“Why? I, like, sent it to you of my own free will.”
“Yeah, you did, but… I dunno. I feel like I’m still seeing you sexually or sexualizing you, and the more I learn about your dating history, the more I want to be able to be there as a friend that you trust to not be after you sexually in the long run or anything.”
“I’ve got Morgan for that,” Taylor replied. “And the others. You asked, I gave it to you. Honestly? It was kind of exciting.”
I felt my throat get drier and my pants get tighter. “Y-yeah?”
“Yeah,” Taylor repeated, her voice noticeably getting quieter. “It was just nice to be like, ‘hey, you respect women, you should get at least the same that other guys are getting.'”
“I, uh… yeah.” I replied flusteredly.
Taylor grinned at me. “See, you’re getting flustered now, but, like, you were the one that point-blank asked to see a picture of me.”
“I have no idea where that came from, to be honest,” I told her breathlessly with a laugh. “I don’t think I’d be able to do that again.”
“Oh yeah? Would you want to ask again?” she asked, a hint of something in her voice.
“I mean maybe someone down the line, but-”
“I meant me, dummy. Like, asking me something else.”
A beat of silence passed between us. “L-like, what do you mean, ‘something else?'” I asked nervously.
Taylor sighed softly, shaking her head and biting her lip. “Like… for example… after the whole Ben thing – his name was Ben – I dunno, I’m feeling kind of pent up. Like I want to do something about it. Kinda like, similar to the picture thing, but if you were to ask to, you know, do something with me, you’d get the experience and confidence or whatever, and maybe I might get to feel better about guys. Plus, it… you know… would feel good for me.” She was now blushing too. It was very clear that, number one, she was not used to initiating, and number two, something about my boldness last time inspired her. Probably because I just said I was not going to be that bold a second time.
“Are you asking me to h-have sex with you or something?” I asked nervously.
Taylor chuckled in my misunderstanding. “Not that far. I’m just saying, maybe if you got a thrill from it, I wouldn’t mind teaching you about, like, foreplay or something… if you wanted.”
“So, like the picture, but interactive.”
Taylor gave me a ‘you weirdo’ smile. “Sure, Quinn. Just like that.”
“Well I dunno!” I defended myself. “Is this the best place to do it?”
“Have you ever seen my mom come down here?” Taylor asked. “We could, uh, do it here. If you’re sure you’re comfortable with it.”
“I’m comfortable with it. Are you comfortable with it?”
“I offered, didn’t I?”
We sat there staring at each other for a little bit, with no one moving, me with a raging hard-on that Taylor couldn’t have not known about.. Finally, I huffed and looked at the floor in embarrassment. “So, uh, how does this begin? With you taking your shirt off, or…”
“Yeah, I guess it does,” Taylor admitted softly, an uneasy look on her face.
“If you’re having second tho-”
“Shhh,” Taylor soothed me. “I’m just not used to it being so… matter-of-fact. I’m, uh, also used to a guy doing this for me, I guess.” She began taking off her shirt – some high-fashion shirt that didn’t cover her shoulders but covered a bit of her arms – and I couldn’t help but stare.
She breathed in and out a few times, staring up at the ceiling, before turning pinker and starting to take off her bra. Right before she did, she caught me staring and smiled shyly. “Nothing you haven’t seen before, right?” she reminded me.
“I mean, I’m just… really excited.” I started off saying that shyly and ended in a nervous laugh. “Is that okay? Am I allowed to say that?”
Taylor gave me another one of her ‘you weirdo’ smiles. “Yes, you’re allowed to say that,” she soothed me, before taking off her bra, looking at me nervously the whole time.
“Holy fucking shit,” I found myself mumbling aloud. I had no clue what cup size they were (cup sizes were just confusing to me) but I did know that her tits looking big for her frame was not just a phenomenon when she wore clothes. Her breasts looked just as huge in person, bereft of clothing. Despite her nervousness, her small adorable brown nipples stood, erect and hardening, adjusting to the fresh air.
Taylor gave a single nervous snicker. “As good in person?” she asked.
I couldn’t take my eyes off of them. My cock throbbed in my pants. “Yeah,” I mumbled.
She shook her head. “Men,” she remarked humorously. “Okay, so like, the basics are simple. Most girls like having their boobs touched. Most guys go too hard though. You want it to be gentle. Remember it’s a human being you’re touching. A good rule of thumb is ‘caress, don’t squeeze.'”
My eyes flew to hers and my mouth dropped. “You want me to… touch them?” I managed to get out.
“Quinn,” she replied, almost disappointed with me. “If I just wanted you to look, I could have just sent you another picture.” She sat up straight. “Come here.”
I didn’t move for the first few seconds. Slowly, nervously, inch by inch, I shuffled over to her until I was right in front of her, looking everywhere but in her eyes. Mostly, my eyes fell to her chest. Her amazing chest.
“You didn’t teach me math by solving the equations for me,” she pointed out, surprisingly wittily. “Go ahead.”
My hands were shaking but I stabilized my left one long enough to reach forward and grab one. The feeling was amazing. Soft, light yet firm, full yet malleable. Playful. I made extra sure not to dig my fingers into them, and I found myself almost swirling my hand around it, letting my fingertips dance across its surface. My cock was twitching at this point. Taylor watched my hand, a mixture of smiling playfully at my naivety, and occasionally shuddering slightly.
“What do you think?” she asked after a bit.
“I think you’re really beautiful,” I told her. “I can see why every guy wants you. I bet guys only want you more after getting to play with these.”
“Well, like, I mean… you’ve only played with the one,” she offered quietly.
I took the hint, shakily moving my other hand up and mirroring my left hand’s actions. Eventually, I stopped treading and tracing my fingers around the flesh and cupped both breasts in my hands, making sure not to squeeze as much as… what the heck even was caressing? I hoped I was doing it right.
“Like this?” I asked.
“Yeah, you’re doing well,” she breathed. “It feels, um, good. Kind of, like, shift the power from your palms to your fingertips, like you’re kneading bread or something.”
My face slightly scrunched in confusion at her words. I took my left hand off of her breast and tried to mimic her advice in the air, watching my left hand. She rolled her eyes and shooed my right hand away. “Watch. Like this,” she told me, grabbing her breasts in her hands.
It frankly looked like she was squeezing them, but in a certain way. I nodded and she removed her hands, only to be replaced by mine a second later. I mimicked her actions and listened for her reactions, and they came in the form of her arching her back and breathing a little heavier.