OK, I'll start. In 1984 I was on a business trip to a little town just north of Calgary Canada. Nothing in this town except a Dairy Queen, a hotel, and lots of snow. One day I picked up a local paper and ran across about four rows of ads for "Escorts" out of Calgary. I was so young and naive at the time I had no idea what an escort was but I did like all the pictures of the sexy ladies in the ads. So one night I called one and she offered to drive up and "see me" for a price. I don't remember the price but it couldn't have too much as at the time I couldn't rub two nickels together. I truly had no idea what she meant by "see me" but I know what I was hoping for!
Anyway, about an hour later this nice older lady knocks on my door. I say older as I was 23 or 24 at the time and she must have been 29 or 30. A really older woman! Well, I give her the donation and she tells me we have an hour together and everything is "covered". I'm not sure what that means, are we to stay under the sheets? Then she says "You seem like a nice guy so you can cum as many tmes as you like". OH! Game on!
I have to say looking back it was a very enjoyable experience. She was nice, had a good figure, and under her dress she wore a sexy white bra, stockings, garter, and no panties. I had never in my life seen a woman wear no panties outside of the house so I found this extremely erotic. Its been too long for me to remember all the details but my first pop must have been about 3.5 seconds into the action. Fortunately for me I was young and horny enough to immediately reload and the next one took about 10 seconds. The third pop took a bit longer so I actually enjoyed myself quite a bit. I remember her showing me a few positions I hadn't done before, you know, being an older woman and all.
It was a very good first experience with a very nice lady. She didn't rush at all and she certanly set the bar high. I found the entire experience to be very erotic and exciting.
What was your first adventure in the hobby?
