This is my first submission, all characters are over 18. Ashley is based on a real person, and all events in this particular story are as well. I hope you enjoy.
Part 1: Ashley Goes to a Costume Party
Chapter 1:
Rushed into it all.
You have no idea how many times I've heard the lust filled words of "I fucking hate you." as I do something incredibly daring and kinky with a girl. But man do I still get intimidated by a gorgeous woman, which is why when I met Ashley, I was so nervous. I was given her phone number by Bernice, who was my friend David's mom. They were both pretty conservative, and his mom knew nothing about me other than I have a good job and that I'm always nice to her.
Did you ever meet an old lady who just loved you for no apparent reason, that was Bernice. I was reluctant to being set up until David pulled up Ashley's Facebook page at work. Ashley was amazing, she had gorgeous shoulder length dirty blonde hair and light blue eyes. Most of the pictures she had uploaded were headshots and I could see why, because that was all I needed to see to agree to call her.
I get nervous around truly stunning women, and Ashley was a stunner. I start being overly nice, some would say creepily nice, which isn't like me at all. I end up trying to befriend them just for their validation. I want them to like me so bad that I end up with the friend stamp, or worse, they end up going home with someone else right in front of me. I'm pretty bold and charismatic, but I just can't get there with girls like Ashley. I sucked it up and nervously called her anyway. I invited her out to a restaurant to talk, and have dinner.
We went out on a Monday night, one of her nights off. She showed up in tight black slacks and a sexy but classy white wrap around top. The top went well with her large breasts, and the pants showed off her bubble butt and tone thighs perfectly. She wasn't showing any extra skin but I felt like she was naked in front of me. She definitely had style and knew how to dress for her body type. I was already intimidated.
As soon as the awkward pleasantries of introducing ourselves to each other were over she promptly informed me that she didn't drink and sort of frowned at me when I ordered a vodka tonic. That would have put a total damper on things if I weren't buzzed already from pre gaming in order to get up the courage to not suffocate this girl with my niceties and fawning. We talked a bit and it was clear that the only reason she had agreed come out with me was because Bernice was so high on me.
As she spoke I found we had nothing in common. She rambled on as I tried to keep up, "I went to Paradise Valley Christian Preparatory since kindergarten till I graduated high school, now I'm in the Business program at Grand Canyon University as a junior, I might be graduating early, I love it there."
As well as tidbits like, "I live in Scottsdale now, it's really nice there, my parents pay for it, they spoil me a bit but I'm still their little girl.", as well as, "My parents wouldn't let me date till I turned eighteen!"
A naïve insult or two, "Oh you live on the west side, I don't really go out that way its kinda of seedy isn't it?", and finally, "Yeah I work at a nice resort out in Scottsdale, I'm a liaison, I make sure all the customers are happy, it's pretty cool. Me and my family get to use all the facilities for free, massages, spa, tanning, pools, you name it, my brothers love that, and it's near my church, Scottsdale Christian, so it's convenient, do you go to church at all?"
I was an amoral piece of sludge next to this girl, other than my job I was out classed, and we were completely opposite people. I just couldn't let go and be myself in front of a girl like this.
When we left I walked her to her car and we just did the obligatory business type hug and told each other that we had a good time even though I'm pretty sure she was bored the whole time. I was willing to bet we would never call each other. I was seriously at a disadvantage with this girl, she was so beautiful, cover model hot, normal, employed, in school, charming, and religious. I couldn't get her out of my head for days, or how badly I had been taken out of my comfort zone by her.
How Ashley just hugged me and waved good bye without any sign of interest in me got under my skin. I knew all the mistakes I had made on the date and that's really why it bothered me, not because she didn't like me but because I didn't really give myself a chance.
She was such a sweet heart and I wondered if she even had a naughty side. I thought about her, no daddy issues, no molestation by priests, no catholic school girl syndrome, no issues of any kind that I could perceive, twenty one but didn't drink, just a completely well balanced and good Samaritan type of girl.
I paced around my apartment for two days, I always thought, no KNEW, that every girl deep down loved to get wild at some point. I'm a very analytical person and plan things out for fun, it comes with being the son of an accountant and engineer, so I got a pad and paper and started. So what if I went for it and struck out? "So fucking what?" I asked myself. I could get another girl, not as drop dead as her, but I could easily. I was going to need help though, so I took a shot of jack, then gave her a call.
I started in on her immediately as if the boring date had never happened. "I bet you didn't think I was gonna call you after you made such a fool of yourself at the restaurant, geez eating steak with the salad fork, you were so embarrassing!"
"I did not!" She laughed more genuinely and playfully at that comment than I had heard over the entire date. After poking some more fun at her and receiving some witty barbs back I started my plan and asked with some exaggeration and sarcasm, "So my work is having this adult costume party Sunday afternoon at this convention center, and I need a date. Sooo naturally I thought who wouldn't be busy at all?" before she could even answer I said dripping with even more sarcasm and bite "I understand if you don't want to go, I mean it would be sooooo hard for you to pull off one of those types of costumes."
She laughed nervously and paused, "Well... I don't know. Maybe, you seem nice enough, but I go to church on Sunday. What time is it at?" she asked, unsure what sort of an adult costume party I was inviting her too.
"It's around 2 pm." I remembered her telling me she went to church earlier so I picked a time that she couldn't use as an excuse without flat out lying.
"Ok well, what type of party is this again?" She asked not quite understanding my proposal.
"It's a work thing at the Phoenix Valley Convention Center, they decided on a theme this time, so they went with costumes. I'm actually at a loose end, I don't wanna be the only guy without a date, and this other girl that I was supposed to go with backed out on me." I informed her.
"Oh that's horrible, well... what are people going to be wearing?" She asked uncertainly.
"Oh I don't know, there's prolly gonna be a sexy sailor girl, a sexy girl scout, a sexy teacher, a sexy referee, a Victoria's secret angel, I might go as Tarzan. I haven't decided." I replied in a joking manner making her unsure if I was serious or not.
There was a pause and definitely some tentativeness in her voice as she said "umm..."
Before she could finish that thought I said teasingly, "Hey, what about your uniform from high school, you'd make a pretty hot school girl, I mean you technically still are so it wouldn't be a stretch."
She laughed, loosening up more, and retorted mockingly "Sorry to disappoint you but our uniforms were slacks and polo shirts."
I replied quickly knowing that I almost had her, "OH well what kinda school uniform is that geez man, what's the world coming to when school girls are wearing pants!" She laughed and I could almost picture her mannerisms, she seemed really intrigued by me now, "Anyway just meet me at fascinations after work today and we'll pick something out. But I gotta go so I'll call you, you get off at 3 right?"
"Oh, OH, yeah, ok." she said confused at whether she'd actually just agreed or not.
I spared no time calling her right at three, her phone rang for a while before she finally picked up. "Hey!" she said with half cheer and half 'I almost let this go to voice mail because I have no idea what you are getting me into'.
I made some idle chat, asked her how work was, and then asked if she was ready to go to Fascinations. She immediately sounded reluctant.
"I actually don't know where one is, cant we just go to the mall and get a costume?" She asked.
"OH my god! You've never been to fascinations before have you?" I said loudly into the phone with incredulity, "How could you possibly be a 21 year old girl, LOOKING the way you do, and have never been to a sex shop before? What's WRONG with you?" I exaggerated accusingly.
"Oh wow." She laughed at my outburst half wondering how to take the back handed compliment. "I don't really go to those types of places." She said with a hint of embarrassment and naïveté.
I noised "Mmmmhmmm" into the phone accusingly and waited.
She gave in, "Alright then, where is it?" I knew she was too nice of a person to blow me off, and that was part of my plan, she was obviously the type that had a hard time saying no when confronted. I smiled to myself and gave her directions to the closest store.
She pulled up in a white Honda Accord with a cross hanging from her mirror and a Jesus fish on the bumper. She was in her work clothes, tight soft beige slacks and a black V neck wrap around top. The outfit hugged her tight but voluptuous body. I was beginning to wonder if that outfit was mandatory at her job, and how many different color combinations of it she had.
"Ok lets go in!" I said hurrying her.
The store was in a pretty poor area, she looked pretty nervous, and was acting very quiet. I dropped the chit chat and became all business. I led her in the front doors. I knew exactly where we were going so I took a right, went straight to the costumes, grabbed a packaged school girl costume, handed it to her and said, "Here ya go." She looked up at me confused.
"Shouldn't I try it on?" She said looking over the package with trepidation.