This is a true story of my first time with a man. I was 68 years old and had been using various objects to insert in my ass while masturbating. I started with household items, such as candles, brush handles, etc. as well as fingers. I then moved up to carrots, small zucchinis and cucumbers.
I learned that having something shoved up my ass made my orgasms much more intense and explosive.
Wanting to get more realistic, I graduated to vibrators and dildos, After much experimentation with longer and fatter things, I began to fantasize about what it would feel like to be fucked by a real cock.
I tried a number of dating sites before I stumbled on Craigslist. After reading a ton of man4man ads and not finding what I wanted, I decided to place my own ad. I requested married men or men in a male/female relationship who wanted to try anal, but their female partners wouldn't do it.
I was deluged with responses! I narrowed the replies down to married veterans with 8 plus inch cocks. I further weeded them out by letting them know I was an overweight, semi-disabled vet who could host in my own home and exchanged no face photos.
I met with 5 guys before deciding to go with the second one.
He was about 30, nice looking, had a beautiful 10 inch cock, was married (showed me his and his wife's drivers licenses) and seemed as nervous I was. I lead him back to the bedroom, where we both stripped.