Friday night finally came. On my drive home from work I was running through my thoughts as to what I was gonna change into.
Silky long sleeved blouse and skirt?
A dress?
Or just lounge around in my lingerie.
Parking my truck my anticipation only grew to full out excitement, a huge smile was plastered on my scruffy face.
I was almost skipping up the sidewalk. I'm sure some of my nosy neighbors saw me but I didn't care. It was a long week to hide Lisa within me.
Once inside my apartment, I quickly got undressed from my work clothes and stood in front of the floor length mirror to admire my lingerie I always wear under my male clothes.
It's at that time that Lisa takes over and god only knows what she's gonna dress me in.
First the three SSS. Shit, shave and a shower.
Then I sat in the armchair staring out my living room window. Living on the top floor that looks out the river valley is nice, believe me.
Once I was dry I started picking out what I wanted to wear.
I decided I wanted to wear satin white everything.
Push-up bra, super shiny silky stockings with garter belt and of course matching crotchless panties. My cute little steel chastity cage peaks out the front. Lol.
I went to my vanity to apply some lipstick but couldn't decide what color so I used bright red outlined in sparkle dark pink. A new look for me but I loved it. A little lavender scent and I was ready. I didn't want to do a full make-up job as I wasn't planning on going out.
I sat in the living room just staring out the window relaxing while I sipped a little bourbon.
A knock at my door woke me up a while later. I got up without thinking and answered. My gay neighbor from the main floor stood there completely shocked as I asked what's up.
Suddenly I realized what I had done but he saw the way I was dressed so I decided to see where this went.
A long awkward silence followed as he took in the sights. I could feel his eyes examining every inch of my body. It excited me.
So what can I help you with, I ask?
He obviously was in some kind of shock. He didn't answer so I turned away from him and walked back to my armchair then sat on the love seat instead. He followed a moment later. I assumed he closed the door.
He stood at the entrance to my living room and stared some more.
I asked him if he wanted a drink. He shook his head yes so I got up, went to the mini bar and poured him a bourbon. I walked right up to him and handed him the drink then turned and walked back to the love seat and sat down.
So you've never seen me like this, I get it I said. This is how I like to relax.
Yeah is all he said.
What did you need?
Oh ummm, his eyes are still studying me. I was wondering if I could get a ride across town but you look busy so.
Give me twenty minutes and I'll see you downstairs ok.
Oh no I couldn't…
No worries, I explained.
Okay. Sounds good. Thank you so much he said then left.
My heart was racing as I went to the bedroom to change but Lisa surprised me. Instead of changing out of my lingerie I found myself getting into a bright white minidress and high heels. Some eyeshadow and blush finished my make-up. I grabbed a small purse that I keep filled with lipsticks, condoms and lube and I headed downstairs.
The weather in August is always hot so I didn't need a jacket.
Steve was waiting for me at the doors.
He was more shocked to see how I was dressed now than before I think.
I walked up to him, my heels clicking on the tiled front entrance. So where do you need to go?
Umm just to…
I'll show you…
To the umm…
Relax bud. It's just a ride, right.
Oh yeah. I no, but damn you look good.
Smiling and saying thank you I pass him heading out the doors. It's 10:30 so everyone is already in their suite's but I still wasn't sure I wanted to be seen by anyone else.
Not thinking I pushed my remote starter and my truck came to life with the headlights shining right at me.
The drive to the other side of the city takes about half an hour. We made a little small talk but it seemed like he wanted to avoid the elephant in the China shop so I left it alone.
He told me he was going to a friend of his for the weekend.
Up ahead I saw the lights for the gloryhole. I thought to myself on the way back home I'll stop in there and see if maybe I could have a little fun but the next thing you know I'm parking in the parking lot. Without saying a word I got out of my truck and went inside.
The place was very busy. I got some tokens and went into the booths area. I was obviously the only gurl there because I was getting hit on left and right.
I entered a booth with holes on both sides. I didn't have to wait long and both holes were filled with cock in no time. I sucked the bigger one while stroking the other until I swallowed the first load of the night. The other guy pulled back. I guess a handjob wasn't what he wanted. Soon both holes were filled again. Again I sucked the bigger one while I stroked the other. This went on for a while then I opened the door to leave and Steve was in line next so I went back in and sucked the guy in there.
Then I looked through the hole to make sure it was him. It was. He pushed his sizable cock through the hole. I decided I was gonna treat him to a no hands blowjob.
I started at the base as close to his balls as I could and slowly licked all the way to the tip, taking extra time to lick his already leaking slit. Then sliding my tongue down the side as far as I could. Allowing his cock to slide over my face as I moved to the other side then licking up that side again stopping to lick his slit. Then I opened my mouth and took his head in using my tongue to swirl around the head. I pulled off sucking really hard making a popping sound. His cock jumped and got harder.
I slipped my lips over the head and slid down part way savoring every inch. My tongue was ahead of my lips as I went down on him.
I wanted to take my time and enjoy the experience as much as possible.
Over and over again I slid his delicious cock into my mouth then I pushed down a bit further until he was sliding down my throat. I was totally relaxed as I slid him back and forth in my throat. Breathing through my nose as I did.
Then I picked up the pace and kept my lips tight around his love shaft. He pulled back so I planted my lips on the hole and he slid into my throat. I held as still as I could while he fucked my throat through the hole. He slammed into my throat hard and fast now. Then he groaned and pushed all he had into me and filled my stomach with warm cum. I wanted to taste some so I pulled back and sucked his twitching cock head as hard as I could. He let out a loud groan as he filled my mouth. There was so much cum I couldn't swallow fast enough and some spilled out the corner of my mouth onto my dress. I caught up to him swallowing his cum. He pulled back and I watched him tuck his cock back into his pants and left. I waited a moment then I left as well. I made my way to the bathroom and freshened up my lipstick then went to the truck. He was waiting for me.
I got in and started it and left the parking lot.
He didn't say anything until we got to where he was going.
Then he asked if I wanted to come in for a while.
I thought about it and said no. He should go and have fun with his friend.
The outside light to the house came on. He asked again if I'd come in with him.
Again I thought that it would be fun to have a couple young studs to play with.
That's when the drivers door opened and a good longtime friend of mine stood there saying, holy fuck dude. I thought that was you.
Mark and I have been friends since grade four. I didn't know he was gay and obviously he thought the same about me.
Steve shut the truck off and got out quickly with my keys so I thought what the hell. I might as well enjoy myself too.
I got out and Mark had me spin around for him. I fuckin knew your ass would look good in a dress he says.
I told Mark, I go by Lisa when I'm dressed like this
We all went inside. Mark had a few other friends there.
Candice and Tim were a married couple.
Gail and Don were engaged.
Robert, John, Seth and Mel I didn't know but as far as I could tell they were single.
Mark introduced me to everyone as Lisa and we all sat in the living room and drank while laughing at jokes and such.
Candice saw the cum on my dress and said it looks like I had a headstart tonight. She wiped it off with her finger and licked it. Smiling she laughs and says yep, it's cum alright.
After a while I asked to use the bathroom. Steve said he'd show me so we got up. Everyone made more jokes about a guy and a gurl going to the bathroom only meant one thing.
Laughing, I followed Steve.
In all honesty it would have been difficult to find without help. The house is rather large. I stepped in the bathroom and closed the door, not tight mind you in case Steve wanted round two.
I hiked up my minidress and sat down. I tucked the short tip of my cage under the seat and let the pee go.
As it tinkled into the water below the door opened. Steve comes in with his hard cock pulled out the zipper. I licked my lips and said I was hoping for round two.
He grabbed my head and pushed his cock in until I felt his Smooth skin above his cock touch my nose. He slammed my throat hard and fast then pulled out cuming all over my face. He then dared me to come back to the living room just like this.
I've never once turned down a dare so I wiped myself off of pee and pulled my dress back down to where it should be which wasn't very far down at all. It barely covered my cage and we went back to the living room.
Steve led the way. I could hear everyone talking and laughing then Steve stepped aside and everyone saw me.
Cheers erupted in the room. Steve was getting high fives as Mark walked up to me and asked if I'm okay with this.
I smiled and said sure, it was a dare.
He licked my face and tasted that it was cum then said I'd be the main attraction.
I wasn't sure what he meant by that, he just smiled and turned back to the people and said yep. That's definitely cum ladies and gentlemen. And it's still warm.
Candice got up and licked a little cum off my face next as she slid her hand down to my cage. She was really surprised and asked what it was she was holding. I smiled and told her to have a look. She kneels in front of me lifting my dress up. I don't think she knew what a chastity cage was. She looked up at me confused. The rest of the group were cheering her on. She leaned in and licked the opening of my cage then got up and sat back down with her husband Tim.
She whispered something in his ear and then just watched after that.
Gail went to get up but Candice told her what I was wearing. She said loudly. I gotta see this.
She walks up to me and straight out asks me if I'm a guy.
Embarrassed a bit I told her to look, herself. She lifts my dress and looks then laughs. It's so fuckin cute. You're definitely not a man.
She held my dress up and moved to the side showing everyone as she says what we have her is another fag only this one thinks it's a girl.
She licks a little cum off my face and pulls her t-shirt off revealing her nice plump tits.
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