He was my first, he was in his 40's I was 20. I worked for him and he invited me over for dinner and drinks. I really was not aware of his interest in me. Michael was just a nice guy.
I was kind of a pussy hound at the office,if the ladies were in business attire(pantyhose and heels). I would make a bee line to talk to them.
Michael finally approached me by inviting me to dinner. I went to dinner, and had a few too many drinks. After dinner the drinking continued we sat around in his living room, just talking about life. He took his time.
We finally got around to talking about women.
Michael said "I noticed you really like the business type."
I blurted out "women in pantyhose are my kryptonite, and always get my attention." Remember I was 20 and was pretty inexperienced.
Michael smiled, he pours me another drink. He then says, "we all have our quirks." He reaches for a shoe box next to him and says quietly "can I show you something you may like?" He motions me over to sit near him on the couch. He says, "Just look, and see if you would like to try this?"
He unbuckles his pants, I am frozen, and this situation has never happened I was the great hunter, not the prey. He unzips his fly, and he is wearing sheer to the waist pantyhose (black) and is fully engorged. He had me pegged.
I sat there stunned, he motions to the shoe box, and I have some for you to try on if you want. I am thinking I love the feel when I am with women, I am buzzed feeling good, what the hell, so I sit next to him and take off my pants to put these on
As I was getting undressed, he had already removed his pants and was watching me with hunger in his eyes. I had no body hair.
Michael said later "your skin was so soft and smooth."
He was enjoying the view and he had started to touch himself...so I thought we will just masturbate together. I had done this before, as a teen masturbated with another to a porno magazine.
As I was slipping the hose on I started getting very hard, glassy head hard. I had dreams about a scenario where I was playing with someone,always ending with me being taken. Then waking up with a massive hard on and thinking about it all day.
I pulled the pantyhose up and the sheer material was covering me you could see everything. Every movement caused the over sized hose to rub and pull at me, Michael saw my weakness, and zeroed in.
"Feels good doesn't it?" He asked, still going really slow and not scaring me off. As I was looking at what he was doing I knew I wanted to touch him and he wanted to touch me I could tell, he was trembling,very excited but patient.
I get so hard writing this, He sat there on the couch his six inch cock hard. I noticed it had a little curve in it. He drank me in as he slowly grazed his hand over his nylon covered cock.
I was still unsure of how this was going to go. I noticed a little dribble of precum glistening at the tip of his cock. I assumed that we would at least play with each others cocks, or that he would suggest it. Michael was being really careful.
He asked me again "it feels good doesn't it"
This broke my trance, "yes" I mumbled, feeling very excited and conflicted, I knew, I just knew I had to feel his hand on me.
His fingers were dancing over his cock over the gossamer fabric, tickling stroking, and rubbing. I had started to do the same thing as I looked from his cock down his legs, oh my he had shaved them bare for this, and I knew it! Ohhh I wanted to play but was hesitant. I was waiting for him to take the lead.
Michael said in a low husky voice, "do you like what you see?"
