My Fantasy Is To Be Fucked By A Man

Lately I’ve been fantasizing about something that I never imagined I would fantasize about. I want to be fucked in the ass by a man.

Some context is needed I suppose. I’m a male in my early 40’s. I have a wife and kids. I work a regular man’s job and live a normal American life more or less. I have a very high libido but my wife does not. In fact, the more I think about it, the more I think she may be a sexual. She has never craved sex, and to the best of my recollection, I never remember her telling me she was attracted to me or compliment my appearance or anything remotely close to it. She only has sex with me once every 3 or 4 months and it’s only because she can’t stand the person I become when it’s been that long. Eventually she just gives in and we have boring sex. Very boring sex. I’m not allowed to go down on her which I hate because I fucking love sucking on a woman’s pussy. There’s no foreplay at all with her. We just go through the motions.

When I met her I was full of ambition and life, now I’m tired, depressed and overweight. She really has taken all the life out of me. A number of years ago I had a girlfriend on the side and that kept me going but that ended and eventually my wife found out. On one hand I feel bad that I betrayed her but on the other hand, she deserved it.

When I was 10 I had a friend named JD. He pretty much taught me about sex. One morning after a sleepover at my house, we were just talking and hiding under the covers and he pulled his dick out. It was the first time I had seen someone other than mine or my dad’s penis. JD had an erection and he wanted to show me. Somehow he convinced me to touch it, which I did and to my surprise it made my dick hard. So, in the interest of fairness I pulled mine out as well and asked him to touch it.

Over the next few years we would slowly progress into masturbating together, then it switched to giving each other hand jobs. One day when we were 14, JD suggested we try kissing. I had kissed a girl before but it was awkward and I probably did a bad job. JD and I spent an entire sleepover making out and giving each other handjobs. The next morning we started kissing again and instead of a handjob, JD crawled down and started sucking my dick. It lead to me awkwardly returning the favor and gagging when he came in my mouth. Over the next few months though, it was all we did. We got pretty good at it.

One night JD suggested we try having sex. We got some lotion and rubbed it all over my dick and his butthole. When I tried to enter him, he freaked and said it hurt and we stopped never trying again. It ultimately ended whatever relationship we had and we never did anything again.

Around the same time a new kid moved into the house next door. His name was Joey and we got to know each other very quickly. His libido matched mine and all it took was a porn magazine and we’d have our cocks out rubbing them. Him and I never reached a level of blowjobs, but we did do something different.

Joey and I both started digging through our moms dresser drawers and found all kinds of women’s underwear and lingerie. We’d sneak it out, wear it and fool around with each other. Basically he’d wear some women’s clothes and I’d lay on top of him and rub against him until I shot my cum all over his stomach and then we’d switch and he’d do the same to me.

After all that fizzled out I found myself still wearing my mom’s clothes and masturbating. I did that fairly regularly until I got a girlfriend when I was 18 and it got pushed aside.

Once before I met my wife, I went to a sex shop and bought a dildo. Then I went to Target and bought some women’s underwear that I thought would fit me and I went home. I put the clothes on and fucked myself in the ass with the dildo. Honestly I liked it but shortly after, I met my wife and threw all that stuff away.

I have never had sex with a man but I have always been a closet bisexual. My choice of pornography is about 50/50 between heterosexual and transgender. Rarely I will find myself cranking it to gay porn. I have no problem whatsoever with having sex with a trans woman or even a man if the situation was right, but I have always said I was strictly a top.

Now to my fantasies…

Lately I have been fantasizing about shaving all my hair off my body. There’s a lot of it. I have a hairy chest and stomach and a big huge beard down to my nipples. I want to shave all my hair, put on a bunch of make up, some women’s underwear and a dress. This would be a bit difficult as I am a big guy. I’m 6’1” and about 290 pounds and I have a 8” dick. There’s nothing feminine about my body. But I want to be some guys BBW so badly lately!

My fantasy…

I have shaved my entire body and I’m as soft and smooth as a baby’s butt. I start by putting my makeup on. Suddenly my face becomes the face of a sexy curvy woman. The dark eye shadow makes my ocean blue eyes pop! I put a long blonde wig and a pair of earrings. Staring at myself in the mirror I’m rock hard. I must resist the urge to pleasure myself! I put the black satin panties on but my cock is sticking straight up and out the front. I need to calm down! I add the matching bra and it fits over the man boobs I already have, even lifting them a bit giving me some cleavage to show off. I slide a pair of fishnet stocking up my soft smooth legs, and put the black dress I bought specially for tonight on. I slide on my heels just as the doorbell rings.

I open the door and there’s my date for the night. He’s tall muscular and handsome! He has dark brown hair and a matching mustache. He has an expensive suit on and a beautiful smile.

“You look amazing!” He says as he extends his hand

“Thank you. You look great as well.” I answer taking his hand

He ushers me to his car and opens the door for me. He takes me to an expensive restaurant where we have an incredible dinner and connect on a level two people who have just met shouldn’t be reaching. He’s smart, funny and polite. When we finish dinner he drives me home.

“I had a wonderful evening with you.” He says with a smile.

“It doesn’t have to end.” I respond

He leans over and we kiss. His mustache tickles my nose but before I can reach to itch, he places his hand on my cheek and slides his tongue in my mouth. We kiss for what feels like hours.

“Would you like to come inside?” I say in the most seductive voice I can

“I’d love to.” He answers

As we approach the door we can’t keep our hands off each other. As I turn to unlock the door, he wraps his arms around me and kisses my neck. I can feel his erection against my ass and I’m about to explode!

As soon as we get inside he slams the door behind him and I’m all over him. Our tongues are swirling around each other in perfect synchronicity. His arms are wrapped around me holding me tightly. One hand on my upper back and the other on my lower back holding my tight against his body. Both of us have massive erections but I try not to think of mine. Tonight I am a woman!

We slowly make our way to the bedroom bumping into a few door and walls along the way. I close the bedroom door as fast as I can!

“I want you so bad!” He bellows as he begins to undo his necktie.

I unbutton his shirt and throw it aside. He has a patch of chest hair not too thick but not too thin either. I run my hands up his toned stomach and grab a hold of both his pectoral muscles and squeeze. He begins to unbutton his pants and they drop to the floor. I look down and there is a massive 10” cock staring straight up at me with a drop of glistening pre cum at its tip.

I eagerly sit on the edge of the bed now face to face with his impressive manhood. I wrap my nervous sweaty hand around his shaft and open my mouth. Suddenly his cock is inside my mouth and my tongue begins to swirl the tip. I can taste a hint of salty cum and his pre cum hits my taste buds. His cock smells amazing and tastes even better! I squeeze firmly on the base of his shaft and begin cupping his balls as my head bobs up and down desperately trying to fit as much of his dick in my mouth.

He lets out a loud groan! I know I’m doing a great job as he runs his fingers thru my hair. The he grabs me by the arms and stands me up. We kiss some more as he begins to take off my dress. As the dress hits the floor I kick it off to a pile already started by his clothes. I quickly undo my bra and my boobs fall out. His manly hands run up my body and he begins to feel me up. Squeezing my tits and sucking on my nipples! My hands are still all over his member, stroking away! His manly noises are such a turn on!

“I want you to make love to me!” I whisper softly

He stops in his tracks a bit and looks me in the eyes. Then he leans in kisses me as he guides my body down onto the bed. He positions himself between my legs and begins pulling my panties down. I can see the look of anticipation and excitement on his face.

He gets on top of me and presses his cock against my eager butthole. He pushes! I bite my lower lip; it hurts just a bit. We haven’t broke eye contact. He pushes a little more. Pop! The tip of his cock is inside me!

“Oh god!” I cry out arching my back a bit

“Mmmm” he lets out a loud moan and breath as if weeks of stress exited his body

He pushes a little deeper. Our eyes still locked. I can feel every vein in his cock as he starts slowly thrusting in and out of my hole. He places his hand on my cheek and kisses me as he continues to slide in and out. I’m on cloud nine! This man is making love to me!

“I want to fuck you now!” He moans

“Yeah? You wanna fuck me?! Ok, do it!” I respond

He slides his cock out of me, gets me on my hands and knees and quickly shoved his cock back inside my hole. His strong hands grab my hips firmly holding me in place as he thrusts into me much more vigorously now. I’m crying out! It sounds like I’m in pain but I’m having the best sex of my life!

I arch back a bit and he reached around and has his man hand on my throat choking me a bit.

“Oh god I’m going to cum!” I cry out as actual tears and sweat begin to drop down my face smearing my makeup

His thrusting picks up. He’s fucking me so hard and going balls deep inside my ass! Then I start spraying cum all over the bed sheets. I’m cumming hands free for the first time ever! Strands of cum are every where!

“Gah! FUUUUUUCCCKKKKK!!!!!” He screams

He shoves his cock as deep and as hard as he he can! I can feel it pulsing! I can feel the spurts of cum splashing against my inner walls of my ass! I had heard it was possible to feel this but didn’t think it was true. His hands squeezing my hips so hard they almost bruise.

As he settles down he slowly pulls his cock out of my ass. I immediately feel cum trickling down my balls and leg. He collapses along side of me exhausted. His sweaty chest hair glistening in the light. I am still on all fours with my face buried in the pillow crying tears of joy. Finally I collapse beside him equally exhausted.

I snuggle up beside him and we try to catch our breaths together. There’s still drops of cum escaping the tip of his cock. I reach down and swipe some cum up and put it in my mouth. His cum tastes amazing! He reaches over and shuts off the light and I fall asleep in his arms

The next morning I wake him up by sucking his cock as my way of saying thank you for making my fantasy come true.

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