Kelly's Diary 129 - Halloween Party - Cover

Kelly's Diary 129 - Halloween Party

Copyright© 2025 by Kelly85

Chapter 2: Getting Ready

Erotica Sex Story: Chapter 2: Getting Ready - My church considers Halloween to be a pagan ritual so we have an "alternative" party for parents who don't want their kids to be demons for the night. Even so, I found that you can still be a little devilish even at the most unlikely of places!

Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa   Lesbian   Masturbation   Oral Sex  

Being I was one of the oldest helpers, it was my responsibility to act as a chaperone during the event which primarily meant keeping one eye on the little monsters *oops - no monsters allowed, I meant “young-ins”) to be sure they stayed in sight. Despite all the rhetoric, everyone knew they were still young adolescents and you know what that means!

My partner in crime for the evening was Michelle, a twenty year-old sophomore from town. A born and bred coal girl she didn’t go to college after high school but instead had chosen to do the beauty school route and now takes care of the old ladies in some local hair shop. Michelle’s family had been in town for several generations although she was the only one to attend this church. The rest of her family were traditional Baptists and from what she said, quite horrified she was going outside their religion! It sounded more like she was converting to be a Muslim than just another branch of the Christian Church but that’s how some people are.

Michelle explained her choice t me once by telling me her parent’s church was boring and she enjoyed being with the college age crowd who attended this church, even if most of us were students and for the most part a great deal more religious than she was. Personally, I don’t think Michelle is really saved but she knows the right words to say and when to say them so nobody hassles her. At least she attends church and I figure maybe something will rub off given enough time. She started coming about the same time I returned to school and in the space of a couple of months we’d become good friends, even if the only time I ever saw her was twice a week at church.

The day of the party arrived and I was still fretting over what to wear. For a moment I found myself daydreaming about what I might have chosen had it been for a party with my friends back home. My, now THAT would be interesting! My dad use to buy me outfits for Christmas that I would dress up in after we opened our presents and put on a private fashion show for him and my mom. Most of them were what you might expect, the traditional schoolgirl skirt and blouse, the naughty nurse, the ever-favorite French maid, and so on. It was all just for fun and it used to give me a bit of a thrill to try them on and show myself off in them. What made it best was knowing my dad had bought them, especially for me!

It goes without saying that such outfits weren’t in vogue at my church’s party. Being I was just going to be a chaperone, it really didn’t matter all that much what I wore anyway but I couldn’t go in just jeans and a shirt. Finally, out of desperation I went to a friend of mine, Emily, who was on the cheerleading squad. Emily was about my size and figure so I pleaded with her to let me borrow her uniform for the night. Surprisingy Emily wasn’t too thrilled with the idea. There were supposedly rules about when the uniforms could be worn and she was pretty sure a costume party didn’t meet the guidelines. When I explained it was for the church party, she finally caved but told me I’d better not go anywhere else with it on. That wasn’t too hard a promise as being a cheerleader wasn’t exactly on my list of lifetime goals I hoped to achieve. I’d never even tried out to be a cheerleader and in fact, throughout high school I genuinely despised the little wenches. Of course, there WAS that time when my dad gave me a cheerleading outfit for Christmas but it was a good deal more revealing than your average school version!

Back in my room, my roomie had returned and she laughed when she saw me holding up a cheerleader outfit infant of the mirror.

“Well I’ll be dang,” she laughed, “And I thought all this time you hated cheerleaders!”

I gave Ali my best “don’t go there” glare and tossed the outfit on the bed and started to get undressed. Nothing like waiting until the last minute. I had to be at the church in just over an hour and here I was just starting to get ready!

My clothes were quickly in their usual location - a pile on the floor, leaving me standing in the room naked and a bit chilly. Ali had turned back to her computer and wasn’t paying a bit of attention to me. Ali was a great girl and overall a wonderful roomie but she didn’t have the slightest bit of interest in naked girls. Now naked BOYS were another matter entirely but even then, she was really just a big flirt and had only been with one guy so far and even he was way back in high school! She was quite pretty and many a time I’d watch her undress and wish she would turn and let me kiss her all over!

Over my almost four year career at college I’d been blessed with a wide range of roomies with varying interests and values. Brenda, my freshman roomie, also turned out to be my first girl I had sex with (not counting my Aunt Linda and my mom). She was certainly more than I ever dreamed of getting in a roomie, especially at a religious university! What made it even better was her brother - who just happened to be married and very horny! But that’s another story - a couple diary stories in fact.

Karen, my sophomore dorm roomie, was about as opposite as you can get, at least sexually, from Brenda. Karen was a knockout but totally frigid. She fully intended to keep her virginity for marriage. Even more, she even considered masturbation a form of sex and thus totally abstained from it. Frankly I don’t know how she did it and as you might imagine, it put quite a crimp in my lifestyle as she would get upset even if I just slept naked, let alone masturbated. Thankfully she was a heavy sleeper!

Fortunately in my junior year I was blessed with another roomie who enjoyed sex. Jen had a boyfriend back home whom she loved to carry on explicit phone sex calls while she masturbated. She wasn’t into girls until I finally convinced her to try the dark side for a while. In the end, she stuck with her boyfriend and didn’t return for her senior year so that she could stay home with him. At least that was the official story. Personally I think she was pregnant which would have had her expelled anyways.

Of my four roomies, Ali ranked probably third in terms of sexual awareness. She didn’t get hung up if I walked by her nude and so long as I didn’t make it TOO obvious, pretty much ignored me if I masturbated in my bed. I guess you could classify her as “tolerant” - she didn’t stop me from doing most things I wanted but didn’t participate herself. At least she let me take care of myself without making me run to the bathroom like I had to with Karen!

Oh well, once again I gave up on getting a reaction from Ali and wrapped myself in a towel to go to the bathroom. Our three bedroom apartment had just one bathroom but fortunately it was large and allowed two of us have our own sink at the same time. There were separate showers and bathtubs and two toilet stalls but you can imagine how crowded things got when we all were getting ready at the same time!

For once I had the bathroom to myself and I stepped in the shower for a quick rinse. When I first checked out the bathroom I remember laughing at the shower stall. For a school where sex was taboo and masturbation was off-limits even for discussion, there in the shower stall was a girl’s best friend - a shower massager with a six-foot stainless steel hose! I didn’t know for sure about the others but I know me and Mr. Massager had shared more than a few good times together!

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