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Closet Crossdresser

714 words | 13 | 4.95 | 👁️
Showbiz

59 year old male Crossdresser finds love in a place he didn't expect (fiction)

About me....

I'm 59 male Crossdresser still some what in the closet too afraid to go past my yard.

My neighbor Allen was good to me made me feel safe and relaxed around him he was 6'4" dark hair hazel eyes 37 years
old and my first friend.

There was a Ren faire in the area and Allen asked if I was going to goi told him I was nervous and reluctant to go, deep down I wanted to go, with a few more encouraging words from him I decided to go, I went as my dnd character half Tabaxi female paladin, we got there and people were complementing on my costume took pics hugs I had a great time, Allen and myself were looking at each other and he leaned in and kissed me I was taken back a little, because it startled me, I found myself kissing him back.

We decided to head home and come back another day, he got me home and I invited him in I went to change in to a more comfortable dress, I didn't want to ruin the illusion, he said I look cute, he asked if I was ok with the kiss I told him I was taken back a little because it startled me I was fine with it he ask I was to kiss a little more I grabbed his hand a brought him to the couch sat down next to him and started to make out I found myself getting horny and started unzip his pants and stroke his penis I pulled it out of his pants and thought my God he's huge (7-8" is huge to me since it's my first time doing it) I looked at it for a few minutes the kiss the tip he said I didn't have to but he made me feel safe so I wanted to do this for him ( his wife left him a couple years ago and hasn't been seen since) so I decided to take it in my mouth it tasted good smooth and silky soft and hard at the same time I stopped took his pants off and led him to the bedroom laid him back a started to suck on him some more.

After a minute or two I reached over to the nightstand got my lube, he stopped me and said I didn't have to do this I simply told him I wanted to because he made me feel safe today so it what I wanted to do for him, before I put the lube on him I took him in my mouth for a couple more minutes put the lube on him straddle him lined it up and slowly incerted him in my tiny hole, there was a little pain but nothing to bad, I kept going till he was all the way in I let out a moan not actually realizing what I was doing and started to ride him he was moaning and telling me how good I felt with his penis inside of me.

He flipped me over on my back put a pillow under me a put his penis back in me and started to fuck increasing his speed as he went pain was gone and pleasure took it's place I was telling him to take me to make me his to breed me I wanted him to make me his wife.

I could feel him starting to swell up inside me getting bigger he said he was cumming I told him to cum inside me to breed his wife a few more strokes and a couple more minutes he opened the flood gates and filled me up felt like hours but it was only a few minutes we kiss some more then I told him thanks for making my first time special, he said it was my pleasure we laid there cuddle in each other arms we got up cleaned up and and went to bed I woke up at some point with him giving me a blowjob and I came too quickly, I apologize for it he said it was ok. I cuddled hup to him and went back to sleep satisfied.

P.s my first story let me know how I can improve

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Comments (13)

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