After Halloween

I went to the Halloween party with an X girlfriend. She said she missed me but she really didn't have a date for the party either. She wore a man's suit and I was in a dress and heels. It was a joke. After we arrived she disappeared and I didn't see her for the rest of the night. I was left to wander aimlessly until I was way too drunk but finally found the Uber app on my phone. 

A few days later I got a text from some guy named Larry. He wants to have drinks tonight. I met him a few years ago when I was with my girlfriend. He said he has a few things he wants to talk to me about. We are both in the Real Estate business, so I figured it was something like that. He wants to meet at a weird bar downtown. I've never been there. He says it's a good place. I think everything is on the up and up. But at the end of our text conversation he adds:

"And don't forget to wear that stunning party dress and make-up you had on the other night. I loved it!"

What the fuck? I waited for a long time. I could feel him waiting, the creep, on the other end for my reply. Waiting and hoping I'll agree. The perv. I think he is married. Kids too, maybe. I don't say anything. I turn off my phone and try to forget the whole thing. 

The next morning I get a call from a number I don't have in my address book. I let it ring and it goes to voicemail. I pleasant man introduces himself as Roger. He says he met me at the Halloween party. He wants to meet me again. I stop the message and delete it. What is going on? What is wrong with these guys?

That night I put on the dress again. I pulled back my hair and put the soft flowing blonde wig on. For my face, a little eyeliner and some pink lipstick. Just like Halloween night. The dress doesn't seem right. It doesn't cover my shoulders. My legs are still smoothly shaved, but much too white. I was wearing Victoria's Secret bra that night. And black nylons. I slip out of the dress and put on the longline bra and sexy lace, open bottom girdle with garters. I pull on the stockings and fasten them up. I slip on the black lace panties that match the sexy bra and girdle I'm wearing. With the dress back on, looking in the mirror, I realize why I'm getting all the attention. I look pretty fucking nice.

I love the style of the black bra straps emerging from the top of the pink dress sliding over the tops of my shoulders! Add the smooth silky jet black nylon stockings and the outfit is now complete. But what are these guys wanting? Silly question. I was curious about them.  I'm always horny. Girls have never really done that much for me. And even though this was the first time I'd worn ladies' clothes and underwear, I felt like I have been in them all my life. Weird. 

Well, 'all dressed up and nowhere to go', they always say. I was warm with horny thoughts. I wanted to jerk off right there. The tight-fitting panties and girdle were squeezing my crotch and my butt. The bra was pinching me. The soft satin dress flowed over my bare skin. I felt every part of the tight sexy outfit with even the slightest movement. My hands were covering the perky breast areas of the dress. Squeezing gently. Feeling myself up. The tight sexy bra cups feel good under the thin satin dress. I can feel my nipples. My dick was working to get free of the lace panties. This was great! I'm in a sort of horny daze. The night is silent. The house is quiet. It's just me and my naughty thoughts. Safely alone and horny. Mmmm...

RINGGGGGGGGG! DING DONG! DING DONG! RINGGGGGG! "Fuck!"

My phone is going off! The screen is lighting up the room. It's vibrating off the edge of the dresser. What the fuck! Way to spoil a moment!

My first date.

Larry is calling me. The fuck. I suddenly realize I'm in the exact outfit I'd worn for Halloween. The one he had requested. Is this some sort of Karma? Fate? Or just a silly coincidence? Maybe all of the above?

"What the fuck Larry? It's 8 o'clock!"

"Hey! You know... I was just sitting here. I don't know why, but your name popped up on my phone. I decided I should call you. That isn't too weird is it?"

I'm standing in front of the dresser. In my mirror, this pretty face is looking back at me. Larry's voice is deep and soothing. Sexy. I lick my lips. The lipstick tastes like cherries. I'm getting hard again.

I decide to fuck with him a little. And maybe get some satisfaction of my own. 

"You wanted to see me in my Halloween dress again, didn't you, Larry?" 

Larry doesn't skip a beat. "OH fuck yes! And more, too! I should have said hello the other night. I should have told you how pretty you are. I should have asked you out. I should have. Something about seeing you dressed like that really got to me. Do you understand?"

"I don't dress up like that all the time, Larry. I hope you don't think I'm some kind of fag."

"Oh no! Oh no! I don't think you are anything like that. I just think... well, I think you're the sexiest thing I've ever seen!"

Larry knows how to talk to a girl, doesn't he? I switch my phone to selfie mode and take a quick video. I go up and down a couple of times. I get myself from the top of my head to the tips of my 6-inch tall, 'fuck me!' black and blood red heels. 

"Here, Larry. This is for you being so nice."

I don't know how he might respond. I think he will get all giddy like a schoolboy seeing under a girl's skirt for the first time.  But instead, he gets very serious. "I'm at a bar down the street from you. You should come by. Or should I just drive up to your front door?"

That's a good question. It's not a yes or no. It's a this or that. I'll go meet him, or he will be here before I know it. I'm nervous about being out like this. But I don't want this guy in my house right now either. I choose the first option. I put a long parka on to cover as much of my sexy party dress as possible. 

The bar is loud and full of people. I come here a lot. It's close to home. They play all the soccer matches. There is a good one on now. Everyone is into the match. They won't notice me. I think?

I have to have to move through the busy bar, looking for Larry.  These heels are alright for walking around the house, but in a place like this, I'm worried. I get bumped into a few times. A guy accidentally backs into me then grabs my arm to steady me. We look at each other. His hand feels nice on my arm. He is very handsome. He smiles and releases me. Back to the match. 

Larry is at the end of the bar with a couple of other men. I start to get nervous. Did he set me up for something? Now I feel confused and scared. This was a big mistake. My curiosity has gotten me out, and dressed like this! I should go home. Go home right now. I'm almost out the door when Larry grabs my arm. I can feel myself flushing. I'm almost ready to cry. Suddenly the guy from the bar is there. 

"Are you all right? Is this guy bugging you?"

I look at Larry. Then back at the other man. I feel like this is an important moment. It's not about this guy saving me, or anything like that. It's about saying it's Ok for Larry to be here. With me. Me with him. I feel like I'm floating. I can't talk. I'm about to pass out. 

"Sure. Yes, he is Ok. I mean, no, he isn't bothering me. I'm here meeting him. I'm here with him."

The bar guy hands me a business card. He is in construction or something like that. "Let me know if you ever do need any help then."

Larry moves back in. I realize I just said I was here with him. He heard it that way too. His hand is still on my arm. he leans in and whispers:

"You look amazing! Even better than last time. You are so fucking beautiful! How do you do it? You made me dig into a place I didn't know I had. I want you so bad. Can we go home? Can we go out to the car? Can we go somewhere? I want to have more of you. Please!"

Larry is a little crazy. His other hand is on my hip. Well, on my ass now. I notice out of the corner of my eye the bar guy is watching. We should leave before he decides to try me again. 

"Sure. Let's meet back at my house. Follow me there. I'll let you in."

Larry whisks me out the door. Before I know it we are at his car. his hands are rubbing me up and down. He is trying to kiss me. I'm turning my head but he keeps trying. When he misses my mouth he kisses my cheek or my neck. He is holding me really close and tight. I think I like this.

'Hey, buddy! Slow down the train!"

Larry pauses. Looking me in the eyes. 

"Have I blown it? I don't want to upset you. But it's like I said. You got me somehow. I can't help it. Do you understand? I love you!"

"No, Larry. It's Ok. I have to admit it, you got me a little bit too. Just slow down for a minute. I need to think. Ok?"

Larry loosens his grip. But doesn't let go. His head rests gently against my shoulder. "I got you too?"

Larry doesn't say anything more. He pushes me back against the car. He confidently leans in and kisses me. It's a full-on, open-mouth, tongue-inside, kiss. 

No more playing around. I like his hands on me. I like the feeling of him pressing against me. I love the kiss. I let him in. I'm drooling while I'm sucking his warm, wet tongue. 

"Get in the car." 

Larry has changed right here in front of me. He is showing me the man he is. And this man wants me. I start to purr a little. I'm embarrassed. His car has a small center console. He has me pulled halfway over it. We are embracing and kissing a lot. His hands are grabbing me everywhere. His pants are bulging. I'm hard too. But I try to keep that my secret. I'm loving this. I can't stop myself. My hand slides down over his bulge. I give it a good, hard squeeze. I say some silly things.

"Do you want me to suck you off right here, or back at the house?"

Larry is a quick study.

"I think both would be the best decision, don't you?"

I've never sucked a cock before. I've never even touched another man's cock. But this seemed like the perfect time. I have a firm grip around the bottom of it, and a good hard suction going on the top 5 inches. I've been a little shy about letting him grab my ass and get into my crotch. But all bets are off now. I'm going to focus on this task. It's my hands and my mouth on this wonderful man shaft. Hopefully, I do a fine job of it. I decide right there, right then, he can do whatever he likes with the rest of me.

When he comes my dress had been pulled up almost all the way over my head. He has been fumbling and pulling at my bra straps and the sexy girdle a lot. But when the time came, he had at least 2 long slippery fingers shoved so fucking far up my ass I almost screamed. I think it was two. It could have been more. I couldn't really tell. All I know was I loved it! And I would have screamed like a little girl if his throbbing cock hadn't had my mouth filled up, choking and gagging me. 

He pushed his fingers in extra hard, grabbing my hair, pushing my head all the way down into his lap. He blew cum everywhere. He showed a little more of the man I was falling for just then too.

"Take it, bitch! Eat it! Swallow it, and take it all, my little slut!"

As I struggled to swallow some of it and not blow too much of it all over his leather seats, a comforting, warm feeling fell over me. "Mmmmmm... Am I in love?"

Billy