Well, when I was very young on the farm my 2 older brothers used to tie me up & leave me in the haymow until they decided to come & get me. Later I started doing it to myself-only naked. A couple of times I almost had to call for help as I was swinging from a rafter tied by my wrists & couldn't take the pressure off of the ropes in order to free myself. Sometimes I hung there for a while.
When I traveled for work I met a lady who lives far away. We are both married but craved something different. Sex was great and eventually we tied each other up - or down- and I found that I enjoyed being tied more than tying her up. I am a bit of an exhibitionist and began wearing some of her panties but she was very small and so I developed my own wardrobe and sometimes I would give her a fashion show.
She would tie me up or down whip me a bit, pinch my nipples and eventually she did my mouth and ass with a strap on while calling me her slut-which was amazing. It was so sexy & wild. I can't get those images out of my head. Me bent double over the back of her sofa with my ankles tied to the outermost legs and my wrists tied to the front ones. She would stick her cock in my mouth and I'd get it very wet before she slid it up my ass while slapping my thighs.
I have numerous Polaroids of these sessions which are dangerous to keep around but I just can't bring myself to burn them. Unfortunately both of our circumstances have changed and we can no longer get together.
I advertised on Craig's list several times for a lady to take her place but got no takers. There were few opportunities for a man my age and with my fetishes to get any sort of satisfaction.
I began to fantasize about having a man actually fuck me since I had taken a strapon up the ass. So I changed my ad. The title read "Submissive first timer" into cross dressing, anal and bondage. I have fantasized about being taken orally and anally by a man who has 'captured' me and would really like to have this experience. I have had oral sex with a man years ago, but would love to have a cock up my ass and and in my mouth under the right circumstances .
That got some results and one of the first only lived 10 miles away. After emailing each other for a few weeks we got the opportunity and I got the courage to meet at his place one morning while his wife was out. He liked ladies lingerie too- specially pantyhose and so I got some clothes to match his attractions.
I shaved practically all of my pubic hair off and buzzed my legs & thighs. I took 3 enemas until I was clean as a whistle. I inserted my silicone butt plug and put a leather ring around my cock & balls. I placed my wardrobe in a shopping bag & drove to his house. It was all alone at the end of a long driveway out in the country. The door opened before I could knock and he let me in. He was a few years younger than me, a little more hairy and well proportioned.
After some talk and a drink we decided we should try it to see what happened. He left to get dressed and I went to the bathroom to do the same. I opened a flask and took a big gulp of Vodka I'd brought with me, put on a black snap thong and covered it with a garter belt and fishnet stockings. A chain with nipple clips went on top covered by a see through black camisole that just came to the top of my ass in back & the thong barely covered my hairless cock. I pulled on my black leather pants and zipped up my black leather jacket, and slipped into high heels. I then placed a leather collar, and nylon bracelets & anklets on, each one with a chrome ring fixed in it. and put on a pair of dark sunglasses. Stupid I know but my first time, right?
I asked through the door if he was ready and he said yes. I opened the door & stepped out to see him standing there in a pair of patterned panty hose and a silk blue top. "Looking good!" I said. He answered "so do you, what you got under there?"
I said "come over here & take a look." I slowly unzipped the jacket to let him see and he came forward to feel my chest & pulled lightly on the chain. I moaned in spite of myself. I removed the jacket & said the rest was up to him. He unbuttoned the fly of my leather pants & slid them down to my ankles. I had to kick off the shoes to get them off. He then told me to slowly turn around which I did as he said "Nice ass!"