Bob came to my house on Monday afternoon. I invited him in, and we sat on the couch in the living room.
“I called Tony this morning. He said he wouldn’t be able to see you until tomorrow afternoon. As I said, the club isn’t open on Sunday and Monday. However, Tony said he was looking forward to meeting you,” Bob said.
“Thanks for setting this up for me. If I get a job at the Social Club, we can look for somewhere to live. Maybe we can get an apartment or a flat and share it,” I said.
“I hope so. I’m getting tired of listening to my ol’ man ragging on me to move. When do you have to get out?” Bob said.
“Mom hasn’t told me when I have to move yet. I hope to have a few weeks to save the money we’ll need. So, tell me what to expect when I talk to Tony,” I said.
Bob chuckled and said, “If it goes anything like my interview, you’ll suck his cock. Tony wants to make sure you’re willing to service the members. If he wants to hire you, he’ll go over the job requirements. You’ll find you spend more time serving food and drinks than sucking cock.”
“Do you make good tips serving food and drinks?” I asked.
“Yeah, I do okay. Not as well as in the backroom, but everything helps.” Bob grinned, put his hand on my leg, and said, “Want to practice?”
When I nodded, Bob stood, unfastened his jeans, and lowered them along with his underwear. I reached out, wrapping my fingers around his flaccid cock, looked up, and smiled. As he moved closer, I thought about what I was about to do.
The first time I sucked Bob’s cock, I had been drinking and half-drunk. Now I was stone sober and a bit apprehensive. Nevertheless, I decided to go for it and took his dick into my mouth. As Bob’s cock grew in my mouth, I realized it didn’t bother me in the least. If anything, I found having my friend’s cock in my mouth exciting.
I began bobbing my head, sucking as I felt his cock sliding in and out of my mouth. Then, remembering what Bob told me, I used one hand to caress his balls.
Bob pulled his cock out of my mouth and said, “Lick my dick for a few minutes. Many of the members want it to last. Make sure you ask them how they want you to suck their cock.”
Pushing his cock against his stomach, I licked Bob from his nuts to the head of his cock. He coached me, telling me how to service his dick. After a few minutes, Bob put his hands on the side of my head and guided my mouth to his cock.
Holding my head, Bob began fucking my mouth, and I managed to take his entire length into my mouth and throat. After about ten minutes of getting my face fucked, Bob pulled back. He told me to jack his cock, open my mouth, and point it at my face. A moment later, I felt his cum hit my nose, then shoot into my open mouth. Before he finished coming, Bob sent several spurts of semen against my face.
When he stopped coming, Bob chuckled. He sat next to me, then said, “Some of the members like giving you a facial. When I give blowjobs, I take off my shirt or get naked. A few of the men I suck like seeing me nude.”
Bob began rubbing my crotch. I smiled and said, “Do you need practice too?”
Shaking his head, Bob said, “No. I like sucking cock, especially yours.”
I scrunched my face after hearing Bob tell me he liked sucking my cock. Then, as I undid my pants, I said, “Why?”
“Sucking cock at the club is a job, Gary. I do it to make money. You’re my best friend, and doing it with you is different. While I don’t mind sucking the men at the club, when I blew you, I enjoyed it.” He ran his hand over my cock and smiled. “Just like I’m going to enjoy it now.”
Kneeling next to me, Bob began stroking my cock. When he took my cock into his mouth, I let out a moan. After a few moments, he stopped, removed his clothes, then resumed jacking me off.
As it was when I blew Bob, getting a blowjob while sober was different. I could feel his tongue rubbing the head of my cock as he slowly bobbed his head. Bob put his hand between my legs, cupped my balls, and rubbed them. When he took my cock into his throat, he rubbed my nuts against his face.
I couldn’t believe how much better it was getting my cock sucked sober than it was when I’d been drinking. The feeling of Bob’s sucking mouth sent a feeling through me I’d never felt before. When Bob removed my cock from his mouth and licked my balls, I put a hand on the back of his head. I ran my fingers through his hair for a moment, then began rubbing Bob’s back. He started humming, then took one of my nuts into his mouth.
I stroked Bob’s back from his neck to his ass. When I ran my hand over his butt cheeks, he moaned, causing a welcome vibration on my ball. I continued stroking Bob’s ass as he returned his mouth to my cock. The longer he blew me, the more I enjoyed it. For the next twenty minutes, Bob sucked my cock and bobbed his head. Finally, when I told him I was close to coming, he hummed and nodded.
My cock exploded in the most intense climax I’d ever experienced. As I shot my cum into his mouth, Bob sucked and swallowed. Even after my cock stopped pulsing, he kept me in his mouth. Finally, he sat up, looked at me, then smiled as he licked his lips.
“Getting blown when I’m sober is much better than after I’ve been drinking. It was amazing, Bob,” I said.
Running his hand over my wet flaccid cock, Bob nodded and said, “I have to agree. But, look, Gary, I hope you didn’t take what I said the wrong way. While sucking your cock is great because we’re friends, I don’t have any feelings other than friendship. I know I’m bisexual and while sucking cock is nice, I prefer girls.
Nodding, I said, “I hope to find out someday. Maybe you can hook me up with one of the girls at the club, so I’ll know.” I reached for Bob’s crotch, wrapped my fingers around his cock, and stroked him. "But it won’t upset me if I discover I’m not attracted to girls. The more I suck your cock, the better l like it.”
Before Bob left my house, I gave him another blowjob. When he came, filling my mouth, I swallowed his load. It seemed as if the more I tasted his cum, the better I liked it. It made me wonder if having sex with a girl was important any longer.
On Tuesday afternoon, Bob took me to the Social Club to meet with Tony. We went in the backdoor and to an office. When Bob introduced me, Tony stood up and shook my hand.
I looked at Tony, noting his curly dark hair and bright smile. He stood about five-eight and was well built.
“I’m pleased to meet you, Greg. Bob said you’re looking for a job,” Tony said.
“Yes, Sir, I sure am,” I replied.
“Did he explain what’s expected?” Tony said.
I smiled, then nodded. “Yes, Sir. Bob told me about the job, and I’m looking forward to working here.”
Then looking at Bob, Tony said, “Did you tell him about my interview process?”
“Yes, I said you’d want to see if he was willing to do what’s expected.” Bob chuckled. “Greg’s been practicing with me and is pretty good for a beginner.”
Smiling, Tony nodded, then said, “I’ll be the judge of his abilities. Greg, do you want Bob to leave?”
“It doesn’t matter to me, Sir. Bob can stay if he wants to, and you don’t mind,” I said.
“It doesn’t matter to me either way. First, call me Tony, not Sir,” Tony said.
“Okay, Tony. What would you like me to do?” I said.
“You can start by stripping. As I’m sure Bob said, some of the members like sucking cock, and I want to see what you have to offer,” Tony said.
I kicked off my shoes, pulled my shirt over my head, then unfastened my pants. Tony moved closer to me as I pushed my pants and underwear down my legs. Then, as I stood there in my socks, he reached out, took my semi-hard cock in his hand, and stroked me.
Tony continued stroking my cock, then he smiled. “I know a few of the members are going to want to sample this fresh meat. You have an impressive cock, Greg. So, how big are you?”
“Thanks, Tony. I’m about eight and a half inches when it gets hard. I don’t know how thick it is. I never measured it,” I said.
Laughing, Bob said, “It’s more than a mouthful.”
I looked over to where Bob sat on a couch, chuckled, and said, “Thanks, Bob.”
“Greg, go sit next to Bob on the couch,” Tony said as he released my cock.
I sat next to Bob, watching as Tony undid his belt, opened his pants, and lowered them to his knees. He moved in front of me as I gazed at his uncircumcised cock. It was the first uncut dick I’d seen. Tony gripped his member and slid his hand on the shart, causing the foreskin to peel back and expose his glans.
Tony moved closer, and I reached out, caressing his balls. When he removed his hand from his cock, I used my other hand to replace it. Then, glancing up, I watched Tony while I played with his cock and nuts.
I leaned forward, extended my tongue, and licked the head of Tony’s cock. Then I pushed it up and ran my tongue over the bottom of his shaft, wetting him from his balls to the head. A moment later, I opened my mouth, took his dick in, and began bobbing my head.
Tony placed his hands on the sides of my head, guiding me as I sucked his thick cock. He wasn’t any longer than Bob, but he was thicker. It didn’t take long for me to begin enjoying the feeling of Tony’s cock in my mouth. Then when he pulled on my head, I let his cock slid into my throat. Finally, I rubbed his balls against my chin, causing him to moan.
After about fifteen or twenty minutes, I felt Tony’s cock swell. I pulled back until there was a couple of inches in my mouth, slid his foreskin back, and waited for his cum. When the first jet of cum shot into my mouth, I used my tongue to block it from going down my throat. Tony’s cock sent several spurts of semen into my mouth before he pulled his dick from my mouth. I looked up, showed him his spend, closed my mouth, and swallowed. Once my mouth was empty, I licked his cock, cleaning it.
“Damn, Greg, you’re good for a beginner,” Tony said.
“Thanks, Tony. I plan to get better. So, do I get the job?” I said.
“Can you start on Friday?” Tony said.
“Yes. Sooner if you need me,” I said.
Tony pulled up his underwear, tucked his cock away, then fixed his pants. He went to his desk, picked up a glass of water, and took a drink.
“Let’s look around, and I’ll show the place. You can get dressed,” Tony said.
Once I had dressed, Tony, Bob, and I left his office. Tony led us to a hallway, opened a door, and showed me one of the small rooms the members used for sex. Glancing around, I saw a bed, two chairs, and a sink in the corner.
“We have four of these rooms. All of them are the same,” Tony said. “There’s clean linens and towels in the closet. If you mess up the sheets, you have to change them. We also keep the closets stocked with condoms and lube.”
Leaving the room, Tony took us to the end of the hallway. He opened a door, showing me a room with two enclosed toilets and three shower stalls. Then, pointing at a row of lockers, he said, “You can keep your things in one of the lockers. Pick up a lock.”
I looked into one of the lockers, realizing it was more like a small closet than the lockers we had at school. There was a bar to hang clothes, a couple of shelves, and plenty of room.
“I hope you’re not modest. You share this room with the girls,” Tony said.
Tony led us to the dining room. I looked around, seeing there were booths and tables. When we walked to the bar, I counted twenty stools. As we went around the area, Tony told me about the kitchen and other things I needed to know.
An hour later, we went back to Tony’s office. Bob and I sat on the couch, then Tony pulled a form from his desk. He called me over, telling me to complete the information on the application. I sat at his desk and filled out the form.
“If you can, you and Bob can work Wednesday and Thursday nights. I’ll have you shadow Bob, so you know how we do things here. At this time, we don’t sell chips except for Friday and Saturday, so you’ll only serve food and drinks. If all goes well, you can work this weekend too,” Tony said.
“Thank you, Tony. I can’t wait to get started working here,” I said.
Nodding, Tony said, “Great. I’ll see you tomorrow night, and we can get started. Don’t forget to pick up a lock for your locker. I need to know what size pants you wear so I can get you your uniforms. We supply everything.”
After giving Tony the information he wanted, Bob and I shook Tony’s hand, then left the Social Club. As we walked home, Bob put his hand on my shoulder.
“Well, it looks like you’re in, Greg. Tony was impressed with you and your cock,” Bob said.
I laughed and said, “I’m glad he was. I need to make some money so I can move. But, there’s something I want to ask you. Tony said they stock condoms and lube in the rooms. Why?”
“They’re for the girls when they have sex with the members.” Bob stopped walking. “Greg, they’re for anal sex too.”
“You didn’t tell me about anal sex. Do you mean the members will want to fuck my ass?” I said.
“Some of the members like anal sex, Greg. Giving and receiving,” Bob said, then he began walking again.
I stood for a moment, trying to absorb what Bob said. Then, I started walking and caught up with him.
"Why the fuck didn’t you tell me, Bob?” I said.
“When I asked Tony about getting you a job at the club, he told me not to say anything about it. Tony said I should make sure you were willing to suck cock before I said anything else about what we do,” Bob said.
“Do you do it? Do you let men fuck your ass and fuck theirs?” I said.
“Yes, I’ve done both, Greg,” Bob said.
“Does getting your ass fucked hurt?” I asked.
Bob chuckled and said, “It can if you’re not prepared. But, if you use lube and stretch your asshole, it’s not bad. Actually, it can be enjoyable. But, if you don’t make sure the ass your fucking is ready, it can hurt your cock.”
“What else haven’t you told me?” I said.
“Greg, there’s no way to tell you everything because you never know what a member will want. One night, I was with a man and one of the girls. He fucked her while I fucked his ass. Then there was a man who wanted me to jack off and shoot on his face. As I said, you never know. But let’s face it, we’re selling sex and have to be willing to do what the member wants,” Bob said.
My mind churned as we walked along the sidewalk. First, I had to decide if I was willing to venture into some of the things Bob mentioned, including anal sex. Then, while I remembered sucking Bob’s cock, and him sucking mine, I wondered what anal sex would be like.
“So, are you going to help me as you did when you taught me to suck cock?” I said.
“It will be my pleasure, Greg,” Bob said.
Laughing, I said, “Which? Giving or receiving?”
Bob nudged me and said, “Both. Is anyone home at your house?”
“No, but I don’t have condoms or lube,” I said.
“If it’s all the same to you, we can do it without condoms. There are things we can use for lube. Do you have Vaseline or cooking oil at home?” Bob said.
“Yeah, I’m pretty sure we have both,” I said.
When we got to my house, we went in, and I looked for a jar of Vaseline. I found what I was looking for in the bathroom and took it to my bedroom. Then holding the jar, I showed it to Bob. He nodded, then began undressing.
“You can fuck me first, then I’ll fuck your ass,” Bob said.
Once we were naked, Bob knelt on the bed with his ass near the edge. As I looked at his asshole, I wondered what I’d gotten myself into.
“Coat a couple of fingers with the Vaseline and lube my asshole. Start with one finger, then add another one after you loosen me up,” Bob said.
I dipped two fingers into the jar, then moved closer to Bob. He reached back, spreading his cheeks open for me. Placing my finger against his anus, I worked it into his rectum. He let out a moan as I pushed my finger deep into his ass. As I moved my finger, I felt his sphincter relax.
“Okay, add another finger, Greg. You’re doing great,” Bob said.
I removed my finger, then pushed two into his rectum. He wiggled as I moved my fingers in and out of his ass. Then when he told me to twist my arm, I did.
“I’m ready, Greg. Put some lube on the head of your cock and shove it into my ass,” Bob said.
I smeared a little Vaseline on my cock, gripped my shaft, then pressed it against his asshole. Bob let out a grunt as my dick disappeared into his rectum. When I had about half of my cock in his ass, I stopped to get used to the tightness.
“Damn, you’re big. Start moving, Greg,” Bob said.
I gripped Bob’s hips and began pumping my cock in and out of his ass. He pushed back, causing my hips to smack against his cheeks. The feeling of having my cock in Bob’s ass was amazing. I couldn’t help wondering if it would feel as good when he fucked me.
As I continued fucking Bob, I felt my climax building. I did my best to hold off, but the sensation was too much for me. Pulling him back, I shoved my cock in as far as I could and came. Bob tightened his sphincter, gripping my shaft as it pulsed and sent my cum into his rectum.
When my cock stopped pulsing, I backed away, removing it from Bob’s ass. He looked over his shoulder and smiled at me.
“You did great. Let’s get washed up, then I’ll fuck your ass,” Bob said.
I started laughing. “I never thought my first fuck would be in a dude’s ass. I hope a pussy is as good,” I said.
“Pussy is different, but an asshole is tighter, Greg. Don’t worry, I’ll hook you up with one of the girls at the club, then you can decide which you like better. I like both pussy and ass,” Bob said.
Bob and I went to the bathroom. He sat on the toilet for a few minutes, then started the shower and invited me to join him. When I got in, he soaped my cock, stroking me as he washed away the remnants of our coupling.
“Vaseline is a pain to wash away. The lube at the club is easier. I’m sure I don’t have to tell you not to suck a cock after it's been in your ass. At the club, I always use a condom and will suck a cock after getting fucked once I remove the rubber, ” Bob said.
We finished in the shower, dried ourselves, then went to my room. I began feeling apprehensive but was determined to see it through. Climbing onto my bed, I got into the same position Bob was in when I fucked his ass. When I reached back and pulled my butt cheeks apart, I heard Bob chuckle.
“Are you ready, Greg?” Bob said.
“I guess so. I’m not really sure what to expect,” I said.
I felt Bob’s finger touch my anus, and my body jerked. As he smeared the Vaseline around my asshole, Bob said, “Just relax, Greg. If you’re tense, it’s going to hurt.”
Taking a deep breath, I exhaled slowly. Then I felt Bob push his finger into my ass. The feeling was like nothing I’d ever felt before, but it didn’t hurt me. I did my best to relax as he moved his finger in and out.
“You’re doing great, Greg. I’m going to add another finger,” Bob said.
“Okay, I’m ready,” I said.
Bob took his time, using his fingers to open my anus. A couple of times, he touched my prostate, causing my cock to twitch. Then, I felt him remove his fingers and replace them with his cock. I tensed for a moment, then forced myself to relax. When Bob’s cock went into my ass, I gasped.
“Are you doing okay?” Bob asked me as he gripped my hips.
“Fuck yes! It doesn’t hurt at all. You can try moving now,” I said.
Bob pushed his cock into my ass as I experienced the strangest feeling I’d ever felt. Having a cock up my ass was better than I thought it would be. Then, when he began moving, I heard myself moan.
As Bob moved his cock in my ass, I pushed back, wishing he would do it faster. Then after a few minutes, he reached under my body and grabbed my cock.
“This is known as a reach around. Some men like it when you’re fucking them, and they like doing it when they fuck you,” Bob said.
“It’s fucking amazing, Bob. If you keep jacking me off, I’m going to come,” I said.
Bob removed his hand from my cock, extracted his cock, then told me to get onto my back. He pushed my legs back as he reentered my ass. It was wild looking into Bob’s eyes while he thrust his cock in my rectum.
A few minutes later, Bob let out a groan, shoved into me, and stopped moving. I felt his cock throbbing as he came, filling my bowels with cum. When the throbbing stopped, he slowly removed his cock from my ass.
Looking down at me, Bob said, “Well, what do you think about anal sex?”
Getting up so I wouldn’t leak on my bed, I smiled and said, “I think I need to get some lube.”
Laughing, Bob took my arm and pulled me to the bathroom. Together, we showered again, taking turns washing each other. After we finished, then dried ourselves, we went back to my room to dress.
We left my room and went outside to have a cigarette. While sitting on the steps, I thought about getting fucked, and fucking Bob. Once again, I questioned my sexuality, wondering if I was gay or bisexual. There was only one way to find out, and I looked forward to having sex with a girl.
“You didn’t seem to mind getting fucked, Greg,” Bob said.
“No, it was different, but I enjoyed it. I think I like sucking cock better, but I’ll have to let you know. How often do you have anal sex at the club?” I said.
“Not too often. Most of the members want a blowjob or to suck my cock. But, I will tell you that the men who like to fuck your ass tip the best. One man gave me fifty bucks,” Bob said.
“Well, if I’m going to work at the Social Club, I better be willing to do what the members want me to do. I just hope none of them are too weird,” I said.
“No one has ever asked me to do anything I wasn’t willing to do, Greg. So if you keep an open mind and go with the flow, you’ll do fine and make money. Hopefully, with both of us working, we’ll be able to afford a place to live,” Bob said.
“I agree, and I hope we can move sooner than later. My mom hasn’t told me when I have to get out, but I don’t think it’s going to be too long. I sure don’t want to sleep on the street,” I said.
Bob nodded, stood up, and said, “I have to get going. I’ll see you tomorrow, and we’ll go to the club together.”
Bob and I worked the Wednesday and Thursday dinner shifts. I followed him around, learning how to take orders, serve, and collect the money. I met Barb, the bartender, and two of the girls, Wendy and Susie. By the end of the night on Thursday, I felt confident I could do the job.
Tony took me aside, told me I did great, then smiled. “You’re going to have a busy weekend, Greg. Many members asked about you, wanting to know if you were available for the rooms.”
“I’m ready, Tony. Thanks again for the job. I’ll do my best to make sure you don’t feel you made a mistake,” I said.
“I’m counting on it, Greg. We have a very unique club, and the members want what they’re used to. I don’t need to tell you not to talk to anyone about what goes on here, do I?” Tony said.
Shaking my head, I said, “No, I understand.”
“Good. I didn’t think so, but I needed to make sure. Now, on another note, Bob tells me you’ve never been with a woman. Is that right?” Tony said.
“Not yet,” I replied.
Smiling, Tony said, “Let’s take care of it for you.” He led me to the bar. “Wendy, I need you to take Greg into the back for me.”
Wendy nodded, slipped off her stool, and took my hand. Then, without a word, she led me to the back of the club, then through the door to the private rooms.
