How Much Could My Little Asshole Take?

insert_8

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ITS ABOUT 7.5
@Alex_755 says he is virginal. For his first time, length won't mean as much as girth.

If he's mainly interested in experiencing anal sex, find a considerate and understanding guy who has experience with virgins. Somebody you trust to go bare. (It goes in easier, finishes quicker, and gives you the full, natural experience.) I'd suggest a cock with moderate or somewhat larger head, and a slim shaft. Make sure he prepares you well - two or three fingers spreading plenty of lube INSIDE. Then onto his back - thighs open and legs up - like a girl gets fucked. Ease it in - it's gonna hurt - you may yelp, squeal or even cry as the head makes your muscle ring stretch and yield. It'll feel better when the anus closes around the slimmer shaft. A few smooth, easy strokes will lead to the very pleasurable sensations of being inseminated. The next time should go much easier.
 

Lizardlegs

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@Alex_755 says he is virginal. For his first time, length won't mean as much as girth.

If he's mainly interested in experiencing anal sex, find a considerate and understanding guy who has experience with virgins. Somebody you trust to go bare. (It goes in easier, finishes quicker, and gives you the full, natural experience.) I'd suggest a cock with moderate or somewhat larger head, and a slim shaft. Make sure he prepares you well - two or three fingers spreading plenty of lube INSIDE. Then onto his back - thighs open and legs up - like a girl gets fucked. Ease it in - it's gonna hurt - you may yelp, squeal or even cry as the head makes your muscle ring stretch and yield. It'll feel better when the anus closes around the slimmer shaft. A few smooth, easy strokes will lead to the very pleasurable sensations of being inseminated. The next time should go much easier.
Fully agree bare is the way forward
 
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malakos

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Somebody you trust to go bare. (It goes in easier, finishes quicker, and gives you the full, natural experience.)

Fully agree bare is the way forward

This young man is barely past the threshold of the age of consent, and is totally green to sex. And the exclusive signal he's being given at LPSG is that unprotected sex is rad. Pathetic.