Tip Your Bartender

by MaskedMan

11 Jan 2024 1480 readers Score 9.7 (26 votes) PDF Mobi ePub Txt


Part 3

It had been a couple weeks since Chanel, has she put it in a text the next day, made me walk funny. It was now Labor Day weekend and I had the rare Friday night off, but did have work scheduled Saturday through Monday, so I couldn't get too crazy or go anywhere too far for the night. 

I was debating going to a local bar or club with my friends. Have a few drinks and maybe meet a one night stand. I knew nothing about gay bars, so that wasn't an option, but I was also excited about the possibility of another gay experience. I didn't know where to start.

Don't get me wrong, I was still very attracted to women and was open to the idea of a holiday weekend hook up. When it came to sex with a woman I was always in charge, due in part to my personality and also because I was a pretty big somewhat athletic guy. I'd be the one picking them up, pushing them down on the bed, pulling their hair just that right amount as I fucked her doggy, and I would be the one shooting my cum on her or down her throat. I was the one in control. 

My two gay experiences were the exact opposite. I was pushed around and restrained, I was the one getting my hair pulled while I got my face fucked, and I was the one taking cum to my face and down my throat. On top of everything, I was the one getting fucked. The lack of control turned me on as much as anything else. I enjoyed being used the way I was. Just thinking of everything made up my mind for me. I needed more of that. 

I gave Chanel a call and got no answer. Didn't shock me since it was a holiday weekend and she is a DJ, she was probably doing a gig. I tried my luck looking online in chat rooms, but had no idea what to look for. I was puzzled. Puzzled, horny, and about to give up and just go meet up with my friends. Then I remembered I had some souvenirs from Rebecca's 4th of July party, the Polaroid photos. 

I reached into the bottom drawer of my nightstand where I had them hidden in a book away from prying eyes. At first I hid them hiding my shame, but lately I had been jerking off to the photos of me being blindfolded, restrained, and sucking cock. I looked at Victor's number on the photo and gave it a call. A familiar loud feminine voice answered on the 4th ring.

"Hi, who's this?" Victor asked either annoyed or impatient.

"Uh, hi Victor, this is Frankie, um, the bartender from the 4th of July par..." I stammered out before he interrupted me.

"Oh! Hi honey! I was afraid we scared you off, hahaha. I guess you found my cleverly placed phone number after all!" He said in a mix of an excited and victorious manner. 

"And why have I been blessed this evening to get a call from my straight bartender with the tight sleeves and delicious bubble butt? Back for more, baby?" He asked.

I hadn't planned this far ahead. Poor planning really. What did I want and how do I heavily hint at it, but not come right out and say it? Usually with women it was asking to get coffee, a drink, dinner, or to come over and watch a movie. What do I say to a guy who during our first night meeting and barely talking ended up with each other's cocks in our mouths? How was I supposed to say, "please sir, more cock play?"

"Well I have the night off and wanted to maybe see if you'd want to get together somewhere for..." Was what I was rambling on to answer him with when he abruptly interrupted me.

"Oh! So you do want some more then! My big straight boy has a taste for cock and wants some more! Well, why didn't you just say so honey? Why don't you come over and we'll talk about it." Victor said in his usual loud effeminate way. 

We chatted a little bit more with him giving me directions to his house on the North Shore of Long Island about 40 minutes from where I Iived in Queens. This was before GPS in the cars so I wrote down all his directions including the various landmarks to turn at. During that drive I was having that same combination of nerves and horniness I felt when meeting up with Chanel. That drive felt like forever because I got lost and that 40 minute drive turned into almost an hour and a half before I turned down his very long driveway to his equally as impressive house tucked away in a wooded area of Long Island. 

I parked and walked up to the door. I rang the bell, Victor opened the door, grabbed me by the hand, and pulled me inside. 

He led me directly past the big entryway area, down a hallway, and into the kitchen where he asked me if I wanted anything to drink. I asked if he had vodka and club soda and he whipped one up real quick. When he came over to the island in the middle of the kitchen with the drinks I noticed he was wearing black basketball shorts, a teal tank top, and white sandals. It was still summer so I was also wearing a pair of khaki shorts, a blue tee, and a pair of sneakers. I took the drink from him, we clinked glasses, and I took a sip.

"Don't be so talkative, sweetie" he said sarcastically while caressing my left bicep.

"Sorry, I'm a bit out of my element at the moment, but thanks for inviting me over. This is a really nice house." I said, trying to not come off as nervous.

"Well thank you, I hope I can show you some more of it. Now what did you have in mind when you came over?" Victor said while now getting a little closer to me and rubbing my knee.

"I'm not really sure. I'm open to whatever you want to do." I said very nervously and took a big sip from my very strong drink.

"Oh, whatever I want? Hmm, so many ideas to do with a big boy like you" he said as he slid his hand from my knee, up my shorts, and put a nice firm grab on my now hardening cock and balls.

While rubbing my cock he took my drink, put it on the counter, and with that free hand guided my hand down his shorts to stroke his hard cock. He leaned in, licked my ear, released his hold on me and I did the same. 

"Why don't we take these drinks outside?" He said as he smiled and motioned for me to follow him. 

I followed him outside to his back patio that overlooked the Long Island Sound. It was a clear not too humid night out. The stars were very visible. To my left was more woods, but to the right was his neighbor's house who appeared to be having a party that was visible and audible from Victor's patio. I looked back to my left and Victor had tossed away his clothes revealing his petite, toned, and smooth body.

"Time for us to have our own party!" He exclaimed as I stood there shocked and frozen in place.

He walked over to me, clearly in the possible site of his neighbor's, grabbed me by the shirt to pull me close and kissed me deeply with tongue. I went with it and started making out with him, awkwardly running my hands over his back. His hands went back around my ass, squeezing it tightly and pulling it close to him. While making out he led us a few steps back towards the door, now mostly out of the view at the party. I reached down and started stroking his cock again as we made out. 

"Why don't we see if you're as good at sucking cock as you are at kissing, baby?" Victor said and I took a quick look around before he started tugging my shirt downward, strongly hinting for me to get on my knees.

I got on my knees in front of him as he grabbed his cock and teased my lips with the tip before he grabbed the top of my head and guided my lips over his cock. His cock was 6-7 inches and a good thickness, but not as thick as Chanel's so I was able to take it all the way down after a few bobs up and down the shaft. He told me to play with his balls as I sucked so I started fondling them as I sucked and then worked my tongue and mouth down to them as well.

"Mmm, my big straight boy is a natural cock sucker. Your talents were being wasted on women" Victor said making me feel confident in what I was doing.

He pulled at the top of my hair and told me it was time to bring our party inside.

"I can't be the only one naked, sweetie. Let's get those clothes off and show off that chest hair" he said as we walked into his living room.

I pushed my sneakers off and started to pull off my shirt when I was interrupted.

"Now what kind of host would I be if I didn't strip my guest down. You just relax and let me take care of those clothes." Victor demanded in a friendly manner.

Victor came up close to me, undid my belt, pulled down my zipper, gave my cock a good grab and then pulled my shorts down and pushed me back towards a big chair to sit me down since I was quite a bit taller than him. He straddled me in the chair, pulled my shirt up and over my head, tossing it aside as he slid down to bite my nipple.

I winced in pain and he switched to the other one, giving it a quick bite while squeezing my balls a bit. He then slid down and spread my legs apart so he'd have easier access to my hard cock.

He began sucking me hard and fast, slobbering all over my shaft and balls. He'd alternate to kissing my balls and inner thigh while his hands reached up to play with my nipples. He then started working his mouth down my right leg, removed the socks and started rubbing my feet. He quickly started sucking on each toe individually. It felt amazing. Then suddenly Victor popped up.

"Oh, what a terrible host I've been. I haven't even given you the tour yet!' Victor said in only the loud way he could. I wasn't sure if he was naturally this energetic and loud or there was some help there, either way I was being led by a hand on my cock down a hallway.

He led me into what was a very impressive workout room complete with treadmill, exercise bike, and one of those expensive resistance band all in machines. He pushed and positioned me in a seated position on the resistance band machine and straddled me. Victor started gyrating his hips rubbing my cock with his smooth ass. He continued to give me a lap dance, turning around and grinding his ass on my hard cock. I was ready to explode. He must have sensed this as he stood up, pulled over a yoga mat, and got on his knees in front of me.

"I think it's time for me to give you some head from a skilled pro and maybe you'll learn something." Victor said as he started licking my shaft and tip up and down looking right into my eyes.

Victor started bobbing up and down on my rock hard cock while lightly tickling my balls. He sucked me slow, fast, and everything in between leaving me squirming with pleasure on the gym machine. He pushed my legs up and ran his tongue from my taint to my balls and up my shaft before taking it all back down again. He really was skilled at this. He stood up, sat on my lap, gave me a deep French kiss, and grabbed me by the cock again.

"Let's go check out another room, honey" He said as I blindly followed his lead, a little light headed from his blow job.

He led me into a bar/game room with a  pretty well stocked bar against the far wall and a pool table in the center. 

"Mr. Straight Bartender, why don't you fix us up some refreshers and a couple shots of tequila? Let's see how that ass bartends naked." Victor said while motioning me to get behind the bar.

I found shot glasses and a high priced bottle of tequila quickly and set up the shots on the bar. I found a bottle of orange flavored vodka, found some ice cubes in a mini fridge behind the bar, and found a soda gun to mix the drink with. I turned around and Victor was behind the bar, reached for my cock, and started stroking it.

"Let's see how you work under pressure." He said as I topped off our drinks with a soda gun, barely keeping it in the glass while he jerked me.

He grabbed the drink, took a sip, and told me I passed. He went back to the other side of the bar and did his shot. I went to take my shot, he grabbed it, and told me to come and get it. I came around the bar, he told me to get on my knees, close my eyes and open my mouth. He fed me the shot and after I took it down I opened my eyes and his cock was looking me right in the face. I didn't need guidance this time and started sucking it right away. He guided my head with one hand and as I looked up I could see he was drinking with the other, definitely enjoying himself. He pulled his cock out of my mouth, pulled me up, pushed me back against the bar giving me another deep French kiss while giving my ass a nice squeeze. He handed me my drink, clinked our glasses, and he walked out of the room. I instinctively followed thinking I might be sucking cock in every room of this house.

I followed Victor and his firm ass back through the living room, sipping my drink, and realizing where my clothes were. He went up a staircase past the chair I was previously sitting in and into a new room. I followed quickly after and entered a room that had a queen sized bed with dark red sheets on it and he told me to make myself comfortable.

I sat upright on the side of the bed sipping my drink as Victor pulled some black straps that were affixed to each corner of the bed. He told me to put my drink on the nightstand and then he pushed me back on the bed, stroking my cock, and giving me another deep kiss. He pulled the straps tightly around my wrists and ankles, leaving me completely open to whatever he wanted to. He straddled me reverse cowboy style leaned over and started sucking my cock and positioning his into my mouth putting us in a hot 69. While we sucked each other he teased my tight ass with his finger. He got off me and ran out of the room. Leaving me tied up and hard.

He came back after a few minutes a box full of mystery items. The first thing he took out was nipple clamps and he placed them on each nipple, giggling while pleased with himself. He pulled out lube and something else I couldn't quite see and he got between my legs and started blowing me again as he applied some lube to my ass. He slowly slid a small butt plug into me as he continued to suck me. He shifted himself up, grinding his ass on my cock again, sticking a finger in my mouth, worked his tight ass around my cock and slowly pushed his ass all the way down to my balls. He started bouncing up and down on my cock, riding me like a sex toy. His tight hole making my cock feel pleasure it's never experienced before.

"I. I. I think I'm going to cum." I muttered as he bounced up and down on my cock. 

"Well don't be shy, share that with me, honey." Victor said.

I came as he rode me, filling him up with my cum. I could feel it dripping out of him and down my cock.

"You were backed up there, that was a lot of cum, baby" he said as he rolled off me.

He left the room again leaving me tied up and spent. He came back in with some wet towels and cleaned me off, but still left me restrained. 

"I'm going to get a drink, honey. Don't go anywhere." He said as he walked out of the room.

I pulled a bit at the restraints, but decided I was better off not breaking the bed or myself. I was at the post ejaculation level of peace and non horniness, but also a little worried that Victor hadn't come back yet. After at least 15 minutes he came back in, drink in hand.

Victor sat on the bed and started jerking my soft cock while enjoying his drink. When he was just about finished with his drink he continued to stroke my semi erect cock and added his skilled mouth to it, sucking me until I was back to being hard.

"There we go, we can't end our night just yet. I still need to get off too, you know." He said as he slid the butt plug out of me. 

He undid the leg restraints and started to suck on my toes again. I wasn't sure why this felt so good, but I was enjoying it. He massaged up and down my legs as he sucked on my toes, making me feel relaxed and horny at the same time. 

He then undid my wrist restraints, took off the nipple clamps, and had me flip over. He started sliding his body up and down my back, brushing his cock against my ass each time. He lightly bit my ear, grabbed the lube, and reached down and lubed up my ass. He did another body slide and this time on his way back up started to slowly work his cock into me. I slightly moaned as he entered me. He pushed on my shoulders as he got all the way inside me, adjusting me slightly to angle himself better. He used his knees to spread my legs a bit and started fucking me slowly. He smacked my ass as he picked up the speed.

After he had me taking his cock to his liking he had me turn on my side and while he was kneeling next to me he started fucking me from an angle that got him even deeper. 

Victor then spun me the rest of the way over onto my back, put my legs together, pushed them back, having me hold them, and started pounding me in that position. I was enjoying the pain and pleasure combination. He spread my legs putting my ankles on each of his shoulders. He leaned over, pushing my legs back towards me, getting his cock nice and deep inside me. 

"Can I fill you, baby?" He asked as he continued to pound me.

I thought about it for a few moments as he continued to stretch my hole. I was in the moment so I made a decision.

"Yes, please fill me." I said as his cock thrust in and out of me.

"Mmm good, honey. I'm going to fill you up good" he said and after another minute or so I felt his warm goo fill me up. 

It was an unusual feeling, but being used like that made me feel so turned on. I could feel the cum dripping out of me as he pulled out. He curled up next to me, gave me a deep kiss, and got up to grab the towels again. He toweled me off and handed me my drink back. 

"Was this better than going off to the club to try and get some pussy?" Victor said, proud of showing me a time no woman could.

"My night definitely wouldn't have been so adventurous if I did that" I said still feeling the effects of his deep fucking. 

Victor disappeared to what I assumed was the bathroom so I finished my drink and went down the stairs to retrieve my clothes. 

I got dressed minus one sock that I couldn't find and checked the time on my phone. It was close to 11 PM. An early night for me.

"You weren't going to leave without saying goodbye, right honey?" Victor said to me as he energetically walked down the stairs now wearing really short green shorts and a black shirt that hung off his shoulder.

I assured him I was not and I just got dressed while I was waiting.

"What do you think? It's still early, shall we have another drink. I promise I won't interrupt you making it this time." He said laughing.

I didn't want to be rude, so I made the drinks and we went outside on the patio. The neighbor's party seemed to have ended with only a couple lights being seen in the house. I took a seat at the small circular outdoor glass table and Victor sat in the chair to my left. 

"You know what I like about you straight guys that discover their taste for cock?" Victor mused out loud.

"What's that?" I answered, honestly not knowing what he was going to say.

"You're always so eager to please. Like you're making up for lost time. You suck dick like your life depends on it. Some of you are quick learners at least" he said with a pleased lustful look in my direction.

I felt awkward, but relieved that Victor was complimenting me. This evening went a little further than I was expecting and while I was trying to be polite and stay and chat a bit, I did want to start heading back home. Victor was in no rush to end the night just yet.

"There's also something about fucking a straight ass, making a big strong man my bottom, and just taking control of a masculine man who knows how to follow directions that makes my cock oh so hard." Victor said while sipping his drink. 

I shifted a little in my seat. Victor describing everything so blatant was making my shorts a little tight. I sipped at my drink not realizing I had finished it. Victor told me to relax and he'll go get another round. 

Victor came back out shirtless with the drinks and made himself comfortable in my lap, adjusting his ass enough to hunt me a little hard as he held his hand out for me to grab my drink. I took the drink and took a sip as Victor gyrated slightly on me while he enjoyed his drink. He grabbed my hand, pulled me up to my feet and walked me over to the end of the patio overlooking the sound and in clear view of the neighbor's window. He turned around, undid my belt, and pulled my shorts to my ankles.

Victor started hungrily taking my cock in his mouth getting me hard immediately. I looked up in pleasure at the starry sky as he sucked me and gave my balls a good squeeze. He slipped his finger in my ass as he sucked me almost bringing me to orgasm. 

Victor stood up, leaned up against the railing of the patio, sliding his shorts off, and told me to fuck him. My dick still wet from his sloppy blow job slowly entered his ass. He pushed back onto my dick, telling me to fuck him like I fuck a woman. I grabbed him by the hips and started pounding him hard, fast, and deep while we both faced the Long Island Sound. I pumped and he pushed back, my balls slapping up against his firm ass. He stands up, pushes up against my cock, reaches back grabbing my ass, pushing me deeper into him. He moans and slides off me. 

"No cumming yet, baby. Take off your shirt, put your hands on the railing and spread your legs" he said in a demanding way.

My legs were spread enough for his liking so he kicked them wider. Victor gave my balls a firm slap and spread my cheeks with his hand and spit on to my hole.

Then I felt his tongue running over my hole and then worked his way into it. I squirmed as he tongued my ass, my first time feeling how good this was. Victor worked his tongue around and in my ass, occasionally jerking my cock with his free hand. Once I was wet enough for his liking, he pulled my hips back adjusting my ass to his cock level and pushed his way into me. 

He spit on his cock to make it wetter as he worked it all the way in. It was easier this time to take, but still that combination of pleasure and pain. Victor called me his bitch and started pounding my ass as I gripped the rails. I stopped caring if the neighbors looked out the window even as he slapped my ass loudly and telling me he owned my straight ass. 

At some point he pushed me onto my knees with my ass up in the air getting pounded as I held the bottom of the rail. He pulled my hair back as he fucked me, using all the leverage to slam me as deep as he can.

"Turn around and sit up." He said as I watched him stroking his cock.

"Look up at me." He said.

He jammed his cock into my mouth gave my mouth a few pumps and shot his load down my throat. He pushed me to my back and started jerking me off until I shot all over myself. 

"Stay right there, honey" he said as he ran inside to what I figured was to get a towel. 

He came out and I heard a camera go off. He had a Polaroid camera. He pulled out the photo, told me to stay right there, and took another photo.  I was a little confused and dazed still from the second round of sex I wasn't expecting so I just went with it.

I got dressed, still covered in cum and saliva, and Victor stayed naked as we went back inside. He grabbed me by the crotch and told me to call him anytime. I started for the door to end the night completely satisfied.

"Honey, don't forget your parting gift." Victor said as he handed me a Polaroid photo, slapped my ass, and walked me out.

I got in my car and took a look at the photo. My hair was a mess, you could see the cum on my chest and stomach, and my cock looking completely drained. On the bottom he left a note:

"Let's take more photos soon baby".

I put the photo down, planning on adding it to the ones I have at home, and started my commute home. I'm going to be sore tomorrow I thought to myself, but it was worth it. This year of sexual exploration has been eye opening and I looked forward to whatever happened next.


Part 4 of Tip Your Bartender coming soon. Thanks for reading