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I Love It Up The Ass

How many times did it take to feel good up the ass?
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 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.
Pleasenothard · 56-60, M
Doesn't have to be gay it's just another form of sex. Experienced it as a boyscout and not my scout master, but his son. Later in college I did the whole let me do it to you and see how you like it from my girlfriend. She made a point of making it hurt, problem was I endured the pain but I couldn't get the reward of the cumshot. Did teach me to be more gentle when I am on top. Can always learn to be a better lover
When done right, she can make you cum with out even touching your dick.
Still amazing my wife had done that on a few occasions
JimboSaturn · 51-55, M
Precisely 7
PTCdresser57 · 61-69, M
Was good from the start....lots of lube and the right person
Depends on the right person. Hopefully they are considerate...
AlphaCuckTX · 56-60, M
I've only ever been pegged. The first time was a little rough, after that I wanted to get fucked everyday.
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Cantsayno · 56-60, M
The 2nd time tried. I was on all fours watching a porn on tv. First was his tongue, then his finger, then his cock. I had the most amazing prostate massage orgasm.
plasticpants02 · 61-69, M
Depends on how much you practice with toys first
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SW-User
1st time wasn’t bad

2nd started feeling the best
SW-User
First time was amazing
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