Mine happened like this ...
I was 38 (20 years ago this summer) and trolling to hookup with a guy on the old Excite.com personals section. Contacted a guy and he was interested, and about 12 years younger. I was very open that it was my first time with a man other than childhood curiosity. Met him at a local coffee shop and we went to my place together, he had the most dreamy Australian accent! Idle chit chat for the 25 min drive, got to mine, took him to the bedroom, he undressed totally (I wasn't paying attention), I undressed to my underwear. He used my ensuite and came out after relieving himself. I was on the bed in my underwear and when he came out my jaw dropped! I remember saying out loud "where are you going to put that!" The tip of his cock was down to the middle of his knees. He climbed in beside me, took my underwear of and we talked and cuddled. He was so gentle with me! He rolled me over on my side and played with me, I was scared shitless, and he knew I was terrified and he started to dry hump me. Eventually, he had cum all over my ass. We laid there, talked, cuddled for a half hour or so. He asked me to drive him home and I did. We we got to his place, he asked me to come in but I declined. A decision I have always regretted. Never seen him again, he moved away soon after. An hour later, I was in bed making love to a BBW FWB I knew. It was that point I realized I was totally guilt free and I loved sex both
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