My first time having a strapon used on me [MF]

I have been fortunate enough to have a variety of sexual partners. Younger than me, older than me, short, tall, black, white, skinny, thick and every type in between.

I am straight. But love my ass being played with. Cupping the cheeks, a finger a tongue I’ll take what I can get.

I’ll build up to the strap on play.

I had sweet girl named Becky, she was a virgin the first time we met. Not for long. She asked “ What’s your fantasy”. I told her I wanted to try a finger up the ass blow job. From there I was hooked on ass play.

Heidi was an absolute freak nothing was off limits. 8 years older than me always horny always drunk. She would lick my ass when ever I asked and she was the first one who used a toy on me. Little mini egg vibrator. Yum!

After that I was in a long term relationship with Cyndi she loved her ass licked. And would occasionally lick mine and finger every once in awhile.

Fast forward a few years I am with women that just weren’t into it. Next!!!

Then came a fling, Michelle, this girl was a hot mess, no prospects but sexy as hell and down for anything. Our first time together we are in the shower. She washes me all over. Then spins me around licks my ass while jerking me off. Hmm maybe Michelle has some long term potential?

Julie was Bi and would lick me lick her past girlfriends. Yay Julie.

Then came Maddie. Maddie was interesting. She stood 6’ tall. Blonde hair, beautiful blue eyes, larger breast and could go from heels and a dress to fishing clothes in a minute. We fought constantly but the sex was amazing. I mean hot. I could pull the car over on the freeway at anytime lay the seat down and she’s ready to go. She would do anything I asked. So one day she asked me if I want to try a strap-on knowing I liked my ass played with. I was down. I told her as long as she’s gentle I could go for it. So she buys one. The belt/ harness was a little black patent leather gig with little crystals on it. The dildo was a small penis shaped clear silicone, about 4 inches long and a little bigger than my thumb. Perfect ! So we make love for a bit so she has a few orgasms and now she ready to do me.

She wants to be in my favorite position. Standing up with me on my back on the bed with my ass slightly hanging over the edge. We lay a towel down. I get in place. She put on the harness and lubes up the dildo. She then raises my legs and lowers herself to give me an amazing rimjob. This woman’s tongue was amazing. She then stands up pours some lube in her hand and lubes my ass, sliding a finger gently in and out. She puts a little more on the dildo. Raises my legs to rest on her shoulders and gently slides this in. She says it’s her first time but I suspect maybe not. She does this perfectly. Gentle. Slow and lots of lube.

The “full” feeling takes and second to get used to. When all is good she starts to pump back and forth, then she’s grinding her hips when fully inserted. Fuck Maddie marry me now! This gentle back and forth goes on for a few minutes. She then pours some lube on my hard shaft and begins to stroke me as she fucks me. This shit it’s amazing. She then tells me she wants to see me cum from them. No problem sister any time ! She tightens her grip on my penis and the changes up her tempo with her hips and we are off to the races. The sight of her bouncing breasts and the sensation of the dildo. I came so hard. When my anus muscles flex and constricted it was an amazing feeling to have that resistance from the dildo. I am a big cummer to being with but it was a lot. Ok now I am hooked.

Now I am married to a different woman. She is tall sexy beautiful. She is a little conservative and shy willing to play but a bit self conscious about anything beyond traditional sex. So we talk and she gets up the courage. Maybe I don’t tell her other women have done this before. So we go to the local shop and pickup one up. She nervous so with some encouraging we get there. This time I am going doggy style. She is gentle the dildo is lubed up. She Iubes my ass and she gently pushes it in. Now I’ve done this before and it feels great. She is slow but starting to warm up to a smooth rhythm. Then she grabs my hips and pulls be onto her silicon cock. Something about those hands on my hips. Man the feeling is amazing. I reach back with my hand on her ass and pull her to me. This is great. I reach between my legs to feel her and she is dripping wet. I finger her for a few and she’s cums. I take a little bit of her cum and taste it on my fingers. Then take a little more and begin to jerk myself. This is hot. She then stops and wants me to finish by fucking her. I help her off with the strapon. Oh no she says leave it on. She likes it. We finish with her on her back looking me in the eyes as she strokes the silicone toy. Crooked little smile on her face knowing damn well she’s turning me on. I love her.

Source: reddit.com/r/gonewildstories/comments/vxzoc9/my_first_time_having_a_strapon_used_on_me_mf