A Date with Tori

“Can I ask for one thing, while we’re here?” Tori asked, stopping me before we started to get out of my Wrangler.

“Of course,” I said, frowning slightly at the serious look on the beautiful young woman’s face.

Tori had texted me on Friday, asking if I wanted to go cycling with her. It hadn’t come up since the first time the girls had come over to my house and gotten a look in my garage, but I remembered she mentioned she did a lot of biking before college, and she’d sounded a little nostalgic for the activity when she saw my bike. At the time, it had just been a little something to connect over, more of a ‘nod of understanding’ than anything. Now that my relationship with the girls had changed so dramatically, I realised that those were the exact sort of things that I probably needed to circle around to, so that we weren’t just texting, playing D&D and having sex.

Those three things were pretty great, but everything I’d learned over the years with The Game and how things had gone for us all told me that the better, more broadly spread and specifically individual, our connections could be, the better we would be. For each other, at the game table, and in each other’s lives.

So I’d offered something more than just a ride through town, and I’d picked her up that afternoon with my bike loaded up in the back of my Jeep, helped get hers secured as well, and we set off to the city. Well, there was a big hello kiss from her in there too, and one from Elyse as well, as she saw us off, grinning like a fool and waving as we drove away.

Of all the things that Detroit was known for, it wasn’t exactly bike trails that made the top ten lists. But it had a few, and I’d done some Googling to double check that they were still open and available… and hadn’t been overrun with crack dealers or homeless encampments. Thankfully, there were a few spots that still had good reputations, and it was a solid late-June summer day. I’d picked out the Belle Isle Loop, and we didn’t run into any trouble or particularly bad traffic on the way, so we got to the island in the middle of the Detroit River in good time.

Tori took a breath, still looking at me seriously, and then reached over and grabbed my hand. “Can you treat this like a date?” she asked me. “Like, a serious date. Not just you hanging out with your younger friend. I don’t have any sort of problem with being friends with you, Shane, but we have- I mean, we have really great sex. I don’t have sex with my friends, that’s not the kind of person I am usually. Our game is different, with the girls, but this isn’t game night, so… Are you OK with it being a date?”

I took a breath, nodding slowly. “Honestly, Tori?” I said after a long moment. “I’m so fucking relieved you’re asking for that, because I don’t know if I could act like it wasn’t. This is a pretty date-like scenario.” She snorted and chuckled in agreement, and I sighed, relaxing a little more as I squeezed her hand. “And, to be clear, I think the sex is fucking great, too. But I know how I would act with a woman I was on a date with, and we were already having great sex. Do you want me to act like that, or like this is our first date?”

“There’s a difference?” she asked, eyebrows raising a little in surprise.

“There’s a difference,” I chuckled. “Mostly in how often I grab your ass or kiss you. And there’s the added element of our age gap here in public. I don’t know-”

She stopped me by leaning over the middle of the car and kissing me, pushing her tongue against my lips for a moment before I let her in. She was quickly making out with me, and I cupped a hand on her jaw lightly as I enjoyed the feel of her lips on mine, and the smell of her perfume and shampoo. Once we were firmly into the kiss, she surprised me further by climbing out of her seat and awkwardly throwing her leg over, crawling and bumping her way to straddling my lap, making out with me even harder. She pressed her body to mine, and I grabbed her ass with my free hand, kneading it lightly through her tight athletic shorts.

When she pulled back from the kiss, she was breathing heavily, looking down at me a little due to her stance on top of me. Then she leaned back a little too far and the car horn let out a bleep! as her ass hit the steering wheel, making us both jump in place and then start laughing.

“If this were a first date,” she said as we started to come down from our chuckles. “I wouldn’t even be kissing you at the end, just to make sure you’d be willing to stick around.”

“And other people seeing us acting like this?” I asked.

“Let ‘em look,” she said. “I know I’m hot, Shane. I work to be hot. I exercise, and diet, and research skin care routines and makeup and hair styles and fashion and all the shit that I need to know and do if I want to be ready if an opportunity comes knocking. Being attractive takes a lot of work for a woman, but you know that. I’m happy to- I want to use my attractiveness on a date with you. You’re hot, too, even if you blush a little when we tell you that. Rhia’s Mom showed us pictures of you when you guys started The Game, and sure, you were a little nerdy and a little gangly back then, but you were always cute. And you matured into a sexy man. If someone wants to stare, they’ll be staring at a hot girl and a hot guy on a cute as fuck date, and they’ll be jealous.”

“OK,” I said, shaking my head as I smirked a little. “Whatever you say.”

“I say,” she grinned, then kissed me lightly again.

Tori’s grin, flashed over her shoulder at me once again as she pulled ahead a little on the trail, told me that she knew exactly what she was doing. She might not have had Elyse’s particularly great ass, but hers was still very nice, and looked great in her shorts as she leaned over the handlebars of her bike a bit.

“Tease,” I chuckled, since there wasn’t anyone nearby us at the moment. The Island was a public park with a bunch of different facilities, so on a summer afternoon, it wasn’t surprising that the Loop had plenty of people biking, jogging, and walking around. The one thing I hadn’t been counting on was the electric and motorised scooters - I had to admit, they looked like fun, but most of the idiots riding them seemed to lack common decency and tended to crowd people off the path.

I almost fell over sideways as I guffawed when, after another quick glance over her shoulder to check for anyone behind us on the path, Tori quickly reached back and yanked down the waist of her shorts, mooning me with one warm brown butt cheek.

“Come here, you,” I laughed, peddling to catch up, and she yanked up her shorts and took off, trying to stay ahead as she giggled like mad.

Tori’s weight against my front as she leaned back against me felt good. She was taller than Elyse, which put the back of her head a bit more at my shoulder height instead of lower on my pecs, and I was in less danger of just grabbing her tits when I hugged her from behind.

Not that I didn’t want to grab her tits, but we were in public, staring up into one of the glowing blue tanks in the public aquarium. Our bikes were locked up out front since we’d already done the full loop once, and I’d suggested we take a walk through the blessedly AC-equipped facility as we ate a couple of Häagen-Dazs bars to cool down.

“Sometimes I feel like a puffer fish,” she said. We’d stopped in front of one of the tanks, and there were a trio of the round little guys swimming around right in front of us.

“What?” I asked softly. “Why is that?”

“Because, like, at work this summer? I feel like people look at me and think they know everything about me,” she said. “That I’m just some cute ornament, and the only reason I’m there is because of my parents. But inside, and if someone pokes me too hard, I’ll blow up and be this big problem. Like I’m hiding all these parts of me when I’m not playing a character who feels more like me than I do, sometimes.”

“Mmm,” I hummed, leaning down a little to give her a kiss on the cheek as we continued to watch the fish. “That sounds really tough,” I said. “I’m sorry you’re feeling so contained.”

I hugged her a little tighter.

“Fuck,” she said after another couple of minutes.

“What is it?” I asked.

“You didn’t try and problem solve, or fix it for me, or anything like that,” Tori said, looking at me in our reflection in the glass. “You just let me vent.”

“I figure you’re a smart, gorgeous, emotionally intelligent woman,” I said. “If you want help, you’ll let me know. Otherwise, sometimes we just need to get shit off our chest, and I’m happy to be an ear. And a shoulder. And a hug.”

“Just to check, you being this good at boyfriend duties isn’t because you’re just older, right?” she asked.

“No,” I chuckled. “Trial and error, both personally and via proxy. And getting it beaten into my head by Rhia’s mom.”

“I’ll have to thank her for that,” Tori smirked.

“And I’ll never hear the end of it if you do,” I rolled my eyes, then kissed her on the cheek again. “But that’s OK.”

Tori hugged my arms and turned her head to look back at me, offering me her lips, so I kissed her there, too.

“Ex-cuse me,” a woman scoffed.

Tori and I pulled apart, blushing a bit.

The woman was maybe thirty, looking at us like we were filth. She was pushing an oversized stroller with big ‘off-roading’ wheels for walking long distances, had what looked like a one-year-old strapped to her back, and was tightly holding the hand of her husband, who had another toddler strapped to his back.

They looked like the kind of people who would have those kids on ‘safety tethers’ in a couple of years - aka, their kids would be on leashes so that they didn’t need to pay too much attention to them in public.

“There are families around,” the woman scoffed again, before starting to storm off. The husband shot us an apologetic look, and then winked and flashed a thumbs-up to me in particular.

That got me and Tori snickering a little.

“OK,” I said. “Maybe we went a little far.”

“You mean making out leaning against your Jeep in a public parking lot?” she asked, running her hands through her silky black hair to shake it out. “Or you grabbing my ass with both hands like you thought I was gonna try and run away?”

“In my defence, it’s a very grabbable ass,” I grinned.

“In my defence, you grab it really well,” she grinned back. Then she leaned against me from the side, sliding one of her hands down to my ass and giving me a little grab. “Yours is pretty good, too.”

“Oh, fuck you, Shane,” Tori shouted, her neck tense and her fingers clawing into my shoulders painfully as she held on for dear life.

I grinned despite the fact that she was clawing me a little, using my thumbs to spread her labia a little wider as I nuzzled my nose against her clit. My tongue was firmly wedged up her pretty pink hole, and I had the pinkies of both hands prodding at her cute little butthole, teasing it without making any real effort to go further.

We’d made it back to my place without pulling over to the side of the road. Tori had made an attempt at giving me road head when we hit the long, straight section of highway on our drive, but I’d called a time-out because even on a straightaway, I felt like I was in danger of weaving too much. A gorgeous college girl sucking my cock had that effect on me, I guess. And Tori was the most reasonable of my three collegiate lovers, so she didn’t even tease me about it; she just helped me tuck my cock away and then grabbed my hand to hold in her lap as we continued on.

Our takeaway dinner was sitting down in the kitchen, probably getting cold. It hadn’t even made it out of the bag.

Tori writhed a little on my bed, thrusting her hips at me, but she lacked much leverage since her legs were pulled back towards her shoulders.

“Fuck you,” she whined, half laughing hysterically.

“Don’t come yet, darling,” I told her, pulling my tongue and lips from her briefly.

“I’m not Elyse, I don’t get off on you being all DomDaddy and shit,” Tori said.

I snorted softly and gave her cute little clit a kiss, the sensitive nub and the surrounding hood warm and sensitive after being ignored for so long as I favoured other parts of her.

“Shane,” she shrieked, her ass bouncing in place, wanting more of that.

“I’m not being a Dom, Tori,” I chuckled, kissing her tensed thighs. “I’m just making sure you have one hell of a first orgasm.”

“Job fucking accomplished,” she said. “I feel like I’m about to fucking break in half. Please just let me come.”

“Mm,” I grunted softly, shrugging. “Soon.” Then I kissed her clit again, and she let out a long, hungry, whining, frustrated keening. And then a little bit of her juices oozed out of her pussy as it flexed, begging for more attention. I dropped my lips to her hole and kissed her there, tasting her most intimate excretions, and then let go of one of her labia so that I could rim my thumb around the tight little ring of flesh.

“Shane, I swear to God, I’m going to come,” Tori said, her voice almost a growl. “If you put that in me, I’m gonna come. So you better be about to say that I can come. Why the fuck did I agree to wait? You fucking- Oh my God, you-”

I pushed my thumb into her hole, tugging it lightly to the side for some extra stimulation, and I said, “Come for me, darling.” Then I sucked on her clit and hood.

Tori came like her life depended on it.

“Shane,” Tori groaned. “This is the best fucking date ever.”

She was sitting naked at my kitchen table, a bowl of reheated lo mein balanced on her chest, with one heel planted on the edge of her chair and her bent knee splayed off to one side and openly showing off her used, swollen cunt to me. We were both sweaty from our exertions. My shoulders were clawed up from her nails, which she’d apologised for profusely when she’d realised she’d been doing that. Her hair was piled messily up on top of her head in a bun that was decidedly ‘college girl too tired after a night out but still had to go to class’ in its look. I was equally naked, my cock making a half-hearted attempt to rise at the view she was showing off. Considering she’d gotten me to pop twice, once all over her tits and once in her mouth, I felt like he’d done his job.

“I feel like I could do better,” I grinned at her.

She pursed her lips and shook her head. “You could probably do more. Like grander. But not better. Today was perfect. Every moment.”

“I’m glad I could do that for you, then,” I said.

“I just need one thing to wrap it all up in a nice little bow,” she said, and grinned as I gave her a curious look.

“Yeah,” Tori murmured. “Fucking perfect.”

We were in bed. It was late - she’d managed, without much difficulty, to get me to rise to the occasion a third time, and we’d fucked down in the living room on the couch. Then we’d showered together, washing each other like we had before on game nights, and she helped me strip the bed of the soiled sheets and make it with fresh ones before we got in.

Now she was snuggled up tightly in my arms, her naked back and ass pressed to my front, our legs intertwining. The lights were off, and after all the exercise we’d done, we were slipping fast.

I kissed her shoulder.

“Perfect,” she mumbled again, falling asleep in my bed. In my arms.

And she was right, it did feel perfect.

The problem being, of course, that I’d felt a very similar way with Elyse just two nights ago. Like maybe this was perfect, that there was something here. Something more than just sex and games.

Something that was really, really dangerous for me to examine, because summer was almost half over, and they had eight more months of college after that before they went on with their lives. Lives that were just getting started. Lives that deserved partners, not mentors. Lives that were going to take them to amazing places where I couldn’t follow.

I swallowed hard, in the dark, and told myself I couldn’t fall in love with these college girls who somehow felt like they were changing my life. Not with Tori, not with Elyse, not with Rhiannon. It just wasn’t going to work.

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