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Lost a bet before Halloween

I lost a bet with my girlfriend a couple of weeks before Halloween. The price was I had to wear any costume that she chose for me. When Halloween finally arrived she told me that this would be an all day event. She told me that it would be my dream come true, I would be dressed up as a hooker. She had me remove all of my body hair, she had me put on a wig that she had and she put makeup on me. She laid out a corset, stockings and pretty lacy thong panties for me to wear. When I emerged from the bedroom I was surprised to find her sister with her. Lorna had brought me a couple of dresses to try on and a pair of heels to wear.
When they were satisfied with my outfit we went to the mall for finishing my costume. First came my manicure with red false nails. Then I had to get stockings and my own heels. Then came the dress shopping for my tiny black dress. It barely covered my ass and with the corset it hugged my new figure. They were both having fun having me try on different dresses and walking around modeling for them.
We finally got home and Lorna and Colleen gave me some perfume to wear and reapplied my makeup. Colleen said that I had to give myself an enema to be prepared for anything. While I was doing that Lorna was dressing up to go out to a party herself. When I saw her I realized that she was dressing up as a hooker also. Her dress was very short and revealing. She looked very nice and sexy.
Then to my surprise Colleen told Lorna it was time for my last gift item. To my surprise Lorna withdrew a thick butt plug from her purse and had me bend over. She took pleasure lubing my ass while I had to spread my cheeks. She slowly started inserting the plug into my ass while she whispered in my ear how much she was enjoying turning me into her slut. After inserting it and removing it several times she told Colleen that I was ready for my night out. They gave me a small purse to carry and told me it contained everything that I would need for the night.
This is when Colleen told me that I was going to ride with Lorna to the party and I had to do what she told me to do for the entire night. While at the party Lorna took pleasure trying to embarrass me. She had me dancing with guys she knew and told me that I had better be a good girl and let the guys have their fun. They groped my ass most of the time. Roughly squeezing my ass. While at the table in between dancing Lorna shocked me when she told me that I needed to give them blow jobs after teasing them so much, or please them anyway that they wanted.
She led me to the bathroom and bent me over and removed my plug. Saying that the way my ass looked I should not have any problems with them. We followed them outside to a van. As soon as the door closed the 3 guys were all over us. I quickly had a nice hard cock in my mouth and was spreading my ass for one to enter my boypussy.
Everyone was telling me how much of a slut I was being and telling me how tight my ass felt, and how I must have sucked cock before because I was talented. I started tasting pre cum and knew it would not be long before my mouth would be filled with cum. The next thing I felt was hands on the back of my head and my face started getting fucked. Then he held me tight against his stomach and I had him down my throat and felt him start pumping me full of his cum. After he released my head and pulled his cock out of my mouth I started concentrating on what was happening to my ass.
I was having a really nice hard cock roughly pounding my ass. He was pulling completely out of me then going balls deep inside me. I found myself trying to meet each of his thrusts with my own. I wanted him to cum deep inside of me. He had made me his bitch. I wanted him deeper, I was happy when he grabbed my hips and shoved completely inside of me and started pumping his cum deep inside of me. When he finally pulled out Lorna quickly shoved my butt plug back into my ass.
We left the party then a Lorna told me that we had one more stop before we went home. She drove us to an adult bookstore/theater. She told me that I had to go inside by myself and that I could not leave until she came and got me. Just before I got out of the car she had me remove my plug so that I would be able to feel the cum leaking from my ass.
I went into the theater and found a seat in the back corner. The theater had the back two rows of seats removed and the seat next to the wall removed. I quickly found out that several people noticed my entrance and guys started moving around me.
A guy sat next to me and quickly pulled his dick out and started stroking it. He reached over and took my hand and placed it on his dick. I naturally started stroking him. I had a guy move to the empty spot on my left and after he pulled his dick out I started stroking him.
The first guy told me that he wanted me to suck him off. I figured why not. I bent over and started sucking him and quickly felt my panties being removed since my ass was sticking up. The guy to my left quickly took advantage of my exposed ass and entered me. With the cum still inside of me he had no problem entering. With one slow steady motion he buried himself in me.
I quickly had the cock in my mouth cumming. I was led behind the seats and had men surrounding me. I was having two cocks at a time using me, usually with a dick in each hand. My jaws and ass were hurting by the time that Lorna arrived to take me home. She shoved my plug back inside of my so that I wouldn’t leave her car a mess. I had cum all over me. It was covering my face, and dripping out of my hair. My dress was soaked with cum.
When we got home Colleen had left a note saying that she was staying the night with a friend. While walking into the house I noticed that Lorna’s dress was wet from her soaked panties. Lorna pulled out my plug and congratulated me on how much cum was leaking from my ass. Then she showed me her pussy and the cum leaking from her. After telling her that I didn’t get to have an orgasm she let me fuck her. I was so horney that it didn’t take long for me to cum. She told me that my last duty was to go down on her and give her a final orgasm.
I was licking all of the cum out of her pussy that she was pushing out. I licked her until she begged me to stop. I could barely walk the next day my ass hurt so much. Lorna told me that I had cleaned out the cum of three guys when I ate her the last night. She asked me how many guys had me, and I honestly told her I had no idea. They were filling both of my holes for almost the entire time I was there and I lost track of time.
She told me that I could fuck her again, but that I would have to clean her up afterwards. I quickly got her wet and started fucking her. Again I didn’t last as long as I wanted, but I got the pleasure of eating her out again. After we were finished she gave me a final parting gift, her panties that she had been wearing.

Dec 15

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      • I'd never pass, but love this idea. I did wear a maid costume with fishnets and high heels one year. I was hoping for action but just got a few slaps on the ass.

      • The year after my best friend, Bryan, divorced, my wife and I helped him host a Halloween party. I wore a maids uniform and had the best time serving drinks and picking up. My ass got squeezed by both men and women. The women went on an on about how they wished they had my legs... The guys teased about wanting extra service from me... At the end of the evening, my wife gave me a kiss and told me to be a good maid and clean the house for Mr. Bryan and he would bring me home in the morning. (I am bi) I didn't get much sleep that night and my wife teased me about my walk of shame. I'd do it again!

      • It was fun wearing the Maid outfit, stockings and heels wasn’t it. I have been blessed with having a few female friends help me on several occasions with dressing and with my makeup!

      • I definitely do not pass now. The memory above is from years ago! But I would never pass up the opportunity to do it again, even though I do not pass as feminine.

      • HoT!

      • I'd love this!

      • Long…drawn out…slow to develop…bullshit!

      • Sounds like a good time! Now i might have put on my thigh highs and heels and jerk off

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