The first time I had anal sex was with a girl who already had some backdoor experience. “Layla” was not actually my girlfriend. It was more of a friends with benefits situation and usually happened when she was couch surfing. She knew I’d always let her stay a while because I couldn’t resist her body. She always ended up in my bed instead of on my couch. A few nights later, she’d be gone again.
One night, we were messing around and a bit drunk. I went to slide my cock into her bushy pussy and ended up at the wrong hole. I was about to correct my mistake when she laughed and said it was fine if I wanted to fuck her in the ass and creampie it. It was obviously not her first anal experience and it wasn’t the last time I drilled her ass either. It was awesome. I miss her visits.
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Most gyms cover up the windows now so that you can’t stand around perving on a yoga class that’s in session. That doesn’t stop women from wearing their yoga pants every where else though. It’s a real distraction when I go to the gym. I should be over at the weights, but am instead using cardio just because I am so drawn to the views.
The other day, there was a hot as hell MILF wearing pants that hid nothing. Every time she bent over was an eyeful of heaven. It was all I could do to keep from getting a raging boner, yet I couldn’t stop looking.
A few moments later, her personal trainer showed up. He had her doing all kinds of squats and reps. It all seemed professional. He touched her a lot but the touches seemed appropriate. I noticed how he would circle around her, checking her “form”. I thought his restraint was incredible, then decided he must be gay to not appreciate all she had going on. Then we made eye contact when he had her doing a stretch that put her ass right in front of his crotch. He gave a sly smile as if to say he knew exactly what he was doing. He wanted to be balls deep in her asshole every bit as much as I did, and he was having more fun with it.
When I got home, I looked for top anal porn sites and worked out the muscle that the gym didn’t offer any equipment for.
Two of the girls I have dated let me take their anal virginity. One girl actually approached me about it, saying she’d been reading lots of stuff about it online and wanted to try it. The other girl took some convincing.
There are definite differences between girls who are prepared to have their assholes penetrated and girls who are not. Things went really smoothly with Girl #1. She had prepped like a pornstar and knew what to expect. She even got herself ready with an anal plug. It was awesome and we tried anal several more times during our relationship.
Girl #2 was a totally different story. She was uncomfortable, unprepared, and had an embarrassing flatulence incident. She complained so much that I was happy to never put my cock up her butt again.
Some girls are just naturally anal sex sluts, while others aren’t even close. At my age, I’m not likely to get to dip my dick into virgin pussy territory, but I can still be the one to delve into asses that no man has entered before. I’ll take it.
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