While growing up my family was friends with another family with kids about the same age. For a few years both families lived in the same neighborhood in Southern California. We lost touch with them after we moved to Arizona.
Years later, after I had left high school and spent a couple of years in the Navy, and was back living in California, I got a call from the mother, Jane. She told me was driving up through the area where I lived and wondered if I wanted to get together with her for dinner one night. Apparently my mom had given her my number. Of course I agreed, as I thought it would be fun to find out how everything had turned out for them. Jane said she'd call me when she got to town in a few days, and was going to stay the night at a local hotel.
As she promised, a few days later I got a call from her and I drove over to meet her at her hotel. I honestly had no idea what to expect, so was surprised when she came down to the lobby and I saw a very attractive 50-something mature woman who was in great shape, dressed in tight jeans and a tight knit top with a lot of cleavage showing. Keep in mind that I'm just 21 years old at this point and horny nearly all the time. So when I saw those big tits barely hidden by that tight white top, I felt my dick growing a bit hard and had to look away before I got too carried away.
Jane immediately reached to give me a big hug, which I accepted. As we were hugging, I realized that the combination of my earlier view of her, plus those large breasts now pressing into to me, and the intoxicating smell of the perfume she was wearing, was simply going to be too much to bear and my cock got fully hard. There was no doubt she could feel it as we hugged, but she said nothing before finally breaking off the hug with a big smile.
"Let's go get some dinner, Steve" she said. "I've got a great place picked out." And off we went.
The restaurant was in walking distance from the hotel, and we chatted about old times as we walked. We caught up on family stories throughout dinner and got along really well. She was funny, and sexy, and treated my like an adult rather than like the kid she once knew.
It should be noted that she drank a bit during dinner. I had a couple of beers, but she must have had at least three if not four glasses of wine after starting off with a gin and tonic, so by the time we were ready to go, I could tell that she was feeling pretty good. Still, as we walked back to the hotel, she had no problem walking and we just kept talking like old friends.
Once back, I thought that would be the end of the evening and I stopped in the lobby to say good-bye. Jane had other ideas though, and said, "why not come up to the room? We could have a nightcap and maybe watch a movie or something."
I said yes, of course. In the back of my young horny mind I obviously had a desire for some sexy fun, but never in my wildest imagination could I dream what was about to happen to me.
While we took the elevator up to her room we made some small talk. I was nervous as hell from being so close to her and seeing those big boobs stretching the fabric of her top. The trip seemed to take forever. Finally we got to her floor and we walked down the hallway to her room. I was behind her as she looked through her purse for the key, and noticed for the first time what a great ass she had. It was large and round and it took all my will power to not reach out and grab it as she fumbled with the key.
"Steve, why don't you sit down over on the couch and look for a movie," she said, "while I freshen up a bit in the bathroom."
This was a time when pay-per-view movies were relatively new in hotels. I personally had never seen one of these systems, so was fascinated by the menus of movies that could be watched. As I was scrolling down the menu, I saw a category that said "adult" and clicked on it, having no clue what was behind it. So imagine my surprise when up popped what were clearly X-rated movies. I had seen these types of movies before, but not often. Worried that Jane was about to return, and a bit embarrassed that she would see what I was looking at, I was about to click away when I heard her voice.
"Oh, those look interesting," she said. "Have you ever seen one?"
