Thanks to my friend D for allowing me to post this piece. There are so many men out there who want it, need it and crave it. Here is one man’s suggestion on how to encourage a vanilla woman who will peg you.

This is for all those guys who are begging for some random lady to bend you over. Here is how I did it.

I met a regular young vanilla girl on a very vanilla dating site. We went out on a date or two before we had sex. We talked about sex more and I made some comment about how young girls are prudes. She asked how? I said that they are not adventurous. So we talked about anal sex and eventually on date 4 or 5 we have anal sex and she loves it.

A few dates later I took her to a sex shop that just happened to be in the same parking lot as the restaurant we are ate dinner at (nod nod, wink wink). After dinner and a few drinks we walked around looking at all the lingerie, toys and videos. In the toy section I casually pointed out a strap-on and asked her if she would do a girl with it. She said no way, she is not into women. Later we have more regular sex.

Then we texted a lot about all sorts of sexual topics including blow jobs and prostate massage. She said she was unsure about fingers in the ass as her nails might scratch. At some point she put two and two together and asked what I thought of strap-ons. I played dumb and said I’d like to try it with her.

I sent her to www.take-it-like-a-man.com and she did some reading. We sent more texts about it to each other. I sent her to www.peggingparadise.com/blog and she read more. Along the way she had some reservations… like – is this the only sex I want? How often do I want to do this? Etc…. She said she wanted to try it but only because we were now in a relationship. We had been dating for a few months.

She was concerned that she may not like it and didn’t want to invest in the equipment. Lucky for her I already had my own equipment. She was ok with that…and the obvious fact that I had done it before. I assured her that everything was sterilized and clean. Our first time is using a regular strap-on dildo and she is very awkward at it. I get off and keep reassuring her how great it was. She wasn’t that into it the first time.

Then I let her borrow my Realdoe. It’s a double ended dildo and she likes the flesh color. She just happens to like watching porn so I sent her to www.xhamster.com and told her to search for strap-on scenes. She got to masturbate with the Realdoe for a few days before we saw each other again. It was important that she felt comfortable with the dildo and knew how to get pleasure from it.

The second time we were together for pegging,  she was much better at fucking me because she had warmed up to the idea and knew how much I liked it. Of course I was still pleasing her first sexually before she pegged me.

So that’s it, guys. You are not going to just find some random chick off the internet and say hey baby bend me over. Find a real woman to date or get your significant other to do it.

I have done this in my past 2 relationships and it blows the girls away to do something different and unique. It’s all in the delivery and it takes time and effort but it is so worth it.

Happy Pegging!

Vanilla to Pegger!