Let me just preface this by saying that I had gotten a Daygame lay in the past, when I was actively going out, this was during the summer of 2017. So technically this is the second “Daygame” lay.
It all started on Sunday. I was feeling drained because of work and daygaming during the week, had my adrenaline levels going crazy and this put me in a really hazy mood. Decided on that day that I was going to take a little trip to the Botanical Gardens and just spend the day observing nature and unwinding from all the stresses of the week. Hopped on the cta, relaxed and was listening to some yummy jazz. A few stops in I noticed a cute girl that just got on and I was like “okay, she looks cute”. She wore all black, and had short brunette hair which matched her height, and her eyes, oh wow! they were beautiful, dark and like the colour of chocolate.
I was thinking to myself, “how do I talk to her while on the train? there are so many people watching, it will be weird?”. By this point I realised that I wasn’t going to speak to her in this situations, I just didn’t know how to, and had to much anxiety about the whole senario. The train started to slow down and eventually came to a halt, doors opened and she was gone.
I stood up and thought to myself “fuck it”, might as well and made my way out the doors in a haste. Once we exited the train station I slowly approached her from the side, as she slowed down to look at her phone. I said, “Hey, I know that this is random but I thought you look really nice. What I noticed about you was your dark outfit, like you are a waiter or something”. This worked because she was wearing like those half aprons with pockets, plus it was a bit dirty so I teased her about that. We got into a natural conversation almost from the start, she was very open. One thing I noticed was that she was sort of having a hard time smiling (with her eyes), and later realised that she was just exhausted from working all day, and that it wasn’t because of me. Just wanted to mention that because it was an eye opening moment understanding that girls are human too, and they feel shitty at times as well. We spoke for about five minutes, and I ended with a number and a sort of kiss on the cheek.
After texting back and forth we setup a date for Thursday, which went by pretty fast. My text game is OKAY, but it’s not great, although it is improving with every single instance. I keep my texting to a minimal, very short and flirty, if possible. Anyways… a few days went by and here I was leaving work to go meet her. She arrived a bit earlier than I did and that’s because I worked a bit later than usual.
Greeted her with a hug or a kiss on the cheek I think, don’t remember. But at the very beginning I was relaxed and didn’t put much pressure on the situation, just made it seem like two friends that just met. I was looking at the buildings and the people, and not trying to initiate a conversation right away. A lot of people, when they first meet someone, whether it’s a tinder date or a day 2, will try to initiate conversation. This is a way for them to feel secure about making sure the girl feeling comfortable, but it has the opposite effect. Don’t put so much pressure on the girl from the beginning, just make it seem like you two already know each other, and just slow down.
We spoke a bit about her work and my work before deciding to head to a bubble tea place. I already had this in mind before meeting her, I really wanted some bubble tea. We walked there, and spoke a bit more about her life and why she moved to another state. She spoke a bit about her roommates and how they were guys, and about their drinking habits. I turned this topic into her being touched by her roommates, while touching her playfully. She reacted very well to these little touches and so I continued. I did a lot of physical escalation in the first ten minutes of walking to the bubble tea place, because I noticed that she felt comfortable with this. Eventually getting to a point where she started to hold my arm, like those old couples. At this point I knew she was into me and into this whole adventure thing, so I just let my personality out.
We arrived at the bubble tea place, I offered to pay and she refused the offer, telling me she liked to pay for herself. I took this as a bit feministy, but right away reframed it and just accepted that she wanted to feel independent, and that was fine. The bubble tea shop was located inside a University building that also had an adjoining library, and we went there. She noticed a Harry Potter book that was out of the way we were walking but I just followed the moment and made myself excited about switching directions just to look at the book, part of being present. We walked around for a bit longer and I realised that my bubble tea straw was too narrow so I couldn’t get the tapioca through, and noticed that her straw was also the narrow kind. I said “let’s get some bigger straws, because I actually want to enjoy this yummy tea” with a smirk and she followed.
After getting the new straws we headed into the basement part of the library, where they had books on Psychology and Self-help. We were walking along and I noticed a cat book, with photos, and picked it up spontaneously. While looking at the photos together, and commenting on which cat was her and which was I, I lead her to a spot beside the music section. We spend the next hour there, just talking about her theatre life and her other passions, I wasn’t really talking much about myself (something I need to get better at). Eventually I made excuses to touch her, like commenting on her tattoo, and how soft her hands were, and such. We than started to talk a bit about long hair, and got to the point of tiing each other’s pony tails, and then braiding each other’s hair. After about an hour of so of playing around and getting to know one another we decided to head out. She wanted to go to the library, the actual library. By this point we were holding hands and playfully touching each other.
We got to the library and headed upstairs to where the pianos where. Taking the escalator all the way up, there were like eight levels so we switched escalators every level. At around the 6th level I made her go in front of me, she turned around while I took her hands and told her that this was like a movie scene, she smiled and I went in for a kiss. She reciprocated and kissed me back. We ran up the escalators and got to the reception lady, got the key for the piano room and went in. I was surprised at how well she could play the piano, she was playing really complex songs, although she couldn’t read notes, haha. We couldn’t stay in the rooms for too long because the library was going to close soon, so after jamming out a bit and talking more we left. It was around 9:40 pm, the sun was going down as we were making our way in the street. I think I asked her what she had to do tomorrow, and she told me she had work at 5:00 pm and that she didn’t really have to be home. She was in a very adventurous mood and I could see it, so I asked her if she wanted to come back to my place, telling her that there was a ping pong table, and also Billards. She said “why not?” and we headed for the train.
While waiting for the train we talked more about passions, travel and just general stuff. Train arrived, we got on and and got off 15 minutes later. I purposefully moved close to the downtown area so that if I ever had a chance for a Daygame lay, logistics would not interfere. I live with three other roommates, whom are Indians, but they are almost always in their room, and one shares the livingroom with me, but I bought some Japanese room dividers to separate us. After arriving at “my” place we went to my little section behind the room dividers, my roommate wasn’t there at the moment, but he arrived a bit later. I setup the bed or rather mattress because I keep it perched against the wall, blankets, pillow, done. She sat on it and started to ask me questions about how is it living here. I got a beer, I only had one in the fridge and so we shared it while smoking her Juul.
After some time I began touching her by comparing our hand sizes, and feeling her skin by asking how soft it was. Once I know that the girl likes me, touching becomes natural and I don’t fear doing it. She really enjoyed being touched so I put her arms over my shoulders and started to kiss her, we kissed really passionately for a good ten minutes until I stopped. I didn’t want to rush it. After drinking a bit more of the beer and talking I kissed her again, but this time there was no stopping. I started to kiss her neck, her shoulders and feeling her body. Every time I kissed her neck she started to breath really heavy and that just made me really horny. I was paying close attention to how I was making her feel, whether she wanted for me to go further, and obviously she did because she was loving it. Two or three time she said that we weren’t going to have sex, and I just said “okay”. Eventually I made my way down to her stomach and her hips (love kissing the hips!). Started to touch her over her panties, by now she was making subtle moaning noises. I put one finger inside her panties and started to finger her tight, wet pussy. It got to the point where I told her that I was going to put on a condom, she didn’t resist this, so we started fucking. I penetrated her for a good 10 – 20 minutes, doing different positions, but was so tired that I couldn’t continue. I took my dick out and told her I need to take a little nap because I was exhausted, she laid down with me and we cuddled and talked a bit about her insecurities, until I fell asleep.
My roommate returned and the noise woke me up, it was only 20 minutes after falling asleep, she was still awake. She kind of started to rub her ass against my cock and I got horny real quick. I took my dick out and put her hand on it, and she started to jerk me off, like really sensually. After some of this, I again started kissing her neck while she began moaning. I put my hand over her mouth and told her to shut up, and this really turned her on. I grabbed her hips, stuck out her ass (sideways), and penetrated her. Had my hand over her mouth and kept of telling her to be quiet, but in a slow, low voice right in her ear. This shit was so hot! honestly. My erection was hard as a rock, and I kept on pounding her, with the roommate literally on the other side of the dividers, which made it even more exciting. Ended up cuming and that was it. We also had sex in the morning which was fun.