Converting a Vanilla to the Swinging Lifestyle

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Converting a Vanilla to the Swinging LifestyleMr. Doubleplay and I are friends with a very sexy single lady. She’s beautiful. Loads of fun. We talk about sex a lot. She complains to me that she hasn’t been laid in over six months. She doesn’t want a relationship but needs a good fuck. I almost fell off my chair when she said that. My resolve about never revealing my super-secret Swinger identity within my vanilla world started to waver.

Remember, this is a small town with about one degree of separation between acquaintances. If the proposition goes wrong, I could lose a good friend. And half the town would know what happened.

But this gal is possibly worth the risk. And some not so innocent flirting has tested the waters. To some of it, she has responded well. To other instances she has responded with an “Ewww.” Very mixed messages.

Mr. Doubleplay thinks that if we do decide to proposition her, it should be me alone who makes the proposition and we pose as first timers ourselves. “We’ve always had this fantasy….” Could you be the one? That way we are not revealing all of our secrets. I’m not sure if I can do it though. Risky business.

We are friends with two swinger couples who have shared their experiences with converting the vanilla. For one couple, it did not go so well. The ladies were friends from college. They had flirted with one another for years. The couple went to visit the college friend and her husband. The girls ended up getting it on in the bedroom. The problem is that our friends did not realize that the other couple had not fully talked it out on their end. It was their first experience and they weren’t quite ready. That relationship is awkward these days. It may never recover, actually.

At Desire, we met another couple who got started in the lifestyle by having threesomes with her girlfriends. The lady in this relationship is a carefree soul. Very loving, very open, and likes to keep life light and fun. I think that attitude with her friends helped to keep the threesome propositioning fun and lighthearted as well.

So I end this blog asking for advice. Is it worth it to try to convert the vanilla? And if so, how does one do so without blowing a relationship?

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About Author

Mrs. Doubleplay is 40-something mom living in the middle of America with kids, a career, and pretty house in the suburbs. She’s active in her local church, coaches the kids’ soccer games, and happens to have a secret life as a swinger. Married to her high school sweetheart, Mr. Doubleplay, the couple dipped their toes in the lifestyle for a couple of years but then dropped off the radar to have kids. They rejoined the lifestyle in 2005 and haven’t looked back. They have been soft swap from the start but are working their way toward greater forms of adventure as we meet hot couples on lifestyle vacations, swinger clubs, and online websites.