The Very First Time(s)
In my mid-twenties I was working at a food distribution company loading trucks and making deliveries. Next door was a day care center. One day one of the young women that worked there was outside flirting with me while I worked. She teased me saying that she and Robbie, the young Black guy that worked with her, liked to watch me and fantasize about being with me. I laughed, but I was flattered. Cindy was kind of a hippie chick and she would probably be a lot of fun to be with. But I found myself thinking more about Robbie and that a man was looking at me like that. I had never seen a guy that I wanted, nor daydreamed about sex with a man. Robbie, however, was working his way into my thoughts more and more. Maybe because he was Black? He was an unassuming guy a little shorter than me, slim with natural hair, parted in the middle, that fell below his ears in tight ropes., eyebrow that looked almost sculpted, and wire-rimmed glasses. He favored loose fitting clothes while working with the kids, but I could tell he was not too pumped up but he was fit. I realized that now I was checking him out, too.
Thoughts swirled around in my head more and more and a pressure in my chest began to build. What is he like? Why am I so attracted to him? What would it be like to be with him? I saw him looking at me whenever he could and I liked it.
Finally I decided I had to meet him some way that would not be too obvious. I was not about to ask him out. I was too shy to even go up to him. What would other people, the guys I worked with, say?
On the Friday of Memorial Day weekend, I hatched a plan. After work instead of riding my bicycle straight home, I lingered in a nearby park and waited for the hour or so for the day care center to empty out. I circled the parking lot until Robbie came out. I rode by as he was driving out of the lot and made eye contact with him and smiled and gave a little wave. He nodded back as I pretended to bump into the curb and almost fall off my bike. He pulled to a stop and rolled the passenger window down to ask if I was okay. I told him I was okay and I guessed that I must have been distracted seeing him. My heart was beating in my throat. I stammered something and he asked me if I wanted to grab a beer to celebrate the three-day weekend. Oh, Yes! I was relieved that he seemed to have understood my ploy.
There was a neighborhood bar just a block or two away. I rode over in a confused daze, locked my bike to the light pole and saw Robbie walking towards me. I tried to act cool as we shook hands and formally introduced ourselves. Inside we sat facing each other in a booth as the bar filled with locals. I fought back the urge to slam my beer down, and we made some of small talk before Robbie asked me if running into him had been a coincidence or a plan. I admitted the truth, sure I was blushing. I think somehow he must have known I was not a regular in any gay scene. I Was so nervous. He admitted that he was attracted to me as well, that he had been checking me out. We were quiet for a while and he asked me if I wanted another beer, maybe at his apartment? I said that I would like that. We loaded my bike into his car and made the drive to his place. I watched him while he drove. He did not have any facial hair to speak of. Perfect teeth. Slender arms. He had a lot of hair and maybe he had lightly tinted it a while ago. He smiled when he looked over at me. I swallowed hard. I was moving forward to something. What?
In his little apartment, he offered me a place on the couch. I asked for water instead of beer. Robbie sat next to me. Awkward silence. Robbie touched the side of my face and asked me if I had ever been with a man. No, I said, but you are so beautiful to me that I well... Really? You think I am beautiful? I put my hand on his thigh. We looked into each other's eyes and I wet my lips. He came closer. I took a breath.
It was the best kiss of my life by far. His lips were soft but he was stronger and a little more aggressive than any woman I had ever kissed. Each kiss was a bit deeper, a little longer. A little wetter, with bit more tongue. It was the best making out ever. We kissed and kissed, our lips straying to our faces and necks.
As it would for a while, time disappeared. Can we go further? Robbie asked. My expression said please. We took off our shirts. Robbie kissed down my neck and let his tongue caress my nipples. I held his head in my hands and kissed it. He smelled of coconut.. He pulled off my pants and looked and my erection. A smile and a look of desire crossed his face. Robbie stepped out of his pants and his penis swung loose. His cut cock was a bit bigger than mine, backed by tight swirls of pubic hair. I stood and we embraced. The feeling of our hard cocks pressing together was another wonderful new feeling.
Robbie led me to his bedroom and had me lay back as he played with my balls and started on the most extraordinary blow job I had ever had. The way he put my balls in his mouth, licked the head of my dick, kissed the shaft, all while caressing me were revelations. As I would for the rest of the evening, I learned from Robbie and did my best to follow his lead, doing to him what he did to/for me. I had never tasted nor felt anything like his penis and balls. What surprised me was that I was not shocked or surprised, and I did not hesitate. It just seemed so perfectly natural. Of course I would be doing this with this guy; this virtual stranger was Robbie, and as I tried to give him the best that I could, it felt like I had known him forever. He would coach me and tell me where to linger, how to suck him just the way he liked, and he made it clear I was to guide him in pleasing me as well. He gave me a lesson in rimming. His tongue was a talented tease. In my turn, I found the bumps and the rosebud and little hairs around his ass to be delightful. His lubed fingers were the first inside my hole. He massaged my prostate to the point I had an out-of-body experience.
I want to be inside you, Robbie said. Yes, please. I wanted only to get closer and closer to him. Even more lube was applied.. On my back with my legs resting on his shoulders, Robbie place his beautiful cock between my ass checks, then circled his erection around my asshole, slowly, slowly pushing the head of his cock inside me. He waited for me to catch my breath, asked how I was and took my moan for a positive sign. When he was all the way in, he leaned close and kissed me deeply and long and we stayed like that for a while before he started to move in and out, slowly in and out. Instinctively, I found my sphincter muscles gripping his cock and trying to keep him deep inside me. Robbie told me how much he liked that and we fell into a rhythm that rendered time irrelevant. His hands kept my dick hard and he changed his position so we could resume kissing. Holding on to him and feeling the smooth skin of his back and ass sliding back and forth caused me to become almost delirious. That another man was making me feel this good, that another man would be sending ropes of semen deep inside me was just fine. That man was Robbie.
When I slid into Robbie, it was tight but after I popped in, I could feel his energy. Being inside him was a closeness that I had never experienced. Dripping with sweat, our bodies slick, I held out as long as I could. I screamed something as I came. We wrapped ourselves in each other's arms and legs and kissed and whispered to each other. I heard myself ask if I could stay with him. Of course, he answered. And we rested and made love again and again through the darkness.
I stayed the weekend inside Robbie's apartment, getting dressed again only on Monday evening. Robbie was a gentle, loving teacher. I was more open with him than anybody I had ever known. It all seemed right, so I felt I could say anything to him. And we did everything. His beautiful dark skin always in contact with my light skin. A classic photograph in my memory. Lovers.
After a lingering kiss, I left Robbie's apartment thoughts flashing through my head and my heart still in my throat. I felt physically spent yet light and floating. But what had just happened? What was next? How did I feel? What did I want to reveal? What would people think? Did I want more? Only that question had an answer: Yes.