Single Mans Diary

I am a 30 yr old single Jewish dude in California. I work in entertainment, college educated, decent looking, very insecure, neurotic, super sensitive, funny, confused and totally together. These are my adventures in dating, sex, love, and how I truly feel about the women I go out with. Please let me know what you think. I'd love to hear your honest opinions. Oh, and yes the grammar sucks I know. It's like that for a reason, trust me don't ask. - - Single Man's Diary The Book, Coming 2010

October 23, 2009

3rd-Input

I’ve never cared much for anal sex—unless a girl has her finger, tongue or maybe even a strap-on in me. I’ve never had a—God I want to fuck her in the ass! —Fire underneath me. For a lot of my friend’s, anal sex with a woman is like the Holy Grail. It’s their main mission in life, and when they fuck a girl in the ass they hear choirs, harps and angels while rays of light come from the heavens.

One of my friends once told me, “I like it because it’s painful; when a girl is in a little pain or discomfort it really turn’s me on”. I guess I can understand that. Personally I’d rather have a women writhing in pleasure than pain, but to each his own.

I spent some time in NY, and while there I dated a Mormon girl for a short stint. She was a very tall and very skinny red head with pale skin that was into very high fashion and was quite sophisticated. She ran with the NYC fashionista elite, Project Runway and all that shit. When we first finally “had sex”, she got into doggie position. As I tried to stick my pee pee in her jay-jay, she grabbed it and moved it into her ass.

She said, “I’m Mormon, I can’t have sex until marriage so let’s do it this way”.

Ummm, Okay!

I never would’ve pictured her as a Mormon. Actually, I don’t know what Mormon’s really look like, but she was such an NYC fashionista that I never would’ve pegged her as an anal sex loving Mormon. I had sex with her for 2 months, and fucked her in the ass every single time. I wouldn’t really say that she enjoyed it, but it didn’t seem like she was having a bad time either. The German girl I dated earlier this year loved anal sex, and I mean LOVED it!

But the majority of women I’ve been with have had a, “exit only” mentality when it came to the bootay. I’ve gone there while eating a girl out, or tried a finger during sex. I’d say 60% of the time it has been met with resistance. Even the women in porn look absolutely miserable when their getting booty’s fucked, and these women are pro’s in pain.

Women, anal: Yay or Nay?

Gotta new date this weekend—finally—I’ve been a little slow lately, the recession has also effected dating, it seems.