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How I became a CD and my first time with a man

My first time dressing up was when I was 10 spending the night at my Grandma’s house. She dressed me in panties, pantyhose, one of her short nightgowns and makeup. The feeling of all these clothes on my body flipped on a switch in my brain that is still going on toady. During my teens, I would always sneak into my mother’s underwear drawer and try on her things. Being young and not being careful, I was eventually caught and then stopped until is was 18.

While I was 18, I discovered a adult bookstore that had booths with gloryholes and some that had joining doors. It was here that I had my first of many M2M sexual encounters. After my first visit, I had a older man seduce me in a booth. It was also my first time getting a blowjob. I then frequented this place as much as I could. I then got up the nerve to wearing pantyhose underneath my pants.

During a visit one time in a booth, I stripped down to my pantyhose and started jacking off. I thought that I locked the door to the adjoining booth. All of a sudden a older guy opens the door and see me in pantyhose. He says “what do we have here!” I tried as fast as I could to put my clothes on but he grabbed my arm and told me to relax. He then started to kiss me! I have never kissed a guy before and I knew that I wanted more. He then started kissing my neck and worked down to my nipples. The bolt of electricity that I experienced told me I wanted more.

He then worked his way down my body and started kissing my ass through my pantyhose. After doing this for a few minutes, he pulled them down and started rimming my rosebud. I was standing there squirming at this new sensation not knowing that he was preparing to fuck me. He then stood up and lowered his pants and out popped his hard cock. He looked me in my eyes and told me to suck it. He then pushed me down to my knees and I started giving my first blowjob. I sucked him for about two minutes when he pulled me back up to my feet. He had a little brown bottle and he held it under my nose and told me to breathe it deeply.

After taking a couple of hits off this brown bottle, I felt relaxed and very horny. He took the bottle and spun me around and told me to bend over. As I did this, I felt his cock enter my virgin butthole. I could not believe this was happening to me. I had always had a plan when I wanted to give up my anal cherry. This was not it. I guess the high from the poppers and being a horny 18 year old, I gave in. The then proceeded to fuck me for about 5 minutes when he started to go faster. I felt his dick get bigger and then he grunted as he came in me.

He pulled out of me, pulled up his pants and left the booth with me standing there with my pantyhose around my ankles saying “what the fuck just happened!”

I have many more stories that I will share if anyone is interested.
Published by KendraNelson
4 years ago
Comments
24
Pat2610
Pat2610 1 year ago
Mmm
Reply
Plonk123
Plonk123 1 year ago
More please 🙏 I’ll chat anytime, too.
Reply
jayymie 1 year ago
I loved reading your story, got me so horny my panties are wet with precum thanks for sharing <3
Reply
i4get2000 1 year ago
I'd love to read more of your stories.
Reply
edwinsb51 2 years ago
My first time was with my neighbor he was older he liked too dress me up and have me make love to him I was his girlfriend.
Reply
denierfan2
denierfan2 3 years ago
So horny, please share more stories 
Reply
Plonk123
Plonk123 3 years ago
Fabulous story. 💦🥰
Reply
Bearhung
Bearhung 3 years ago
Yes more story!  
Reply
Bearhung
Bearhung 3 years ago
Your chemistry got worked perfect
Reply
KendraNelson
KendraNelson Publisher 3 years ago
to ssheers : Yes I did
Reply Original comment
ssheers
ssheers 3 years ago
Why should it been different, you got what sissies like us want. I wish this happened to me when I was 18, instead I lived in denial for years. I kept thinking a woman would want a sissy like me. Then in my 30's I met a real man and got my first cock. Now I knew why women didn't want me and how I now desired what they wanted, a real Man. the look of desire in his eyes and the sexual energy , now all I want is cock. I bet after your first you went back many times for a man to fuck you, didn't you
Reply
Kai_Maja
Kai_Maja 3 years ago
Thats life
Reply
Lexieeloves
Lexieeloves 3 years ago
Hot 
Reply
blinddawg 3 years ago
almost like my first
Reply
Denise65 3 years ago
I would enjoy hearing about your other hot adventures!
Reply
TinLizzie
TinLizzie 3 years ago
Hot Kenda???
Reply
Questfirstone 3 years ago
Very hot story has me nice and hard
Reply
bobschiller
bobschiller 3 years ago
More of your experiences PLEASE
Reply
caer48
caer48 4 years ago
nice ,more please
Reply
StarrSluttCD
StarrSluttCD 4 years ago
You would have submitted to some alpha at some point.  It's in our nature to crave cock, and to crave the physical and psychological High that we get from being fucked.
Reply
KendraNelson
KendraNelson Publisher 4 years ago
to StarrSluttCD : I’m glad that it happened. Who knows if I would have ever given up my virginity if I wasn’t in that situation 
Reply Original comment
StarrSluttCD
StarrSluttCD 4 years ago
nice story!  we all remember that first fuck, don't we?  I wish i'd taken the first cock in my boi-pussy  at 18!  
Reply
kerstin61
kerstin61 4 years ago
Yes, do tell some more stories!
Reply
prairieFreak13
prairieFreak13 4 years ago
yes please share more!~kisses~Bri
Reply

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