My First Year in College Ch. 21

"If you want to please me, then, keep on going!"

Austin grinned and moved to my ass. He did not slap me anymore. He started to play with it. Spreading my ass cheeks, almost giggling like a kid as he was doing so. Maybe this was all that we were, adults playing around with new toys, writing our own adventures.

"Did you enjoy my gift? The butt plug?" He was now touching it.

"Yes, I did! I do, very much."

"Hmmmm"

"Play with it!" I begged. "Fuck me with it."

"Of course. But I want you to push it out of your ass first! I want to see that!"

I heard the genuine excitement in his voice and I obeyed. I was holding that thing in my ass for almost 45 minutes at that point. I pushed the butt plug out with a feeling of relief; my dick was getting very hard.

"This view... Amazing!" Applauded Austin. I was proud of myself. I looked behind me, his dick was now leaking precum through the fabric of his wrestling singlet. He was so fucking sexy.

I had met Austin 9 months prior and I immediately thought he was the hottest guy I had ever seen in my entire life, but since then, he had become even sexier, fitter, hairier, more masculine. He was now a fully grown man and a football star at that. How could I not look at him? How could I not obsessed over him?

He played with the butt plug in my ass for a little while and I started moaning. The dirty talk continued and we got more and more comfortable with each other.

"I want to lick it!" I said while turning around to face him, looking at his obscene and wet bulge.

Austin started to take off his singlet but I stopped him mid through.

"No, I want to lick the cum through the fabric."

Austin was stunt for a second but then, gave me a beautiful large smile, he looked at his own dick, precum was indeed piercing through the fabric.

"Of course. Here you go baby." He grabbed the hair of my wig and lead me to his crotch, guiding me to his beautiful hard cock.

I licked everything off from the singlet and started to play with his dick with my hand. I could feel it throbbing behind the fabric. More precum came and I kept on licking. Austin was looking at me fiercely as I was touching him. Finally, I put my hands under the singlet so I could grab his warm cock. It was so hot. I started to jerk him off. I was fully erected myself. I noticed that I left some lipstick on the singlet, I forgot I had this stupid red on.

At some point, he had to stop me. He was about to cum. He needed a break. We actually sat on my bed and drank some water. This is why my time with Austin was always so special. No matter what, the banters, the serious talks, the sex, the fights, the friendship, we would always find a way to make things go naturally between us. He could slap me one second, and then, we could have a drink. I could rim his ass one night, and the other day, we could play some tennis as friends. I was thinking about what he told me: "I just want a girl whom I can love during the day, and fuck roughly during the night". Could that be me?

"Do you want to suck my dick?" He finally said, still wearing his dirty singlet, almost totally uncovering his hairy chest now.

"You know I do!"

Austin got entirely naked, offering me a strip show as he was undressing, flaunting his sweaty body until he revealed the monster I had been craving for months. I had seen it before. I had sucked it before. But this time, it was different. This time, I did not need to pretend as if I did not like it, as if I was not in heaven. I went on his dick and I made sure to give Austin the best blowjob of his damn life. I licked his tool, his balls, and then I started to deep-throat his shaft. I had more experience now.

He was tasting so fucking good!

I could hear him moaning already. It just motivated me to go harder. I went back and forth on his dick, playing with my saliva, looking up at Austin's eyes. He did not need to close his eyes to enjoy the moment anymore, he was directly staring at me now, or at least, he was staring at the feminized version of myself.

I pushed his dick hard in my mouth and throat and made my eyes teared up a little bit. Again, I knew he liked that.

He started to face fuck me at some point, holding my wig and my head in his hands. His cock was so huge. Bigger and thicker than Steve. No word could describe how intense, how sexual, how bestial, how fantastic, how crazy it felt having Austin's dick ramming my throat. I felt some cum coming out of my own dick as he was dropping some precum in the back on my throat.

The dirty talk continued:

"You like that bitch, the big dick of mine inside of your throat!"

"Yeff" I tried to say, his shaft inside of me.

After getting enough of my face, Austin laid down on his bed and lifted his legs. I knew the position. I knew the drill.

"No eat your cake!" He ordered.

He did not need to ask twice.

It could not say what I loved more: his ass or his dick. I did not choose and played with both. He was moaning louder. I rimmed him for maybe 20 minutes, giving him some break from jerking him off from time to time as he was often on the verge of cumming. I kissed his birth marks on his hairy cheeks. How could he hate them?

"You are so beautiful." I spoke, sincerely.

"Mmmmm... baby.... Keep on eating that ass..."

I spat on his hole and went at it again. Fucking his anus with my tongue. I went even deeper than last time, tasting his insides.

"Now eat my balls, take them all in your mouth!"

They were full. And they were huge.

His 9.5. inches of meat were fully erected and I knew Austin was going crazy for me. This alone pushed me over the edge. I just loved pleasing him. I opened my mouth and stuck my tongue out.

"Spit on me!" I wanted to show him it was ok, I wanted to be owned by him.

With devilish eyes, he spat inside of my mouth once, then he got closer, again I almost thought he would kiss me, and spat in me again. I licked it, then I went back to his dick, balls and pink anus, using his spit as lube.

Again, I had to stop, he was about to cum. But he could not cum. Not yet. He had something really important to do before that: fucking my ass.

"I think it's time." I said.

"For what?" I knew that he knew what I meant. This cheeky fucker wanted me to say it.

"Fuck me."

"Doggystyle. To start?" He was not commanding this time but merely asking.

I positioned myself on the carpet, in the doggystyle position. 8 months ago, Ashley was there, getting fucked in the ass by Austin and I was on the other side of the door, frustrated. I had waited patiently for my turn and I could not believe it had come.

I waited for a few seconds and then I felt it. But it was not his dick. Not even his fingers. He was licking my ass! I started to cum immediately but I remained hard. I was too excited for my cock to go down. I felt Austin's tongue deep inside of me. I pushed his head against my ass. He was actually rimming me! I could have jizzed a hundred loads of cum and still remained hard.

After his tongue, he started to fuck me with his fingers. He was gentle. He spanked me again. But then kissed my ass. He fingered me some more, sliding 3 fingers in. I was literally feeling my asshole opening up under his expert tongue and hands.

"Fuck, I'm so horny" he said once. "FUCK." He shouted again, as if he could not believe himself. He had pushed every boundary. I wondered how he was feeling. Fingering another man. Sure, I was dressed like a woman but he could see my balls. He could see my very hard dick. He could play pretend but he had just eaten another man's ass.

"Are you ready?" He asked, sounded more like an animal roaring.

"Yes please, fuck me!"

When I felt the tip of Austin's dick inside my asshole, I felt I could never be happier and more excited in my entire life.

I felt his power, his energy. His dick was huge but I was not scared at all, I fully trusted him. I loved how rough and considerate Austin could be at same time. I wanted him so bad in my ass. There was no way around it. I loved him.

He pushed his dick inside of me slowly, he had prepped me well: the butt plug, the lub, his tongue, his spit, his fingers and now his 9.5 inches dick, full of precum.

"I'm gonna get you pregnant" He said, putting his hand on my back. Then, he pushed harder.

"MMMMMMM" I refrained myself from screaming. Steve was still just next door. I thought about him for a split second. "MMMMMMM". Austin pushed deeper, harder.

"You're good?"

"Keep going! Keep going! That's so good!" I cried out.

He kept on pushing his shaft deep inside of me. I had never been fucked like that. But I wanted more. I wanted to show him what I was capable of.

"I want to feel your balls against my ass." I whispered.

And as I gave him the green light, there he was, balls deep inside of me.

"Fuck me!" This time I shouted.

He did fuck me. Good. He filled my hole with his dick, went back and forth, with the steady rhythm of a trained athlete. He was giving his all. I was beyond excited. Then we moved to his bed, I went on top of him and he fucked me, his face a few inches from mine.

I put his hand on my throat while he was pounding me, showing him that he could choke me if he wanted to. I was his toy.

The dirty talk had ceased. We both only grunted and moaned. Our bodies stuck together. Complete. He was sweating on me. He was breathing on my neck. His armpits were so close to me. I licked them. He grunted some more. It was wild.

Austin was restless. It lasted for 20 minutes more. It was the best fuck I had ever have. How could it be different? It was Austin. It was only HIM. Since day one.

I wanted this moment to last for an eternity. Although, all good things come to an end.

"I'm gonna cum" He whispered in my ears, between two breaths.

"Breed me." I said, staring at his blue eyes.

He smiled. He moaned some more and a few seconds later, released his semen inside of my ass. I felt my asshole being filled in, what a sensation! I blew my load as well, spraying Austin in the process. I could not care less. Neither did he. He stayed in my ass a long time after cumming and when finally, he got out, his dick had become flaccid, wet with his cum.

I felt the semen leaking from my own ass shortly after, messing up my stockings which I was still wearing. We had removed my thong a long time before that. A crazy amount of cum came out of my ass. I collected some of it on my fingers and ate it, in a state of trance.

"I need a shower" Austin eventually said, grabbing some stuff and getting out of the room.

When he came back to the room 20 minutes later, I was Tyler again. I had removed the make-up, the wig, the dirty clothes, and had come back to my boxers' briefs. Did we make a mistake? Would things be too awkward or complicated now? Was it worth it? I could not imagine this was not worth it. I just had the best night of my life.

"Ty, are you ok?" Austin sat on his bed, wearing only his white towel. He looked serious.

"I am." I confidently said.

"Are you sure?"

"Yes... it was great. At least for me..." I knew I was totally content with what had just happened but Austin's interrogation got me nervous.

"It was great for me too! One of my greatest sex experiences ever! To be honest, my greatest ever." I smiled, proud of myself. "But this is not what I meant. Are things ok now, between us?"

"Yes. Should it not be? Would you like me to be ashamed or something?"

"No, not at all! I just don't want to mess things up between us. You're too important to me."

"Austin, nothing will ever come between us. Nothing." He smiled, seemingly reassured.

"Thank you, Ty."

"Should we go to sleep now?"

"Yeah... Ty... There's just one thing..."

Again, he got me nervous. Visibly, he was not that ok with what we just did.

"Yes? What's wrong Austin?"

"Steve." He simply said. My stomach hurt.

"Yes, Steve. I know."

"We are good friend him and I, you know, we are both in the wrestling and football teams together. For the wrestling, he's the one who showed me the ropes, included me in the team and..."

I cut Austin off, not wanting to hear more of what a great guy Steve was.

"I know... Don't you think I feel the same way? Don't you think I feel bad? He's your friend, well if you have not noticed, he's my boyfriend. He wants to introduce me to his parents next week-end."

"Oh..."

There was a long moment of silent afterwards. I almost thought Austin was asleep. But he spoke again:

"What we do is not really cheating right? I'm not gay so it does not mean anything. Just some fun between friends!"

His words pierced my heart.

"I guess..." I responded, a lump in my throat. I thought about it for a while and then, I said: "Maybe it's not much different than when we jerked off together watching porn while you were dating Ashley. She was my friend too."

"Yes, and I guess she would not have minded, even if she knew."

We were being hypocrites as the two situations were actually way different, Steve would definitely mind if he knew what I had done with Austin. But we needed to reassure ourselves.

"Would you ever want to do this again?" I eventually asked. Maybe this was wrong, maybe this did not mean anything, but either way, I could not let this go.

"No. I'd like to do it again" He looked at me. "Would you?"

"Yes. I would."

"Ok, but maybe we should be more careful. Steve is right in the room next door. If we ever do that again, we should go to an hotel or something?" Austin suggested.

Once again, I was surprised on how much he was thinking the whole thing through.

"Yes, you're probably right. As long as we're good, I'm good."

"We are good Ty. And sincerely, I hope it will work out with you and Steve, you deserve to be happy."

That broke my heart.

"You deserve to be happy too Austin. I hope you'll find someone."

How could he not realize that he had found me?

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So guys, I guess Ty and Austin have finally fucked. After 21 chapters! ;) But the story is not over yet, still 3 chapters to go to wrap this up. Hope you'll like the ending! As usual, be respectful of my work, but please do share your comments and feedback, I love to read them!