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I Love It Up The Ass

How many times did it take to feel good up the ass?
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Pleasenothard · 56-60, M
When I was being pegged by a girl I realized that if I pulled my butt cheeks apart during the penetration like I asked girls to do for me, I discovered that it made it less painful to accept that dildo, but the in and out fucking motion was what got me whining it was strange to be on the other end and hearing myself say same thing girls have said to me. Then again that was their point.
@Pleasenothard did you do it again?
Pleasenothard · 56-60, M
@VeronicaJane yes 4 different times, same result they all made it to be as painful as possible.
@Pleasenothard :-( They? Different women?
Pleasenothard · 56-60, M
@Pleasenothard why would they deliberately try to make it painful?
Pleasenothard · 56-60, M
@VeronicaJane I think the goal was to make sure that I experienced just how painful anal sex is. Although one girl said she was turned on by the way I was moaning and squirming around.
That's interesting @Pleasenothard, as many seem to enjoy it a lot.
Pleasenothard · 56-60, M
@VeronicaJane I was not hard while they were doing it to me, but after it was over I would always replay it in my head and stroke off thinking about how submissive it made me feel
Are you going to ask her to do it again @Pleasenothard? Not hard? P
erhaps add a chastity cage to the mix?
Pleasenothard · 56-60, M
@VeronicaJane I am at the point in my life where I would like to experience the feeling of a real penis invading my booty. Don't care if you are gay bi or trans, just want to know how much I can take, and how fast I can make you come!
@Pleasenothard is your wife/gf interested in helping you with a threesome?
Pleasenothard · 56-60, M
@VeronicaJane single
Pleasenothard · 56-60, M
I sometimes fantasize about what it would be like if I actually found the right person to get all up in my booty. I know they would say all the right things about being gentle and takings it slowly but I am sure that once they start to get closer to coming the harder and faster they would pound my ass regardless of how much I begged or pleaded. Guess I should be careful what I asked for.