Lonely in Manhattan I walked around and found a bar and ordered a drink. I middle aged guy sat beside me and started a conversation and invited himself up

7 years

715 Views

Lonely in Manhattan I walked around and found a bar and ordered a drink. I middle aged guy sat beside me and started a conversation and invited himself up to my hotel room. He was quite experienced and he helped me get over my hesitations, he came prepared and told me that it was just business so not to take offense but he was going to use a condom but I wouldn’t really know the difference to just enjoy it. It wasn’t cheap as far as money is concerned and I had the cash so I let him do it. I just couldn’t do it face to face to I let him get on my back and it was just amazing.

I am 55 and I have thought about it for a long time and this time I went through with it. Right place, right time, right mood and I don’t regret it.

New Confession

While visiting my sis in law i went to the bathroom, as i sat taking a s*** i saw the laundry basket was open, there were my nieces p******, i picked them out, smelled them, pissy damp on these disney p******,,,, i imagined my niece after school masterbating her junior p**** no hair and shot my load all into them, a knock and i tossed them back in the basket. i said hangon, flushed sprayed and opened door. it was my niece. your all red, i walked out she went in, 2 minutes later walking out looking at me then went in her room, closing the door, she had ther p****** in her hand

Related Confessions

So I transitioned from a Little Girl to a Woman underneath my mid teen brother while our parents were out at a wedding.
He and I physically engaged with each other about five times during just a bit over a year. We had one close call with getting caught but our parents never found out how active we were. We are both married & neither of our spouses know anything about our history and I intend to keep it that was. He and I never bring it up but I just know that he remembers it as much as I do. So we got away with it.