Timmy's Adv. - Sorority Tutor Story

This story is the first in a short series about a shy college geek turned confident stud. It is a spin off from the "Kimmy's Adventures" series I've previously published. The initial setting is the same day that Kimmy wins her first 3000-meter U.S. National Championship (Kimmy's Adventures-Timmy's Virginity), but the location is New York City. It then flashes back to Timmy's college days.

As most of you who follow me know, I like a little story with my sex so once again, there's a gradual build up to the sex scene.

This is a fictional story from the recesses of my perverted mind. Any resemblance to any real people or places is a coincidence. All characters depicted are 18-years of age or older.

Timmy's Adv.- Sorority Tutor Story

x

"Three...two...one...Clear!....And that's a wrap boys and girls! Good show today," said the production manager. "Oh and congratulations Tim Terwilliger, our new weekend weatherman." A clatter of chatter and applause went up from the morning news crew and on air staff as people began to move and talk.

And just like that my first broadcast as the weekend weather person for a major national network was complete. I had barely taken my microphone off the lapel of my jacket when the anchor woman, Stacey McPhearson, turned in her seat to congratulate me.

"Nice job Tim," the attractive ginger haired broadcaster said, displaying her beautiful white smile. "I like the way you snuck in that 'shout out' to your friend Kimmy the runner. It's a nice touch. Allows the viewers to see your personality a bit.

"But I have to ask," she continued, now with a mischievous grin, "why'd ya call her Freak? Sounds like there might be a good story behind that nick name of hers."

I hesitated at first wondering how I should answer Stacey's question. In the past I would have considered a woman like her way out of my league. But, she's the one who 'opened the door' with her provocative question, so I thought, 'what the hell do I have to lose?'

"Well thanks Stacey, I appreciate the compliment" I started. "As for your question, it's too long a tale to tell now. How about I explain it to you over dinner at this nice Italian seafood place in Little Italy that I heard about. I've been dying to try it out."

"Oh aren't you a smooth one?" she laughed, assuming I was hitting on her. Which I guess I was. "Listen Tim, I appreciate the invite, but I have a...boyfriend...of sorts...and..."

"Cool," I said interrupting her. "Bring him along. I'm new to the big city and really don't know anyone. The more people I meet the better." Inviting her boyfriend seemed to throw her off for a second and made my intentions appear more platonic.

"Yeah, well, he's actually away on...business...for another week," she said, with a bit of disconsolation in her voice. "Besides, we both have to work tomorrow morning. I was just gonna cuddle up with a good book and go to bed early."

Very often this was the reaction most women gave me when I first asked them out. Let's face it. I'm a bit of a nerd. I look more like the geeky kid brother next door than the heart throb, sweep them off their feet type. But through the confidence building and tutelage of Kimmy and the sisters of Chi Omega, I'd learned to use wit and humor to be resolute in my quest.

"It doesn't have to be a late dinner," I persisted. "Say like five-o'clock. You'll be home and in bed with your book before 10 p.m." I gave her my best puppy dog look. "Anyways I think my story will be better than your book."

"Steamier than the latest Danielle Steel novel?" Stacey quipped dubiously. Danielle Steel? I wondered if she was still relevant since my Mom use to read her books when I was young, but decided to keep my thought to myself.

"You'll have to join me for dinner and find out," I responded coyly.

A long pause ensued before Stacey responded, "Oh what the hell! It's just dinner, right?"

Not exactly the enthusiastic response I was hoping for, but at least she agreed to go.

xx

It was a little after five when Stacey's Uber pulled up to the restaurant I'd been waiting outside of for about 15-minutes. It had been a gorgeous spring day and the afternoon's last rays of sunshine bathed the city in its warm glow.

The door to the late model sedan opened and I saw two feet adorned in black ballet flats appear attached to two long gorgeous legs. Her gams were visible through the front split in a flowing white, ankle length sun dress. My eyes followed a path up her voluptuous body from the curve of her toned calf, to her partially exposed thigh, up the buttons on the front of her gown to a plunging neckline that exposed an abundance of creamy white cleavage.

Stacey was careful at work to always down play her sexiness. She wanted to be taken seriously as a professional journalist. As a result, rarely if ever did she wear anything that displayed her bountiful breasts. Luckily for me that night she wasn't following her work dress code.

I briskly moved across the sidewalk and offered Stacey my hand in assistance.

"Well thank you Tim," Stacey said, somewhat surprised at my chivalrous act.

"My pleasure Stacey," I responded. "You look very pretty this evening."

"Ever the charmer, eh?" Stacey asked a little suspiciously. "Well I have to say I like the outfit you're wearing tonight." She paused to admire my wardrobe that consisted of a my best blue jeans, a dressy white tee-shirt with a beige vintage linen blazer and beige sued loafers.

"Would I be spoiling your impression of me if I told you I just got most of this outfit today in a thrift store in the village?"

"Not at all," Stacey giggled cutely. "I'd call it prudent. Half my wardrobe is from vintage stores. Trust me, I know how difficult it is to survive in the city." I chuckled in response, then motioned her towards the restaurant entrance.

As we waited to be seated, I appreciated the fact that Stacey had worn flats rather than heels. As it was, she stood at least two inches taller than my 5'7'' frame. Over the years I'd come to terms with the fact that I'm not the most imposing of figures, but I still was self conscious from time to time. Especially, when I noticed jerks at the bar looking in our direction and blatantly laughing in surprise that Stacey was with me. Then I thought, "fuck them!" I'm the one dining with an intelligent, gorgeous woman, while they're jerking off with each other.

Stacey and I were somewhat surprised when the maitre d recognized us from the television and thanked us for dining at his restaurant. He instructed a hostess to take us to a booth in a more secluded corner of the dining room. I quickly thanked the gentleman and slipped him a $20-bill.

A few heads definitely turned in Stacey's direction as we proceeded to our table. She attracted a few autograph seekers as well, but for the most part we were left to ourselves.

By the time we'd finished our salad course, we'd shared with each other the obligatory family information and particulars about our career paths to that point. Upon taking another sip of her pinot grigio, Stacey changed the topic.

"Oh by the way, did you happen to see your friend Kimmy's race today? It was so exciting. I was cheering her on at the top of my lungs and I never met her before."

I nodded my head in acknowledgement. I'd watched it right before I headed to the restaurant to meet Stacey. I'd already sent Kimmy a congratulations post on Instagram. I couldn't have ben more proud of her.

"You didn't mention she was so pretty?" Stacey offered. I just smiled.

"Oh, and did ya see the interview after her race?" Stacey continued. "That reporter mentioned your shout out and asked her why you called her freak. I'm not buying that nonsense that she got the nickname because of her work ethic. And I don't think the reporter believed her either."

I smiled again and took a sip of my drink.

"Spill! Why is she called freak?"

"Off the record, right?" I asked.

"Yeah, okay, off the record."

I took a deep breath then began. Over the next ten-minutes or so I explained to Stacey the circumstances behind how Kimmy and I met and how she took my virginity.

"So let me get this straight," Stacey said once I'd finished my story. "Kimmy stops this 'Little Dick' Derick guy from harassing you, then, by some chance circumstance you wind up being her tutor, and a month later she takes your V-Card?!" she blurted just as our main course arrived. The look on our waitresses face was priceless.

Stacey and I did our best to contain our laughter while the poor girl quickly delivered our meals.

"But you still haven't explained why she's called freak," Stacey stated in a more whispered tone once our waitress had left the table.

"Let's just say that sex with Kimmy is anything but vanilla," I finally offered.

"Oh ya mean she's a little kinky?" Stacey asked with a smile.

"If you consider licking my premature ejaculation off my boxers and eating my ass kinky, then yes!" I stated matter of factly before putting a fork full of my shrimp scampi in my mouth. Stacey nearly choked on her crab cake. Maybe that wasn't the best visual to imagine when one is eating. I thought I was going to have to apply the Heimlich maneuver.

"Oh is that all?" Stacey asked after finally swallowing her meal and regaining her composure.

"Well rumor has it she likes lesbian orgies and was once gang banged by the offensive line while her quarterback boyfriend watched, but she's never outright admitted that to me," I added nonchalantly. Stacey's mouth opened in utter astonishment.

"I told ya' my story was better than that Daniel Steel drivel," I smiled.

"Yes you did," Stacey responded shaking her head. "So Miss Kimmy "Freak" Anderson, star distance runner, made you, Timothy Terwilliger, the confident, ladies man you are today?" she joked.

"Yup!" I replied proudly. "Well her and a few of the sisters of Chi O."

Next thing I heard was the loud 'clank' of Stacey's silverware as her fork slipped from her hand and landed abruptly on her plate.

"Chi Omega?" Stacey repeated.

"Yeah. Why, ya' heard of them?"

"Uh yeah! I've heard of them," Stacey finally responded. "Listen, if ya' think you're gonna drop that little bomb and get away without giving more details, you're wrong. So get talkin'. "

"Still off the record, right?" I smiled.

Stacey grinned and nodded in reply.

xxx

"Okay!" I said, took another deep breath and began.

About a month into the spring semester of my sophomore year I received a phone call from a girl named Pam, who said she was a friend of Kimmy's. Pam needed a tutor for a chemistry class she was taking and said that Kimmy had recommended me to her. She added that Kimmy said I was a really sweet guy and that I had been a big reason she'd done so well in the meteorology class the previous semester. As you can imagine, I was stunned, but composed myself and more than happily agreed to help. We arranged to meet the following evening in the campus library. When I asked how I'd recognize her, she said Kimmy had given her a picture of me and to meet her by the reference desk. I was intrigued by my mystery tutor date.

Let's just say I was very pleasantly surprised the next night when this cute, petit blond, who filled out her sweater very nicely I might add, walked up and introduced herself to me as Pam. It was a nice change to be the taller person in the couple. I recognized her immediately as a member of the Chi Omega sorority and quickly wondered if she was one of the sisters who had given Derrick his infamous nickname.

We found a table in a quiet section on the third floor and spent the following hour or so working on her homework and getting to know each other a little. She was very disarming and I quickly was able to relax and be myself around her. Pam was anything but a stereotypical dumb blond and showed that she was a quick study. Although it was obvious from talking to her that she was a girl that liked to have a good time, she knew how to get serious when it was time to work.

My dorm was in the same direction as the Chi O sorority house, so when we were done studying, we walked together towards our respective residences. As we continued to chat, the topic of Kimmy came up.

"So how'd ya meet Kimmy anyway?" Pam asked curiously.

"Well the first time I saw her was in my dorm," I began. "I'm kinda embarrassed to admit it, but she stood up for me to this asshole lacrosse player who lives on my floor who was bothering me."

"His name wouldn't happen to be Derrick, would it?" she asked while squinching her face in disgust.

"As a matter of fact it is," I said with surprise. "Wait, you're not the one who gave him the name Little Dick, are you?

"Guilty as charged," Pam laughed loudly and raised her right hand like she was swearing on the Bible. "But please don't judge me for one evening of indiscretion. I learned my lesson not to judge the book by its cover, no matter how good the cover looks, if ya know what I mean. Ya' definitely need to read at least a chapter or two first before ya make a decision." I nodded at her analogy.

"This is a no judgement zone," I promised. Pam giggled at my remark.

I explained how Kimmy used her quick wit and sharp tongue to cut Derrick down to size and put him in his place. Pam giggled again and said that definitely sounded like Kimmy. I went on to explain how I ended up tutoring her and that she had been very kind to me.

"Knowing Kimmy the way I do, I'm sure she was...'very'...kind to you," Pam said giggling. I hoped Pam couldn't notice me blushing despite the illumination from the nearby sidewalk lamp.

I asked her how she knew Kimmy and she explained that her sorority sister Denice and Kimmy had been friends since freshman year. She went on to say that they had met and gotten to know each other "very well" at a Chi O party the previous spring. Knowing Kimmy's penchant for sex, I inferred that she and Pam had hooked up. I would find out later Kimmy, Denice, Pam and Pam's roommate had a reverse gang bang with a football player.

"Are you serious?" Stacey interjected in disbelief?"

"Yup!" I said, then continued.

"That reminds me," Pam said, just about the time we reached my dorm. "We're having a party this Saturday night and I'd like you to be my guest. I'll introduce you to my roommate."

I couldn't believe my fortune. For the first 19-plus years of my life I'd been a shy, introverted nerd who allowed himself to be the butt of the joke. In the matter of just a couple of months, I'd lost my virginity to a pretty, kind woman and now one of the hottest sorority girls on campus was asking me to a party.

"Uh, yeah," I sputtered, then quickly righted myself. "Of course. I'd be honored." Pam giggled at my formality.

"Kimmy's right, you're such a cutie," Pam said. Then to my utter surprise she leaned forward, raised up on her tip toes and planted her soft wet lips on mine and let them linger for a couple of seconds. "Great! see ya Saturday night," and she began to walk off. Suddenly she turned around and shouted, "Party starts at 8 o'clock!"

"Oh my god, it's like one of those corny teen movies," Stacey blurted, interrupting my story.

"Just wait, it gets better," I said smiling. I returned to my tale.

I finally broke from my euphoric daze and headed towards the entrance to my dorm, when who should I see standing there, but Derrick.

"Well of course he was," Stacey said with a smirk.

From the astonished look on his face, I deduced he'd just witnessed my interaction with Pam. Feeling full of myself, I nonchalantly said "hey", walked past him and entered the dorm.

As you can probably imagine I couldn't wait for Friday night. I arrived at the party casually late, trying not to appear overly eager. Immediately Pam met me at the door wearing a tight fitting Chi Omega tee shirt and a mini skirt that accentuated her curvy little body. She gave me a quick hug allowing me to feel the firmness of her breasts against my chest, then a quick peck on the lips before releasing me. Immediately I was on cloud-nine.

Pam took me by the hand and led me around the gorgeous Victorian era home introducing me to her sorority sisters and friends as we went. While most of the people were friendly, I have to admit that I did pick up on some incredulous looks.

I probably wasn't there ten-minutes before Pam got us each a cup of spiked punch, then dragged me onto the dance floor. Over a loud techno dance beat she introduced me to her roommate Rachel. Rachel was also blond, but was a tall leggy chick about my height, maybe an inch taller. While hot in her own right, she didn't have quite the curves that Pam had. We yelled out pleasantries to each other over the blaring music and all three of us began to dance.

I felt a little awkward, but I tried to relax and enjoy myself. Pam and Rachel were a lot of fun and tried their best to show me how to bounce to the down beats and move my arms so I didn't look to ridiculous.

After 15 or 20-minutes the girls said they were thirsty and were going to get more punch. I had been nursing mine so I waited off to the side of the dance floor for the girls to return while watching the other dancers.

Pam and Rachel hadn't been gone more than a minute when I suddenly felt someone bump me from behind which was quickly followed by a cup of beer being poured over my head.

I abruptly turned around to see Derrick and a couple of his douchebag buddies laughing.

"Ooops! Sorry Twerpilliger!" he yelled as he made fun of my last name and my height simultaneously. "I didn't see ya there. Besides, isn't the kiddy party with cake and ice cream down the street?"

"So now you're a comedian and a tough guy huh Derrick?," I retorted, droplets of beer smearing my glasses and dripping from my hair.

"And what ya gonna do about it shithead?" Derrick questioned threateningly. "That Cross-CUNT-try slut isn't here to fight your battle for ya this time!" He laughed at his disrespectful play on words.

"Damn Derrick really was a dick," Rachel stated. "By the way, where was Kimmy? Why wasn't she at the party if she was a friend of the sorority?"

"She was away at a track meet," I answered matter of factly before continuing my story.

It was at that point I made the decision that I was no longer going to play the victim. I wasn't going to let him talk poorly about one of the few people who had shown me kindness. After too many years of accepting ridicule and trying to avoid conflict, I was going to stand up for myself even if it meant I'd wind up with broken glasses and a bloody nose.

Before Derrick knew what hit him, I threw the rest of my cup of punch in his face, then took a step forward and with all my might nailed him in the balls with my right foot.

"You kicked him in the nuts?" Stacey asked just a bit too loudly and started laughing hysterically. We got some annoyed looks from patrons at nearby tables.

"Well I will admit it's not the most masculine way to retaliate, but it definitely got his attention," I joked back.

"So what happened next," Stacey inquired.

Well wouldn't ya know it, but just at that moment the DJ took a break and put on some quieter back ground music as Derrick began yelling, "That little fagot just kicked me in the dick!"

"Yours is so small I'm surprised he hit anything!" Pam responded right on cue, upon returning from getting her drink. Her comment got a good laugh from the other party goers who were now watching.

"Shut up whore!" Derrick yelled. "This is between me and him."

I cocked my right arm ready to throw my first ever punch in anger when suddenly one of the biggest hands I've ever seen in my life enveloped my fist and stopped my arm's forward progress.

"Easy dude, no fightin' in here," said Ty'reke Smithton, All-American offensive lineman by day and sorority party bouncer by night. "I'm gonna have to ask the two of ya to leave," he said looking at me then at Derrick.