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First time with a guy..  

MichelleSEmass 61T
9 posts
1/4/2012 6:41 am
First time with a guy..


I get asked about my first time with a guy sometimes so I figured I'd post it here.

I was in my mid twenties, married and did crossdress in private from time to time with nobody knowing. I didn't have an interest in guys, just enjoyed the dressing.

My neighbor, Bill, was a few years older than me and a big, beefy guy. He and his wife and me and my wife would get together from time to time for drinks, dinner, and a few laughs... nothing more.

One Saturday Bill came over and asked me for some help. They had a leak in a pipe in the basement and he needed some help fixing it. The wives took off shopping and Bill and I went down to tackle the leak. Bill had a basement finished off with comfortable furniture , big TV, and a bar... what we now call a man-cave. The leak was in the unfinished part.

We had a few beers then went to work. We found where it was leaking, drained the line, did the repair. I told Bill to turn the water on and I would watch for the leak. When he turned the water on I quickly realized that we had completely forgotten to solder one connection.... but not before I got soaked.

Bill came over laughing, threw me a towel and told me to get out of the clothes he'd put them in the dryer. So I stripped down, wrapped the towel around me, grabbed another beer and plopped down on the couch. After a few minutes I was getting cold so I asked Bill if he had something I could wear until my clothes were dry. He said sure and went upstairs. When he returned he threw a pile of clothes at me.... but there was a bra, panties, thigh highs, and a dress. "What's this?" I asked.... "Clothes" he replied... "I dare ya". I figured what the heck.... I ducked out to the back room, but them on and went back in not knowing what to expect but figuring we'd have some laughs at me calling his bluff.

What I got was Bill telling me to get on my knees. He made me suck his cock and swallow. From then on I was his bitch. I had to dress for him when he wanted and do what he wanted. I was bound, fucked, teased, used. He turned me into a slut.

He moved away about 3 years later but I will never forget serving him.

rm_monitor1959 65M
34 posts
1/13/2012 7:16 pm

does sound like you did enjoy it very much would love to hear more sometime


justforgiggles69 46M

8/3/2012 12:01 pm

Absolutely amazing story. The only thing I wish is that there were more details... and pictures, everybody loves pictures.


Bill19799 54M

8/12/2012 9:15 am

way cool...and you still like dressing I guess?


allfreak4unow 59M
15 posts
3/7/2016 7:40 pm

Great Story but I'd rather be the New Guy... I need a slut with no holes barred so I can use as I want.


PantyCurious865 49T
318 posts
8/29/2018 5:26 pm

Luck you. id love that.


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