First Time In A Long Time

by Dave (NJ)

I had never fantasized about sex with another guy before it happened, it just happened. We were both very young. Starting innocently as watching each other changing into our suits in the pool house.

One day he walked towards me, naked. I just reached out and grabbed his almost hairless cock and guided it into my mouth. I sucked the tip for about 5 seconds then he shot a ton of cum all over my face.

So over the next 3 years we sucked and fucked each other every chance we got. I started wearing panties and stockings and he loved it. I grew to love the taste of our cum but most of all, the sensation of feeling him cum in my ass.

We both went off to college, dated lots of girls but when Home, I would get dressed to be his sissy slut. Our gay sexscapades all came to what seemed to be a reasonable conclusion when we graduated college. To this day I haven’t been with another guy.

I continued to fantasize about cock for years but I was absolutely 100% heterosexual...or so I thought. Several years ago I started using a dildo in my ass. Slowly over time I graduated to bigger ones, vibratory& plugs.

Now I find myself dressing like a sissy slut again aching for cock. I shave all the hair from my body, douche my ass, slide a very large plug in my wet asshole, pull on my stockings, tuck my cock tight, put on sexy panties, then I throw on jeans & a T-shirt and go shopping for more girly stuff.

The other day I was in a nice store and the sales girl knew exactly what I was doing. Told me her brother shops here. She actually picked out a very nice sexy sun dress for me & told me to go try it on. Staring at myself in the mirror I was so hard I came untucked. My cock popped out just as she was bringing me another sun dress.

She checked me out, closed the door then sat down and called her brother....he and I met for drinks the following Friday night. We went out for drinks as 2 guys but our night quickly brought us to her sisters house where we changed into girls.

He put on light blue stockings with garter belts, white panties & a yellow silk strapped top. I changed into black crotchless pantyhose, black thong, & a black mini skirt with a purple silk top the same as his.

We were both so turned on by ourselves and each other that we started kissing and tugging. That’s when his sister walked in. Seeing as she set us up, we shouldn’t have been embarrassed but we were...but only for a second. Then she said how we’d look better in make up..so an hour later the three of us girls went out looking like three pretty sluts.

We went to an alternate bar for more drinks. Got pretty hammered, then to a sex shop where we all bought toys. Then the three of us went back to his house. It was much closer to the bar. Billy’s sister had watched -actually encouraged him to go under the table and suck Me off for a minute at the bar. But when we got back to the house I found myself attracted to her & she knew it.

I put the moves on her and she readily spread he thighs open for me to lick her beautifully shaved pussy. Billy watched for a while then he came over and started licking my boy pussy. I then turned my attention to her brother’s dick. Slowly I started, then I really got into it. I could not believe it had been 30 years since I had sucked cock. All this was going on while we were all dressed as girls. The silk felt so good. His cock and his sisters pussy tasted so good.

Now Jessica wanted to watch her brother get fucked, so I obliged her. I topped him in various positions for about twenty minutes while she watched and tried out her new toy. Then I took her toy in my mouth. Changing condoms I then fucked the shit out of Jessica. At some point Billy came close enough for me to suck his cock. So I stroked and sucked him off until he shot his load in my mouth.

That was glorious. But I was still going at it in his sisters tight cunt. Eventually she moved and ripped off my protection. She wanted her 38 D cups to be fucked and creamed on. So I obliged. She ordered me to clean up my mess, calling me her family’s sissy slut. I cum kissed her which of course got us all horny again. So after a short rest, billy started working my ass, first with his tongue, then finally I was getting my ass fucked by another guy. My dream finally came true. So did Billy—ass to my mouth!

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Sep 25, 2019
Rating
starstarstarstarstar
Romantic story NEW
by: Anonymous

Wish I’m there as femmine

Sep 11, 2019
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My fantse
by: Anonymous

As femmine guy I love when guy insert my male chunk and dig for more in nice n easy

Sep 04, 2019
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Contact?& thank you
by: Dave-the author

Hey everyone!
I see many of you really enjoy my stories. I get confused sometimes with the right bi-line so here’s what I call myself.
On XHamster I’m. "DKink" other places I’m "KinkyDD" I think I’ve authored stories here as "Dave Hamilton NJ"
"Anonymous ", "KinkyD" . Anyway, so some of you asked me to get in touch with you. I don’t know how.
If you can figure it out I’d love the chance to talk about how hot I look in panties& stockings and skirts...
I’ve got hot pics on my XHamster profile
Looking forward to perhaps cumming all over myself while listening to what you’d do with me.

Sep 03, 2019
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Sexy story
by: Anonymous

I wish it was mead bottom feminine guy

Aug 31, 2019
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My dream
by: Anonymous

Next time do mine too. My butt feel it now email me

May 25, 2019
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I hear that Dave!
by: Anonymous

Do you still practice that or you just not do it any more?

May 25, 2019
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Hey Anonymous
by: Dave

My buddy& I used to wrestle. We’d put each other in holds where the other guys face was in your crotch. Then he’d unzip my fly, take my dick out and start sucking. Of course this would lead to 69....

May 25, 2019
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Long time ago
by: Anonymous

When I was very younger I justo have a friend , don’t know how everything started if we were just curious , but we started to at first just foundling our self , kissing and feel one another, till one day , we were in my room studying for exams and he turn to get something and when hi try to get back his ass got against my and I already have a hard on so he started to touch it and before I can thing I was inside him pumping him like crazy, we did this for bout an hour till I fill his but hole with my juices , we did this everytime we have the chance, is been a long time since I been with another male, but I do still have the fantasy!

May 18, 2019
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Oh Yes I Would 😋
by: Rick

Oh Baby l Love to 😘

May 17, 2019
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Hot cum in pantyhose and panties
by: Mama's boy

Oh yeah hot sissy fucking with sissy in mommys pantyhose and panties Delicious creamy cum from hard smooth dick. So delicious and delightful. The pulsating hard erection in.my tight ass made me squeal like a little slut. Sweet gobs of silky smooth SPERM inundating my boy pussy is so desired AS well as taking my panties off mommy and using them to sniff. WOULD you like to sniff my pretty panties and come on my nylons?

May 16, 2019
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ummm 😍
by: Rick

I love it deep in my ass as your girl watches then gives me her wet pussy to eat as your cock pounds my tight ass then l suck you off 😋

May 16, 2019
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Thanks Rick
by: Anonymous

Rick, that bar was fun & unusual-for me anyway. First one like that I’d been in since 1989. & that was more of a spoof.
Billy & I are going out for drinks next Thursday. I’m trying to play it cool but I really want his sister to join us.

You sound cute....he said innocently but what I really want to know is , are you getting a little hard reading this? Thinking maybe about getting your ass fuck by my cock? Or perhaps me sucking your dick while a girl watches?


May 15, 2019
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loved it 😋
by: Rick

Thank you for sharing this incredibly Hot story , l Loved it l have always wanted to play with a sissy and a girl at the same time . I too have denied my natural urges to enjoy cock for years ,now I'm making up for lost time .l love cock more now , Thank You.😋 Please submit more hot adventures soon

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