Anxiety to Triumph to Heartbreak: My First Part Two by Patsfan6565

Chapter TwoThe next morning came quickly. I had very vivid dreams of Allie last night. They weren’t exactly sexual in nature which surprised me. The dream started with us meeting by chance at a party. Both of us being rather unamused with the current social scene decided to go for a midnight walk through campus. During this walk our conversation took a very intimate turn. We discussed secrets and fears. We discussed our triumphs as well as our own short-comings. Although this was merely a dream, I couldn’t help but think the conversation was real, perhaps a foreshadow of things to come.

I decided I needed to be proactive. I quickly rose from bed and headed down the hall for a shower. Standing in front of the mirror I swiftly undressed to get a good long look at my body. I absolutely despise my body. I thought I was pretty good looking, facially speaking. I had pretty much lost my gut but a bit remained. That didn’t bother me. What bothered me the most was my penis. It certainly was not the envy of most men. When I was erect I was usually satisfied with its appearance. Fully hard I am about five inches long and fairy thick. When flaccid I thought it was pitiful. Only about two inches and barely exposing the head, it has always been a major source of insecurity for me. No doubt this was the biggest obstacle I faced trying to bed a girl. Resigned to the fact that I am what I am and there isn’t a whole lot I can do to change that, I knew it was time for me to fire my shot.

After Getting cleaned up and dressed I headed down the hall to Nick’s room to see what he was up to. Obviously I was trying to finagle my way into a social situation that featured Shannon and Allie. I knocked on his door and was immediately granted access.

“Come on in buddy” Nick called out. I threw open the door to find Nick laying in bed with Shannon. The blankets were pulled up over them but I could tell they wear both naked.

“What’s up man” Nick said, not at all concerned that I was gracing their presence while they were nude.

“Sorry dude, I can come back later.”

“Nonsense” he crowed, obviously hung over from the night before. “Shannon was just heading out.” Taking her cue, Shannon motioned for me to turn around which I did. When I turned back around I saw that she had slipped on a black bra and matching thong. Shannon was a knockout. I tried not to stare but her large caramel breasts were staring me right in the face. The panties hugged the slight protrusion of her mound very tightly. I think I even briefly caught a glimpse of razor bumps around her inner thighs.

“If you’re going to drool, do it over the trash can” Nick playfully joked. He pulled Shannon in close for a hug. While she leaned in giving him a full embrace he squeezed her ass and parted her cheeks. Knowing Nick very well, he was doing this all for my benefit. I flushed red but couldn’t take my eyes off of her ass cheeks. Behind her thong I could definitely make out the dark ring right where I expected her asshole to be. The sight of this did nothing but increase my already maxed out level of arousal.

Shannon finished dressing and turned her attention to me.

“You know, Allie really enjoyed the time she spent with you yesterday.”

“Oh cool” I responded meekly, doing my best to hide my jubilation. “I had fun with her too”

Shannon smiled at me.

“She’s a really great person and she really deserves a great person to be with. I think you two could make a good match. I know everyone is going to the beta house tonight but I was thinking maybe the four of us could just hang at our house.” Shannon was referring to the Sigma house where she lived.

“Yeah, sounds good,” I said. “Does Allie live at the Sigma house too?”

“No she lives over on Winter street in an apartment by herself” Shannon replied.

“Ok cool, I’ll be by around 9:00” I said as I opened the door to Nick’s bedroom. I practically floated to my room feeling more elated than I had in quite some time. I decided I would take the rest of the day to prepare for my night out.

I decided that I needed to “empty my gun” as a preemption against a potential misfire. I settled into my bed and pulled the laptop toward me simultaneously dropping my boxers around my ankles. Immediately heading toward Riley Reid’s videos, I settled on one where she was actually getting fucked this time. Maybe this was indicative of my state of mind going into the night, or perhaps I was just extra horny. The entire time I watched Riley getting plowed I was ferociously imagining Allie bouncing her perfect ass up and down on me. This fantasy did not provide for a long jerk off session as it took only 10 minutes before I came very hard.

Satisfied that I was empty I decided a nap was in order. The nap lasted longer than anticipated and took me right to dinner where I made a quick meal. Going over the meticulous details of my preparation brought me to another crossroads. “What if I do manage to get her in bed tonight” I thought to myself. I pulled out my gym shorts and looked at my package. I needed to trim desperately. Despite the fact that no girl had ever seen me naked, I generally kept up with my manscaping, but I had definitely let it go lately. So I headed to the shower and gave myself a full trim. Feeling pretty good about myself right now, I decided the finishing touches to my preparation would be a little liquid luck. Careful not to over do it, I poured out four fingers of Jim Beam.

At quarter of nine I grabbed my box of beer and headed out to make the trek across campus to the Sigma house. I am incredibly nervous but so excited. In the past I’ve only felt nerves before a date. Never excitement. Again, this was another indicator that Allie had a different effect on me. When I reached the door to the Sigma house I rang the doorbell and took a step back and a deep breath. Expecting Allie to answer the door I was slightly disappointed when Shannon answered it.

“Hey Jason.” Shannon greeted me. “Nick isn’t here yet. Have you seen him?”

“Nope” I replied hoping to not come across short.

“Of course” Shannon muttered. “I’ll go get Allie , but first I have to warn you.” My heart instantly dropped. “She’s kind of a light weight. I mean she’s already pretty tipsy.”

“Oh, haha, that’s cool I’m not much of a drinker anyway” I stammered, overcome with relief. Shannon left the room and quickly returned with Allie .

“Jason!” Allie exclaimed. Her voice is so sexy. It’s not high pitched or girly girly. It’s not deep or manly. It has a smooth inflection with just a touch of a Boston accent.

“Hey, how’s it going?” I said, trying not to appear nervous. She gave me a big beautiful smile and wrapped her long arms around me. Trying to inconspicuously hide my immediate erection I held her as close as possible. I savored her natural scent. She didn’t wear perfume but smelled intoxicating. I savored the feeling of her firm breast pushed against my chests. The hug probably only lasted three or four seconds but it felt like someone just threw a 200 volt switch into my body. We chatted for a few minutes while Shannon tried to get a hold of Nick. We covered some new ground and a bit we had already covered. Either Shannon was mistaken about Allie being a lite weight or she hid it very well. She showed no signs of impairment other than being a bit giggly. I was drinking Rolling Rock and she Bud Light. I got through three beers to her one when Shannon came storming through the door.

“Fuck him” she hollered. “I’m going to the Beta house. You guys wanna come with?

“No no no no no” I thought to myself, but instead glanced at Allie and said “I don’t care. Do you want to?”

“Not really” Allie replied timidly looking toward Shannon then to me as if she were concerned about offending either one of us.

“No worries, but I’m still going anyway. So not to be a dick but I’m going to have to lock up” said Shannon.

“That’s ok, Jason and I can go for a walk” said Allie, looking toward me for validation. I nodded my head which prompted another one of her beautiful smiles. I was in heaven. I had her alone. And it was early. And we had no plans for the night. The stars were aligning, and my nerves were mounting. Feeling the need to counteract those nerves I pounded another beer.

We started out toward the downtown area. There isn’t a whole lot downtown but it’s nicely lit and there are some cool storefronts. We walked for about half an hour until we reached the strip. Allie, leading the way, turned down a side road that was hardly lit. I looked up at the street sign. Winter Street. As the darkness increased she drew herself closer. I decided tonight I was going to be bold. I reached my hand down and gently fit it over hers. Again the electricity jolted through me. She didn’t rebuke me but instead held my hand tightly. She even caressed my palm with her index finger. Her hands are soft and smooth. A model of femininity.

She stopped in front of a large three story house. By the faint light of the closest street light I could tell she was nervous. She was biting her lip.

“This is my house” Allie plainly stated.

“Nice place” I replied. You’ve got to be kidding me. This was the best I could come up with.

She smiled and laughed a little laugh. She knew how painfully awkward I was. And she didn’t seem the least bit perturbed.

“It’s early, let’s watch a movie,” said Allie .

Trying to quickly gain my composure and come up with something a little more substantial I smiled wide at her and said “I’d love to.”