Page 23 of The Virgin Playboy

Was all this just too good to be true. I wasn't some experienced adult star who knew all the moves, but I did have two decades of perfecting the male orgasm. The plus side would be that I'd get broken off on the regular and the skills he developed would be catered around my preferences. No unfulfilling jackhammering his ex claimed to like. No cringey dirty talk that didn't get the job done. He'd be my own little experiment. Plus, who was I kidding? The man was fine as hell, and from the looks of things, totally packing. Even if the first few times were duds, the man could at least go to town on some pussy, and that I could work with. I thinned my lips.

“Okay, soooooo...say one was considering it. Exactly how soon were you looking to start?” I wondered, as he brushed his fingers along my cheek, influencing me with that intense, dark stare.

“Can I kiss you?” I nodded, as he leaned in, stealing my breath with a kiss I didn't want to end.

“How about tonight?” I bit my lip, my heart pounding as I cast my gaze downward.

“Yeah, tonight sounds good. We can do tonight.”

CHAPTER TWELVE

Graham

Honestly, the wait it took for everyone to retire made me more anxious than the idea that this was actually about to happen. Losing my virginity was absolutely something I couldn’t take back. But deep down, aside from the expected jitters, I was a bit excited to just be getting it over with.

For so long, the idea of sex consumed me so much, it's what likely started the addiction. I had to separate what it was like to consume versus what it would be like to be in the moment, experiencing it. And honestly, maybe it was made a little easier at the thought that I’d be doing it with Jacqueline.

I really liked her. I didn't love her, but I was okay with that. She checked all my boxes, and was mature enough to conduct something casually without a messy outcome. It didn't even matter that she was more experienced, I was just grateful to have someone open minded enough to show me the ropes.

My mind wanted to plan so many things, but I know I’d be a slave to how my body reacted, so I was trying to have realistic expectations. In the stroll to Jaq’s room, I tried to fill my head with nothing, so I wouldn’t get excited too quickly, but it was hard to when you knew you were about to have sex. Only to be made worse arriving to the sight of Jaq waiting and willing, stretched out on the bed.

“Did anyone see you?” she asked, accepting my weight and pulling me onto the bed, as it melted into a mutual kiss of shared breaths and pants.

“Appeared like the coast was clear. But I don't know. It's a bit too quiet. My cousin was really friendly with your mate, so I fear the quiet means they’re up to no good,” I joked melting back into soft kisses. Add the sensation of her palms massaging my back, and teasing the waist of my trunks and I was done for.

“Mmm…you're so fucking sexy, Graham,” she breathlessly whispered between snogs. It was nice to get complimented every once in a while. I don't think women understood how little men got complimented, so it really boosted my confidence, which in return, boosted my efforts.

“Mmm…you too,” I moaned, melting into putty as her lips found my neck. It's like she knew all the things to make me receptive. There wasn't a doubt in my mind I was about to have so much fun. It felt like we had been kissing forever when Jaq found the strength to pull away to set our expectations.

“Maybe we should talk. Discuss boundaries. Learn what each of us expect.” As I sat up, admiring her womanly frame stretched out.

“Maybe I should know what your expectations are. Anything you'd like for me to do, I'd be happy to meet. I don't trust myself not to get too excited before anything starts,” I bashfully remarked, hoping it was received as lightly as intended.

“Trust me. I have true and tried methods to get us on the same wavelength. But I want to create a dialogue. Make sure you know critique is not criticism. If I have suggestions, don't take it the wrong way. They're just so we’re both enjoying it. Men tend to have this habit of switching things up the moment a woman is close, which I totally get. It's instinctive to do what feels good to their body. But say I go ‘just like that.’ That's exactly what I mean. Don't go faster, don't go harder. If what you're doing is slow, keep it at that. If I do go ‘harder’, feel free to go harder,” she laughed, understanding she just contradicted herself.

“What our bodies respond to is different. Men tend to like variety. Women need something constant.”

“Got it.”

“Anything you'd like me to know?” she asked with earnest.

“Well, I want to be honest, because this did shape my first view of sex. But I struggled with a porn addiction in the past. It did somewhat warp any chance I had at having a healthy relationship with sex, so I’ve had to unlearn a lot. All that’s to say is, this’ll be the first time really exploring that sexual side of myself with another person. It’d be reassuring if you could practice patience, or forgive any mistakes I make along the way. I apologize in advance if it takes me a bit to find a rhythm,” I admitted.

“I think it's just best if we remove our expectations and just feel each other. Don't perform, just do what feels natural,” she assured. “And I really was serious about it taking a while for me to climax with someone new. So, don't get offended if I reach down or touch myself or reach for a toy. They simply join, they don't replace. You're not doing anything wrong. I'm just doing what feels good.”

“Fair enough.” She sat up for this, and I was afraid my past reveal caused some concerns enough to get her to admit what she disclosed next.

“I also have a small confession to make. We never got this far last time, so I didn't find it necessary, but now? I'm a little anxious that my body might trigger you.”

“Okay?” I said with a hint of confusion.

“I got a breast augmentation in my late 20s, and just a warning even though they're really natural looking, they totally give off porn star tits. So, I hope I'm not like…setting an unrealistic expectation for you.”

“Honestly, Jaq, it's fine,” I interrupted, easing her fears. “If it was something that helped you with your confidence, I'm sure it'll show up when we…” I laughed, grateful when she joined in my awkwardness.

“I was just tired of being a member of the no titty committee, amongst friends with literal beer kegs, and they did really boost my confidence. I just thought that you should know.”

“Anything else?” As I laid back down, ready to get to it.