Sometimes it Takes Just That

[samlex]

Part I

It happened again. I feel that it's constantly happening to me even though I'm trying to avoid them. Feelings. Are we meant to get them constantly broken until they disappear for good or are we going to eventually learn how to control them? I can't be the only one that has to deal with them. If I am can someone please tell me how they stopped dealing with them. At this point, I'd really like to get rid of them.

I had gotten out of a long and horrible relationship a few months ago. I had found out that my ex had been cheating on me and when I asked him to leave the other guy he chose not to. So I left him. It was not an easy task but part of me knew the little self-respect I still had at that point needed to still exist. I deleted him from my life and tried to ignore him as best I could when I saw him in the hallway. He, on the other hand, didn't seem to want to let me have that little self-respect. He tried contacting me through mutual friends or when he saw me in the hallways at school he would always come and apologize to me. It was hard, painstakingly hard. We had dated for 3 years and up until my bubble burst, I thought we were in it for the long haul. What kept me going in my resolution though, was the fact that I knew he was still fucking other guys and that had mostly been the last nail in the coffin. Part of me was in pain but another part of me was angry and although I let the pain part take control for a while, after a few months the anger spurt back out.

How was it that he could so easily move on from us and just be fucking other randoms without any emotional difficulties. I knew the answer but I wasn't ready to accept it yet so I left it out there in limbo. All of this was going through my mind in the middle of the bar I was presently drinking at with friends from an association I had joined at school. What had me all angered was not only the fact that he was fucking around but it was also the fact that I wasn't. I was in a business school, constantly surrounded by guys in business suits which were very often not bad to look at, and I couldn't even muster an attempt at flirting with any of them. Jake was the perfect example of that. He was the president of the business association. I hadn't really noticed him much in that way before but not having sex for a few months often makes you see things through different lens. He wasn't the type of guy I was usually into but I was horny and guys in business suits often did it for me.

Jake had insisted that whoever could come out after the meeting we had had that night should follow him to a pub down the street from our university. Reading week was next week and before everyone started cramming for midterms which were after the break, he thought it would be fun to just relax and have a few pints. After my breakup, I had poured the energy and time I had wasted on my ex into the association. They had become my new circle of friends at university, especially Jake. Putting so much energy into the association meant that I was often speaking with him about things and we had gotten a lot closer. He knew about my ex. We had talked about it at lengths one night while having a few beers. He was straight, or at least that's what I thought since he had never really brought it up. I don't think up to this point our relationship would have been any different even if he had told me he was gay but nonetheless, it would have been interesting to know if he was and had told me.

"Hey, Sam! what are your plans for reading week?"

I stared at Jake as I came out of my train of thoughts. He gave me his usual businessman smile. He knew I was doing my usual overthinking and probably spiraling further into my thoughts as I tended to do recently. I took a swig of beer.

"Sorry, guys I was totally lost in my thoughts. What were you guys talking about?" I asked.

"Just wondering what each other's plans were for the week." Jake followed through.

"Probably just going to chill in the boondocks at my parents' and study as much as possible. I'm already so done with this semester." I said.

Everyone acquiesced. We were mostly all in our final year of Finance and the major had not been easy on us. Doing the degree itself was a task. Trying to do the degree while participating in an association and keeping a 3.3 GPA was just brutal. I think that was one of the few benefits of being single. You had more time to study and a lot less stress. I listened to the others as they described what they were going to do. Some had chosen to risk their grades and head down south for the week while others like Jake were going to stay in the city since their parents lived here. After a few hours, some people started to leave, stating that they had classes early the next day. It was a Wednesday night and understandably not everyone could spare arriving tired to class. I on the other hand only had a class late evening on Thursday so didn't worry too much about the time or the amount of beer I was drinking. I also lived in a neighbourhood that was lucky enough to have a night bus so getting home wasn't an issue neither.

The night rolled along until Jake and I were the only two left at the bar. I had caught myself a few times throughout the night staring at him. I or my hormones had not noticed until tonight how confident he looked in a suit. I found it to be quite a turn on, especially tonight for some reason. Jake took the last few gulps from his pint and placed his empty glass next to all the others that were still on the table.

"You going to grab another after that one or you're also heading home?" He asked.

"I'm down for another one but how are you getting home? If you don't leave now won't you miss the last bus to the West Island?"

"I was planning on taking an Uber home if we ended up staying out too late so it's fine."

"Well then get that waitress over here cause we are certainly ordering another round. I'm not even buzzed in the slightest."

"I'll actually just get them otherwise we'll be waiting here for a while. You want the same one that you've been having?"

I nodded yes and watched as he got up and walked to the bar. Jake was so handsome tonight. He had been wearing a navy blazer to the meeting which he had placed on the back of his chair during the night. At the moment he was only wearing a light blue button up with his sleeves rolled up and a navy blue tie. His attire was clashing really well with his blond hair but his blue eyes were intense with the suit on. It was just hitting me in all the right places. As he ordered and waited for the beers, I looked at how well his pants fit him. They were tight around his ass, making it seem plump and firm. I was loving the way he looked tonight and disappointed I hadn't noticed his ass beforehand. I had known for a while now that I was totally an ass guy. When the barman finally brought Jake the beers I looked away and stared at someone else across the bar so that he wouldn't be aware that I was crushing on him. I knew the alcohol I had drank all night was partly to blame for this horniness. I would wake up tomorrow and find the entire night hilarious. As Jake came back to the table with two new pints, I chugged mine down and grabbed the glass he handed my way.

"So when are you going back to your parents'?" he asked as he sat down.

"Don't know yet. If I go though I probably won't stay too long. I think too much when I'm over there because I get bored really quickly and it's not the best time to start thinking a lot." I said laughingly to ease the awkwardness that I felt.

"Yeah, I get that. It's a lot less apparent that things are bothering you though so I guess that's a good sign."

"Anything special going on for you or are you spending the week in the West Island?"

"I'm probably going to spend more time in the city than at home. My teachers are brutal this Reading Week. I've got so much stuff to do that I'm not sure I'll be doing anything other than studying."

The conversation droned on like that till we both finished our beers and got up to put our blazers back on. Jake followed me back home saying it was easier to take an Uber from my neighbourhood because it was right beside the highway. As we waited for the night bus to come we talked about the plans for the activities that the association wanted to do once we were back from Reading Week. Since I thought Jake was straight and new that even with an Uber he wouldn't be back home until an hour later I tried debating if I should just offer him a place to stay for the night. Part of me wanted to, simply to see if we could go any further than friendship, but the other part of me also knew that if he was straight and I ended up hitting on him he might freak and I might ruin everything. In other words, I was down to inviting him over but I needed to keep my dick in my pants.

"Jake if you don't have anything too early tomorrow, you can crash on my couch tonight. Since I know you've still got at least another hour of Uber to do."

"Yeah, thanks! I think I might actually take your offer cause I was not looking forward to that Uber ride."

Fireworks burst in my mind while butterflies decided to start flapping around in my gut. Feelings. Why? I tried acting as if everything was normal on my end even though my horny mind was working in overdrive with all the possibilities that I was hoping would happen but also did not want to take place. It was a good thing that the bus ride was not too long and that I'd be able to get to bed and forget all of these thoughts as quickly as possible. When we got to my place I unlocked the door and walked in. Jake had already been here a few times throughout the year for association related business so he knew where things were. I lived alone in a somewhat large 3 1/2 so even if he hadn't been here before, there wasn't much to visit.

Once my shoes were taken off I went directly to my room to grab a hanger for his blazer and didn't expect him to follow me into my room. He handed me his blazer and as I was putting it away he undid his tie, unbuttoned a few of the top buttons to his button up shirt, and rolled up his sleeves.

"Got any beers here? Since I'm not heading home I'd be down for one last one." He asked.

"Yeah let me just hang my blazer and I'll get us some." I answered.

Why had the vibe changed all of a sudden? It was peculiar. I went to my fridge, fished out two beers and was expecting him to have followed me but he was still in my bedroom. He was looking at the books that I had bought over the years in my bookshelf. The fact that he was perusing my bookshelf was problematic in itself. By doing so, he had his back towards me which meant I had a perfect view of his plump ass. I stood in the doorframe just looking at it, imagining me between those two mounds savouring him, pleasuring him.

"I never realized you had so many books not related to business. I guess you read a lot?" he asked as he grabbed a book off the shelf and started reading the back cover.

"I tend to read to relax from all the business info we're bombarded with." I said.

"Yeah, I get that. I used to read so much as well but can't seem to find the time anymore these days."

Dammit! I could feel my cock plumping up and since I was wearing business pants it would get obvious quickly. I needed to distract myself but fuck, that ass right there in front of me was hard to not stare at. It was already hard enough keeping myself from putting the beers down and just walking over to touch it. I decided the best option was to break the trance and get him to turn around so I wouldn't have that ass in my line of vision. I didn't want to stop staring but did I have much of a choice? I walked towards him and handed him one of the beers. I noticed he had grabbed "Paris" by Edward Rutherfurd.

"You like historical novels?" I asked.

"Yeah, I'm actually quite into them. Is this one any good?" He said

"Yeah I liked it a lot, but I feel it's because I actually know Paris quite well so it helped out a lot with the visuals. If you prefer shorter ones I highly recommend the Genghis Kang series by Conn Iggulden."

He placed the book back on the shelf and grabbed the beer I was offering him. Everything went downhill from there. Jake took a swig and looked at me as I sat down on my bed.

"Sam, what's the main reason why you invited me over tonight?"

 

[samlex]

Part II

FUCK...fuck.fuck.fuck.

I felt like a deer in front of headlights. How could he know? Did I mistakenly do or say something without realizing it? Had he seen me staring at the bar or just now?

fuck.fuck.fuck.fuck

"...euh...well I offered so that you wouldn't have to take the hour-long Uber." I said.

"You sure that was the reason? Not in the hopes that something might happen tonight?" He said.

"What could I be hoping would happen tonight? I know you're straight so why would I want to attempt a move on you only to be rebuked?" I said.

"I'm straight, but we're in university, aren't we, and I'm here aren't I." He said.

What the fuck...did I misunderstand what he meant by that or did he just tell me if I made a move he wouldn't stop me and might join in?

"Last time you fucked was with your ex right?"

I looked at him not knowing what to say. I nodded yes.

"If you want me to fuck you then make a move."

I didn't know how to react. Was he serious? My hormones, however, didn't care if he was or not. He told me to make a move so I would make a move. I stood up from the bed and placed my hand on his crotch. His dick was hard. I didn't know if he would let me kiss him and at this point, it didn't really matter. I wanted two things: his dick in my mouth and my face in his ass. I could deal with not having anything else as long as I got that. I looked down at the outline of his dick in his pants. The fabric was stretching as well as it could against the pressure of his dick. I followed the outline of it with my fingers. I followed it back and forth gently putting pressure from time to time. I could feel the rigidity and softness of his dick and it was mesmerizing. This was not the first dick I had felt but the entire situation was just too much. A few seconds ago I thought Jake was straight and the fact that he was wearing a suit was just such a turn on. If he was going to let me do this then I was going to take my time. Especially since I didn't know if he would let me do it again.

I looked back into his eyes and saw confirmation that he wasn't freaking out so I slowly got on my knees. I continued following the outline of his dick with my fingers but could see its form against the fabric clearer now. I couldn't believe what I was doing nor what was in front of my eyes. I wanted to just pull it out of his pants and start sucking on it but the view of what I had before me was just as enticing. Imagine having a guy in a well-fitted business suit standing in front of you with a hardon that is apparent through his pants. I was salivating, figuratively. I wanted things to stay just like that for a while longer. The idea of this ending after tonight was excruciating.

I took hold of his dick with a bit more firmness and slowly slid my thumb over the head. I wanted to see some of his precum stain through his pants. As much as his straining dick was mesmerizing me, there was something else I wanted to touch very badly. His ass. My free hand slowly made the route to land on one of his cheeks and squeezed it. As I had guessed, plump and firm. My own dick at this point was straining just as hard against my business pants. It desperately wanted to be free but it wasn't and wouldn't be my focus. I wanted my entire focus to be his dick and ass and have the entire scene sketched into my mind for as long as it could be.

With that notion going through my mind, I had had enough of just fondling his dick through his pants. I looked up at him and noticed he was staring down at me. He gave me that sexually charged businessman smile and with that, I slowly moved in. My lips touched the fabric of his pants that separated my mouth from his dick. They slowly parted until they were covering part of his dick. I felt his hand slowly press against my head and stroke it with his thumb. Both of my hands found their way to his ass, squeezed it, and pressed him closer to me. My mouth slowly began doing the movement my hands had been doing. Slowly moving from the base to its head. I kept my tongue from touching it at first. All I wanted was to tease him slowly. Part of me wanted to hear him beg for my mouth. Beg for me.

I kept the movement slow. Kept my lips firmly on his dick. Slowly applied pressure from time to time and exhaled every time I had the head between my lips. The pressure I was placing on his ass kept his dick firmly in contact with my lips and when I finally felt him gently pressure my face unto his dick, I slowly slid my tongue along his shaft as my head continued the slow motion. My tongue paid more specific attention to the head of his dick when my mouth reached it. I slowly let it twirl around its tip. As I did that, he pressed my head a little more into him. He was liking what I was doing to him. That was good because fuck would I do it again if he asked me to. I had been slowly moving along his dick to the point where that part of his pants was lathered with my saliva. I moved away a bit and noticed that his dick was slightly pulsating. At least as much as it could under his tight business pants.

I was done. I needed more now so my hands found his belt buckle and expertly undid it. As I was undoing his belt, his hand left my head and he began undoing his tie which he threw on my bed. Once his belt was undone and that I had unbuttoned his pants, I slowly slid them down over his ass. His dick bounced out a bit as I relieved some of the pressure it had been under. It was still imprisoned by his boxer briefs though. His turquoise coloured boxer briefs were tight to the point that they left very little to the imagination. His dick was obviously still straining against its tight captor and I wanted to let it out but I also liked the idea of teasing him still. I hoped in his head he was anxiously awaiting the moment I would just stop all of this and start sucking him. I wanted those thoughts to be invading his mind.

I took hold of his dick and stroked it a bit. My fingers weren't completely around it because of his boxer briefs but I was able to pleasure him a bit more than before. His dick was still pressed against his right leg but far enough away that I could see it bounce a bit when I wasn't touching it. It badly wanted to be free. It wanted to feel my mouth against it as much as I wanted to feel it. I took hold of it as best I could and placed the head of his dick into my mouth. I wanted it to feel almost like the real thing. I sucked on it a bit while letting my tongue slowly twirl on its tip while bathing the head. I slowly let go of his dick and went back to moving down the shaft. Unlike with his pants over it, this time I could feel his dick straining against the fabric. I wanted it badly. He seemed to want it just as bad but there was something I wanted more at that specific moment.

I stopped concentrating on his dick and made sure his pants were completely on the floor. I slowly slid them off one foot and then the other. He was now standing in front of me wearing only his boxers and button-up shirt. He had undone a few more buttons and I could see the top of his chest with a bit of hair popping out. The site of this guy was hitting every right button and it was somewhat annoying. Annoying because knowing myself I would fall for him and I couldn't. This was not the time nor place to be thinking this though so I went back to what I wanted to do to him next. I grabbed his pants and pushed them a bit further so they wouldn't be in our way. I got up. Grabbed his hand and guided him to my desk. In one corner of my room, I had a somewhat big wooden desk to study on. I made him face it and then I walked behind him and went back to my knees.

I had another beautiful sight before me. As much as I liked seeing a hard dick trapped under boxer briefs, a beautiful plumped ass was just as enthralling. I slowly slid down his boxer briefs revealing more and more skin. I made sure to only lower the backside and keep his dick still covered. I noticed that he looked down at me in puzzlement. He was probably unaware of what I had in mind. I wanted him to fuck me. I wanted to feel his dick inside of me, pulsating. However, I also wanted to rim him just as badly. When his ass was completely uncovered, I placed the elastic band of his boxer briefs directly underneath his cheeks to keep them plump. I adored the view that was before me at that moment. I kissed one of his cheeks lightly and then the other. I did this a few time slowly getting closer to his bud.

When I was close enough, I slowly spread them apart with both of my hands and looked at the contrasting pink bud before me. A hairless darkish pink bud stood out from his white mounds protecting it. It looked vulnerable but enticed at the idea of what was happening. I stared at Jake who was looking back at me. I had no idea what he was thinking but soon enough I'm hoping he would be demanding me to continue. As I continued looking at him, I moved towards my prize. As soon as I was close enough, I made contact. I stuck out my tongue and slowly played with his bud. I was still looking at him while doing this and noticed the change in his eyes when my tongue slide past and around his bud. He smirked a bit and let me guide him as one of my hands let go of his cheek and guided him to bend over in the slightest. He never seemed to look away while I teased his hole. I was loving the attention but also everything about what I was doing. I had noticed a slight smell and taste of sweat when I had approached his ass and it had turned me on even more.

"Ugh..."

I stopped everything. My face was still in his ass but I looked towards him. Had Jake just moaned? He was liking this. I looked at him to see his reaction.

"Are you done or are you going to continue?" He said

I didn't need to be told twice. My tongue stretched back out and began twirling around his bud. I could feel it slowly relieving pressure. I didn't want to freak him out too much and didn't imagine ever fucking him but loosening him up a bit down there was an interesting prospect. After a bit more of me tingling his nerve endings, his hand found the back of my hand and like before, it pressured me to go further. At that point his bud was relaxed and with the nonverbal encouragement, I slowly let my tongue penetrate him. Once it was slightly in, I quickly took it out and began licking around his bud again. I wanted to go slowly. I wanted him to enjoy it without freaking out. I felt his hand slightly pressure me in again so I went for it once more. My tongue slowly found its way back into his bud but this time I quickly slid it back out and slid it back in. That seemed to have done the trick. His hand pressured me even deeper which I confide was extremely arousing. As my tongue was slowly but persistently penetrating him, he arched his back and gave me more access.

"Ugh..."

I stopped.

"You're liking this?" I asked.

"Yeah. Now get back at it before I flip you over and fuck you."

Jake. You know exactly what to say, but I feel you're going to fuck me up emotionally. I deserve that though. I kissed his cheeks again and then dug my face back in between the mounds. I began sliding my tongue back into his bud again and tried to go a bit deeper this time. I liked the fact that me rimming him was pleasuring him. He wanted more of it and I was happy to comply. I continued teasing him slightly with my tongue. Licking around his bud while sometimes quickly letting it slide in and out for a few seconds. I eventually had enough of rimming him though and kissed both mounds before standing back up.

I looked at him. I wanted to kiss him badly but wasn't sure if he would let me. I looked into his blue eyes and reached out for his button-up shirt. I slowly began unbuttoning it. I undid every button till his shirt opened. Imagine some handsome guy standing before you with an unbuttoned shirt in his boxer briefs with an extremely hard cock begging to be let out. That's what I had before me. I looked down at his package which he was holding in one hand. He smirked when I looked back up at him.

"Is this what you are going for next?"

 

[Autolycus]

Wow! Please don't leave us in suspense for too long!

 

[samlex]

Part III

We both knew he was right. I was at a point where I not only wanted to see his dick without his boxer briefs on but I also wanted to taste it. Savour him. Please him. He squeezed his dick a bit while looking at me. As I was getting down on my knees to get to what I desired, the hand that was fondling his dick pressed under my chin.

"Get back up here." He said.

I stopped my motion and stood back up. What exactly did he have in mind? I thought he wanted me to blow him. Without me even realizing it, Jake's face got closer to mine and he gently kissed me. It didn't last long and it felt like he was hesitant.

"I wanted to see how that felt."

"You want to try again?" I asked.

Without letting him respond, I went in for another kiss. This time, however, there was no feeling of hesitation. I took control. I began with a few pecks. I wanted him to slowly get used to the idea of kissing another guy. Part of me for some reason was hoping that I was his first and would be his last. You know, feelings. After a few pecks, I slowly let my tongue do some searching. While I kissed him, I let my hands roam his body a bit. I had never really touched him whatsoever so it was interesting realizing how firm his upper body was. I began by grazing his chest. He didn't have one of those huge defined chests but it was obvious he trained a bit. I gently let my finger graze the outline of his right pec. My thumb eventually grazed his nipple and stopped. I wanted to pay attention to them. My tongue was still gently flicking his. Part of me wanted this to be sensual, not simply sex, even though I knew that that was all it was. Still, I needed to get what I wanted out of this otherwise I'd be disappointed. I brought my tongue back wondering if he would follow suit and bring his tongue forward. To my surprise he did. His hands found my ass and squeezed while his tongue took over the control I had willingly relinquished.

The feeling of his tongue sensually flicking mine and his hands squeezing my ass was making my dick leak like crazy. I wanted to play with my dick but I wouldn't do anything until he made the first move. I didn't want to risk freaking him out. Even if at this point I don't know why he would freak out about me touching myself. With him taking over control I concentrated on what my hands were doing. One of them had found its way back to his hot ass while the other one was simply pressed against his pec. Of course, I squeezed his ass cheek with the one that was there and the other one went to find his nipple again. When I found one of them, I began pinching it lightly. I wanted them erect and ready for my tongue when I would go down on him. I wanted them to be apparent through his button-up shirt. Once the one I was playing with got hard, my other hand left his ass cheek and went for the other nipple.

While my hands were following hormones, my mind was overwhelmed with the fact that this was happening. I was making out with Jake. A few months ago when I had met him I never would have imagined being here today. To be honest, I never intended to be in this situation, but now hoped it wouldn't be the last time. I eventually stopped kissing him and looked down at his raging hard dick and the two erect nipples I had been pinching them for the past minutes. I looked at him, smirked, and began kissing his neck. I could feel the stubble of his beard against my lips everytime I kissed him. I let the tip of my tongue trace a trail from under his chin to his earlobe which I gently gnawed. Then the tip of my tongue continued on its journey. This time heading downwards. I occasionally stopped to kiss his skin as I made my way to one of his nipples. Once my trajectory had been reached, like his earlobe, I gently gnawed it. I didn't know if he had sensitive nipples but if he did, I wanted to make sure I was hitting every right spot.

After gnawing the first one, I made my way to the second one and began doing the same. I liked the fact that his chest was not overly defined. It was obvious he trained slightly because his pecs protruded a bit but were hardly noticeable. He had a few blondish hairs covering his pecs and making a direct trail to his prized possession. Although, he had trimmed them so it made him look even sexier. Once I was done gnawing at his other nipple, I followed the trail down to what I wanted at this point of the night. It was hard, begging for an escape and that's what I gave it. I slowly slid his boxer briefs off of his compressed dick and watched as it naturally bounced into position. 6.5 inches. Uncut. Standing erect with a slight curve downwards. It wasn't the biggest dick I'd seen but the notion that this dick had never been in contact with a guy's mouth was exciting.

I looked up at him. I could see he was anxious. When he had told me tonight to make a move, he probably had only expected me to blow him and let him fuck me. Of course, I wanted that, but I also didn't only want to fuck him. I wanted this to be more than that. It sounded tacky to say it, but I wanted to make love to him. As I looked into his eyes, I approached his dick and slowly slid the head unto my tongue, closed my lips tight on the tip, and sank his entire dick into my mouth.

"Ugh..."

I felt him automatically relax the moment I had his entire shaft into my mouth. I could feel his dick slightly bounce. The tip was deep in my throat. I moved back and forth slightly, trying to keep his dick as deep in my throat as possible, as long as possible. When I felt the need to breathe I backed up and let my tongue slide on the underbelly of his shaft. I took hold of his dick, placed its head in my mouth and as I began twirling my tongue around the tip, I jacked him off. I could taste his precum flowing out in abundance as I twirled my tongue. His hand had found the back of my head again and was following my back and forth movements. Without warning, I let go of his cock, placed both of my hands on his ass, pushed him forward as I slid his dick further into my mouth again. It found its natural place in the back of my throat. I slid his dick out slowly, making sure to twirl my tongue on its underside. I felt a bit of pressure from his hand so I let him take control for a bit. I was certain he had a few things he wanted to do to my mouth anyways.

He quickly realized I had given him control and did not wait long to take it. He pushed my head back down to the base of his dick and held me there till I choked slightly. He then released the pressure and let me slide off for a bit of air before he pushed me back in for another round. He let me choke a few more times before placing both of his hands behind my head. He held my head in place as he slowly slid his dick in and out of my mouth. He started out slowly but gained speed as his dick moved back and forth. Both of my hands were firmly on his ass as they flexed with the movement. I occasionally squeezed them and let one of my fingers find his bud and played with it. He didn't object or stop which showed me he didn't mind much. After a few seconds of fucking my face, he stopped. He grabbed me, lifted me up, and turned me around facing my desk.

"I'm going to fuck you now. This is what I've wanted to do all night." He said.

"The lube and condoms are in my bedside table."

He walked towards my bedside table, his dick directing his path, rummaged around a bit, and withdrew a condom and a lube bottle. He walked back over to me, came up from behind, and his hands went for my belt. I could feel his dick poking my ass and as he unbuckled my belt, I moved my ass around a bit so that his dick slid up against my crack. Once my belt was undone, he unbuttoned my pants and slid them down bringing my boxer briefs down with them. He stood back up and I heard the opening rip of a condom and a few seconds later the click of him opening the lube bottle. His hand found my bud and the cold sensation of the lube startled me. He began kissing my neck as his fingers loosened up my ass.

"Have you done anal before?" I asked.

"Yeah, a few times. Don't worry."

With that comment, his hand left my ass and was replaced by the tip of his dick. I was anxious to have it inside me, even though I knew it would hurt. He continued to kiss my neck as one of his hands grabbed my waist while the other was probably guiding his dick. I could feel the tip of his dick slowly putting pressure on my bud. I tried as best I could to let it in, but not having bottomed for half a year made it difficult to adjust quickly. I could feel the pain starting up as the head of his dick finally entered me completely. I exhaled and involuntarily clamped down on his dick which out of surprise on my part made him automatically stop.

"Am I hurting you?" He asked.

"I'm just not used to getting fucked anymore. Give me a few seconds."

Which he did. I guess this was more than fucking otherwise he would not have cared. That's what I wanted to believe at that moment at least. I eventually got used to his dick and slowly backed up on it to let him understand I could take more. He grabbed me by the waist and slowly slid the remaining part of his dick inside me. His hand pushed me down at an incline as he slowly slid his dick back out. The sensation mixed in with the reality was making me go crazy.

"Ugh..." I groaned.

"You can take it better now?" He asked.

"Yeah...fuck it's good."

"You like my dick inside of you?"

"Fuck yes."

With that, he picked up the pace and pushed his dick harder and farther into me. It was still slightly hurting but the feeling of his dick moving back and forth inside of me was amazing. His thrusts inwards were hitting me in the right spot and it was making my dick go crazy. The pleasure he was giving me was ecstatic. He pushed his dick far inside of me and left it there. I felt a tingling sensation all the way down to my toes.

"Ugh...FUCK....keep going."

That's when he grabbed my dick. It kind of stunned me. I never expected he would be willing to play with mine. He started stroking it. He was using his lubed up hand so it felt even better.

"I want you to cum as well. This isn't just about me getting my rocks off."

I turned my head around as best as I could and I kissed him, passionately. I pushed him out of me and went to lay on my bed.

"I want to see you fuck me, Jake."

"Then let me get this dick back into you."

His fingers found my hole and then he slid his dick back in, in one swoop.

"Ugh...FUCK!"

He smirked and resumed his fucking. As he fucked me, he began unbuttoning my button-up shirt. Once it was open, he placed a hand on my torso to stabilize himself and began fucking me with more intensity. I resumed masturbating as I looked at him fucking me. His tight abs flexing with each thrust was mesmerizing. I placed my hand on them as he thrust in and out while my other hand played with my dick. The noise of his waist slapping my ass, the sensation of his abs flexing, and his groans mixed with mine was all that I needed to cum. Which I did, in huge quantities all over myself.

"Fuck that is hot." He said.

He didn't miss a beat though and was still ramming into me intensely.

"Fuck I'm close. fuck.fuck.fuck."

He gave one last deep thrust as I felt his dick spasm. He had cum at least 4 or 5 big shots. His dick seemed to never stop spasming. When it finally did, he pulled out. That view. That view was the best one of the night. Jake standing in front of me stark naked with a hard dick wrapped in a used condom. I smirked.

"Was that fucking good?" He asked.

"Fuck...Jake..."

He took the condom off his dick and threw it in the trash beside my bed.

"Can I take a shower?" He asked.

"Yeah. You know where the towels are right?"

He nodded yes, bent down to grab his clothes, and then walked out of my room. His plump ass teasing me to arousal again. I cleaned myself up as best I could while he was in the shower and waited for him to come out so that I could take one myself. He walked out with the towel extremely low on his waist. A few droplets still clinging to his skin. Fuck he was hot. Why had I never noticed before? I quickly walked into the shower and let the hot water run down my used body, washing away all the cum. Once I was done, I walked out to the surprise of seeing Jake sleeping on the couch. I was disappointed but not surprised. That night I quickly fell asleep of physical and mental exhaustion.

When I woke up and walked into my living room, Jake was gone. There was a note on my kitchen table.

Last night was fun! See you at school!

 

[Autolycus]

Thanks for a great story!