I never been with a guy till this past summer. I been flirting with the idea having gay sex for years but the last 5 years it became a strong urge. The wife after menopause stop having sex lost her drive. It's been 5 years of no sex with the wife. I am in the closet mild cross dresser, I say mild because I only wear panties, thigh highs, bras or pantyhose. I some times wear then under my street clothes and get a trill going out. I all so have a couple of dildo's I play with. Love the feeling of them sliding in me.
This past summer the family was away. I stayed behind as I had to work. I put a add on double list the new cl for personals, a few months before. I been flirting with a guy on there for a while and he wanted to come over and suck me. He asked me to wear thigh highs and panties for him. Gave him my address and all set to meet. I showered dressed and put porn on the big TV, a bisexual one mmf. He came in sat in a chair I got him a beer he sucked about half of it down said ok come here lets see what you got. He pulled my panties down under my balls went to town on me. I went from flaccid to hard to shoot a load down his throat in 5 mins. I said ok my turn he said no he wasn't clean as he just got off work. I said want my ass or u could hump between my cheeks if u like turning showing him my big butt. He asked if I had rubbers I said yes I will go get them. When I came back with the condoms and lube he had his shoes and pants off stroking his cock. I took my panties off knelt on the sofa he got behind me played with my ass cheeks lubed my hole up slide a finger in. He then out the condom on and pushed in me. Finely after years of just dreaming about it I finely was getting fucked. He started out slow holding my hips. I looked over my shoulder said oh yea thats it fuck me harder faster. It felt so good better than I could dream of. He started pounding me the room filled with skin slapping on skin sound. I was hard as a rock and was stroking my self. I was moaning yes yes oh fuck yea. I started cumming right after he started cumming. He laid on my back whisper in my ear I was his bitch. He slipped out of me. We cleaned up he left we did it a few more times and I finely sucked my first cock and love it.