My College Boy: Chapter 2

By Roxanne Smeen
Gay

Chapter 2: Reconnecting

After we hooked up, I didn’t hear from Timothy for a while. It wasn’t a big concern of mine, but I did really enjoy our time together. I was longing for his touch again. The sounds he made when I penetrated his asshole. The sounds when I spanked him and made him submit. Thoughts lingered in my head about our first encounter and I found myself getting rock hard every time. That boy Timothy really got me going!

The air was crisp and the leaves were starting to fall. It was getting towards the ends of Autumn and I was wrapping up a research project on new biotechnology methods on campus. We had completed most of the work, but I had to return to the library to get one more book. I walked in and saw Timothy there in the science section. I could feel the tension and chemistry in the air. We needed to fuck again. Both of us knew it. The way he looked at me when I walked over only said one thing: I need you.

This time there wasn’t much small talk. As soon as I walked up to him I rubbed his arm and leaned in. We just had the perfect feel around each other. Natural and calm. There wasn’t any anxiety and I felt so relaxed with him. I think he felt the same way, but I wanted to make sure. My laziness was pulling for me to go to his dorm again, but my kinky desires were telling me to bring Timothy back to my house. My house with toys and a sling. I wanted to see just how wild we could get. After all, Timothy was my bottom bitch. And I wanted to fuck him open again.

My cock was ripping through my jeans on our walk home and I think Timothy could tell. ‘Adam, you’re so hard already. I didn’t know you were so happy to see me.’ He was right, I was throbbing and oozing out pre-cum. ‘To tell you the truth Timothy, I was really hoping to hear from you sooner. I felt such a connection with you last time. And I want to use your holes again.’ Mmmmm, he sighed. I could tell his asshole was already winking and opening at the thought. I massaged his lower back a little, rubbing lower and lower. Knowing full well I was going to pound that ass when we got back, and he was going to submit for me. I could hardly wait. Feeling my heart pump and my body warm up. The cold air felt even better with this invigoration. My cock was getting harder and harder as we walked.

We weren’t far when Timothy told me a secret. ‘I like wearing thongs’, he blurted out in a haste. It was almost like he was a little nervous. My shy, bottom bitch, who liked to dress in thongs and lingerie. My day couldn’t get better. I quickly reassured Timothy, and we carried on. ‘That’s great Tim. I have a few pairs at the house that you can try on when we get back, but we’ll order some new thongs soon. I want you in a lacy outfit for me one of these days. And from there, we can get wilder.’ He blushed. I think the ideas were turning him on, but he was a bit afraid to express himself further. The shy, timid nature of Timothy turned me on so much. I loved mentoring him through these erotic sessions.

‘Do you like weed?’ I said, with a slight smirk. Timothy’s eyes lit up and he started skipping. I didn’t need an answer. That told me all I needed to know. Not only was my shy bottom bitch ready to submit. We were also both going to get baked during our sessions. The idea of it all turned me on relentlessly. My cock aching for his sweet pink anus. Begging to breed and pump for hours on end. Seeing his ass cheeks bounce as he skipped I nearly lost my load. My pace quickened and I gripped Timothy’s arm. We walked speedily back to my condo unit and I locked the door behind me after we entered, knowing it was about to get wild.

Timothy didn’t say a word. He knew it was time to fully submit and there wasn’t much small talk left. The lights were already dim, but I shut a few more off. I wanted the mood to be right. I also wanted him in slight trepidation. Tonight was exciting, thrilling, and a bit scary. In a good way. Timothy enjoyed the thrill, and tonight, he was going to show off that sweet ass and hole in a thong.

We entered my bedroom and I directed him to the closet where I showed him the thongs. Some black and lacy, others pink. I could hardly wait to see that juicy ass in one. I gave Timothy some time to see what he liked while I ground up some weed. Timothy stripped completely naked and walked around the walk in closet, eyeing the different thongs and lacy outfits I had gotten over the years. His soft, pale white ass floating around the room got me going. My cock jumped in my pants and I could hardly wait. I decided to remove them. They weren’t going to stay on much longer. I loved lounging around naked, feeling my cock get harder and harder. The precum pooling and dripping as I anticipated taking his asshole again. Breeding my bottom bitch for hours on end.

He lingered on a light peach pair for a time. ‘Do you like them sweetheart?’. Timothy turned and smiled, his gorgeous chest and hips peeking over at me. He grabbed the edges of the lace thong softly and lifted his right leg, then he slid in and lifted the left. He slowly pulled the thin peach lace thong up that juicy ass and I nearly lost it. Forgetting about the weed, I set the grinder down and walked over to him. I rested my left hand on his shoulder and kissed his neck from behind, breathing into his ear and licking around the lobe. I could hear his soft moans and whimpers. His sounds always did it for me. The slight gasps of air as I brushed him, and the louder moans when I pushed his limits. Timothy’s vocalization during our play was like music to my ears, guiding my energy and movements. I used my right hand to spank and grip his ass in the peach thing. Feeling Timothy’s cheeks in my hand and rubbing his hips I started to massage my penis against his lower back, pressing in. He let out a moan and pushed his ass out to me, spreading his cheeks wide. By this point my cock was dripping, so lube wasn’t even a consideration. Using my right hand I licked my three middle fingers, and lowered them into his anal ring. Gently swirling, circle after circle, I started to moisten and loosen his cavity. Slowly deepening my push. Working my fingers in that ring. Getting it open. My cock twitching up and down against Timothy’s lower back and ass. Precum stickiness rubbing around and leaking above his hole. I could feel Timothy’s anus wink and open, in anticipation.

I inserted the head of my penis into his asshole and started to drive deeper and deeper. ‘Oh fuck Adam, it’s so thick and warm.’ I pressed harder and inch after inch slid into his wet and tight ass. Air let out as I pushed all the way in, spreading his cheeks as I worked it up to my navel. I was all the way in, Timothy gyrating his hips left and right just sitting on that cock, taking it like a pro. I was in heaven, sliding and gliding back and forth. My cock felt like a metal rod, he made me so hard. I could angle it left and right, opening that ass up even more. I laid Timothy down and made him present his ass and hole up in the air. My cock quickly plopped out along with some of his ass juices and some air from all of that pounding. I took a second to just gaze at his open butthole, spreading his cheeks further and further. Smelling the freshly fucked hole. I had to take a taste of that. I buried my tongue deep, deep, then deeper into his winking anus. Licking all around I could feel his butt pulsing with pleasure. Fully opened and slightly reddened from my pounding. I lifted up and slung my cock right back into that warm fuck hole. It fit snugly still, Timothy’s ass wrapping around my cock, warming it as I finished entering. I was getting close. The heat and soft walls were creating an ecstasy in my penis unlike anything I’d ever felt.

‘Deeper, deeper daddy.’ I started pounding away, forgetting about everything and everyone, except for him. My little bottom bitch Timothy. ‘Oh yeah, that’s a good boy. Take that dick. Arch that back and spread that fucking anus out for me. I wanna see pink. He obeyed and opened fully. I couldn’t slow down, so I just started going insane. Pistoning my cock deep in that ass. All the air was starting to leak out and you could hear it as I unloaded spurt after spurt of cum deep into Timothy’s loosened anus. Enitrely up his anal canal. I unloaded for 10, 20, almost 30 seconds. It just kept pouring out and his cheeks kept jiggling against me. ‘Oh my, that was fucking incredible Adam. I can feel your whole load in there.’ My cock still very hard, I worked back and forth, ever so slowly. ‘Good boy’, I said as I lightly patted his ass cheeks, panting and breathless. Taking the time to see the redness in between his ass cheeks, and watch as they spread to view a gaped open hole with my cock firmly plugging the opening. I spread him wide and started to drift my penis out. Then it popped again and a large portion of my load came pouring out with it. I held him open there for a minute. Taking in the smells and letting his ass air and leak out. He farted out my cum for a minute or two, before without warning, I slammed my still hard cock back in. Timothy wasn’t expecting that, but he didn’t cum yet. And I wasn’t taking no for an answer.

After slamming all the way into his anus, and holding my cock there for a few minutes, I slowly rocked my cock in and out and told him what I wanted. ‘I’m going to breed this anus a second time, but you better cum before I do. Do you understand me boy?’ He quickly agreed. ‘Yes sir’, as he shook his hips. This time, he was doing the work. ‘Work that ass and squeeze your anal cavity honey. I want you to milk this second load out of me. And more importantly, I want you to orgasm hard baby.’ I told him as his hips grooved forward and back. My cock gliding in and out of his tunnel, my firm hands gripping his soft sides.

‘You’re so sweet daddy. And you feel so good. Slide in deeper, oh yes. I love it when you grab my nipples and squeeze. Kissing my neck while you penetrate me with that cock.’ I was hitting his spots. I started to work his nipples harder and harder and it seemed to be working. I could feel the tiny goosebumps on his body and his heart started to race. I pounded deeper and started spanking him hard. ‘You like that boy. You’re my little bottom bitch. Take that cock, all the way. Take it harder. I want you to cum for me. Are you going to unload your cum with my hard cock all the way inside of you?’ I said as I pistoned deeper, reaching levels of his asshole even I didn’t expect to reach. At this point he was entirely open and working that hole for me.

And just like that Timothy yelled out and squirted cum all over the floor, moaning in ecstasy as my throbbing cock pushed deeper and deeper while his hole squeezed. ‘Oh fuckkkkkk Adam, fuckkkkk.’ His breathing got faster and faster while he finished squirting cum, and then slowly started to relax while his cock began to soften. His asshole was completely open, accepting my cock and comforting it as I finished unloading the rest of my cum too. I had never cum so much in a night before, my penis still pulsating deep inside of him and almost endlessly leaking cum. I carried Timothy over to the bed and we snuggled as my penis softened. He kissed my chest and relaxed his breath. I rested too, cherishing the hot and sensual sex we just had, and thought about how special he was. My sweet college boy.