From my masturbation perspective I would love to be able to masturbate with a woman while watching each other and watching porn at the same time edging ourselves encouraging each other physically and verbally. I have done it over the phone.
It would be awesome to do it in real life.
I only ever did it once with a woman at the same time outside of marriage in years.
It was a woman I used to know as a girl in high school and I remembered that she liked to have phone sex, and that she still lived in her parents house although they had passed away.
She had no siblings.
So I looked her up and made a phone call, back when you could actually look someone up on the telephone book.
And after bit of small talk I figured I'd take a chance and I asked her point-blank about some things that we used to do the summer after graduation.
In that summer and fall she used to have people over her house when her parents were out, and one time when her parents were on vacation a bunch of us were in her basement, which was a finished basement. On a dare she got naked, she started to masturbate in front of people, soon there was cock sucking, pussy licking, and lots of group masturbation. She sucked my cock and others, many times, as did the other girl.
She even encouraged another girl to masturbate together and they would play with each other's pussies while a bunch of us would watch and masturbate, even a third girl came to watch them masturbate to that as we would jerk off over them.
It only happened about six or seven times as a group over a long time, but it's the type of thing you keep in your mind for life, and this was our crazy post High School insanity. Maybe it was the new found freedom of being legal, but there was something audacious about the whole thing.
I suppose it was a certain form of rebellion, many of us had toed the line for the last year of high school, and several were honor students. Since we were all 18 there was less hesitation then you probably would have been and it was a bit of wine to lubricate the libido.
Although we had a few smaller encounters, after that everything was more or less normal and I didn't see her for at least 25 years.
Anyway, I got it in my head one day, found out that she worked at this place where she would work all alone on certain days after hours. She gave me that phone number too, and I would call her at her job she would go to her private office and we would have phone sex. This was long before security cameras.
So anyway we arranged to get together.
I had to go down to her house. She had a tape, one was playing was playing on the VCR when I came in the house. I had noticed that she was only wearing a robe and nothing else because she barely tied it, so needless to say I was excited. I could see her tits, clearly she was naked underneath.
