Gay Erotic Stories

I cleared my throat. And a second time, but louder. He wasn’t waking up. “Jason?” He moaned and moved a little. “It’s time to get up.” He raised his head off the pillow and looked at me. “Oh. Good morning. Sorry”, he said as he pulled his arm off of me. “It’s 7:08”, I said, “so we still have time.” I didn’t know why I said that. Last night had been out of the ordinary, to say the least. I wasn’t sure what he remembered or how he felt about it. “Oh great”, Jason said, “you shower first.” He rolled over, his back and butt now facing me. I got up and walked to the bathroom.

When I got out, just wearing a towel, I said, “Bathroom’s all yours!” He wiped the sleep from his eyes, rolled out of bed, and walked right past me into the bathroom while scratching his neck. He didn’t look at me. I got dressed in a white shirt with thin, vertical blue stripes and a black suit. I turned on the news and made some coffee with the coffee maker. I sat on the sofa and waited for Jason. Soon enough, he exited the bathroom and I spotted him wearing just a towel, walking in the bedroom. I couldn’t see him change from where I was, and after last night I decided to stay put. Soon enough, he walked out wearing a grey suit and a black shirt, all of which fit him perfectly. “You ready for breakfast?”, he asked. “Absolutely”, I said.

At breakfast it was evident there was a conference, as practically everyone wore formalwear. However Jason hadn’t met any of the supervisors of the other offices and I only knew my former supervisor Mary, who was now in charge of the Chicago office. But I didn’t see her anywhere. So we just sat and had breakfast. Jason brought up today’s schedule. “This afternoon is really a training and intervision for all the supervisors, so I wouldn’t blame you if you missed that and explored the city instead”, he said. “By myself?” “Well, it’s up to you”, he said, “it isn’t particularly useful for you, and possibly quite boring”. “I’ll think about it”, I said.

“Erick!” Jason and I had just walked into the conference room and Mary Medeiros had spotted me immediately. “Come here, give me a hug!” I hugged her. I was reminded of how different she had been as a supervisor. Very open and warm, all about team-building and closeness. Nothing like Jason. “It’s so good to see you, Mary!” “And you! How have you been?” “Very good! Meet your successor, Jason Whittingham”, I gestured to Jason behind me. “Nice to meet you”, Jason said as he extended his hand. “Oh wow, aren’t you a beautiful young man”, Mary exclaimed as she eagerly shook his hand. “And a tall drink of water, too!” With Mary about 5’5’’ and Jason standing 6’, the height difference between them was substantial. Mary, a married woman in her late fifties, had always been very complimenting of the men’s appearances when she worked in Cedar Rapids. The way she said it kept her on the right side of flirty as opposed to sexually harassing in the workplace. Marshall, Reda, Jake, and I all thought it was fun and part of Mary’s personality. “I can see why they chose you”, she said. “You guys can get some coffee right there, we might get started soon.” I started walking over to the table Mary gestured to, but she held me back. Jason kept walking. “I did hear they brought in someone new”, she said quietly, “but I didn’t understand why. I advised them to give it to Taka. I think I get it now though!” She winked at me. I had never come out to Mary, but I’ve always felt like she just knew I was gay. She never mentioned anything, though.

We all sat down. Mr Hamilton and Mr White both gave speeches and then a presentation. They talked about everything that had changed over the past year. I looked around and there were primarily grey-haired white men in the room. The only two people I knew here were two of only a few exceptions, as I spotted two older African American men as well as one other woman. “Over the past year there have been three offices that changed supervisors. Mary Medeiros is now in charge of the Chicago office, but you all know her already”, Mr White gestured to Mary as she waved. “She’s replacing Leonard Espinoza, who retired a few months ago. And we have two new appointees, Kevin Gilbert already worked in the Cincinnati office and has been promoted to supervisor”, Mr White now gestured to a balding man in his mid-50s, “a very warm welcome to you.” The room applauded. “Kevin is replacing Keith Rhinehart, who also retired late last year. And new to the Hamilton-White family is Jason Whittingham, running the Cedar Rapids office.” Jason also got an applause. “Obviously replacing our own Mary. Please make them both feel welcome.”

Most of the morning was pretty boring. A lot of listening to presentations. The best part was when some memorable cases from the last year were highlighted. None of mine were mentioned, but the office was represented in a case that Reda won. I thought he would be proud to hear he had been mentioned. In a coffee break I spoke with many older white men who were confused about who I was. I wasn’t a supervisor, nor a partner. “I was going to say, my wife is out doing her shopping right now!”, was a common joke. I explained I was a lawyer invited by my supervisor. Some of them asked about Jason, who seemed the center of attention during the break. Not only was he the youngest person here, his charm surely got people interested in him.

By the time lunch rolled around, Jason whispered to me, “if I were you I’d get the hell out and see the city”. I smiled, looked at him and nodded. This wasn’t going to get more interesting. I told Mary I was going to miss the afternoon and she understood. “Do you want me to text my husband? He is just wandering around the city by himself.” I hesitated. I knew Ben a little bit, and I thought he was slightly boring. “You know what, you probably have different interests. You just go and do what you feel like”, she patted me on the shoulder. It’s like she knew what I was thinking.

I went up to the hotel room to change into a T-shirt and jeans. I walked out the hotel and took a right. I decided against seeing the 9/11 Memorial as I had agreed to see it with Jason. I kept going as I looked up at the tall buildings, making me feel so insignificant. At one point the Hudson River appeared to my left. I crossed so I could walk next to it. I was lost in thought as I looked out over the water. Was Jason going to pretend last night never happened? Should I bring it up? If so, how? What were his intentions anyway? Was he even serious? I thought about these questions I continued to wander down West Street. Until I saw two very sexy guys walk hand in hand toward me. They didn’t look my way even though I was right in front of them. They only looked at each other, talking and laughing. Before we passed each other they stopped, turned and crossed the street to go up into what looked like a quieter street. I decided to follow them, to see where they were going, maybe they could show me a nice part of town. As I walked behind them, keeping myself at a considerable distance, I looked at them, so in love and not afraid to show it. They had everything I wanted.

The couple continued to go up this street, which I now learned was Christopher Street. This sounded familiar. Didn’t something happen here, once? The street got narrower and even quieter as it became a one-way street. I felt at ease away from the more hectic part of the city that the hotel was in. The couple crossed another street and continued to go straight on. I followed, and saw more and more same-sex couples as well as people that set off my gaydar. Was Christopher Street a gay part of the city? When I saw the rainbow flags, it hit me. This is where Stonewall is! I should visit the Stonewall Inn! I had stumbled upon the best tourist thing I could have done. The couple disappeared into one of the establishments with a rainbow flag. The place was called Ty’s Bar. Even though I had walked for about 40 minutes, I did not yet feel like a drink. I decided to keep going, thinking I would spot the Stonewall Inn. And indeed, not much later I spotted all these smaller rainbow flags, perched proudly over the window. This is where LGBT people stood up for their rights, refusing to be taken by police, in 1969. I took a picture of the front of it. I realized, if people in 1969 had rioted just so they could be who they are, why was I having such a hard time? Didn’t I owe it to them and their legacy to live freely, out in the open? I sighed, somehow satisfied and inspired. I went in to get a drink.

I had just started walking back to the hotel when I got a text from Jason. He was finally done and ready to go hit the town. He asked me where I was. I texted back, telling him I was walking back to the hotel, I had just visited Stonewall. He texted to stay where I was, he was coming my way by taxi. We met at Ty’s Bar. “Isn’t it a shame we’re two weeks early for Pride here? How cool would that have been?” I admitted I hadn’t been to a Pride event in years. “Why not?”, Jason asked. “Not your thing?” He took a sip of his soda. After last night he had decided to stay off the alcohol. “Well, it used to be. When I actually had someone to love, it made sense. Celebrating my love for my boyfriend, you know. It’s difficult to celebrate something I don’t have.” “Don’t you feel like you can celebrate yourself during Pride? You know, who you are? You are still a minority who is expected to change his behavior out in the open. Didn’t you feel liberated to be amongst all those other people we share that with?” “I guess.” “You know what, I am taking you to Cedar Rapids PrideFest. We’ll get Jake and Ted to tag along, it’ll be great.” “Are you out to Jake and Ted?” “Oh heck yeah, I told Jake as soon as I found out he’s one of us. Jake, Ted and I have been to Belle’s Basix together. I just asked them to stay hush about it.” “Oh wow, I had no idea.” “I don’t really like when my personal life is topic of conversation in the office, you know?” “Oh I get that”, I said.

For dinner we had Italian food in a place that was surprisingly romantic. A single white candle burned in the middle of the table and Italian music set the scene. Jason’s face lit up by candlelight was a vision I would love to see more of. Our conversation was also quite intimate, as Jason spoke of his coming out. He was 18 when he came out to his parents. He had packed a bag and had money saved up, just after his high school graduation. As he expected, his parents kicked him out. Because he had been chatting to this guy online who lived in New York, he used all of his saved up money to fly to the US. He joked that in hindsight, he could have been catfished and be all alone in New York City at the age of 18, but he got lucky. The guy, James, who was 26 at the time, let him stay in this small room with him in an apartment he shared with two roommates. Jason was in love and started working at a Starbucks to pay his share of the rent. Jason lived in New York for three years. He said the connections he got from the gay community in New York had saved his life. A lawyer helped him stay in the US legally, and that same guy knew someone on the committee for the University of Chicago Law School. James enthusiastically moved to Chicago with him, but during his freshman year, the relationship ended. “That is quite the story”, I said. “Have you spoken to your parents since?” “No. I found out my Dad died. I didn’t go back.” “Wow.” “You know, I feel like in this community, we choose our family. And it’s the greatest thing.” The more Jason opened up about himself, the more I felt my crush on him develop. We had not mentioned last night at any point. I am not sure if we were both ignoring it, or if Jason didn’t remember all that he said.

“So, how did you get to Cedar Rapids?” “After graduating, I got a job at this firm. It went broke early this year, so I had to look for something new. I sent a letter to the Hamilton & White firm in Chicago and I was actually asked to come for an interview.” “In Chicago?” “Yeah. And, erm… Well… I can only tell you this if you promise not to tell anyone.” This caught me off guard, but I said, “Sure”. “I did the interview for the position of lawyer, not for supervisor. Mr Hamilton and Mr White have their offices there, so they interviewed me. I felt like it had gone pretty well. I used the restroom before I left and as I wash my hands, Mr Hamilton is suddenly behind me.” “No no no! Is this story going where I think it’s going?” Jason sighed and raised his eyebrows, but didn’t say anything. “He grabbed my butt in both of his hands”, Jason continued, “and he says that he can’t wait to get his hands on my ass in the office every day.” “What?!” “Yeah, and he’s married, two or three kids, God knows.” I didn’t know what to say. “So I turn around, wanting to say something, but I wasn’t sure what. Anyway, before I even could, he kisses me on the mouth. With tongue!”, Jason paused, “I allow him. His hands are all over me. I still allow him. Mr White barges in.” “Noooo!” “And that’s how I got the supervisor job in Cedar Rapids.” I laughed so hard, I thought I might cry. “That is ridiculous!”, was all I could utter. “It is a little bit. The job felt like so much more than I could handle, you know, so I was stressing out so much, and still am, every day. I was so glad to have this afternoon, where I got pointers from everyone, and specifically Mary. I’m going to try and be more relaxed about everything, I promise.” I smiled. I took another bite of my pasta. “Wait”, I said. “Why did you let Jack Hamilton kiss and touch you?” “He’s kinda sexy, don’t you think?” “He’s, like 53!” “If you hadn’t noticed, I quite like an older man.” Jason smiled at me. “What do you mean, if I hadn’t noticed?” Jason’s smile disappeared. “Didn’t I say, last night? I like giving up control to you? I wanted to play? I’m taking you to dinner. I only suggested we hang out back home because I saw you check me out. I thought we could go on a few dates?” I wanted to gasp, but I couldn’t move my face. I must have stared at him in silence for a few seconds. “Look, if you don’t want to…” “Oh, I want to!” Finally, I could blurt something out. “I just hadn’t put two and two together. That’s all.” “You are adorable”, Jason said. He slid over to my side of the booth and kissed me, caressing my bearded cheek. It’s like the butterflies I had felt in my stomach were now just flying everywhere in my body, making me tingle.

After dinner we walked back to West Street. I grabbed Jason’s hand and I winked at him. “You do realize we’re gonna have to keep this quiet in the office, right?”, Jason said. “And at the rest of the conference?” “No problem”, I replied. On West Street we grabbed a cab back to the hotel. Jason now asked me about how I came out to my parents. I told him that I technically never did. I just asked if I could take a boy home for Christmas one year. My Dad acted a bit strange around me and him, but he got used to it fast.

When we got back to the hotel, Jason sat on the sofa. He was still wearing his black shirt and grey slacks, looking incredibly sexy. He had carried his blazer with him all evening without wearing it. He gestured for me to sit next to him. We made out for a while. After a few minutes I pulled back. I snapped my fingers and said “Sleep!”. In quite a dramatic fashion, Jason’s body immediately went completely limp, falling back, his head resting on the back of the sofa. His mouth was opened wide, his eyelids fluttered. I already had an erection from the making out, but I loved seeing him like this, completely submissive. I got even harder. “The deeper you go, the better you feel. The better you feel, the deeper you go. Hypnosis turns you on. Now, when I wake you up from trance, you will take off all your clothes, walk to the bed and prepare for me to fuck you. You will want nothing more than for my cock to enter your hole. Nod if you understand.” Jason nodded slowly. “Also, every time you hear the word ‘now’ being said, you will have an orgasm. So every time you hear the word ‘now’. Nod if you understand.” Jason nodded again. “Knowing all of this in your subconscious, I will wake you up from trance. 3… 2… 1, eyes open wide awake!” Jason blinked a few times as he looked around. He bent forward to take off his shoes and socks. He didn’t say anything and had a neutral facial expression. He was obediently doing as he was told without questioning it. He stood up and unbuttoned his shirt, slowly revealing his smooth and muscular upper body. When the shirt was open, Jason undid his belt, dropping it on the sofa. Then he unbuttoned his slacks and pushed them down. He took them off completely and then also dropped them on the sofa. Now he took off the shirt, leaving him only in bright blue briefs. Without missing a beat, he pushed those down as well and took them off. Completely naked now, I watched as he walked to the bedroom. And it was a sight to behold.

Quickly I got undressed myself as well and followed him into the bedroom. He was laying on the bed just as he was in that video he shot of himself as part of a post-hypnotic suggestion. He was on his back, leaning against the headboard, with one leg raised so his knee almost touched his face. His dick was already fully erect, standing 8’’, similar to mine, even though my cock was quite a lot thicker. He was lubing up his hole as he looked straight at me. “I want that fucking hot wet dick in my ass”, he said. His ass was completely hairless, like the rest of his body. He looked like a supermodel, or in this position, more like a porn actor. “Heck yeah”, I replied, salivating. I realized I was still wearing my own underwear, which was tenting up and forward with a wet spot on the front. I quickly took them off and got on the bed. “Fucking open me up, man”, he was already moaning. “Slide it in my ass.” He handed me a condom. I was hard as a rock as I entered him. Jason started moaning louder. I already knew how loud he was while masturbating, so this was only going to get louder. “Oh yeah, slide it in me!”, his face contorted as I entered him completely. “Fuck! That’s it! You like that hot wet ass, don’t you?” “I love it”, I said as I slowly started fucking him. He moaned even more. “Oh yeah… Fill me up, man. You fill me up! Fuck my hungry hole.” More moaning followed from the both of us. “Oh yeah, give me that meat”, Jason liked to be verbal and talk dirty. I usually hadn’t, but it turned me on when he did. “I want you to drill my hot fucking pussy… Ahhhh yeah.” “You have a pussy?”, I asked while I kept fucking him. “I have this boypussy and it’s all yours”, he replied. “You like my cock in your pussy?” “I love your cock”, he said. The combination of his muscled body, low voice and masculine appearance and the submissive things he was saying were such a turn-on to me. “You feel my hole gripping your dick?”, he said. “Oh yeah”, I said. Every now and then he grabbed his cock and jerked himself a little, but I preferred when he didn’t touch himself and his hard cock stood straight up as I fucked him. And then I realized I had power over him. I snapped my fingers and said “Sleep!” With his cock still inside me, Jason’s body went completely limp, except for his cock, which still pointed straight to the ceiling. His right hand, with which he was touching himself, lay motionlessly in his crotch. “You will no longer touch yourself until you orgasm. You will cum just from the stimulation of my cock in your ass, or from when I say the magic word. Nod if you understand.” Jason nodded as his head rested on his chest. “3… 2… 1, eyes open wide awake!” Immediately both of Jason’s arms went up and held on to the headboard of the bed and he resumed his moaning. His cock hadn’t subsided in the slightest. And neither had mine. I had put him under while I was inside him and it had been the hottest thing. I could tell Jason was even more turned on the second I woke him up. “Fuck my ass!”, he said, “Fuck me! Fuck me! Ahh! Ahh!” And there he went already, he shot his load onto his stomach without touching himself. It was such a hot sight that I came while I was inside of him. I leaned forward to kiss him. “I just fucked my boss”, I whispered. He laughed. “You sure did”, he smiled. “Hit the showers?”, I proposed. “Yeah, I came all over myself”, he answered. “This hypno sex thing is super hot.”

After we were all cleaned up, we fell asleep while spooning each other.

To be continued…