invited to come visit them. They & my FWB did do chatting ahead of time. We all also talked to each other on the phone. My FWB & I decided to take up their offer. Important points here: There was trust built up over several months before the trip. Talking to them on the phone was the best way to get a feeling for them without actually meeting. They were very insistent that there was no pressure to play; it could just be new friends meeting for the first time.

We arrived about noon. After spending perfectly normal time with this very nice couple, in the evening, I let the wife know that I felt comfortable with the idea of playing. And guess what happened. Nothing. Well, at least that first day. Looking back on it, I think they made the right decision. It allowed my FWB & I more time to get to know them & to feel more comfortable. It also emphasized that there was no pressure to play.

The second day came and we were really enjoying time with our new friends. About half way through the day, my FWB was still not sure if she wanted to play. (At least that is what she told me.) We were all outside. I went inside to get a soda or something. I can’t really remember after what happened next.

My FWB came in, lead me to the bedroom, and told me to get naked. I was surprised, totally not expecting that. I got undressed & laid down on the bed. At this point, I did not know what to expect. I knew there were various possibilities, but nobody had discussed playtime with me.

The first thing that happened was my FWB started going down on me. After a few minutes the wife came in. And then 2 beautiful women rocked my world. I got to enjoy a few of the scenarios that I was hoping for. I had a great time without being nervous. (If I was nervous, it was on the inside & I did not noticed it.)

So, what are the important points here? It started with my FWB of 6 months. I am very comfortable with her, and we are definitely sexually compatible. Then there was the arousal before the wife came in. The sexual pleasure my FWB gave me had a calming effect. By the time the wife arrived, I was very turned on. If the wife had been there from the beginning, I might have gotten nervous.

There was also a very nice thing that they did: They made the threesome about me, focusing on me. I was the only group sex virgin amongst us. They already knew that they could enjoy a threesome, but nobody knew for sure if I could handle it. They took the pressure to perform off of me. And we all know that the pressure to perform can make you nervous, cause problems with the equipment, etc.

We spent a total of 3 days with the couple. Most of the time was spent on friendship building. Most of the sex over the weekend was 1-on-1: me & my FWB in our bed, the wife & her hubby in their bed. There was not that much group sex. Why? Because the focus of the visit was to meet new friends & get to know them. The shared sex was a bonus, and it only happened because everyone was comfortable with it.

My FWB & I had a fantastic weekend. Not because of the sex, but because of everything else. We have made new friends that we hope to have for a very long time. Even if I never get to play with them again, I want to stay friends.

I hope that this post helps some of you in your quest for a satisfying first group experience. Remember to be open & honest with everyone involved, especially with yourself. And never forget that it is the people, not their parts, that make the difference.

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