Halloween Fun

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“Should I wear my witch costume, my Cinderella one, or the cat costume tonight?” Abby asked as we stood looking at the costumes splayed out on her bed.

The thought of her in any of the three instantly brought naughty ideas to my brain, even though I knew I had no chance with her. I had had a major crush on Abby ever since freshman year when we were placed in the same dorm hallway. While my roommate and the other guys were constantly out playing football or basketball, I tended to stay behind and focus more on school. My small frame didn’t exactly make me the greatest athlete, as I was only about 5’8 weighed maybe 150.

As luck would have it Abby and I shared a class first semester, and we eventually ended up sitting together and helping each other study. She quickly became my best, and well really only friend. We managed to stay close because unlike like 80% of the other girls here Abby didn’t join a sorority, and thus drifted away from many of the girls she met freshman year.

“Doesn’t matter,” I replied. “You’d turn every guy’s head if you wore a burlap sack to the party.”

“You’re no help at all,” she rolled her eyes but I saw the hint of a smile at the compliment nonetheless. “Josh what the bell It’s almost seven! Why are we still sober? Are you gunna get us somethin to drink or what?”

I had almost forgotten that I was supposed to get us a bottle of vodka for the party. There would probably be alcohol there, but it would most likely be some cheap keg beer. “Oh shit, I’ll be right back,” I said already walking out the door. “You better be ready by the time I get back!”

I left the house and started the walk up the street. Abby was lucky to have a place so close to a shopping center that happened to have an abc store too. I crossed a couple streets and was there within 10 minutes. I bought a decent bottle of vodka and started back towards Abby’s place.

I looked up at the sky and hoped that the rain would hold off tonight. It had rained nearly nonstop this whole week and the ground was soaked, but luckily the skies looked relatively clear tonight.

I was walking down the sidewalk looking around at all the other dressed up students wandering the streets when a truck came barreling by me at least twice the speed limit. I had happened to be standing right beside a giant puddle of muddy water, and the truck sent a spray of grayish brown liquid all over me.

I stood there in shock as I looked down at my costume. I had dressed up as a lumberjack, admittedly ironic considering my small frame, and my costume was absolutely soaked with the nasty water. I waddled back to Abby’s place disappointed and defeated.

I finally got back to her place nearly in tears and burst through the door yelling for Abby. She came running down the stairs immediately and gasped when she saw my soaked state. “Oh my god! What happened Josh?! You poor thing go hop in the shower and get cleaned up.”

I went to her bathroom, stripped down, and hopped in the shower. I heard Abby knock and then open the door. “Feel free to use whatever soaps you need to. I’m gunna throw these clothes in the washer.”

As the warm water cascaded down my body I started to feel a little better, but I was still so upset that Halloween was ruined. I never got to actually go to parties, and Halloween is the one time when pretty much anyone can get in.

My whole body was still sticky with the gross water, and as I looked around all I saw was lavender scented body wash and a fruity shampoo. I figured it’s better than nothing and scrubbed my body with the sweet smelling soaps. I combed the shampoo through my shoulder length dirty blonde surfer style hair until I was finally clean.

I cut off the water and as I stepped out I realized that there was nothing but a towel left out for me. I was embarrassed to be in nothing but a towel in Abby’s apartment, but it was my only option right now. So I wrapped it around my waist and headed to Abby’s room.

Abby was finishing up her makeup when I walked in, and she looked amazing. She had decided on the slutty Cinderella costume and damn did she rock it. The light blue dress only came down to mid thigh and had a matching big blue bow wrapped around the waist. The skirt of the dress flared out at the bottom and her long bare legs looked phenomenal ending in a matching pair of blue heels. She also had on a pair of white gloves that came up to just above her elbows, a black choker, and a cute blue headband that held her perfect blonde hair in place. All the blue really made her eyes pop and she looked the sexiest I had ever seen her.

She saw me come in and turned to look at me. “Do you have anything I can put on besides this towel?” I asked her.

She rummaged through her drawers for a bit before pulling out some black boyshort panties, some super short pink athletic shorts, and a black tank top. “I’m not wearing girl’s clothes!” I exclaimed angrily.

“I’m sorry, but your clothes won’t be dry for at least a couple mardin escort of hours, and they’re stained with mud anyways. You can’t stay naked all night, and this is the best I have right now.” She said with an apologetic look. I stood there for a second, but decided that there was no other option and grabbed the clothes and went back into the bathroom to change.

As I pulled the panties up and settled them over my crotch I was surprised at how soft they were. The edges were trimmed with black lace, and there was a tiny pink bow right above my penis. Oddly I began to feel it start to stir and harden, so I quickly shoved it between my legs to avoid having to explain that wearing panties gave me a boner. I pulled up the snug shorts next, and they managed to keep my penis tucked down nicely. I’m not very big down there as it is, and there was hardly any bulge now. I slipped on the tank top and went back out to Abby’s room with my face red from embarrassment.

Abby giggled when she saw me emerge, “Wow those actually fit you really well!” Abby is about 5’6 and is only a little bit shorter than I am.

“Oh shutup,” I said embarrassed. I went and grabbed the bottle of vodka and a couple of shot glasses. “I need a drink.”

“Amen to that sister!” She giggled as she took the other glass and downed a shot with me.

I was not amused and quickly took another shot, already getting a solid buzz going. “I can’t believe Halloween is ruined. Will you just drive me back to my place?”

She grabbed the bottle and took another shot of her own, “Sorry sweetie I already started drinking so I can’t drive!” She said giggling. “Besides, I am not missing Halloween! I’m already dressed up, and I’m not going to the party alone!”

“Well then what am I supposed to do? My costume is ruined,” I retorted angrily. “I look ridiculous.”

“You don’t look ridiculous at all,” she argued back. “Actually, you kind of look like a girl from behind..”

“I do not!” I replied, but seeing my reflection in the mirror I definitely had a feminine look to me. I didn’t have broad shoulders, but the hairy legs and boy face were a dead giveaway though, and I was not about to go out looking like this. “Nobody would ever mistake me for a girl looking like this, and what if I see someone I know!”

“Oh come on I’m the person you really hangout with and I’ve already seen you in girls clothes now. We just have to do a more convincing job of making you look like a girl.” I started to protest, but she cut me off. “Or would you rather go around looking like a boy wearing girl’s clothes?”

I knew that I definitely didn’t want that, and to be honest I usually don’t talk to many people when I go out anyways. I’m usually pretty quiet, and everybody always seems to already know each other so I just keep to myself.

She didn’t give me much time to think before she added, “and since its Halloween, you’d blend in even better if you had on a costume. And I just so happen to have two sitting right here,” she said smiling. “So do you want to be a cat? Or a witch?”

I looked down at the two costumes splayed out before me. The cat costume consisted of a tail, a little black poofy skirt, a black crop top, and cat ears. The witch costume on the other hand was a black sleeveless dress that would come down to just above my knees with a tattered torn looking skirt. There was also a witches hat, and long purple and blacked striped stockings. “There’s no way I’m wearing that cat costume,” I said. “Its way too revealing.”

“Well then witch it is missy!” Abby was clearly enjoying how uncomfortable this was making me. I started to protest again, but she cut me off, “Will you at least see how it looks on you? If you look awful we don’t have to go out, but I was really looking forward to tonight. Please, for me?”

I couldn’t resist those big blue puppy dog eyes and I reluctantly agreed. “Fine, I’ll try it on, but don’t get your hopes up. I really don’t think this is gunna work..”

Abby looked super happy and gave me a big hug. “Yay! This is gunna be so much fun!” She ran to her drawer and grabbed a lacy black bra that she handed to me. “Here put this on first so it looks like you have tiny boobs.”

I inspected the bra, and saw that it was a 32 B. Abby didn’t have very big breasts, but they fit her small frame well. I slipped into the bra and was surprised to find that I enjoyed the feeling of the soft lacy material on my chest. I had no idea how to clasp it though and looked at Abby, “How am I supposed to clasp this thing?”

She couldn’t suppress her giggles, “You’re supposed to clasp it in the front first and then spin it around.” She said as she secured the bra behind my back. Then she grabbed a few pairs of socks and stuffed them into the cups, giving them a little definition. “Not bad,” she said stepping back and checking me out. She held out the striped stockings, “Now lose the shorts, and put these on.”

My face turned super van escort red as a turned away from her to hide the best that I could. I sat on her bed and started to roll the stocking up each leg, and I was surprised to find that my legs looked great in them. Abby could clearly see my embarrassment and mixed me a Vodka cranberry. “Here,” she said handing me the glass. “Just relax and have fun with it. I won’t tell anybody, and I know that you’re only doing this to help me out.”

I smiled at her and took a big swig of my drink. I would never admit this, but I was getting strangely excited by dressing like this and it wasn’t nearly as bad as I thought it was gunna be. I stood up and went over to the mirror. I actually look pretty sexy I thought to myself. I was standing in nothing but a sexy lacy bra and matching panties, and the purple and black stocking came all the way up to nearly the top of my thighs. It managed to cover up all of my leg hair, as I wasn’t all that hairy anyways and I always keep the area around my crotch trimmed.

Abby came up behind me and pinched my butt making me jump. I turned around and glared at her but she was all smiles and giggles, so I started laughing too. She slipped the dress over my head and I rested nicely on my slim body. I couldn’t believe how soft and sexy women’s clothes felt, and I was starting to envy Abby for getting to wear such cute comfy clothes every day.

I definitely looked feminine now, and Abby grabbed my hand and dragged me over to her vanity. She sat me down facing away from the mirror. “You just keep sipping your drink and relaxing, I’m gunna curl your hair a bit.” I was feeling more relaxed now, and I liked feeling Abby playing with my hair and doing different things with the curling iron. When she was satisfied with my hair I reached up and ran my fingers through it. It felt so different. It had a lot more volume than my usual messy tangle of hair.

I saw start to grab some different makeup items and asked, “Is makeup really necessary?”

“Of course silly,” she replied. “The point is to make you look like a real girl. Don’t worry though I’m not gunna put on a ton and make you look like some drag queen. Just enough to give you a more feminine appearance.”

She told me to close my eyes, and I felt her softly rubbing a brush over my eyelids, putting on what I would later realize is purple eyeshadow. Next she took some liquid eyeliner, and traced a thin line right above my eyes and out a little bit giving it a small wing on the outsides. Then she took eyelash curlers and mascara and really curled then up. “I never realized how long your eyelashes are.” Abby said. “They look so pretty!”

I didn’t know how I looked yet, and just blushed at her compliment. Then she took some pink blush to give my cheeks a little color, just hints of foundation to contour my face to look more girly, and finally ended my transformation with some pink lipstick and a coat of lip-gloss to make them shine and sparkle. “Finished.” She said smiling triumphantly, “You look even better than I imagined! I would totally think you were a girl if I saw you out.”

I got up and stood in front of the mirror to get the full effect. “Oh my god!” I exclaimed. I reached up to touch my face and it was surreal to see a cute girl moving along with me in the mirror. “I really do look like a girl. I don’t believe it.”

Abby squealed with excitement and wrapped me in a hug. “I’m so glad you like it! We’re gunna have so much fun tonight! You’ll be the hottest girl at the party! Hopefully all the cute guys don’t ignore me for you.” She said with a sly smirk on her face.

I blushed the hardest yet tonight at that. “Oh shutup. You’re still obviously hotter, and I really hope guys don’t try anything… I never thought about that part.”

“Don’t worry,” she said reassuring me. “I’ll be right there with you all night, and if you ever get too uncomfortable just ask me to come to the restroom with you and we’ll get out of there.”

Hearing her say that made me feel a lot better. The thought of guys hitting on me was super weird, and I just hope they wouldn’t get mad when I tell them I’m not interested. I saw Abby pouring us a couple more shots, “Come on we have some catching up to do.” We downed the shots, and soon I started to feel really good.

“Just a few more final touches and we’ll be ready to go!” She went and touched up her makeup and hair making sure everything was perfect while I stood in front of the mirror admiring my new feminine persona. Without realizing it, I had started making girly poses and faces. Abby glanced over and caught me with my hand on my cocked hip, sticking out my butt and making innocent flirty faces. “Yeah girl! Get into it!” she yelled at me.

I smiled at her this time and was feeling a lot more confident and relaxed now. This could actually be a lot of fun I thought to myself. I can be anybody I want to be tonight. There’s no chance someone will recognize me ankara escort looking like this, so I can completely cut loose.

“Oooh one more thing,” Abby said coming over to me. “We should paint you nails to match the outfit!” I was already in this deep, so why not. She grabbed some deep purple nail polish to go with my stockings and eyeshadow, and started painting my nails. I was really enjoying myself now, and it felt good to have Abby pampering me. We usually didn’t touch much when we hungout, but as a girl she seemed much more comfortable with me. She finished painting my nails, and grabbed the witches hat and placed it on my head. “Perfect.” She said with a satisfied smile. She handed me some black closed toed shoes with a really small wedge heel. “I really hope these fit alright, or I don’t know what we’ll do.” I jammed my foot inside and quickly realized they were about a size too small, but definitely wearable. “Are those okay?” she asked.

“Yeah a little snug, but they don’t hurt too bad. I’m sure with all the drinking we’ll be doing I’ll forget all about it.”

Finally ready, we took a couple of pictures together while we waited for my nails to dry. I realized how much different I acted as a girl. Normally I hated trying on outfits and taking pictures, but tonight I was having some of the most fun I could ever remember having just giggling and laughing with Abby. We worked on my voice until It had a softer more feminine sound. It wasn’t perfect, but with all the music and partying that will be going on, it would be fine.

We looked at the clock and realized that it was already nearly eleven. “Are you ready for this?” Abby looked at me slightly concerned. Abby was a great friend, and knowing that she genuinely cared about me made me feel more confident even though I was nervous as hell.

“One more shot, and let’s go have some fun.” I said in my best girl voice. Abby smiled and wrapped me in a big hug. We downed the shot and walked out the door making my first appearance to the world as a girl. It was slightly nerve wracking being out in such a skimpy outfit at night, but with Abby and my arms locked she confidently strutted down the sidewalk. I tried to mimic her movements, and began swaying my hips more as I walked. She placed her foot almost directly in front of the other with each step, so I did the same.

As we were nearing the party, she suddenly stopped me, “Wait we never came up with a name for you.” She whispered making sure no one was close by. “What about Josie? That’s pretty similar to Josh.”

I wasn’t a fan of that, “Definitely not Josie.”

“Hmm okay, how about Lexi?”

I shook my head.

“Maria?”

“Nope.”

Sandra?”

“Not quite..” I replied. None of those names really felt like me.

“Well then you think of something miss picky”

“How about… Jessica? No Jess, No wait Jessie! I really like the name Jessie!” I said smiling.

“Ooh I like that! Well come on Jessie we have some partying to do!”

We started walking until we got to a huge frat house with people all over the place. There were red solo cups thrown all across the yard. People laughing and yelling in their costumes, and loud music blaring from inside. “You ready Jessie?!” Abby said with an excited smile.

I could tell she was really excited for this. There was no way that I could let her down now. “Okay let’s do this.” We walked up to the front porch, where a couple of frat guys saw us and immediately turned to check out the two girls walking up alone. They guys weren’t anything special, but neither were particularly ugly.

“Cinderella it’s almost midnight! Need me to take you home?” One guy said. “Baby you put a spell on me!” Said the other.

I blushed bright red, but Abby seemed used to the comments and replied, “Sorry boys we’re looking for prince charming, and all I see are a couple of frogs.” I couldn’t help but laugh at that one, and we walked right by them without another word being said.

We got inside and checked out the house. The place was massive, and a giant room had been emptied and made into a dance floor. The lights were out, but there were various multi colored lights moving through the room shedding some light. Just as we thought there was nothing but a cheap keg with a line of people waiting for it. Luckily we had poured the remaining vodka into a plastic water bottle, and we took turns taking swigs.

Abby started swaying when a song she loved came on and she grabbed my hand, “Come on Dance with me!” I’m normally not much of a dancer, but I was tipsy by this point and in a great mood. She led me to an area with enough room to breathe, and she started dancing. She looked incredibly sexy in her costume dancing without a care in the world. Throwing her hands up and swaying back and forth moving her hips. I tried to mimic her moves and did my best sexy dance.

Abby noticed me trying to imitate her, and she turned around in front of me and pressed her back up against me. “Grab my hips and move with me,” she shouted above the music. I felt her hips move from side to side and placed my hands on either side and started moving with her. Her ass pressed against my crotch was turning me on, but it was strange not feeling her against my penis since it was still firmly tucked between my legs.

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