Role Play Fantasy: First Meeting

I hope you enjoy this submission. This has been an ongoing fantasy of mine for a while. While this has unfortunately not happened yet, I'm looking forward to one day actually indulging in this fantasy. Thanks in advance for reading and feel free to contact me with any comments.

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I have been wanting to try submissive role play for quite some time and I finally found someone willing to indulge me. A little bit about me: I'm an early 30s, straight (well...) outwardly masculine bi-racial (white/black) guy that can pass for mid-20s, and really looking to explore man to man play. Particularly, I'm looking to be a bit submissive. Nothing too wild...yet...just mainly orally servicing a guy or guys and possibly working up to more.

Again, I finally found someone willing to indulge a very specific fantasy of mine. This is the story of that fantasy. It is a typical student-teacher role play scenario which has been one of the fantasies I've often dreamt about.

Anyway, I finally found him, the guy willing to take his time with it. It took me awhile to find a guy as I was a bit picky and wanted to make it a regular thing. I've been searching m2m dating sites for a while and with craigslist dying a few years ago, it's been a bit harder (as have I). I wanted someone older, very discreet, and also looking for a regular friend. I wasn't too picky on looks as long as he had a hard cock, kept it trimmed or clean shaven, very discreet and disease free, and was relatively in shape. Jeff fit the bill. It was also a plus that he didn't want to meet up immediately and was fine with just oral and a hj as part of the fantasy role-play. It's been awhile since I've last played m2m so having someone a bit patient (at least to get things set up anyway) was a huge plus.

I knew after the first few back and forths that I would meet up with Jeff if the time came. However, with both of our work schedules things proved trickier than expected. Luckily, though, we lived in the same city (NYC) and knowing how big the city is, chances of us running into each other were very slim. He also wanted to remain discreet so we agreed that if we did happen to cross each other's paths in public, we would just ignore one another. Perfect.

By the end of almost the second week of chatting, on a Thursday night, we planned to meet that upcoming Saturday night around 9pm. As soon as we set the day and time, I instantly got hard and stroked to a satisfying orgasm. But I was still horny in anticipation. I've made plans to meet someone before but they always fell through. This time seemed different though. At least I hoped it was.

Saturday finally came and I was nervous as hell. I was finally going to fulfill a long-time, pent up fantasy. I made sure to shower thoroughly before emailing Jeff that I was on my way at around 8pm. I was sort of having butterflies and hoping he would not respond so it would give me a reason to chicken out. Again, while I am not a virgin (I've had previous m2m experiences and regular sex with women), it has been quite a few years since I've last tasted a hard cock. He responded back almost immediately! He told me his address and apartment number and just to buzz from the lobby when I got there so he could let me in.

The train ride was only 45 minutes but it seemed like it lasted all night. I wondered if anyone could tell that I was on my way to letting another man use my mouth? In reality nobody could tell and who cares anyway. I arrived to his building and was still about 10 minutes early. I walked around the block just to calm my nerves but I still had butterflies. I told him my fantasy through our email chat and he said he was excited about it. He indicated that he was also up for role play and has been wanting to try it for a while but did not know how to show his dom side yet. It appeared we were a perfect match, now waiting outside of his place, I questioned if he was just telling me that to get me over. Many guys may say one thing but then want to do something entirely different. It was still not too late to turn around.

But I didn't. I decided it was now or never and I walked into his lobby with confidence. I was still wearing a mask (Covid) so I wasn't too worried about being noticed. I buzzed his apartment. He said "Hello". I said "Hi Jeff, its Fred." He said "Come on up Fred." I thought I heard a bit of a smile in his voice even though I'm sure he could hear a bit of nervousness in mine.

I walked up to his apartment on the third floor. I lightly knocked and he opened the door for me. He was exactly as he described himself: about 5'9" 160ish, fit but more average build, white/grayish hair and looked to be 60 years old as he described. I like older men so he fit the bill perfectly. He looked me up and down making sure I was as I described - 5'9" 170ish, slender (with a nice ass), light beard and a nice light brown complexion. He smiled and invited me in. I could barely look at him I was so nervous still.

I walked in and he asked me to take my shoes and jacket off. I did and set my jacket on a bench right by the front door. I walked in to a pretty spacious apartment. He showed me to a large living room that also had plenty of space for a small office near the corner of the room - it was a large computer desk with plenty of space around it that would also double as his "teacher's office".

"Come on in to my office" Jeff said. Now, the role play begins. I still had time to back out, but I was so nervous and excited and my cock was straining that I knew I wasn't going to leave until I fulfilled this itch.

I followed Jeff into his office. He sat down behind the desk and told me to stand in front of it. The only light on was the glare from his computer screen which was turned towards him but I guessed porn was playing. I stood there while he sat down and got comfortable. He had slight smirk on his face but also a bit of lust in his eyes.

"So, you haven't been attending my gym class. Your grade is going to suffer and you probably won't graduate if you don't pass my class." I can see Jeff was really getting into the role playing. It excited me.

"No sir, I haven't, but I've been working out on my own. Is there anything we can work out? Any extra work I can make up? I have to graduate or I won't go to university and I've already been accepted." I said all this while looking down, trying not to make eye contact.

"Well, I'm going to have to see that you've actually been working out. Take off your clothes."

I said "okay" as I took off my shirt. As I took off my shirt, I looked up at Jeff. He was leaning back in his chair, still with that look of lust on his face.

"Nice, but I need to see all of you to be sure. Take off all of your clothes."

"All of them?!" I asked feigning surprise.

"Yes, everything," he said calmly.

I slowly took off my jeans and then my socks. My cock was poking through the slit in my boxers, showing how excited I was. I was still not fully hard but hard enough to show that I was ready for more and with a nice dollop of precum hanging off the tip of my cock. Jeff saw this and lustily smiled.

I dropped my boxers and stepped out of them, now fully naked in front of this man I just met. He told me to turn around. I did, the butterflies still there but now they were butterflies of excitement rather than nervousness.

Jeff said, "Well it looks like you have been working out, but that's not all it takes to pass my class. As you know, as part of class, you are required to shower after workouts. I need to monitor you to make sure you get properly cleaned. Follow me."

I followed him to the bathroom. I noticed his bulge in the front of his slacks when he stood up. It turned me on knowing he was turned on. I was also so turned on by the excitement of everything. We got to the bathroom and he already had a towel and soap set out. He turned the water on and told me to shower. I got in and the water felt really good. He had the shower curtain open a bit and he was leaning against the wall with his arms folded watching me. I took the soap lathered it up in my hands and then started working it over my chest, stomach, and armpits. It turned me on knowing that someone was right there watching me.

I next took the soap and started lathering up my cock and balls. I took my time to rub, stroke, and handle my cock and balls making sure I was looking right at Jeff while I did so. Somehow, I worked up the courage to finally look at him, I guess it was just being able to put on a show that got me worked up. He still wore his smirk and lust.

I turned around and started rubbing my ass checks, making sure to get them nice and soapy. Then, I started running a soapy hand up and down my crack. I bent a bit at the waist, rested my head lightly against the shower tile wall, and started slowly rubbing a finger around my asshole. Jeff let out a soft moan as if surprised by this but it also let me know I was turning him on. After a minute rubbing a soapy finger around my ass, I slipped a very soapy middle finger in my hole and slowly pumped it in and out up to the first knuckle. I could not believe how turned on I was! Living out this fantasy and having this older man watch me was really bringing out the inner slut in me. I kept slowly sliding my digit in deeper and deeper into my now very soapy asshole until I had it as deep in as I could go. I don't normally play with my ass so this was slightly uncomfortable. I was really tight, but just the excitement of the scene had me wanting to keep fingering myself.

Finally, after about 5 minutes of the show, Jeff cleared his throat and said "It looks like you know what you're doing in the shower. Now, we have some more tests for you." He was horny and I was really surprised he was keeping in his role.

"Yes, sir," I said while rinsing off. I turned off the water, stepped out, and while I was drying off, he said "Meet me back in my office, quickly, and bring the towel."

I rushed drying off and went back out to his "office." He was sitting at his desk. I stood in front of the desk, naked with the towel slung over my shoulder.

"Come around here and let me inspect you." I walked around and stood in front of him, looking down.

"You cleaned yourself thoroughly, now let me just make sure again that you are working out by feeling how firm you are."

"Yes sir."

"Turn around and face the wall." I turned around with my back to him, naked and vulnerable. He began by rubbing my ass cheeks, giving each one of them a few light smacks.

"Bend over and touch your toes." I did so and he rubbed my ass a bit more but also reached between my legs and rubbed my balls and lightly stroked my cock. I was so excited and worked up, I almost came right there. Luckily, he stopped before I came and told me to get on my knees and facing him. I did so.

"Now I want to test your hand-eye coordination." (A little corny, I know, but it was all part of the role-play). "Have you ever stroked cock?"

"Yes," I said.

"I mean, a cock other than your own?"

"No." I lied but, again, all part of the role play. "Do I need to stroke yours?"

"Well, if you want to pass, I'll need to test you in certain areas. Do you have an issue with that?"

"No, I don't, I've just never done it before."

"That's okay, we'll take our time." And, with that he stood up. My face was about eye-level with his crotch. I slowly reached up and started to unbuckle his belt and open up his slacks. As I was unzipping him, I looked up at him. His smirk was now full lust. I pulled his pants down to his ankles and then reached up to pull down his athletic, tight, briefs underwear. His cock was rock hard now and I could not wait to see, feel, and taste it. I had to pull the elastic over his rock-hard cock. While I was doing this, he took off his shirt. His cock finally sprang free and I couldn't help but stare at it in awe, lust, and excitement. It's been so long since I've held a cock, I could not believe it was happening again.

I grabbed his cock while he stepped out of his socks and underwear and stood over me completely naked. His cock fit nicely in my hands. His cock and balls were shaven and he had just a bit of trimmed pubic hair above his cock. I love the feel of a smooth, hairless cock. His cock was about average size, about 6.5" and about average thickness. Not too big but big enough to satisfy. And, he was super hard, almost angry hard. He really needed to cum and I really needed to make him cum.

A drop of precum was coming out of his slit. I reached up and slowly rubbed it around his cock head. His cock twitched a little while I did this. I slowly started rubbing my thumb under his cock head and he started moaning loudly. I cradled his balls in my left hand while I started to slowly stroke his cock from top to bottom. My eyes were glued to his cock this whole time.

I finally looked up at him and he was looking down at me, no smirk, no smile, just pure lust. I felt so submissive. I stroked his cock while looking him in the eyes. As I stroked him, his cock head lightly brushed against my lips leaving a bit of precum. I couldn't wait to have him in my mouth.

As if he was reading my mind, he said "It's time for your oral exam."

"Oral exam?"

"That's right. You want to earn a passing grade, don't you?"

"Yes, sir," I said looking up at him.

"Well, you must pass your oral exam."

"Well what is it over?"

With that, he nodded over to the computer screen. Porn was playing, specifically he had on a nice blowjob, oral creampie video with multiple scenes of beautiful, slutty women sucking nice hard cocks to completion.

"I haven't studied for that. Will you give me pointers, if I need it?"

"Absolutely."

With that, I opened my mouth, stuck my tongue out slightly, and while still looking him in the eyes, I finally took his cock in my mouth. It felt incredible! The head was super soft but the shaft was rock hard at the same time. He smelled clean, like he took a shower right before I got there which was a huge turn on. And, his precum tasted lightly sweet. I almost came right there.

I held just his head in my mouth for a few moments just to take in this moment. Here I was with a man's hard cock in my mouth living out one of my sluttiest and most submissive fantasies. It was fantastic.

I slowly worked my tongue around the head of his cock while I kept my lips sealed around his cock head. I held the base of his shaft firmly in one hand and let his balls rest on my other hand. He moaned but didn't say anything as I licked his cock head. After enjoying the taste and feel of his cock, I started sucking his cock deeper in my mouth. I decided that I was just going to let loose and fully embrace my inner slut. I took his cock down until it hit the back of my throat causing my mouth to water. I pulled it back out and then sucked down again, getting his cock super wet and sloppy, perfect. I started working my hand in rhythm with my head bobbing so his entire cock was either in my mouth or hand. After about 5 minutes of this, I felt him breathing a bit more and he started humping his hips forward. I definitely did not want him to cum yet. So, I slowed down and held his cock head in my mouth again while slowly stroking his now super wet cock and looking up at him. He stood with his head tilted back, mouth open, and hands at his sides.

As I was still doing this, he opened his eyes to look down at me. He grabbed my shoulder and said "You will definitely earn your A if you keep doing this." I smiled, pulled his cock head out of my mouth, stuck out my tongue, and started smacking his dick on my tongue. He moaned loudly.

"That's it you little slut."

After about 10 good smacks, I pursed my lips and rubbed his cock all over my lips, across my cheeks, and over my face. I then went down and started licking and sucking his balls. He loved this and so did I!

He then lightly pushed me off of him and took a few steps back and sat in his chair. I crawled a few feet to him. With my ass in the air, knees and hands on the ground, I took his cock back in my mouth and rocked back and forth while sucking him, rocking forward to take him in deeper and back to pull out a bit. But I kept his cock in my mouth the whole time.

Jeff leaned back some which allowed me to reach his balls easier. I held his cock up with one hand while I licked and sucked all over his taut balls. We were both really loving this. I sat up a little bit and started sucking his cock again. This time I increased the sucking pressure and started really going to town on his cock. I just kept bobbing my head intensely. He moaned noticeably louder and kept moaning while I sucked. He put both hands on my head, not forcing my head down, but enough to let me know not to stop.

As I was sucking him, I was getting more and more of his cock in my mouth. I got all the way down until about an inch remained before I started gagging a bit. It was not a "hard, pull the cock out of my mouth before I pass out" gag, but more of a warning gag letting me know a cock was about to enter my throat. It turned me on so much. I also knew then, that I could probably take his whole cock in my mouth. And, boy did I want to deepthroat his cock. But I didn't want him to cum before I got the chance to do so. So, I loosened my mouth's grasp on his cock and slowed my pace.

He pushed me back gently and stood up, taking his cock in his hand and slowly stroked it, aiming at my mouth while holding the back of my head firmly in place. I opened my mouth and looked up at him. His face was one of intense lust. Mine was a face of pure sluttiness and lust. He guided his cock back in my mouth. I was going to deepthroat him and make him cum.

I took Jeff's cock back in my mouth and went down inch by inch. I went until I felt that little gag and pulled back some. I did this again, and again, and again. Then, I went as far down as I could go, gagged slightly, and just held his cock there. Jeff held my head in place, he seemed to know what I was trying to do. He said nothing and just enjoyed having his own little cock slut pleasing him.

Holding his cock as deep in mouth as I could comfortably take it, I got used to it and tried breathing through my nose. After a few moments, I got comfortable with his cock deep in my mouth, at the entrance to my throat. I put my hand where my lips were, pulled my mouth off his cock, and looked where my fingers were. I had just under an inch to go and I was determined to take it all.

I got back to sucking down as deep as possible, then pulling out and sucking down again. I went as far as I could go again, held it in my mouth, got comfortable, and forced myself deeper. Finally! I felt his cock in my throat. It was not uncomfortable but just a different feeling. I held his cock in my throat and thought "wow, I finally got a cock buried in my throat." I moaned involuntarily while I thought this. As I did his cock twitched. I smiled knowing that I was fully pleasing him.

I held him in my throat for about five seconds, pulled out, and plunged back down. This time it seemed to go in easier. I did this a few times and then went all the way down and stayed there. I swallowed, flexing my throat muscles against his cock. This did it for him.

His legs started shaking and I felt his cock grow harder. I pulled out, stuck my tongue out, opened my mouth, and jacked his cock while looking up at him. Through squinting eyes, I saw him with his mouth open, eyes closed, head tilted back, and exclaiming "I'm about to cum all over your mouth!"

And, I let him! His first squirt hit me right on my outstretched tongue. His next few shots painted my lips, and he finished with two more solid shots right in my mouth. His sperm was perfect, not too thick, not too runny, and just enough to let me know I pleasured him successfully.