Anxiety to Triumph to Heartbreak: My First Part Two

Chapter Two

The 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.