An awkward night…

When I woke up at about 3pm, I saw Adam’s text (see There’s always a red flag…). He texted to say it was nice meeting me and we texted back and forth for a bit that day. The next day, he texted to ask if I was free later in the week for dinner. I agreed. I was excited, yet still unsure about him. I had a really good time, but I could tell he’s way more conservative than I am, that plus the whole living with the ex girlfriend thing was a huge red flag. Other than that though, I had a really good time and it was definitely an unforgettable night of adventures throughout the city.

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On the day we were supposed to meet for dinner, I was almost out of work and I still haven’t heard from him to confirm. I know he’s probably been out of the dating game a while, being that he’s recently single and all, but when a guy doesn’t confirm, I always have the urge to just cancel on them. I let it slide. I texted him around 4pm saying I was going to be working longer than expected and to tell him I would be running late. This would buy me a little extra time to get ready, which I needed, while also being a sly way to confirm that he still wants to get dinner. He responded saying that it was no problem and he’ll see me there.

That evening, I got there right on time, went to the bar of the restaurant and ordered a drink. The bartender took my card and assumed I was opening a tab, which was fine, but you’d think she would ask me before just holding onto my card. I was there a good 5-10 minutes before he finally arrived. He apologized when he got there and then sat next to me at the bar. The bartender came by and asked if he wanted a drink. He mentioned that we were there for dinner, she asked if we wanted to stay at the bar and order or get a table. He said the bar was fine. OK… so he set it up for awkwardness right from the start. Not confirming. Running late. Agreeing to stay at the bar. I know he’s been out of the dating game, but dude, all of that is adding up to make me really annoyed.

He started out with small talk. Nothing too exciting. We chatted, he told me about his EMT training, I told him about work, we drank, hardly looked at the menu. The bartender checked on us a few times before we finally got around to figuring out what we wanted to order. We continued to small talk. Still nothing too exciting. He’s very dry and kind of monotone. I think the newness of him has already worn off and was only made more interesting a few nights earlier because of the amount of alcohol we had consumed.

When the food arrived, we ate, talked, ate. We were there a good three hours before we realized the time and asked for our check. And that is when I remembered the bartender already had my credit card. Adam asked for the check and she had said, “Oh, do you not want it all on your tab?” Adam looked confused, then I explained and then we agreed to split it. She seemed a bit annoyed, but it was kind of her fault for assuming in the first place that everything was going on my card and for even starting a tab without actually asking.

We left the bar. I was tired and tempted to call it a night, but then he asked if I was still up to hang out, I agreed. I was holding onto hope that I would regain that spark from a few nights earlier. We walked. He had no plan of where to walk, we just walked. It was a neighborhood he grew up in, so he told me some childhood stories which were sweet to hear. Once we walked without further plans for about 20 minutes, I told him to turn left. He didn’t know it at the time, but I was leading him to my place.

On our walk, we walked right past a sex toy store. He made a point to say something about how his friend and his friend’s wife are very open about their sex life. I told him I am too and I think that sex is a very natural and healthy thing. He kind of shut up about it. I don’t know if this was a turn on or turn off for him at that point. I think he wasn’t expecting that, plus he seems very reserved and a bit prude from what I can tell thus far.

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As we got closer, I told him I lived a few more blocks down. He called me out, “Is this just a sneaky way to get me to walk you home so you can end the night?”

Although that wasn’t the case, I was tempted to say yes, but then told him, “No, that’s not what I was doing. You obviously didn’t have a plan of where or what to do, so this is my way to be sneaky to get you to come to my roof and have another drink with me.”

He laughed and told me that was smooth of me. We went upstairs. I gave him a tour of the place. We went to the bar, I poured us each a whiskey ginger ale and then we headed to the bar. We looked at the view and chatted briefly. He made his move. We started to make out and within minutes, two of my roommates opened the roof door and walked in on us. I pulled away and laughed, then introduced Adam to my roommates. We all hung out for a bit while they smoked their cigarettes. Once they were done, they went back downstairs and Adam and I went right back into making out.

At this point, things got hot. He started to work his hand all on my body and up to grab my breasts. As he felt me up, he started to kiss down my neck and eventually kissed down to suck on my nipples. I was so worked up at this point, yet still exhausted, yet still unsure and leaning towards a no with him. We continued to feel each other’s bodies and kiss until my roommates came up for yet another cigarette break, but this time, they walked to the other side of the roof away from us.

We stopped making out. I realized the time and said I should probably get going to bed soon. He said he would leave whenever I wanted him out. I looked at the clock, it was about 11:30, I told him midnight would be fine. My roommates didn’t seem to be leaving this time, so Adam and I just kind of hung out awkwardly for a bit longer before I caved and asked if he wanted to go to my room.

He agreed. I then gave him a caveat and said there will be no sex and he’s still leaving at midnight. He laughed and still agreed. We went downstairs and went to my room. We got back to making out. I got on top and straddled him. As we were making out, he started to rub my back, which felt amazing, so I told him to keep doing that. What was a make out session, quickly turned into a soothing back massage and cuddle session which I ended up falling asleep on him as he rubbed my back.

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I woke up around 12:20 and realized what had happened. I saw the time and said I should probably get ready for bed. He put his shoes on and made his way out the door, on his way out, he said we should hang out again soon. I agreed, but wasn’t really that interested anymore. I would have hung out with him again if he tried, but he never did.

This was a month ago. And we went the entire month without talking, that is, until this past Wednesday he invited me to a party for Friday. I told him maybe I could show up later, but I had another party to go to. I ended up not being able to go, but told him we should catch up soon. The ball is in his court. I’m not really going to push hanging out again, but if he hits me up, I probably wouldn’t turn him down.

We’ll see if this goes anywhere… Sometimes you should leave it at one night of romance, this is probably one of those times.

Yours Truly,
Kallie Pygus

 

Tinder Douche

As I told you already, I redownloaded Tinder again briefly Thursday, July 7. It was about 9:30pm. Well within a half hour, I had a dozen matches, and several messages. One guy in particular held pretty good conversation, at least played along with my banter. I tend to dissect what people say and twist their words in a playful manner to start a flirtatious argument.

For the sake of this blog, he doesn’t need a name. He was a blip in my sexual life, so this guy will only be known as Tinder Douche. Well Tinder Douche started out fun and light via messaging. At one point, he said he’s not looking to date, so I jokingly told him, “I completely understand, I’m on here for strictly platonic friends too.” He was terrible on his defense, and said “No, I’m just not looking to date, but I also don’t want a one night stand.” So basically, he was passive aggressively trying to see if I would be down for a casual sex/fuck buddy type thing. I responded with, “Are you sure you aren’t telling me you aren’t looking for a one night stand so I let my guard down and fuck you the first time we meet? I’ve got my eye on you.”

I thought it was funny how hard he tried to say he wasn’t looking for a one night stand, but he also wouldn’t admit to wanting a fuck buddy, but also said he didn’t want to date. He was getting so worked up every time I twisted what he said. He eventually ended it with, “I like your style. You can really talk some shit.” Our flirtatious messaging went on until about 11:15pm when he messaged saying “Instead of messaging for the entire hour, we could have met up.” I shot it back at him, “Well isn’t it past your bedtime?” He quickly responded to tell me he could stay up till 3am tonight. I agreed to meet up with him for drinks at a bar near me. I told him to text when he got close.

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He texted when he was parking. I walked down and saw him by his car. We went into the bar, he ordered a beer and I got my usual, Jameson Mule. He seemed nice, a little bit bro-y, but not too much to send me running out the door. Aside from being nice with a dash of bro, nothing really stood out to me. We were at the bar for a little over an hour when they started last call.

Tinder Douche said he still had two hours before he needed to go to bed, so he’s open to going somewhere else. Being that I lived a few buildings over, I offered my place because I have a bar and rooftop. He declined because he didn’t want any chance of my roommates being around. He then offered his place and promised he would give me a ride home at 3am. I agreed and we drove to his.

We went to his kitchen, he poured us each a drink and we continued to talk. I noticed right away that his kitchen wasn’t your typical 24-year-old boys’ kitchen. It was pretty clean. The entire apartment was clean. He also told me how he knows how to cook. I was impressed.

Although he wasn’t my type romantically (he’s a bit too white suburban bro), he was still cute, nice, and had some redeeming qualities. At the moment, I was intrigued. I could see him being a good lay, but I’m unsure of how far I would take it or how long he’d be in the picture because he definitely isn’t my type.

After we both finished our drinks, he suggested that we could watch a movie or something in his room. I laughed, no one really watches a movie when they’re hanging out with a guy from Tinder. They don’t call it Netflix and chill because people actually watch movies. I was hesitant, but intrigued enough, so I agreed.

We went to his room and sat on his bed. He started scrolling through the TV guide and found a movie on HBO. We sat back, talked briefly, but he went quickly in to kiss me. His kisses were surprisingly full for a guy with thin lips, but being that his lips weren’t the fullest and his facial hair was well past a 5 o’clock shadow, it was nearly like having sandpaper rubbing against my face. Not fun. I pulled back and told him to be careful, he got the picture and kissed me lighter.

As things picked up, it got a bit more hot and heavy. He kissed down my neck and unzipped my jeans, pulling them off as he continued to kiss me. He then lifted my shirt off and unclipped my bra. He was pretty slick with his maneuvers, I’ll give him that. He reached down with his hand, and massaged my clit. I was in clit tease heaven at this point. Not many guys can get the right pressure on my clit that quick, but he managed to do so.

Prior to this, there had been no discussion of our kinks or desires. He either had the exact same sex style as me, or he knew exactly how to read my body as I reacted to whatever he was doing. He nailed the pressure on my clit. Then he went in to my nipples, started gently  rubbing them with his fingers, then built up the pressure into some squeezing and pinching, then went in and bit my nipples. I never told him I like my nipples bit, but he figured it out anyways. It was hot.

Soon enough, his magic on my clit and nipples had me worked up. He had me soaking wet. He knew I couldn’t resist at this point, he looked at me wanting me to want him. I paused, I was so turned on at this point, so fuck it. I told him to grab a condom and we fucked hard. I wasn’t expecting him to pull my hair the way I liked it, or to pin me down and restrain me, or to rub my clit or bite my nipples the way he did as we fucked…. but he did it pretty damn well. Some guys just fuck me the way I want it; he surprised me, nothing stood out earlier in the night, but he sure can fuck.

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He came. I didn’t. He got me so close to cumming, but alas, something about the first time rarely gets me there. I have a wall up that has to be penetrated before I trust a guy to show him how vulnerable I can be and unleash my orgasm. As we laid there naked for a few minutes, I saw the time. 3:20am. I told him it was past his bedtime and he should give me a ride home.

Once he dropped me off, I walked up my four flights of stairs, got ready for bed, and passed the fuck out. He was fun, if only I kept it at just one night, he might have not gotten the name Tinder Douche.

Yours Truly,
Kallie Pygus