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Bend Over Houston

Dear Rachel and Claire,
I am a 24 yr old SWM in Houston, TX.  I bought Bend Over Boyfriend 2 after an ex-girlfriend of mine mentioned it to me.  By the time it arrived she had been transferred to another city, we were both in the Army at the time.  Well after watching it about a million times and not having a woman to participate with I was wondering if you could help me either get into a film like that or give me advice on finding a woman that is into that.  I am very interested to learn more about this; its seems that they only way that I am going to get penetrated is by another male.  Now I am not totally opposed to it but I would prefer to try it with a woman first. 

Thank you for your help,

Bend Over Houston

A:

Dear Houston,
 
I have very high hopes for your success at finding a woman to play “bend over boyfriend” with you.  Lots of women would really enjoy the sensations as well as the sexual dynamic of strapping it on.  Plenty of straight women have already discovered that sliding a finger in their boyfriend's bum and tickling his prostate sends him straight to the moon. But the problem with dating when you have a particular sexual activity in mind, especially when it's a little untraditional, is that by choosing someone based on their hair color, shared interest in movies or whatever, is that by the time you find out that they have no interest in doing that special thing with you you've spent a lot of time.  
The simple way around this by placing a personal ad, either in a newspaper or on the web. Say that you've watched the movie "bend over boyfriend," (it's such a catchy phrase) and you'd love to try it yourself.  Don't get too particular about bust size and all that and wait to see who responds.
 
As for being in the movie, those are all real life lovers, so maybe get the girl first, and check out Bend Over Boyfriend #2  As for getting it from a guy, that sounds fun too.  Try both.  Until you have a partner of either sex you can enjoy anal exploration on your own with the help of lube, fingers, hand held dildos and imagination. Expand your masturbation repetoire with butt plugs or dildos, if you havn’t already.  The more you've practiced solo, the better the first time with a partner is likely to be.

Good luck,
Rachel