Note: This is a continuation of "Sophie Needs an "A" in Calculus" but is a stand alone story.
I don't think I was ever noticed in school. I was the nerd in school. I never made less than perfect scores, but I never went out or partied or had much social life. It was ok though. I had been awarded a scholarship to a great university, and I had a trust fund that would cover expenses and an apartment while there. I was honored in front of the school near graduation, and I think somehow word got out about my trust fund and suddenly I was more popular, though I was still ridiculously shy and couldn't even really talk to girls.
There was scheduled to be one last party before we all left for college and I decided I should go, after all I had spent several years with the other students.
Upon arriving, I kind of just stood around and kept catching myself watching one of the girls; I'm sure I was the shy awkward guy who did not really fit in, and Sophie was a total bombshell that absolutely everyone there wanted to be around. I was over near the keg, probably about to leave, when I saw her across the room. She was stunning, a beautiful brunette, and dressed to kill. She was wearing a tight leopard print dress that looked like it was made of silk with sexy black stockings and black high heels. Her hair flowed slightly below her shoulders, and it was pulled back in a French twist. My eyes were taking her in, moving from her heels, up the stockings where I noticed a slit in her dress, as it ruffled a bit, I glimpsed the lace tops of her thigh highs. I could feel myself getting hard; She easily looked as good as some of the girls in Maxim that I had been masturbating over for four years. As my eyes wandered up to her cleavage, I was totally entranced. Eventually, and I have no idea how long I was watching her, I glanced at her face, and our eyes met.
I was embarrassed that she caught me staring at her, and I know I began to blush horribly. I noticed a smirk on her face, and knowing that she was aware of my lust, I decided to quickly head to the door.
It took a moment to retrieve my jacket, but after I did I started to leave.
I heard a voice as I approached the exit, "Hey, you're Tommy, right?"
Turning toward the voice, I saw her, "Uh, Thomas, but yes, I'm sorry, Tommy is fine" I mumbled.
"Sorry?" she repeated, raising an eyebrow, "Whatever for?"
I couldn't tell if she was mocking me or serious, so I just nodded and added, "Nothing,"
She moved between me and the door and looked into my eyes. It was probably only a few seconds, but it seemed like hours.
Eventually she leaned closer to me and softly asked, "Tommy, are you really sorry you were looking at me? Because it looked to me like you kinda liked it?"
I was so nervous I couldn't respond. I tried to look at her face, but then looked away. I probably managed another, "Uh," but that's all.
I felt her take my hand in hers, as she said, "C'mon, let's go back inside. You can get me a drink to make up for it."
Then she added in a whisper, "Truthfully though I liked you checking me out, It made me feel special."
At this point I'm in way over my head. I never had luck with many girls, let alone girls who looked like her, and here I was back in the party, holding hands and getting drinks. I was so flustered that I spilled my drink and some of it ended up in my lap.
"No, stay there, clumsy," she said as I started to stand. "I've got this."
"There, there," she continued as she now was patting a napkin over my lap. "Just sit still and let me take of you, sweetie."
Her voice was so sweet, and her gentle pats on my crotch, even though she was feeling me through my pants, brought me to fully erect.
She deftly moved her hand around my now fully erect cock as she was drying the spill, "Is this ok, honey?"
Without any thought I responded, "It's the most amazing thing I've ever felt."
She giggled and leaned in to me, "Well then, you just wait." Her lips softly brushed my ear as she asked, "Would you like to drive me home now?"
All the way to her house I couldn't help stealing glances at her legs; she kept shifting and her stocking tops would peek out as she adjusted herself.
After I dropped her off I asked her if she wanted me to come in for a few minutes. She laughed at me to my face, telling me only in my dreams. I was embarrassed and humiliated by her instant reaction. That and my cock was as hard as it had ever been. She was sexy as fuck and already had me wrapped around her little finger. I knew it and later she would admit that she did too.
The second that she closed her front door and I was alone in my car I unzipped my pants and began to stroke my aching cock. I did not even care about who might see me. It felt amazing I was close to cumming in seconds. I then shot my creamy load of warm jizz all over the crotch of my pants. I had to drive home that way, but I was smiling the entire drive.
The next day to my surprise she texted me. Although I had figured that I was very lucky to have gone on a sort of date with such a beautiful woman and honestly felt that in all likelihood I would never hear from her again. I saw that the text message was from her and felt overjoyed. Then I read what she had sent me.
"I saw you last night in your car. You are such a perv, masturbating alone in front of my house! and don't think I didn't see the whole thing, your tiny penis, short duration, and that pathetic little puddle of cum. Didn't you feel like a loser driving home all messy?"
I was at the library and turned red and was so embarrassed. I wanted to die right there.
Then she messaged me again a few minutes later and I almost did not read it. When I finally decided to open her second message it said, "You know what, I may have been too mean. Come by & meet me at the house at 7 PM tonight. Maybe we should talk thru this."
I replied so quickly I almost dropped my phone, "Yes, yes, I'll be there. Thank you, thank you, I'm really sorry."
"It's fine," she texted back, but be aware that you have one strike, there may not be another. Don't you dare be late because my time is important, and I'm surely not going to wait around for a loser who wants to jack off. Don't make me regret giving you a second chance."