Tyler is about to start College but this closeted gay guy is a bit nervous of meeting his new roommate and being surrounded by frat straight guys. Although, as his (hot) big brother would say, this is the perfect time to experiment... The story starts slow but at it progresses, Tyler gets closer and closer to live his filthiest fantasies. This is obviously destined to an adult audience.
In the previous chapters, Tyler met his roommate Austin, a stunning athletic straight guy. Austin started to date the beautiful Ashley, although, he is now feeling very comfortable around Tyler, so much so, he does mind jerking-off alongside his buddy.
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My First Year in College
Chapter 10: Tobias' secrets
In the next few days, I did everything in my power to recreate the conditions of a jerk-off session between friends.
I was trying not to be too obvious, last thing I wanted was to scare Austin away. I would purposely jerk off during the night in the hope he would catch me, I would sometimes bring up the subject of porn or women to get him turned on... A week passed by and I had no luck.
Ashley was not helping. More and more frequently, the blondie was emptying Austin's balls before he joined our room to sleep.
I was starting to think that the roommates' masturbation session would remain an isolated incident, when one evening, as we were both lying in our beds, Austin started to talk about something that happened a few nights before, after football practice.
"Ty, can I tell you something you swear not to repeat to anyone else?"
My interest was immediately peaked. For a split second, I thought: was Austin about to come out?
"Sure, anything! You know you can trust me."
"I know..." He seemed hesitant; I did not want to push him. "I sort of officially became part of THE ALPHAS last night."
I was expecting a more shocking revelation.
"Is this supposed to be a secret?" I looked at him between the bars of the desk standing between us.
"No... I guess that is now official news... But I had to do certain things to be accepted."
Austin was not about to tell me he was gay, but maybe he was about to tell me how he had to suck all of the football team's dicks to be accepted in the frat. Just with that thought, my dick woke up in my boxers.
"What do you mean?" I asked.
"Well... I had to fuck someone... I had to cheat on Ashley."
Someone? That lucky "someone". I took good notice that he did not say "some girl".
Austin continued: "But man, I have been thinking about it since then. I cannot get it out of my mind."
"Because it was so hot?" I tried a joke to lighten the mood.
"You cheeky pervert... No... Well, it was very hot. I just never cheated on my girlfriend before..."
"Who did you fuck?" I asked, trying to hide my avidity and excitement.
"A MILF. A crazy nymphomaniac MILF."
I must say that again, part of me was disappointed he did not say a DILF. At the same time, I think the jealousy of knowing Austin would have fucked another guy instead of me would have killed me.
"A MILF? They made you fuck an older woman as an entry ritual? I've heard of worst..." I spoke.
"Well... Not exactly... You have to do some crazy things before that. The MILF is sort of the finale stage, the gift you are offered when you make it and officially join THE ALPHAS."
"What crazy things....?" Austin did not know but I was starting to caress myself under the covers, imagining what he might have done.
"Well, you know, the usual stuff, stupid bets, drinking a lot, skinny dipping... They asked me to measure my dick, I had to get hard and compare it to Tobias... You know, to Mister Elephant Man. Those men are insane but once you're in the frat, you get access to so much stuff."
He gave a bit more details on the benefits of the fraternities but I was stuck on the part where he said he had to compare his hard dick with Tobias. I kept on touching myself, trying to be as discreet as possible.
"Who won?" I asked.
"What?"
"The measuring contest!" How did Austin not get that it was the most crucial part of his story so far?
"Tobias won... of course"
"Seriously? But man, your dick is...." I stopped myself there. "Well, big."
Austin laughed.
"Not as big as Tobias though. He is bigger than Henry if this gives you a hint."