Spiralled Emotions

Two days after my friend’s going away party, I decided to text Chase. I only had two nights left until I was leaving town for a week to drive my friend Ana to NYC so I wanted to see him before I left. I asked him if he was free that night. He was quick to respond, and in my favor, he said yes. In the text, I told him the first two rounds of drinks are on me because he brought me donuts and got me a drink the week before. He said he wouldn’t turn down free drinks.

After some back and forth banter about how I was going to kick his ass in Pac-Man, we were set on going to an arcade bar. He met me at my place and we walked to the bar together. As we walked to the bar, we chatted about life happenings and did some basic get to know you type questions. It was weird, although we’ve fucked and have already spent a few days together, this was the first time we have done something alone outside of my bedroom.

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We got to the bar, ordered our drinks, which he tried to pay for, but then I reminded him I owed him drinks still, so he backed off. We went straight for Pac-Man. I dominated the first game. He wanted a rematch, then I killed it games two and three. He had the typical guy reaction, surprised that I kicked his ass, but also slightly a sore loser about it. He then decided it was time for Mortal Kombat. We moved on.

At Mortal Kombat, the bar had three versions of it all in a row. We played Mortal Kombat I, II, III one after another. He was a bit butt hurt because I still kicked his ass at those games. After this, he kind of went to play his own game of Mortal Kombat and was kind of being a dick about it. He was salty that I won, and that was kind of a huge turn off. Going to an arcade bar is supposed to be a good ice breaker, not a downer.

I let him do his thing and I played my own game. After he chilled out for a bit, we reconnected. He is aware he’s an ass sometimes. I personally think that some of it is an act. Like someone told him he’s an asshole and now he does shit like get into these moods and be stand offish intentionally. He even asked why I was still hanging out with him that night, he was being a dick and usually people just leave. He called me weird for still being around him. I told him I’m just patient and can give people space when they need to calm the fuck down.

Once we got past this hiccup, things were light and fun again. He then asked if I wanted another drink, I then turned it around on him and said I would go get us another round. When I came back from grabbing our drinks, we moved on to play Frogger. He actually did pretty good at this and won, so his mood was lifted a bit.

Only two drinks in, I was already getting a bit tipsy and I was starving. He offered to buy us something to eat because I bought the drinks. We left the bar and started walking towards a pizza place near my apartment. On our walk, he apologized for his mood earlier, then things got a bit more flirty and fun. Several blocks in, he grabbed my hand and we held hands the rest of the way there. Lately, I haven’t been dating much and I got too used to casual sex. Holding hands felt foreign, but nice.

We got to Chicago Pizza, ordered a couple slices and took them to go so we could drink some more. When we got back to my place, it was deja vu all over again. I went to the other side of the bar, started making us drinks, and the same roommate that drunkenly joined us a few nights earlier decided to join us again. This time, he was a bit happier and less argumentative. Chase and I kept looking at each other like what the fuck, but entertained my roommate yet again.

During this drunken charade, Chase and I kept making faces at each other. Not flirty sexy faces, but funny squinty faces. Once my roommate finally decided to leave, I walked around to Chase’s side of the bar. Before I could even sit down, he pulled me to him to make out. Not only did he pull me in, he pulled me up onto the bar stool, now straddling him, we continued to go at it. He kept reaching up my dress and pulling my top down. My tits flashed the room momentarily here and there, and there was a moment another roommate walked through the bar. I instantly pulled my dress back into place and Chase and I both laughed.

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This recurring thing happens. I bring a guy to my place. We make out in the bar. I have to stop them and explain that any of my eight roommates can walk in from any of the three doors at any moment. The guys generally brush it off like whatever, but every time I eventually lure them to my room.

Chase followed me to my room. This time was a bit different than the past two times. This time he slowed down, teased me, kissed me gently then worked his way from my lips, down my neck, stripped me slowly, then worked his way down to devour my pussy. As he licked me, he paused and asked what turns me on most. I told him to keep eating me and to play and pinch my nipples. He listened. Continued with what he was doing and pinched my nipples hard. The pain shot through my body quickly, intensely, but was followed with a rush of pleasure.

Everything he was doing was fucking amazing. As the feeling intensified, I began to grinding my hips up and down in motion with his licks. He pulled back for a second, licked one of his fingers and slid it in my ass. Now fingering my ass and vagina simultaneously, licking my clit, plus playing with my nipples, a quadfecta (that’s right, a quadfecta not trifecta) sensual experience. My body succumbed to the sensory overload, I tensed up, my back arched, my breathing got heavier, I thrusted my hips up against his mouth, and my vagina pulsated as I came. Finally, third times the charm with Chase.

After that blissful moment, I pulled him up, kissed him, then returned the favor for a few minutes until he demanded sex. We fucked for a while going from missionary to doggy to standing to cowgirl. He came from the sex. I didn’t, but that was ok, oral is usually the easiest way to get me off anyways.

As we laid there post sex, there was yet another shift in the mood. He began to ask if I was staring at him the first night we met. I laughed and told him he was looking at me just as much as I was looking at him. He then brought up how all my friends know who he is, which I could tell all of this was making him uneasy. I tried to reassure him that he was being ridiculous. He eventually backed down and pulled me in to cuddle and kiss a bit before we both fell asleep.

This whole night was a mindfuck. Lots of ups and downs. At this point, it was difficult for me to know what Chase was thinking. Up until this night, everything was going so well. Now it seems as though he’s questioning everything. All of this right before I was leaving for a week and I couldn’t help but think things were going south a bit, but I also think it could have been a small hiccup.

The next morning, we woke up, I kissed him goodbye and we went our separate ways. A week apart to think about the past four encounters and come back with a fresh perspective.

Yours Truly,
Kallie Pygus

 

Will he pass?

Chase texted me the very next day after fucking all night. He asked how late I would be at my friend’s going away party which I told him about when we were talking at his show. I informed him that the party was at my place and I was the host, so I wasn’t able to leave early, but he was welcome to come to the party. He accepted the invitation. I was surprised, yet excited to see him again.

I don’t usually invite boys to things with my friends this early into seeing them, but for some reason Chase was different. I was nervous, I could tell I was already starting to like him, but I also have a pretty thick shell to break through before opening myself emotionally to anyone. Part of me was eager to see him again, the other part was wondering if it was a mistake. What if he doesn’t like my friends? What if he’s anti social and needs to be entertained the whole time? What if he ends up being a total drunken mess? These are things I had no clue of what to expect because I hardly met the guy a week earlier and really have only hung out with him once.

At first he said he would get there by 9, then I told him I would be there at 9:30 because I had to arrive with Ana to lure her into the surprise, so then he said he would come later. When he still wasn’t around by 10:45, I was kind of getting disappointed, but had no time to get down about it. I was having a good time with everyone at the party and couldn’t let a guy not showing up mess with my night.

Around 11pm, I pulled my friend up on the stage to give a speech and make her do karaoke to Nickelback’s Photograph to embarrass the shit out of her. It was an inside joke, she thought that we were going to karaoke that night, and I asked what shitty song she would sing and that was it, but then I surprised her with the huge party at my place. Halfway through the song, Chase walked in. I was on stage with Ana singing a song we hate and that is the first impression he gets of the party I’m throwing.

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As the song ended, Ana stayed on stage for another karaoke song, I walked over to Chase and explained to him the joke behind the song. He then revealed that he actually likes that song. Kind of disappointing that he does, especially because he’s a musician, but this gives me something to make fun of him for later.

I was trying to hang out with him, but being that I was the host, I had a lot of other people to entertain. I made him a drink to get him situated, then ran around to the various people and things that needed tending. This was the first test, is he ok to be left alone in a room full of people he doesn’t know and he passed. He had no problem introducing himself to people randomly and being sociable. I didn’t need to babysit him. Total bonus points.

In fact, he passed every test with flying colors. As the night progressed, he had made friends with several of my friends, like even exchanged phone numbers. He helped me with various drunk people to get them water and make sure they were ok. He knew when to give me space so I can be social with everyone else and when to give me attention. He drank a few drinks, but joked with me to decline a drink by asking if I was trying to get him drunk because I kept giving him drinks. He knew his alcohol limits, paced himself, and stopped before getting hammered. All of these things I was worried about and he did wonderful. The stress and nervousness I felt before has been lifted.

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Throughout the party, whenever Chase had a moment with me, he pulled me in to kiss. When I had to grab something from the kitchen, he came with so we could be alone for a bit to make out. I love all the attention, if only I wasn’t the host, I would have totally pulled him into my room that moment, but couldn’t do that.

At one point in the night, my friends Ana and Ricky pulled Chase aside to talk to him about me. They told him I might come off as tough, but really I’m sensitive and he better not hurt me. When I found this out, I was mortified. Why would they do this to me??? I hardly know the guy and this is something that is bound to send a guy running far, far away.

After confronting Ricky and Ana, they talked me down and said that everything was going to be ok. They said that Chase is really awesome and he didn’t seem too scared by them talking to him. Ana then added, why would he even listen to a word two wasted people had to tell him? I could only hope that they were right.

Once I was calmed from that brief confrontation with the two of them, I walked into the bar to make myself a drink. On my way, Chase was sitting on the couch at the bar entrance. I almost walked right past him, but he pulled me in to kiss him and he told me that my friends gave him some very interesting information. Once again, I was embarrassed, but I tried to hide it. He told me everything they said, but luckily we both laughed about it knowing that my friends were wasted. Extra bonus points.

Everyone at this point was pretty drunk. It was approaching 3am, people were starting to clear out. It was down to Ana, her boyfriend, a few other friends, Chase, and myself. Chase helped me with Ana who was rolling around drunkenly claiming she was a hermit crab. Once I fed her a bagel and gave her lots of water, she sobered up enough for her and her boyfriend to go home.

As soon as everyone left, Chase went straight in for the kill. He started to rub his hands all over my body as we made out. We were still in my kitchen, he tried to get a bit more handsy, but I stopped him. As hot as sex in a public place can be, I also would like to not have any of my roommates walk in on me. I stopped him and took him to my room.

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Once again, we fucked all night. There were some small breaks filled with pillow talk, then more sex, then some sleeping, but then he’d wake me up for more sex. We even made a brief sexual appearance at 5am in the bar, but the couch in the bar proved to be quite loud, so to avoid waking anyone up, I pulled him back to my room. The sex was plentiful and good, but once again, I still couldn’t come. I wanted to, but there’s a learning curve and also a layer of trust that needs to be built for me to ease up enough to come.

The next day, we woke up at about 1pm. He had to get home to get ready for work. I walked him to the front door, then made my way back to my room and passed the fuck out. I was wiped yet again.

The early stages of meeting a new boy are always the best.

Yours Truly,
Kallie Pygus

Wingmanned by an Entourage

What ever happened to Boy #1 and Boy #2 from my post Failing my Break From Boys? Well nothing has happened with Boy #1… but if I wasn’t so occupied with Boy #2, I might have had more time to write blog posts.

About a month ago I met Boy #2, Chase, we continued to message back and forth on Facebook for an hour or so the first night we met, I gave him my phone number, and then texted well into the night. When he messaged me, at one point he sent a cat sticker with a donut. He found my sweet tooth. He later invited me to his band’s show, I told him I would go if there was donuts.

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The next day, my roommates had band practice and one of them texted me saying to guess who has a practice space next to them. I quickly guessed Chase’s band. I was right. I took a screenshot and sent it to Chase because the night before we had played a little bit of a guessing game which I kicked ass at so I had to brag about this guess being correct as well. We then texted back and forth with some flirty banter which lead back to my sweet tooth. He then questioned if there was more to me than just my love for sweets, I ended the conversation to go to bed and leave some mystery.

Thursday couldn’t come soon enough. I was eager to see Chase again, but I knew I had to be patient. Being that his band was performing, it wasn’t really a date, he just said I should come see them. They were playing at a bar in Wrigleyville… not quite the scene my friends hang out in so the challenge I faced was getting at least one of them to come with me so I wasn’t showing up alone.

I asked my roommates. All of them refused. I asked my gay husband. He said maybe, which usually means no. I then asked my friend and her boyfriend and another friend. They were all reluctant because Wrigleyville, but I did just give them a ride to and from the airport, so one of my friends and her boyfriend agreed, the other said maybe.

When Thursday came, my friend and her boyfriend met up with me before the show to grab dinner beforehand. I haven’t heard from Chase at all since Sunday night. My friend Ana wanted me to text him to confirm what time they were playing. I was reluctant because I don’t want to come off too desperate. To make it light, I sent a donut fact meme and asked if he had a donut waiting for me at the bar. He said I would have to come to find out, opening it up for me to confirm what time they were going on.

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While at dinner, my other friend that said maybe texted saying she was on her way. Then my gay husband called and asked if he could bring a friend. So now, even though I really only needed one wingman, I had an entire fucking entourage of five people coming to the show. I wasn’t sure how I felt about having so many people, but it was too late to tell any of them not to come.

The three of us that went to dinner showed up to the bar first. He was with his friends at a table, so the three of us grabbed some bar stools and ordered drinks. He came up and said hi baring a Stan’s Donuts bag just for me. I excitedly thanked him and introduced him to my friend and her boyfriend. We chatted a bit, then he got back to his friends.

His band was about to start, we made our way to the tables near the stage. I snacked on the donuts and watched as he got behind the drums. While his band was playing, my other friend, my gay husband, and his friend showed up and sat by me at the table. When Chase finished his set, his band packed up, he hung out with his friends for a bit, then came by us to see what we thought. I introduced him to the three newcomers. Now that there was six of us, the table was pretty full.

Chase stood next to me for a moment to chat, but I was now also entertaining five other people who were supposed to be wingmanning me, but somehow they failed to get the memo because they all wanted my attention. He excused himself and went to the nearby table where his band and friends were sitting. I gave my friend the ugh look, and she realized they cock blocked me. My girls and my friend’s boyfriend then decided to go to the bar next door temporarily to play skeeball. Now it was just my gay husband and his friend leaving the table a little more empty. A few minutes later, Chase came back to ask why my friend’s ditched me. I laughed, it was deja vu from the night we first met.

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The next band started. My friends came back, but my one friend and her boyfriend said their goodbyes pretty quick, leaving it with me, my gay husband, his friend, my other friend, and Chase. He offered to by me a drink so I told him my order and he went to the bar. When he got back, he sat next to me and we continued to flirt a bit and then the band asked everyone to get up and stand closer to the stage. We did so, and my girlfriend and I danced a bit to the music while Chase watched.

After the bands were done, my gay husband and his friend left pretty quick. My girlfriend hung out with me for a bit, but Chase lingered close by. He joined in on our conversation for a bit, then excused himself to go buy a band tee from the last band, but promised he would be right back. While he was gone, my friend asked if she should call her Uber, I told her to get on that because it was obvious Chase wanted to hang out with me.

She requested her ride. Chase came back, she then announced her ride was waiting out front. She said bye. Chase and I got talking. Then his friend interrupted to see what he was planning on doing. He hesitated and said he would catch up with them later. He then told me his friends wanted him to come out. I told him he could go, but then he said he would rather hang out with me. I said we could both go hang out with his friends. He revealed he lives in the suburbs, so that would mean going out there instead of staying in the city.

It was already 1am, so not worth going to an actual bar to have it close an hour later, so I then invited him to my place. I have a bar, so the drinks are free and the night could go as late as we wanted it with no restrictions. He agreed to come over.

We had both driven to the bar separately, so we both drove to my place in our own cars. He parked out front at the pay to park. I parked in the back and walked around to the front to meet up with him. We went up to my apartment, I gave him a tour, then took him to the bar and poured us each a drink. I sat behind the bar and he sat on one of the bar stools across from me.

Chase and I got talking, but not long into our conversation, one of my roommates drunkenly joined us. We entertained him for a good hour arguing about an upcoming party we were throwing for a friend. Chase played along and helped me with my argument. He was winning on every front; looks, charm, humor, and now defending me without even knowing me.

After the argument subsided, my roommate finally quit and went to bed. Chase and I were finally alone. It took all night to get my friends to give me space with Chase and then an hour of arguing with my drunk roommate before we actually had a moment to ourselves. It got quiet for a second. The sexual tension was so thick you could cut it with a knife. Chase then stood up and leaned over the bar to kiss me. We kissed for a moment, and then I pulled back and walked around to sit next to him, before I could sit down, he pulled me in and we began to make out. Another roommate walked in, I pulled back and laughed. I told him we should go to my room to avoid having any roommates getting scarred for life.

We got up and took it to my room. We fucked all night and then some. It was good, not great. I didn’t come, but I rarely do on the first night of sex. It was approaching 6am, I had to be up at 8am to shower and go to work. Even in the summer heat, he spooned me until my alarm went off. We woke up, he lingered as I said I had to jump in the shower and get to work. I then invited him into the shower, he joined me. We couldn’t stop touching each other and kissing the entire time. I was running late for work, I had to stop him from rubbing my body. We got out, both got dressed, and I walked him to the front door where we made out some more. I then went to gather my stuff and left out the back door to my car.

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I was exhausted, but staying up all night with Chase was well worth it. There’s more to tell you… I promise I will write again soon.

Yours Truly,
Kallie Pygus

And then he called me…

Heyyy….

It’s been a while. I know. I’ve been a terrible blogger and have lots to tell you. I will get back to Capture the Flag Boy (funny enough, I ran into him at a liquor store this past Saturday). I need to fill you in on some other happenings first.

Let’s start with Shane….

Shane (aka Soccer Player, introduced in Call Me!) and I have been texting more and more the past several months since he started bartending. We haven’t seen each other since last fall, but we text basically every other day and he’s been calling me every once in a while to bitch about customers.

About a week ago, it was one of those nights. He needed to call me to tell me what went down. It was a Sunday night, so pretty slow at his bar. One of his last customers though was so intoxicated I guess he puked all over the bar… story aside, Shane called to vent about this, then he asked if I was going to be awake for a while. I told him I was up, not planning on sleeping yet. He then asked if he could come over and that he would pick up some beer on the way. I agreed.

About 20 minutes later, he arrived. We went to my bar, cracked open the beers and both caught up. Like I said, it’s been several months since we’ve seen each other in person regardless of texting and the occasional phone call about bartending, we still had a lot of other life things to get filled in on.

Nearly two hours and a few beers later and we are still talking, laughing, and having a good time. We were both on bar stools, facing each other, our legs lightly brushing the other’s as the chair swiveled. As we continued to talk, he started to run his hand on my knee and played footsie with me. He then leaned in and kissed me.

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His lips pressing up against mine with the perfect blend of lip suction and tongue all while running his hand up my thigh, around to my back, and up my neck. He has a way with his hands and lips. I missed tasting him and it felt so good to have my lips locked with his again. Several minutes of this, I pulled away and invited him to my room. I got up and he followed.

We got into my room, I took off my sweater right away as he sat on the edge of my bed. I then straddled him and went in to kiss him again. We made out as I grinded him slowly with my hips pressed against his. Oh my god, he is by far the best kisser I’ve ever been with. I wish we were more compatible relationshipwise, but that’s a different story of which I will fill you in on later when I flash back to meeting Shane.

As things heated up, he flipped me over. Now I was laying on my back, he kissed me, then made his was down my neck and to my stomach to then slowly take my shirt off. As I leaned up, he took my shirt off and continued to kiss me as he unhooked my bra. Everything he does is seamless. He laid me back down and kissed my breasts gently, then licked down my stomach and pulled my pants off and dived head first into my vagina.

Surprisingly enough, when I first met Shane, we went on several dates and had sex multiple times and had sex randomly since, but he has only gone down on me for literally a brief minute at a time so I never quite got the full experience to be able to know how good he’d be. This time, he stayed down there. He didn’t come straight in for the fuck, but wanted to give all he could with his mouth.

With the way he kisses, I thought he would be a pro down there, he was good, but not the best I’ve had. He uses too much pressure for my liking. I think it has something to do with the fact that he’s an athlete and probably doesn’t realize his own strength sometime. It felt good, but there was no way he’d make me come like that, plus I was craving his throbbing cock inside of me.

I pulled him up and kissed him. He grabbed the condom from my night stand, put it on, then continued to kiss me. He slowly inserted his dick in me. His penis is fabulous. A good 7-8 inches, thick, and uncircumcised (which I have recently began to prefer). Everything about his penis is the perfect size for me.

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As we fucked, he continued to be seamless. He’s great at going from missionary, to cowgirl, to doggy style, to reverse cowgirl all without saying a word or taking his dick out. He just grabs hold of me and spins me every which way to the position of his liking. The athlete in him that I think makes his oral pressure way off has its benefits because his moves are smooth, he’s strong, and has great endurance.

When I got on top, he came pretty quick, but that was round one. I know from our history he is good to go all night. We laid there and pillow talked for a minute. He then started to rub my breasts and worked his way down to my clit with his fingers. Hardly a minute later, he was ready for round two.

He turned me around and slid in from behind doggy style. He knows my body. Knows I like being dominated. He pinned me down, holding my arms behind my back with one hand while, using his other hand to smack my ass and grab my hips. Everything he was doing was amazing! As much as I enjoyed it, he had to ruin it by saying “Come for me baby!”

So much was wrong with that. First of all, I hate being called baby. Baby is up there with being called man or dude by a guy you’re seeing. Second, as I’ve said before (see Stop Acting and Start Reacting) I hate being told to come. That fucked me over. I was close but not gonna happen at that moment any more. He came. I didn’t. We rolled over and I told him he should know better than to tell a girl to come (I omitted the baby part, that usually wouldn’t ruin it for me by itself). He apologized and knew he shouldn’t have especially because I’ve told him that before.

To make it up to me, he asked what I wanted him to do to me. I explained I come easiest from oral, but that he needs to ease up on the pressure while he’s down there. I also told him I like being completely submissive and teased. We talked a brief moment about my kinks and I realized how vanilla he actually is. As naturally dominant as he can be, he’s never done any actual kinky stuff. He said he’s only played with a vibrator once, he’s never played with bondage, cuffs, nipple clamps, other toys. To not rush him into any of that, I told him to restrain me, bite my nipples, and tease me till I’m begging.

Once he found out I like pain, he got really into biting my nipples, more so than I expected of him. It was hot, but almost excessive. He got me super worked up. He avoided my clit just as I told him, kissing and licking my thighs and stomach and biting and pinching my nipples. He then finally licked my clit with just the tip of his tongue and I pressed my hips up. He hardly got a taste of it, and I gave in. “Come up and fuck me!” I demanded, he gave up too soon and came up. I wish he was more dominant in that moment and told me to shut the fuck up so he could continue to eat me, but he listened instead and put a condom on to fuck me.

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He slid in, I was soaking wet. We were both worked up from the tease, biting, and oral. It only took about a minute of having his dick inside me before I felt my body start to tense, my back start to arch, my breathing got heavier, and I grabbed his ass to pull him in deep as my vagina started to contract. The pulse from my contractions strained his dick and he came as well. We both came. Success.

He laid on top of me, dick still inside for a good minute or two. We kissed gently. Oral sex and kinks aside (which I’m sure with more time with me it could be perfected), he is one of the best lays I’ve ever had.

The next morning, he kissed me goodbye and left. Since then, it’s been back to our normal routine. Text every other day or so to bitch about work. Nothing out of the ordinary, nothing awkward about it post sex. This was nice. What I enjoy most about Shane, he’s the occasional masterful fuck with no strings attached.

Once again, Shane and I are texting as I write this… I hope this ties you over. I will write more soon.

Yours Truly,
Kallie Pygus

I’m in Love with a Girl

Sorry (not sorry) that I haven’t written in a while. I have been quite occupied the past month by a girl. I know!!! A girl. She’s very special to me and I’m in love. Just kidding. But really, one of my best friends is moving to New York City and I’ve been spending the past month living it up with her. We’re now on a road trip to NYC to get her moved. Although I’m sure I’ll be hanging out with her most of the time, I plan on giving her boyfriend and her some alone time while I tinder my way through the big apple. I will get back to you with more about The Boys I Encounter when I free up again soon.

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Because I’ll be in NYC, I’ll leave you with this Sex and the City meme.

Yours Truly,
Kallie Pygus