First time fooling around with her - Part 1 [MF] Long, backstory. | 2016

First time writing/posting here. I hope that some of you enjoy the detailed writing style. Please let me know if you like the story and would like me to post part 2.

Our first date, a few weeks prior to this story (which takes place on the night of our second date), had gone really well. The conversation had been very comfortable, friendly, casual, flirty, and full of laughs. She is 22, younger than me by three years, but she comes across as confident in her words and actions. It's really refreshing and comfortable; I can't remember ever dating a girl with whom our interactions being fraught with insecurity and discomfort, worrying about what the other thinks, worrying about what the outcome will be. It didn't take me long to stop feeling nervous when we'd meet up.

After our first date, we texted and IM'd a few times, making plans and doing a lot of pretty vanilla flirting. I was really looking forward to seeing her again, but I tried not get my hopes up, and made a point to myself to have no expectations - sexual or otherwise.

She had had to back out of our plans for a second date at the very last minute, and she felt terrible about it despite my insistence that I wasn't upset. She insisted on buying me dinner soon to make up for it, so we made plans a few days in advance to meet up for some thai food downtown and walk back to my place afterward to watch some animes that we had been talking about and wanting to share with each other.

I spent the few days beforehand trying to not wonder too much about what would happen at my place - I didn't want to make any expectations to possibly be let down. Of course, I wondered anyway... I was really attracted to her, and couldn't help but think about whether or not something would happen... Did she want something to happen? She was kinda hard to read... Would we kiss goodbye? Would we make out on my futon? Or would more happen? Or would nothing happen? I knew that I'd be fine with any outcome. She acts so much differently than any other girl I've dated - innocent and casual, but confident and natural - and our conversations felt the same way. We didn't talk at all about dating, relationships or sex - what we wanted, what we didn't want... so it was a mystery, and I liked it that way. Would she be confident and make the first move? I doubted that I would - I have never been good at making the first move. We both knew that we were mutually attracted to each other; it was implicit in the flirting that we did...

I'll call her Katie. She's half-Japanese, and spent most of her childhood there before moving to the states. Her ethnicity and background are apparent in her appearance, attitude, and speech. Big, innocent, interested eyes, and an adorable, honest smile, but also a somewhat aloof independence from conversation that made me feel a little conflicted - maybe part of me wanted her to be enthralled in our every interaction, but another (better) part of me admired the honest and unattached quality of the way she interacted. She had very cute, expressive mannerisms: a pouty-sounding, yet honest and modest voice; a tilt of the head, wide eyes, and furrowed brow when she wanted to know more about something; a sudden bubbly and excited reaction to the waitress approaching to take our order; a very concerned, questioning, wide-eyed look directly into my eyes when, later on, she pulled my dick out of her mouth, saliva dripping and hanging from her lips in a way that no one had ever done to me before. I'll get to that later, though :)

I hope that didn't spoil the fun. I'll get to the real story now.

The night of our second date. I left my studio with plenty of time to spare and walked the 15 or so blocks through downtown to the restaurant that we were to meet at. Why do I still get nervous right before a date? I was feeling anxious. I got to the restaurant first and found a table for us on the second floor. She called me, asking for some clarification on where it was; she was only a few blocks away. We got off the phone, and as she walked up to the restaurant, we saw each other through the window and smiled at each other. She walked upstairs and I got up to hug her. Dinner was alright; I had never been to this restaurant before, and the experience and environment could have been a little more intimate and warm. I felt a little insecure, but it didn't seem to phase her. We chatted about finals week, work, family, and I asked plenty of questions about Japan. She doesn't seem to mind. We don't actually have a lot in common, but it wasn't getting in the way of enjoying the conversation and each others' company. I had known that we didn't have a lot in common when I asked her out, and I preferred it that way; I had been wanting a different experience, and I was finally getting it.

I think we both were looking forward to a change of scenery, but also not in a hurry to fulfill any expected outcome of the night. We left the restaurant without much delay and started walking. When I asked if she wanted to stop by anywhere, she didn't hesitate to answer "The bookstore." So we went. Her unworried decisiveness and lack of hesitation was continuing to be a breath of fresh air - unlike most similar romantic situations I've been in, we didn't need to mull over every step, afraid that the other wouldn't approve of our decision. We stopped at the bookstore and each picked something up. We walked close to each other, talking, and laughed often, but didn't hesitate to split up to check something out on our own. We finished up and started walking back to my place. The night was still pretty young, and we didn't have much of a time constraint, besides her needing to catch a bus back to her side of town before they stopped running. Everything felt pretty relaxed and casual... I can't say that I remember having ever felt that way with a girl. However, I didn't feel infatuated or in need at all - just comfortably enjoying her company.

The walk was a short one, and we arrived at my building before we got too cold. I love my little studio, but I was also a little worried she wouldn't like it because it's so tiny. Upon entering, she immediately exclaimed, very genuinely as far as I could tell, how cute it was and how much she liked it. I was glad it didn't put her off. I made some tea for us, lit a candle under my oil diffuser to make the place smell nice (I always do this, it's not some cheesy sexy-time gesture), and set up my computer so that we could sit and watch some anime.

The blessing and curse of my inadequate futon chair. I had been stressing about this shitty furniture setup. I have a creaky, small loft bed in which I would never dream of fooling around with a girl, and under it, one futon chair that is just big enough to seat two people without squeezing uncomfortably. The blessing is that we had no choice but to sit very close to each other, which we really would have done anyway, and the curse is that, you know... If you end up wanting to have sex with someone for the first time, yall are on a fucking awkward-ass futon chair. I perceive this to be significantly different for a first-time sex situation than something that you can really stretch out and lay down on.

Sitting close to each other, drinking tea, and not really touching each other, we watched an episode of a show that we both liked and had watched before. We both got a lot of laughs from the same moments and loved the same character traits. It was comfortable, fun, and unhurried, but I knew that we at least had cuddling ahead of us. I was looking forward to it, even if that was all. After we finished the first episode, she asked me if I minded her taking off her stockings. I now realize that I had been enjoying her company so much that I hadn't even really bothered to really check her out yet that night, besides noticing that when she took her jacket off, she showed, just like on our first date, quite a bit of impressive cleavage from the frilly, low-cut neck of her cute, tight, and plain shirt. She definitely didn't have what some might consider a stereotypical Japanese figure - she had big curves without being chubby. It had given me one or two momentary sexual thoughts so far, but nothing I let myself dwell on. I responded to say that of course I don't mind if she takes off her stockings, and it really wasn't a big deal to me. It was then that I really took in the rest of her outfit - the not-quite-knee-height floral skirt that hinted modestly at the full curves underneath, the stockings that now lay on my floor, next to her purse.

We started watching a different anime, the one that she wanted to show me. As it started, she was commenting about and showing me her naturally hairless legs - I stroked them lightly in exploration and responded by pulling up the leg of my jeans and showing her a shaven leg of mine (it's a cyclist thing). We chatted about it briefly, but soon turned our attention to the fast-paced dialog of the show. I had finished my tea, and I got up, sat back down and put my arm on the back of the chair behind her. She almost immediately leaned over and put her head on my chest, so I put my arm around her and enjoyed the fact that it didn't take me 2.5 hours to get here for a change. It was comfortable.

Ah... the blessing and curse of hulu's unforgivable, godless commercial breaks. We had switched to hulu to watch this other anime. What the fuck is wrong with hulu, you know? Do I need to explain? Like, 5 breaks in the show, playing the same exact unfailingly-irrelevant-to-your-life commercials over and over? Give me a break. We complained about them to each other every time they came on... but I am so thankful for those commercials, man.

During the first commercial break, after we complained to each other, the screen no longer demanded our rapt attention. She, in keeping with her somehow quiet confidence and lack of hesitation that I had been admiring, turned her head on my chest from the direction of the monitor towards my chest and neck, nuzzling up to my neck below my cheek, stopping still in one of those awesome, anticipation-filled moments where you can't really tell if someone just kissed you, but you know the real kiss is coming soon regardless. It was really nice, especially because it didn't have any immediate attached intent; after briefly staying in the almost-kiss for a second, she just turned back to the monitor and snuggled up to my chest... she didn't have to rush simply because she had broken the barrier of real, active, enjoyable contact.

We continued watching. Damn commercial break. rah rah rah, we complained, we stopped... and she did it again. She kissed my cheek at the end of this one before turning back around and settling in. I held her closer and snuggled against her head, not feeling any of the restriction that typically makes me hold back: do they WANT me to kiss them? Is it the right moment? Should I build this up in my head for another hour before... continuing to hesitate?! -___- I can't remember if we even waited till the next commercial before we turned to each other to lightly plant a few pretty gentle, not-very-sexual kisses on each other's lips, cheeks, and necks.

This went on for about an episode and a half, never really turning into full-blown making out. During this time, we each got up for water, to use the bathroom, switched spots on the futon, and settled back in to watch and [somewhat more so] to kiss and cuddle. I wasn't thinking about it, but my hands stayed on her arms, shoulders, and legs in a way that didn't get sexual. We talked, too. We had been telling each other about our recent accidents that gave us each a huge, hellish purple bruise on one of our asscheeks. I showed her the picture that I had taken of mine before it had gone away. She responded in awe of how bad it looked, and pulled up the back of her skirt to show me hers. Cute blue panties. Yeah... I think that by the time the second episode had ended, we had both lost most of our interest in watching anime. I asked "Did you want to watch anything else?" though we both knew that we were more interested in each other. She replied in somewhat extra-pouty-cute voice, "Cuddle." I put on some music, and as I did she said that she would have to leave before too long, so as to catch a bus before they stopped running. Part of me suddenly really didn't like the idea of her leaving quite yet, but I didn't hold on to it. I went to use the bathroom.

I came back in and we went back to chatting about random stuff. I cleaned a few things up while she checked herself out in my mirror, twirling back and forth, criticizing herself harshly and calling herself fat. eyeroll She could probably lose like 5 pounds before looking really slim yet curvy. I responded, of course, by telling her that she looked great, and not to be ridiculous. Somehow I feel like she wasn't actually being self-depreciating... I think she was just bringing the focus to her body and clothes, which she kept playing around with. As we continued on this topic, I went back and sat down on the damn futon chair. I guess I assumed that if she wanted to make out or anything else, we would just pick up where we left off, cuddling and kissing on the futon. I was wrong; this is when it got unexpected...