Why is it when people share stories about losing their virginity, it sounds like a fucking fairy tale? If you just dig a little deeper and you learn the truth is nowhere near close. Oh, and don’t get me started on the bullshit stories people write about how when a girl is deflowered by the man of her dreams, making it sound like a loving gesture of passion and romance. Ugh!
It’s said you remember the first and you remember the worst. Well, I will never forget my first or my worst. It definitely wasn’t the event that I had planned, but I’m getting ahead of myself. To tell this story right, I must begin at the proverbial beginning.
It all started at the Halloween party ... no, that’s not right. I guess it really started almost a year before that fateful night when I started dating my then boyfriend, Dwight. I graduated high school at seventeen and went straight to community college. I got a job at the school’s bookstore which got my mom off my ass and took classes three days a week.
It was during my first semester in Speech class where I met Dwight. Dwight was a tall, handsome sophomore with thick black hair, big brown eyes, and a panty-melting smile. We got paired up in a debate about private businesses using their religious beliefs and if they should be allowed to not provide birth control to their female employees. He argued for the businesses; I argued for the women.
I researched my ass off, but in the end, he beat me out and I was pissed. I mean, how could anyone side with those religious nuts? Didn’t they understand how it was more than just birth control pills to prevent unwanted pregnancy? Oh, and did I mention this was also my eighteenth birthday? Yeah, like that fucking helped my mood. It felt like my professor was saying, “Happy birthday Avery! You just lost the biggest debate of your young life on an issue that could affect you and millions like you.”
After class, I was really upset for losing the debate to Dwight. Part of me felt it was because I was overwhelmed by his good looks. Part of me felt it was because my professor was a misogynistic ass. Either way, I was not happy. I decided to get a soda in the Student Union and calm down before my next class.
“That was a hell of a fight you put up in there,” I heard him say as I entered the Student Union.
I bit my lip, then said, “You really think so?”
I turned to see him sitting at a table with books spread all over. “Your arguments were sound, and to be honest, if the professor wasn’t already on my side you might have won.”
“Bullshit.” Was he confirming my thought that the professor was a misogynistic ass?
“It’s true,” he said, flashing that sexy as fuck smile at me. “It’s why I volunteered to take that side. My buddy took his class last spring and gave me the 411.”
I couldn’t help but smile at that. I mean, as underhanded of a move that was, he was pretty clever on his part too. “You did make good counter-arguments.”
“Thanks. And for the record, Avery, you’re much prettier when you smile.”
I felt my cheeks burn. I hate it when I blush. “Thanks.”
“Buy you a drink? I can only offer you a coffee, though.”
“Would a soda instead of coffee be a reasonable request?” I asked.
“Sure, sit down,” Dwight said, stood up and gestured to the empty chair, then got me a soda.
We sat and talked about the debate, our classes, and so much more. Before long, we made plans to have dinner later that week and started dating. What started off as a shitty birthday ended well with me getting a new boyfriend my mom tolerated at best. We took things slow. I made it clear that not only was I a virgin but that I wanted to stay that way until I was married.
The winter break wasn’t too tough as we were both tied up with family obligations. At spring break, neither of us went anywhere. I had inventory at the bookstore and he had to do something for his family. Every night we went out ended in much the same way, lots of kissing and top of clothes touching, but we never went any further.
The summer break aided in preserving my virginity since Dwight left for a month on a preplanned vacation with his family that included his cousin’s wedding. As much as I wanted to join him, it wasn’t an option. The night before he left, Dwight got his hand into my jeans and made me cum hard simply by touching my pussy and clit through my panties. I spent the summer reliving that night in my bedroom using my own hand and fingers, with my face buried in my pillow so my mom wouldn’t hear me moan.
With the start of the fall semester, Dwight and I had one class together which sucked. I was pretty head over heels in love with him and the hope of us having more than one class was quickly lost. Dwight had already taken all the classes I needed, except the one we were in. The other classes he was taking were just to give him a full-load so his financial aid would cover his costs and keep his folks off his back. Dwight had plans to transfer to the university over the winter and thus our schedules quickly limited our time together. Even our dates were slowly becoming more touch and feel sessions leaving me very sexually frustrated and horny as hell.
A few of my classmates who knew Dwight kept telling me he was only interested in me as a conquest and nothing more. Many were shocked he stayed with me so long, especially since I shared my virgin status. I really thought Dwight felt about me the same way I felt about him, and he was willing to be patient for when I was truly ready. Though I didn’t want to believe them, truth be told, I was starting to have my doubts.
Early in October, Dwight wrangled us invitation to a huge Halloween party that was to be held at a rumored haunted house. I asked around and found out the so-called haunted house was just an old house that had secret rooms and may or may not been the site of a murder. A bit a research proved that last part to be untrue, but it made for a wicked Halloween party theme.
After a bit of hunting, I found a sexy angel costume with a strapless bustier, gold hearts like buttons, a white fur and lace collar, furry halo, faux sleeves with gold bows that were more like garter belts for my arms, a short skirt, and white wings with gold trim and more gold hearts. I added a white mini-skirt petticoat, a white and gold mask, and found a pair of white thigh-high stockings with golden bows at the top to go with it. Since I already had a pair of white heels at home, I was set. Being a natural blonde meant no need for a silly wig.
Halloween was on Saturday that year, so I didn’t have to worry about missing class or work. College bookstores are only open on Saturdays during the first two weeks of school so I could spend the day styling my hair, fixing the makeup on the part of my face not covered by my mask, and making sure everything was perfect. I also decided that if Dwight and I could sneak off someplace, I’d finally give him my virginity. I knew he could get me off with his hands, so I was sure his cock could do an even better job.
Seriously ... what the fuck was I thinking? But again, I’m getting ahead of myself.
Dwight promised he’d get a devil costume so we’d be the perfect couple, an angel and a devil, but for some reason, he showed up at my door wearing a black tuxedo and a Phantom of the Opera mask that covered most of his face.
“What happened to your devil costume?” I asked, not hiding my annoyance.
“Easy Avery,” he said in a soothing tone. “Let me explain.”
“Okay, explain,” I snapped.
“My idiot brother didn’t buy a costume because he thought he had to work, but dumbass got fired for smoking a joint in the break room with some girl. Thus, he stole my costume. My dad had this mask left over from last year when he took my mom out. The tux was left over from my cousin’s wedding and I had promised you we’d go to this party.”
Dwight’s younger brother Jeremy could be a real jerk and was not someone I was real crazy about. I often felt sorry for Dwight’s parents until I realized they were in part the reason he was the way he was. For as pissed off as I was, I was happy Dwight didn’t just bail out on me, and he did look so handsome.
“I feel silly in my costume now,” I said.
“Why?” he asked. “To me, you look as sexy as fuck.”
“You really think so?”
Dwight leaned down and kissed my neck, then purred in my ear, “Very much so, and tonight, you’re all mine.”
I blushed hard, then said, “As promised.”
Dwight and I left and drove to the party. The valet took our car and a mad scientist driving a golf cart took us up to the house. I could hear the music from the party before we saw the house. The place was packed with lots of college students in all kinds of crazy costumes. The punch was spiked and rather strong; it wasn’t long before I had a healthy buzz. Of course, I didn’t have much experience with alcohol so I reminded myself to not drink too much. Advice I failed to take later ... oh shit ... I’m getting ahead of myself again. Dwight and I danced with each other, as well as with other guests, and had a great time.
You know how some women get all freaked out about someone else wearing their dress. Well, guess what I saw? We’d been there about an hour or so when I saw her. She wearing the exact same costume as I had on, gold hearts, mask, and all, and I swear she wore it better. The only real difference was she was wearing a blonde wig. The freaky part was when I thought I was looking in a mirror until she moved and I stayed still. Only on Halloween could this happen.
.... There is more of this story ...