Fantasy's come true

by BillyBoy

31 Mar 2022 1722 readers Score 8.2 (8 votes) PDF Mobi ePub Txt


The meet.

We met at a nice brew pub. I'm in my early 50's and he is a little older. I was wearing a Golf shirt and some cargo shorts. I am always clean shaved and sometimes I even shave my body hair because I like to be neat and clean. I'd shaved everywhere today. He was in black jeans and a dark gray T-shirt. He has muscles and is a little hairy, including a pretty full, black and gray beard. He asked me some questions to confirm what we had chatted online about.

"So, Billy, you like to put on girl's underwear and that gets you horny?" He is sipping his beer but not taking his deep, dark eyes off me.

"Oh shit! Well, yes. I don't know why but it always has, Sir." (He asked me to call him Sir when we chatted.) I can feel myself blushing. I know he can tell. What other embarrassing information have I shared with him?

"That's ok, Billy. One of the reasons I agreed to meet you was because of that. I've had a few sissy boys before. I liked them very much. So, I'd like to see you in some frilly pink panties and a training bra. Would you like me to buy you some?" He is holding his beer on the table, rolling his fingers around the rim. He won't take his eyes off me. 

"Ahhh... shit. Where would you get something like those, Sir?" I'm sitting back in my chair, not sure if I should leave now, or give in to my fantasies and let this play out.

"I know a place. They sell all sorts of cute little sissy costumes and outfits. They open in an hour. I'll drive you there. Let's make another stop, and then we can go there. ok?" His glass is empty. keys are in his hand. He is waiting for me to respond. He is ready to stand up and take me out to his car. What the fuck?

"What is the other stop?" I slurp down the last bit of my beer. 

"Don't worry. I'll show you."

I wasn't sure if I felt like a puppy following his master or a sheep being let to slaughter, but I followed him out to his huge SUV. 

I've never been to a Castle shop. He walked us through it like he knew just where he was going. Looking around at all the kinky sex toys made me even more nervous. 

"After we get you into some pretty under clothes, I'll put you in some of this stuff. Ok, Billy?"

We are standing in what looks like a horse harness store. There are leather straps and buckles everywhere. He is holding a pair of pink leather handcuffs with a collar and ankle cuffs hanging down from silver chains. I just look up at him. I wish I'd had a camera to save the expression on my face. It would have been priceless!

I noticed a really naughty pink leather collar with the words 'cock slut' in jewels on it.  My fingers carefully touching it like it might bite me. "You don't need to do that. I'm coming voluntarily, Sir." 

"Oh, you like that one? We can get that one too." Taking it off the wall. 

"Which one of these do you like?" He had turned and directed our attention to another wall covered with all sorts of different mouth gags, masks and full head covering hoods. This stuff is really scary! So, I immediately pick a traditional red rubber ball gag. The picture on the package is a guy with it strapped tightly in his mouth. His expression is one of fright and surprise. I shyly point to it. He looks at me. He laughs. 

"We will be taking this one too." He takes a complicated looking panel gag with lots of straps, buckles, and a big rubber penis plug that gets strapped into the mouth. I feel myself blushing even more. I'm not sure I'll be able to walk out of the store. What a crazy feeling! He quickly drops the items into a cloth shopping bag, takes me by the arm, and off we go. 

The costume shop is in a pretty bad part of town. There are street people and hookers hanging out around here after dark. It turns out it is really an adult shop mostly selling really raunchy videos. It was sleazy just waking in the front door. But along one wall are the costumes. There are a lot of them. We rummage through all sorts of kinky outfits. Now and then one of us will pull one off the rack laughing while we share it. There are a lot of animal costumes. Pigs, sheep, bears and even a chicken! 

"Here we go. This is what I'm looking for." He is holding up a pink satin dress with frilly white lace accents everywhere. With it are a pair of frilly panties and a sexy little pink bralette. He looks me over, takes a different size off the rack, and off we go!

Once we are back in his truck, he starts to get much more aggressive and sterner than ever before. He is getting into this. This isn't just a fun little fantasy playing out anymore. This isn't just an innocent online chat and a meet for a beer. I suddenly put together what he just purchased, and who he intends to use it all on. I'm getting nervous. I' start to back pedal a little. He can tell.

"Sit still and shut up. I'm going to make your sissy dreams come true whether you like it or not. Got it, my little bitch?" I slowly, nervously nod my head.

"Good girl. Now get that collar you liked so much and put it on. Put it on right now." He motions to the bag of kinky things. I shyly pick through the bag finding the pink 'cock slut' collar. It has a soft furry lining rubbing against my neck. As I'm buckling it, he interrupts me. 

"Be sure it's really tight. Got it? I mean really tight."

I move the strap in a couple more holes. It's tight now. A wave flows over me. I feel light as air. I'm in a daze. I feel like I just changed into someone else! The girly pink collar secured around my neck suddenly turns me into a feminine little slut. This collar is like magic! I try not reacting to any of it. But I feel so much different wearing it! Shit!

He is watching my every move, licking his lips. His hand is in his crotch. He has a pretty good bulge going. I'm wondering how he is watching the road and me at the same time. 

"Get down here and suck me off, cock slut!" His zipper suddenly releases his bulge. His half hard cock pops out through his open jeans. It is fat and growing by the instant. I look over at him, fearful. 

I've only just kissed another guy before. And that was at a party a year ago. But that kiss was what got me started playing in the chat rooms. I liked it and I wanted more. I didn't feel the rumble of the road or the noise of the truck's engine anymore. My hand, seeming like it had a mind of its own, slid into his crotch grabbing his big throbbing man member. I felt his hand on the back of my head. He had a handful of my hair. He was pressing my head down into his lap. This was happening! Fuck me!

Just like my hand, my mouth seemed to know what to do. Is this what I've always been waiting for? Is this my role, my place in this life? I squeezed my lips as tight as I could around his growing cock and sucked as hard as possible. 

"Mmmm... that is a good little 'cock slut'. The truck pulled off the road. We were in a parking lot or an open field. I couldn't really tell, since my head was buried, bobbing up and down in his lap. His cock tasted awesome. I wanted him to cum. I wanted to taste all of him! I knew I should try to take it into my throat. Who doesn't love that? I did my best. Choking and gagging a little each time. 

"Oh, fuck yeah! good girl!"

After several tries, I finally let it slip into my throat. I was trying to breathe and choke myself with his huge salty cock at the same time. It felt awesome having his slippery throbbing manly cock sliding in and out of my mouth and throat. I was in a rhythm taking it deep, sucking, and gagging. 

His grip on the back of my head tightened. He wouldn't let me come up. My mouth and throat were filling up like I was drowning! I'm gasping for air. Trying to push myself up.

"Don't you even try, you fuck! Take it! Take all of it!"

Cum blows all over his lap. His jeans and boxers are covered with it. My mouth is slimed and drooling. I am holding his soaking wet cock in one hand, squeezing it. It spurts again! I've got a load in my face too. 

He has an old T-shirt in the truck. We wipe up as much as we can. He roughly pulls me close, reaches over my shoulder, grabbing my chest and pinches one of my 'tits'. Looking me in the eyes, he quietly says:

"We are going to have a real good time this weekend, my 'cock slut'.

by BillyBoy

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