The New Guy [M38/M23] [Masturbation] [Anal] [Blowjob] [Anilingus] [Age Gap] [Creampie] [Cum Sharing] [Co-worker]

Usually I am against fucking around at work. I’ve never done it, but I’ve seen it ruin teams. If I’m being honest, I’ve also seen it blossom into marriages. Just to cut down on the drama I steer clear of folks in the office. This is where life taught me never say never. I’ve been in something of a situation with the new guy in the office for two months. It doesn’t help that I also trained him. That’s where it all began. When Trevor started, I was assigned to train him. He’s about 15 years younger than I am, so I could technically be his father. He would joke that I’m closer to his parents’ age than his, even calling me pops at times. While teaching him how to do the job and use our systems we developed a friendship. He was the first trainee I’d ever exchanged numbers with. It happened when we were at an industry conference. For the purposes of transportation and to communicate with all of us traveling together, we created a group chat.

The group chats turned into us messaging one another about ditching the group to check out some local restaurants. We were both foodies so it worked fine. We ate at a few places around Memphis while we were there. We hit up Rendezvous, Gus’s, and Dyer’s. That’s where our training relationship changed to the start of a friendship. When we got back to the office, we were discussing the game Starfield and exchanged gamer tags. We further connected over some dope authors Marlon James, Samuel Delaney, and others. It’s crazy how seemingly innocuous conversations can turn into other things. We built a bond through those conversations that opened us to more. I found out he used to run cross country while I was training for a marathon, so I asked if he would train with me. I needed tips for hitting longer runs and how to save my knees, since he ran in college and still ran regularly he decided to help me. He was built like a marathon runner too, whereas I was built like a linebacker. I was working to become a hybrid athlete lifting and getting more cardio in to be better balanced. We started running after work and on weekends. During one of these runs, we talked about everything from astrophysics to fantasy stories to politics to restaurants. We even discussed relationships. Trevor started telling me about breaking up with his boyfriend recently. The news threw me off because I assumed he was straight.

He chuckled as he said, “I was pretty sure you didn’t know I’m gay.”

I replied. “No I didn’t know that but go on tell me what happened between y’all.”

Trevor went on to tell me how he caught his boyfriend fucking their neighbor. What made it worse was that he was also attracted to the neighbor as well. Trevor came home early from work one day and found the two of them in his bed. He almost wanted to join in at the sight of his boyfriend balls deep in another man he found attractive. If it was me, I would’ve fucked them both then broke up with him. No sense in letting a good opportunity go to waste. The conflicted emotions were fleeting with outrage and betrayal winning over his attraction. He slammed the bedroom door startling them both, then demanded they get out. His boyfriend tried to explain, but Trevor wasn’t hearing any of it. He told him to get out and lose his number. That was about the time he was hired with us. I commended him on handling the situation without it bleeding over to his work. He said starting a new intensive position helped him to poor his energy and focus into learning the job. It was a welcomed distraction keeping him from lingering on what happened.

Working together, chatting on the game regularly, and working out together led to us being around one another a lot. A few times we had even gone for drinks or caught new movies together. One night after leaving the bar in the back of an uber, Trevor passed out drunk on my shoulder. I wrapped my arm around him for the ride to my house. He was parked there but in no condition to drive. When we arrived, I got him up then half dragged him to my door while he slurred about how he could drive home. I told him to stop lying, he would sleep off the drunk on my couch. Entering the house I laid him on the couch then went to get him a pillow and a blanket. Returning to the living room, I saw he was shirtless but hadn’t made it out of his pants before passing back out. I took his shoes and pants off then put his legs on the couch. As I straightened his legs out, his dick fell out the flap of his boxers. To my surprise, he was seriously well endowed. He was a skinny dude with a thick third leg. I had to stop myself from staring, then I covered him up and went to get ready for bed.

I decided to wash the bar off before getting into bed. The problem was every time I blinked, I saw Trevor and his dick in my mind. Even more shocking I felt my cock swelling. A man and his dick were turning me on. What’s wrong with me? I shouldn’t think of him like this, but I couldn’t help it. Without realizing it, I was rubbing my dick and massaging my balls. I wanted to touch him, to stroke his cock and feel him cum. Shit, I thought about giving him head. Could I fit his dick in my mouth? What would sucking dick feel like and why did I all of a sudden want to do out? Thinking about sucking Trevor’s dick led to me stroking my own. Then I wondered what it would feel like to fuck him. He’s slim but he has a nice ass. Slim thick would be more appropriate of a description. I’ve seen him in his running shorts that showed his thighs and ass off. If he had long hair, with his narrow shoulders and shape from the back, you might mistake him for a girl. I was jerking my dick and playing with my balls as the water streamed down my chest and stomach. I squeezed one of my nipples pulling it ever so much. The sting mixing with the pleasurable sensation of my strokes sent shudders through me. Then I thought, what am I doing? Why am I jacking off fantasizing about this man? He was so much younger than me and I wasn’t gay. Sure I had experimented with a guy in college, but after him blowing me I couldn’t fuck him. I felt terrible that he had gotten me off and I couldn’t do the same for him but I wasn’t into guys. The experiment was over, no hard feelings. I just wasn’t into him. But even through these thoughts my dick was still hard. I kept jerking and thrusting my hips as I did thinking about Trevor’s ass. Thinking of him made me harder. I was jerking faster now leaning forward holding myself up with one hand against wall. I could feel the tingling building as my balls pulled closer to my body, then the first shot of cum splattered against the wall. I kept stroking while shooting more cum against the wall. I was breathing hard and felt slightly guilty for my thoughts as I came. I finished bathing then washed off the wall and got out.

I dried myself off then put on my lotion and climbed into bed for the night. The next morning, Trevor woke me up asking if I had another toothbrush and if he could shower. I told him yeah, then got up to get the items for him when I heard him say, “Damn Dan, I didn’t know you had it like that.” I was completely naked. That’s how I slept and last night was no exception. Realizing that I froze for a second. Trevor seen my full frame with my morning wood erect. If I could blush through my dark brown skin, my whole body would be red. I felt my cheeks burning.

Trevor said “relax man it’s just morning wood. I know you’re not gay. But lord if you were, I would let you split me like Thoren Bradley splitting wood.”

I flashed back to my shower last night. Damn he’s right here in my room. I wouldn’t have to image how he felt. He said it just now, he wants me too. I apologized for my nudity explaining it’s how I sleep, so I didn’t think about it before getting out of the bed. Trevor told me not to worry about it, he enjoyed the show. Then he chuckled seeing I was visibly disturbed. I grabbed an extra toothbrush, a towel, washcloth, and bar of soap for him. He went to the shower and I went to put some pants on. A few minutes later Trevor came back into my room wrapped in a towel. I could see the print of his dick through the towel.

Tracking my eyes, he said “Do you want to see it?” I looked at him saying, “What?”

He said, “I can tell you’re looking at my cock. Do you want me to drop the towel?”

I told him I saw it last night when it fell out as I pulled his pants off. Now it was his turn to blush. More than his light skinned cheeks turned red with embarrassment. He apologized, but I told him not to worry. He turned to walk away, and I stopped him. I explained what happened during my shower. He was wide-eyed when I finished. He walked over to where I sat on the edge of the bed dropped his towel and sat on my lap.

Wrapping his arms around my neck he said, “I’m here now, sober, and awake. Now that you don’t have to imagine, what do you want to do?”

I felt my dick betraying me and Trevor did too. He smiled looking into my eyes, “I can feel what you want. There’s no pressure pops, let’s just follow your body and see what happens.”

He lifted my chin and kissed me while grinding on my lap. The kisses were pecks at first. Then just open lip kisses before turning to full on tongue intwining kisses full of passion. I grabbed his ass squeezing it as he rolled his hips grinding against my dick through my sweats. It was all amazing. I hungered for him now. I turned rolling him onto his back while kissing him. I leaned back on my knees pulling my pants down then off. His eyes and mouth both went wide as my cock bounced free of my pants. Damn, am I that big? I know I’m endowed but his look is shocking. I backed up grabbed his dick with one hand and started kissing it. I licked it from the base to the tip bobbing up and down a few times. I hoped I was doing this right and he was enjoying it. I was trying to do what felt good to me about blowjobs while paying attention to how he responded. Then I went for putting it all in my mouth pressing my tongue against his dick as he hit my tonsils. He must’ve sensed my thoughts.

He said, “Fuck! Are you sure this is your first time? This feels so good.”

“I’m just doing what I think feels good.” I replied.

“Keep doing it just like that. Let me see your hand.”

He put my two middle fingers in his mouth and sucked on them, caressing them with his tongue. I mirrored what I felt until he dropped his head back against the bed.

“Slide those two fingers in my ass.”

I did what he said and heard him moan. I fingered him while sucking his dick. He grabbed my head with both hands guiding my head movements. I felt him thrusting and it turned me on.

He said, “Dan, relax your mouth for me. Relax your throat. I going to go deep in your throat and fuck your face.”

I did as he said and relaxed my mouth and throat. He pushed deeper into my mouth. I choked and coughed so he backed up.

“Just relax.”

I relaxed lowering my mouth around his dick using my lips and tongue to work down his shaft again. He entered my throat without me coughing now. He started to thrust again while I still fingered him. I pulled back up licking and sucking on the head of penis. I could taste his pre-cum. Trevor grabbed his dick and slapped it against my face then I opened my mouth with tongue out and he slapped my tongue.

Trevor sat up saying, “My turn. I’ve wanted to do this for so long.”

I stood in front of him as he dropped to his knees taking me fully into his mouth. He immediately deepthroated my dick working his tongue as he did. He was fucking incredible. It was the best blowjob I’d ever received. He slobbered all over dick pulling it out, spitting on it, doing the two hand crank, then going back to sucking it like he was sucking peanut butter through a straw out of the jar. I had to stop him before I came down his throat. I picked him up from floor he wrapped his legs around me as I kissed him deep and hungrily. I guess on some level I had been wanting this for a long time too. We kissed for a few moments before I laid him back on the bed. I grabbed his ankles shoving them over his head. I bent down then dove face first into his ass. I lapped across his hole then licked in circles before pushing tongue into him. I spit on it then lick it then spit on it then lick it. Going back to circles and kissing his hole softly with my lips. He was moaning so loud it was making me hornier knowing he enjoyed it so much.

“Dan, I need you to fuck me. Fuck me Dan. Please give me that dick.”

I couldn’t deny him. I grabbed the lube from my nightstand applying it to me and him. With his legs still pinned down, I slowly slid inside him. Fuck he felt amazing. I trembled a bit as I felt his hole tight around me. He was tight but ready for me. As I thrusted, I leaned forward kissing him. He was jerking his dick while I slid in and out of him. I was digging deep in him switching from grinding in his ass to hammering his ass. I slipped out then he asked me to bend him over. He bent over arching his back with his chest against my bed. His ass was in a perfect position to pound. I pounced on him grabbing him by his hips entering him again. He was warm and tight but I swear I was getting deeper inside him. He was moaning and breathing hard while jacking his dick. By now, I was pounding his ass, lost in him. The newness of it and raw emotions pushed me to a different height.

He said, “Let me ride you. Can ride it?”

I backed out and laid on my back. He mounted me bouncing on my dick slamming his ass down clapping against me. I hadn’t accounted for feeling his dick slapping my stomach, but I liked it. I grabbed his dick and started jacking him off as he rode me. Trevor dropped then started to grind on me forcing my cock deep inside him, and it felt wonderful. The look on his face was pure pleasure. I kept jacking his dick while he was grinding. He shot cum all over stomach and chest. Some got on my face but I didn’t mind.

He said, “Now I need you to fill me up.”

Trevor leaned forward licking the cum off my chest and face then he kissed me. We shared his semen as we kissed. Then he started bouncing on my dick. He grabbed both of my hands interlacing his fingers with mine in what seemed like the need for leverage. After establishing his grip, he rode me like a jockey on the homestretch to winning the triple crown. I’ve never came so hard in my life. I painted his the inside of his ass and loved every second of it.

Trevor leaned forward asking, “So, which was better, your shower fantasy or the real thing?”