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I apologize for being so long

This happened after I had just been divorced. Word seemed to get around pretty quickly that I was divorced. One day at work, one of the secretaries (Pam) whom I had been friendly with, approached me to ask if I wanted to get a bite to eat for lunch one day? Not thinking anything about it I told Pam sure why not. This was on a Monday when she had asked.

Whoa! First prostate orgas(m) was everything everyone said it'd be!

Throwaway here, but wanted to describe my first hands-free prostate orgasm, partially to get it off my chest (kinda sorta literally) and partially to encourage anyone who hasn't been there yet to try it. This is meant as a guide of how I was able to finally achieve a hands free orgasm, not just a story, so if it needs to be moved/crossed to another sub let me know.

Two sisters..[MFF].. Not at the same time

So back in the college days I met a a girl thru a friend named Crystal (not her real name). She was half Ecuadorean half Japanese. About 5'5 very slender with Asian eyes, nice b's that defied gravity and a little booty. She had fair skin and light colored eyes.

Gave my dad's boss a good time at the golf course... [f/M]

When I was younger my dad used to take me on golf outings with his clients and co-workers. Usually it was new clients but there were plenty of regulars who I had gotten to know over the years. One of these regulars (we’ll call him Roy), was the reason I came on these trips. Roy was one of my father’s bosses, he suggested to my dad that bringing me would create more energy for the clients. Yes kind of creepy, but 19 year old me was simply flattered. I accepted. Months of golfing at various times followed. Fast forward to my story.

panty wearing fantasy leads to intense experiment [m/m]

Some background on myself. As a teen I became extremely curious about crossdressing and wearing panties, make up, etc... The most this every resulted in was me trying on lipstick and prancing around in some panties I had found.

My taste in porn also evolved to watching shemale porn, and soon I realiazed that I fantasized about myself being the "girl" while having sex.

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