Every writer who has had any degree of success has been asked, "How do you become a writer?"
Every good writer will respond to that question with some variation of "If you want to be a writer, start writing."
I am going to elaborate on my version of that recommendation, start with a journal. A journal gives you a place to begin to explore your own story without the need to be vulnerable to anyone else in the world, and in my own experience, I've had no greater venue in which to practice, build techniques and grow as a writer. If you don't know what to write in your journal, begin with an internet search of the phrase "Journal writing prompts."
I'm looking right now at a shelf in my office on which sit a dozen or so notebooks that I've filled over the last few years largely by answering these sorts of prompts and recording whatever thoughts they brought up. Because sex is such an important part of who I am, (and because it makes me so happy to write or talk about sex) I have searched a lot of phrases like, "Sexual Journal Prompts," and "Sexual Discussion Questions." Several of my journals are filled with nothing but sex: my memories, fantasies, insecurities and successes. Lots of those journal entries have served as the basis for stories on this site. For me, the practice of journaling has been incredibly valuable.
Just about every list of sexual journal prompts or discussion questions that I've come across is going to include (Usually even start with) "Write about your First Sexual Experience," or "Describe your First Time."
So, I'm going to write about Sarah.
I was 18 and she was... she was older than me. Not really feeling like the number is relevant here. We met through a charity organization where we both regularly volunteered. When the days were done, I would walk her to the car and we would end up talking sometimes hours into the night.
I recognized at theĀ timeĀ that she was someone who was profoundly lonely. She would light up when I talked to her. I gave her attention and really listened to what she had to say. Seeing the way I made her happy...Ā it was one of the best feelings I'd ever known at theĀ time.Ā We got to the point that we were talking almost constantly. She had a long commute to work and we'd spend most of her drive on the phone. Then we'd use messenger throughout the day while she was at her desk.
I realize, as I'm sitting here smiling, that I haven't thought about those days in a longĀ time.
We agreed to get together one evening and met at Odyssey Park. I haven't been there in years but I bet if I was there tonight, I could find the exact spot where I had myĀ firstĀ kiss. She was shorter than me so we were standing on opposite sides of this wooden fence with me on the lower side. It brought her up to my eye level. We were facing one another, talking and gradually our bodies were moving closer, tighter together, our voices lowered in this intimate whisper until I kissed her on the cheek. I could hear her moan, reacting to the way my lips on her skin made her feel... so I kissed her more and I started moving around her neck. Then, she grabbed my face with both hands and kissed me on the lips. It was a pretty spectacularĀ firstĀ kiss.
There was something very empowering about kissing her. I was able to bring pleasure to a woman's body. It was something I'd been dreaming about as long as I could remember, but it was finally real. There I was with my lips on a woman; making her moan, squirm and press her body into me. It was validating and invigorating. Intoxicating how confident I felt when I kissed her the first time until she couldn't stand it and kissed me back.
After that, things sorta snowballed. I had several firsts over the next few days, one after another. The day after our first wonderful kiss, I drove her to work in my old green pickup truck. I can still vividly see the dress she wore that day: blue and green pattern with flowers and a black ribbon beneath her chest. And it was short. I mean it wasn't like a mini-skirt or anything, but it revealed a lot of her legs. She was stunning in that dress. I had my hand on her thigh as we drove. I can remember the soft sensation of her skin against my palm. I slid my hand higher and higher throughout the trip. A big part of me was expecting that she would get upset or offended by me. She didn't, and each moment that she didn't react, didn't get insulted or tell me to stop... each minute made me a little bit braver. So, my fingers climbed just a little higher until they were beneath that soft cotton fabric of her dress. It was just as we were turning onto the street where her office was that my fingertips made their way to her panties. I was able to feel that they were wet.
This next part's dumb, but I hadn't kissed anyone before and I had watched A LOT of movies. I took a piece of mint gum and I was chewing it when we kissed good-bye. I used my tongue to pass it to her mouth. I thought this would be the most romantic thing but she just scrunched her face at me and said, "I didn't want that." Still, at the end of the day, as she was walking to the truck, I watched her pop a piece of gum into her mouth, which she then passed to me as we kissed Hello. It amuses me now.
I hung out in a big bookstore while she was at work, using sci-fi comics to keep me distracted from the monumental bridge I'd just crossed, all while I eagerly counted down until I could pick her up at the end of the day. ThisĀ time, my hand went almost immediately beneath her skirt and back to her underwear. I started exploring, moving my fingertips this way and that, feeling the moist contours of her lips. As I look back on it now, I realize just how fortunate I was that myĀ firstĀ lover was so expressive. The things she reacted to were very evident and I paid a lot of attention to her, feeling the spots on her body that she responded to the most. When she moaned, and I could hear that I was pleasuring her, it felt as if the sound was moving through my entire body. After a while, she said my name, slowly, and she asked, "Do you want myĀ firstĀ orgasm with you to be in this truck?" I grinned and I felt very sheepish. I knew it would be more romantic if we were in her bed, but I didn't want to wait. I nodded and told her Yes.
She said she was impressed by how safe I'd been driving so far, but suggested a space we could pull over, in a large shaded parking lot that sits high above the freeway at the Mountain View exit. I do occasionally travel that freeway now, though not that often, and eachĀ timeĀ I pass by that exit, I still smile at the memory. Her panties came off and she laid across my lap so I could lean down to kiss her and watch her face. My fingers were inside of her then. I felt the delicious heat and moisture of her lips swallowing me into her. Her whole body pressed into me tighter. I held her, clung to her tightly. I can't say I had a real clear plan with my fingers. I was just moving them slowly back and forth, feeling her reactions to my touch. I doubt I had any real technique by that point, but I was clearly doing something right. Her orgasm was intense. Her eyes squeezed shut, moaning so loud it was almost a scream and waves of impulse making her body tense. Like I said, quite the confidence boost.
Naturally, I was hard as stone through all of this. My jeans felt so tight and cumbersome. From the way she was laying across my lap, I imagine she could feel my cock pulsing and throbbing against her back. She adjusted so she could grab my erection through my jeans. I gasped aloud and my eyes went wide like I was suffocating for air. It was theĀ firstĀ timeĀ I was ever touched and it was thoroughly overwhelming for me.
Sarah immediately pulled her hand away and said, "It's been a looongĀ timeĀ since I touched a virgin." I would later learn that made her very uncomfortable, but in that moment, there was so much wonder and newness to it all. I drove her home shortly after that. I can only guess that the expression on my face was a bit manic, because I had a lot to process.