It has been a while, but I return to J’s Hangout; a juice bar upstairs, a j/o club downstairs. All types of guys go downstairs, from the elderly gents to the scrawny twinks to muscle jocks. There are also various personalities like the slut who does anyone, the guy who just won’t shut up, and the mysterious short guy wearing a baseball cap. Perhaps the most frustrating personality is the wishy-washy. He’s the guy who goes downstairs knowing full well what it’s for, wanting to join in, but just can’t get the nerve. He doesn’t like the crowd, or it’s too hot, or everyone is watching, or he keeps getting pawed, or some other excuse to get out of there as soon as you start doing anything with him. Of course, you’re lucky to even get that far. He’s always the guy that stands off to the side watching everyone but always turning away guys who have interest in him. He can’t seem to get the nerve to just join in along with everyone else. Certainly guys can be picky and have particular tastes, me included, but everyone is there for a little fun. It’s anonymous and non-judgmental. However, I occasionally do get the interest of these wishy-washy guys. Through experience I’ve learned how to handle them. For one thing, you go very slowly. You do not immediately unzip his pants and push your hand down the front to grab his dick. You just hold him and let him do what he wants with you. You can rub his chest. You can grab his ass. You can even kiss his neck but dare not to kiss his lips! Once he gets comfortable with you, he will make the first move and unzip your pants to grab your dick. When he does, then you can go farther with him. Then you can unbutton his shirt or put your hand under it to feel his chest. Then you can unzip his pants to grab his dick, or as I like to do first, grab his butt cheeks. You can try to kiss on the lips once. If he likes it, he will kiss back. If not, he will turn his head away. Let him. If you push him, you will lose him earlier than his nervousness would normally permit. If you are lucky, he will once in a while lose his nervousness and go the full mile. However, for the most part, he will eventually depart. You will feel sad. If you’re lucky, he will be with you again later in the night, but you’re better off accepting he will not. Rejoice in the time you had with him. Enjoy the memory of touching him. It’s a prize few, if any, others will get that night. As for this night at J’s, he was easy to spot. He stood by the corner. He wore a sweatshirt with a hood (covering his head, of course) and as almost standard uniform, sunglasses. With his eyes covered, you cannot see where he is looking. You cannot know if he’s really staring at you, showing interest or deciding if he’s interested. As I stood downstairs waiting for a guy I’d like, several would approach him and he rebuffed them all. Two guys were going at it. His head turned to watch them. He watched for a couple of minutes then turned his head straight again, allowing his sunglasses to once again hide where he is looking. Sometimes I take the chance and approach guys like this. Sure I’m disappointed when he declines, but the agony of not even trying gets to me. However, this guy I decided right off not to try. His body language is screaming that he doesn’t want to be with anyone. Anyway, during the night I meet some nice guys, a couple even muscular. Mr. Wishy-Washy was a witness for some of it. During one of my encounters he actually approached to stand a little closer. It is common for groups of guys to be together. I like groups because I have an easier time of attracting the guys I really want. I get lots of wishy-washies this way. It’s a win-win situation for me. I get my thrills off the guy while still being with the group for my main fun. On this occasion, Mr. Wishy-Washy maneuvered to stand next to me. Since I was already with a group, I decided to take a chance. I reached out and grabbed Wishy-Washy’s butt. He did not protest. In fact, he grabbed mine in return. Bingo! For now I only squeezed his ass. He had great, big, round buns. I let him do whatever he wanted with me. When he tired of my butt he grabbed my dick. That gave me permission to turn my head to lick his neck. However, he surprised me by, when I did turn my head, he kissed me instead! My dick immediately stretched into full erection at this suddenly wonderful sensation. He was certainly happy about that as he jerked me a bit faster. While he was preoccupied with my dick I unzipped his pants. Normally I would go for his buns first, but I grabbed for his dick instead. He was showing an unusual interest in me. I wanted the big prize before he got away. It was after a minute of this that, true to form, he let go of me, zipped his pants, and rushed out of the room. Oh well, I got a good feel of him. Taking a break, I went upstairs to cool off. It was a bit crowded, but I managed to find a spot on a bench to sit. After a minute or so Mr. Wishy-Washy came by. “Hey,” he greeted as he sat beside me. “Hello.” “I think you are really cute.” I smiled. “Is it always so crowded down there?” I nodded. That is a question only a Wishy-Washy would ask. He grabbed me and kissed me. I’m no fool. I wasn’t going to pass up a second meeting with Wishy-Washy, even if it is upstairs where you can’t do much. I hugged and kissed him back. “Do you want to come back to my place?” he asked. “Are you serious?” “Yeah, I don’t really like the crowd.” I had to think about it. I’ve been burned too many times, but it’s not what you think. Many times a guy would ask me to go to his place then when we get outside, he changes his mind and calls it off. Since I’m outside, I can’t get back into J’s without paying the cover charge again, which I’m not willing to do. I have no choice but to go home, highly frustrated, angry, and annoyed. Therefore, I only consider going with someone if I’ve already spent a good deal of time at J’s and wouldn’t mind just going home if it came to that. I’ve a good time at J’s already. Going home would be all right. “Sure, let’s go.” When we left J’s he hailed a cab. Funny how we don’t even know our names yet. This is what it is. Anyway, he gives the driver an address that is in the upper scale of Manhattan. Perhaps he’s a tourist. We arrive at a nice hotel and take the elevator up. He leads me to his apartment. Expecting the small rooms tourists usually get, I was surprised by the vastness of his. It was more like a home than just a tourist stayover. There was a fantastic view of the city through the window. One thing that stood out about his apartment was that he was a Yankee fan. There were several memorabilia around the place. “Would you like something to drink?” “Ok. Juice is fine.” He went to the kitchen. It was then he took off his sweatshirt and sunglasses. I chuckled to myself at the thought of being with a Wishy-Washy. He poured orange juice into two glasses. He grabbed them and turned to walk towards me. My heart pounded hard, and my jaw dropped. I could not blink. I must be dreaming as I see Derek Jeter bringing me a glass of orange juice. He smiled knowingly that I had recognized him. He held the glass in front of me, but I could not move. He grabbed my hand and put the glass in it. He drank his juice while I just stared. When he finished, he took my glass and put both on a nearby table. “I suppose this is an awkward moment,” he said. “I’m probably one of the last guys you’d think you would meet this way. I know I’m a major baseball star, which makes me different, but I’m also just a regular guy. It can’t be helped you see me as the baseball jock, and I do like that, but I also want a little fun.” Derek then put his arms around me. He closed my jaw and kissed me on the lips. Fully accepting my situation, my body became very energized. I wrapped my arms tightly around Derek, squeezing us together. Derek is stronger than I am, and he was able to lift me in the air. This allowed me to wrap my legs around him. He moved one arm under me to rest on and for him to have a good grip. I was completely linked to him. He swayed back and forth. We continually separated our lips then pressed them together. I raised my hands to dig through his curly hair. My hard dick pressed against my pants onto his chest. He carried me over to a couch and placed me on it. I couldn’t help but laugh when I finally realized he was wearing a dark blue t-shirt with a large number 2 in the front. However, it wasn’t long before I ogled his muscular bare arms. He playfully posed for me. I leaned forward to grab him, but he pushed me back on the couch. He motioned my legs together then with each of his legs on either side of me, he stood over my lap. With my head laid back, he was towering over me. He twisted himself to show me his back. “What does that say?” he asked. There was a 2 on his back with JETER on top. “Jeter,” I answered. He straightened. “Who am I?” “Jeter.” “Who’s your favorite ballplayer?” “Piazza,” I joked. He gave me a stern look. “Jeter!” I yelled. “Who’s the greatest?” “Jeter!” “Who am I?” “Jeter!” “Say it again.” “Jeter!” “Again.” “Jeter!” “Like a cheer!” “Je-ter! Je-ter! Je-ter! ...” As I chanted he nodded his head, pursed his lips, and swayed his hips. “Je-ter! Je-ter! Je-ter! ...” He crossed his arms at his waist and pulled off his shirt. Upon seeing his bare muscular chest, his tight nipples staring back at me, I got louder. “JE-TER! JE-TER! JE-TER! ...” He grabbed my hands and rubbed them on his stomach. “Yeah, come on. Yell my name. Cheer me on!” I sat up, still cheering his name. “All right!” he said. “Come and take me.” I buried my head into his naked chest. I slobbered over his pecs. I sucked on his nipples. I reached behind him and grabbed his ass, pushing him closer. Jeter began to hump his hips, now. He rubbed his crotch on my stomach. He stepped away for a moment to quickly take off his pants and underwear. His hard dick bobbed in front of him. He moved back towards me. “Feel my bat and baseballs.” With one hand I squeezed his balls, and with the other I grabbed his dick and jerked him. “Yeah! Yeah!” He continued to hump. To tell you the truth I normally do not suck dick, but this is Derek Jeter we’re talking about. There was no reason not to do it. I put his dick in my mouth and sucked on it. “Home run!” he yelled. I grabbed his butt cheeks as I slobbered over his dick. I squeezed and kneaded them. I spread them apart. My index finger circled around his hole. After a little massaging of his sphincter I plunged in. Derek yelped but did not protest. He put his hands on my head and swirled his fingers through my hair. As he fucked my mouth I finger fucked his ass. He pulled out of me and jerked himself wildly. Gobs of cum poured out of his dick. “Look at that,” he said. “Prime A Yankee cum. Like that, huh? I bet you do. But look at you: You’re still fully clothed.” Derek proceeded to take my clothes off. He wouldn’t let me help. “You just stay there.” When I was fully naked Derek sat me up on the couch. He straddled my legs and grabbed my dick. As he slowly sat down, he guided my dick into his butt hole. Once I was firmly entered, he sat all the way down allowing my dick to plug fully into him. He was so tight around me his slightest move made intense pleasurable tingles on my dick. He had us embrace, and he kissed me. With our lips locked he slowly moved up and down, jerking my dick with his ass. He would not let my lips go. He put me in ecstasy. Finally, with a stifled moan, my dick gave in to the pleasure and gorged Derek’s rectum with my cum. Since my dick was surrounded there was no relief from sensitivity. My body shook until my dick went numb. Derek got off me, picked me up, and carried me to his bedroom. He placed me on the bed and lay beside me. We gathered the blanket over us and caressed. We made small talk. When it came time to sleep I used his chest as a pillow.
