Where it happened: hotel room
Langauge: English....
Sex: Male
Rating: 5
Category: Straight
I met Mary online when I was in college. She worked for a rival college upstate and we began to chat online. Sometimes the conversation was sexual in nature, but we had never met. Lucky for me that changed when she came to town for a conference.
We made plans to meet up that first night. We werent sure if we were going to “go all the way” or not but, just in case, I brought along some condoms.
We went out to dinner at an Olive Garden and I drove her back to her hotel. Mary invited me up to her room to talk and, of course, I accepted.
Still trying to be a gentleman, i layed on one bed while she was on the other. Finally, she invited me to come to her bed. I slipped off ny shoes and laid down next to her. We were both still fully dressed.
We began to kiss while she cuddled to me. She expertly worked her tounge in and around mine and I began to feel my cock begin to stiffen. I rubbed her large breasts through her sweater and then rubbed her bare back underneath it.
As she still wanted to continue, I slipped my hand down her pants… she wasnt wearing panties! I felt Mary’s naked ass and then worked my way to the front. Her thick bush of pubic hair was so soft… then I worked my fingers into her wet pussy. It felt so nice as she moaned and gasped lightly.
After fingering her for a few minutes, I asked her if she’d like to see my dick? She said yes and I exposed it to her through my fly. Her fingers ran up and down my shaft and she ran her long red nails over the head… pure heaven!
I’ll never forget what came next, she said “I cant stop” and stood up in front of me and began to remove her clothes. I stripped naked too and we got back into bed. I sucked on her beautiful breasts and we felt each others bodies. Then, I slipped on a condom.
I can still remember the ecstacy of being in a woman for the first time. After the first round, she got on top and gave me an unbelievable ride. We made love 5 times that night.
We stayed friends for a few years after that, but that was the only time we had sex. It may have been a one night stand, but I’ll always be thankful to Mary for making my first time one to remember! !!
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