I discovered that I enjoyed anal play right about the time I began masturbating. I'd diddle my ass with my fingers and various objects. It didn't have receptive anal until I was 48 and had become my transformation. Why I waited so long is another matter, but it suffices to say I've been making up for lost time!
The following is an account of my first anal orgasm over five years ago.
Eric laid on his back on the carpet with his head on a pillow. Celeste told "This is a special occasion. It's Melissa's first time." I was a little
embarrassed but given the size of his cock I was glad that he knew. Celeste hadsquirted a huge amount of Astroglide into my tush when she was playing with itand now she was busy slipping a Trojan Magnum on his cock. I have a dildo aboutthe same size as Eric, but I knew the real thing was going to be different. Celeste said, "Come on get over here! I can't keep him hard all night!" and laughed. I straddled his narrow waist and felt his ribs with my thighs. Celeste took his shaft and gently pushed his cockhead against my pink asshole. "Melissa,bare down on his cock like you are pooping, it will help relax your sphincter!" I couldn't believe she just said that, but I did as I was told and Eric's cockslipped painlessly into my bum. Celeste took a picture of me that I still havethe moment his cock went balls deep inside me. I have this big surprised look onmy face My ass relaxed and I began to rock up and down on him. I looked overin the wall mirror was watched his cock disappear and reappear from my ass. Ireally began to get into it, pissed I had waited until I was 48 to get fuckedbut glad I finally did.
I got a little daring and climbed off Eric and asked "Wanna fuck me doggy?"without a word his cock returned inside me. Celeste stuck her 6" cock in frontof me and I sucked on her. Celeste pulled her cock out of my mouth and unwrapped a condom and slipped it on. Eric and she took turns doing my ass which was making something stir inside me. While one would fuck me I would stroke the other to keep them hard so I could have more. Eric pumped me and and held my asscheeks tightly. My cock grew hard and without warning I shot my load all over the carpet. Eric didn't stop when I came and I nearly hyperventilated. Celeste got behind him and tugged his balls. I finally felt his cock pulsate as he shot his load into the condom. I was covered in sweat, my make up had run a little but this was the most erotic experience I had ever had. Celeste pulled me off the floor when Eric eased out of me and had me lean against her bar. The twoof us fucked standing until I begged her to come. My ass was more than a littlesore by now, but in a good way. I pulled away from her and got on my knees and pulled the condom off her cock. I deep throated her letting her shoot a stream into my mouth. Celeste's cum tasted sweeter thanEric's. I opened wide and showed off her pearly white jizz on my tongue before I swallowed it all. That was over two years ago. Since then my new gender and sexual journey has continues and I have no regrets.