Birthday Sex Marathon: Day 2

Wednesday, December 7, 2016

I woke up to a snap from The Australian of him chilling in his pool bragging about the nice weather, a “good morning” text from The Chef, and a Facebook message from Neighbor Boy asking about my Birthday Sex Marathon: Day 1. The attention these boys are paying me definitely helps show the love for my birthday week. I send The Australian a sultry “good morning” snap of me near naked in bed, ignore the good morning text from The Chef until later in the afternoon, and spill all the disappointing details to Neighbor Boy about Day 1 and tell him he better make it better that night for Day 2 of my birthday sex marathon.

Good_Morning_Text6.jpg

In our messaging, Neighbor Boy confirmed he’d clear his schedule for me tonight through Saturday so my Birthday Sex Marathon could commence. Neighbor Boy also told me he’d be ready by 9pm tonight, but expect a message from him earlier to tell me when to start playing with myself. I’ve hardly used a vibrator in 10 weeks, and the few times I did it was limited because my piercings were too tender. I was getting wet thinking about my toys. I told him I might just have to pull out my toys right then, he told me I had to wait till he gave me directions to use them, I obeyed.

Not long before 9pm, I snapped The Australian a selfie saying “Day 2 of my birthday marathon…” and he responded with “Have fun” and several heart eye emojis.

As 9pm struck, still no message from Neighbor Boy. The anticipation was killing me. I messaged him, asking if I should start playing with myself. He told me not yet. I waited. He finally told me to start playing with myself, told me to put on my nipple clamps, start using my vibrator, and have my rope and butt plug on stand-by. I got started and sent a photo as proof and also to get his ass up to my room quicker. He still took his sweet time.

I texted to tell him how close I was to coming, he told me I wasn’t allowed to yet. Shortly after that, he opened my bedroom door, told me to set my vibrator aside, and began to tease me. He kissed me lightly, and pulled away. Grazed his lips over my nipples, but left them just as quick. Brushed his hands all over my body, but didn’t quite caress me. He kissed my inner thighs, but wouldn’t kiss my clit. He meticulously tortured me with every move he made.

He then lubed up the butt plug and had me put it in. Nipple clamps on, butt plug in, body riled up from all the teasing, I was dripping. He dove in and ate me, licking my clit up and down as he played with the plug. My body stimulated on all fronts, I was about to climax just minutes into getting eaten, and he stops, stands up, and goes to exit my room.

I jump up, and pull him from the door, “Where do you think you’re going?”

“It’s all part of my plan, I’ll see you tomorrow,” Neighbor Boy said with a cocky smirk.

“Fuck no you aren’t,” I explained, “It’s my birthday, I’m supposed to get birthday sex.”

“It’s not your birthday yet.”

After a few minutes of this discussion, I basically begged for him to keep going, he finally let in, all he wanted was to hear me beg for him to make me come. It worked. He then tied my wrists together, vibe in my hands by my clit, flipped me over and tied the rope around me, forcing me to keep the vibe by my clit. He grabbed a condom, put it on, and he entered me from behind. Every time he pushed in, his body would press against the butt plug, my clit still tingling from the vibrator, my nipples being pinched by the clamps. All of this had my body stimulated to the max, but right as I began to climax, he pulled out, cutting my orgasm short of what it could have been.

“You ass!” I was frustrated, I came, but he intentionally slid out right at that moment to throw me off. He smiled that cocky smirk. He knew what he was doing.

He untied me, set aside the vibrator, took the clamps off, butt plug still in, and we laid there for a bit. “We should try anal,” I said.

“Not tonight,” Neighbor Boy responded and then sat up, got out of bed and started to get dressed.

“Where do you think you’re going?” I questioned, confused about his response to me offering anal sex.

“I’m hungry and you told me earlier you have to wake up early tomorrow and might not want a sleep over,” he then added, “You’re welcome to come down and eat and hang out if you want.”

“Fine, I’ll be down in like 10 minutes,” I responded.

He left, I got up, went to the bathroom, took out the butt plug and washed it, went back to my room, took a sexy snap and sent it to The Australian saying “Wiped, passing out! xoxo,” got dressed, and made my way downstairs. Neighbor Boy was making pizza rolls and chicken rings; obviously he doesn’t fit my dream man criteria of someone who knows how to cook. I laughed and poked fun at him for his food choices. He told me to take it or leave it. I was hungry so I stayed. We took the pizza rolls and chicken rings to his room.

We ate, cuddled, and watched some Netflix. Not long into this, Neighbor Boy was drifting off and as he fell asleep, he started to snore. I really did need to wake up early, so I got up, and went upstairs to my bed. The joys of a fuck buddy who lives downstairs from you is your bed is never too far away.

Yours Truly,
Kallie Pygus

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.

tumblr_lxrrtdfYNk1r6yf3fo1_400.gif

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.

sex-toys-store-logo.jpg

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.

c06eba00-3ae0-0133-8e8e-0e17bac22e39.gif

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

 

Tampa Boy Encounter #4

I met Tamp Boy (Ryan from Red Flags Equal Fun) Sunday April 24th and hung out with him a total of four times before I wrote him off Tuesday May 3rd. The first time, I realized how many red flags there were going in, but still had my fun. Then encounters two through four were a downward spiral, but I guess that is expected when there are so many red flags. This is part three of a three part post for Tampa Boy Encounters #2-4.

Tampa Boy Encounter #4

I fell asleep shortly after Tampa left at 6am on Sunday, May 1st. I had plans that day, so my alarm was set for 12:30pm. When I woke up, I saw that Tampa forgot his bluetooth on my nightstand. I sent him a picture to let him know. He asked if I could bring it by his hotel. Confused, I asked if he didn’t check out yet. Supposedly he had to stay longer for some meetings that were added to his schedule. I told him I had plans that day, but maybe I could swing by later that evening.

At around 9pm, I dropped my friends off at home and texted Tampa saying I could come by his hotel. I was expecting to be up all night with him again, but he caught me off guard by saying to leave his bluetooth at the front desk, his son was at the hotel with him. I was exhausted anyways and just wanted to go home and sleep. He texted me thanks. I texted him saying that he owes me big time when he comes back to Chicago.

I don’t even know why I brought him the bluetooth. It makes him look like the tool bag that he is. I should have told him I’m doing him a favor and throwing it out. But I’m too nice for that. So now it’s back in his possession.

motorola-h12-bluetooth-headset

Monday night rolled around and at 11:53pm, Tampa texts saying he could tie me up as a thank you for bringing him his bluetooth. After some flirty texting, he told me he’s still in town for one last night. It was late, but I didn’t have to be up early the next day, so I agreed to meet him at his hotel.

When I arrived, he told me he needed to run to the store quickly to buy some things and if I was good he would buy me a treat. I laughed to indulge him, but was disgusted by him at the same time. I drove him down the street, he got what he needed, then told me to drive to Frenchy’s. His rules, I could chose whatever I wanted, but nothing that would go in his butt. I laughed, but agreed. On the way there, he said that he wanted to go dancing before we go back to his hotel. It was already 2am, but I agreed.

The idea of going dancing sparked an idea. When we got to Frenchy’s I knew exactly what I was looking for. I examined the entire store, but didn’t see it. I was about to ask the guy behind the counter, but then Tampa said we should go somewhere else, he didn’t like the way the guy was talking to him. Red flag.

We left. I googled another 24 hour adult store. Our next stop was Lover’s Playground. I went in and asked the guy right away if they had what I was looking for and they did. I grabbed the toy, showed it to Tampa, and said “This is what I want if we’re going dancing.”

“What is it?” Tampa asked.

“It’s a remote control bullet vibrator.” I told him, “We’re going dancing. You get the remote. I get the vibrator.”

He smiled and then he grabbed a one hitter and some condoms. We got into my car and drove to a club. We sat in my car for a minute to get the batteries in the toy and the remote and tested them to make sure they worked. Once we confirmed this, I turned them off and handed him the remote, telling him to surprise me with it when we got into the club. He put the remote in his pocket. I then pulled my pants down and inserted the bullet. He was shocked that I did it right then and there. I laughed and pulled my jeans back up. We got out of the car and walked into the club at around 3am.

SKU038668-1

We went to the bar and each ordered our drinks. The anticipation of the vibrations to come were making me so wet. As the bartender made our drinks, Tampa looked at me and reached into his pocket that he put the remote in. I watched intently. He then removed his hand. I was eager for him to press the button, and he didn’t. We got our drinks and sat for a minute to drink them. He talked. I nodded, but hardly listened. All I could think about was the toy and how much I wanted him to put his hand back in his pocket to turn it on.

Once we finished our drinks, I stood up, grabbed his hand, and started to guide him behind me to the dance floor. Suddenly, it happened. He pressed the button. The vibrations were a pleasant addition to the crowded club scene. We got to the dance floor, he grabbed my hips and pulled my ass against his crotch and started to grind up against me. I reached into his pocket trying to push the button to increase the pulse of the vibrations. He pushed my hand away and held them against my hips with his hands.

We danced like this for an entire song before he let go of my hands. I was soaking wet. I wanted more. He then reached into his pocket and pressed the button. The vibrator went from a constant vibration, to a stronger and more rapid pulse. Oh my god! This was so fucking hot! Several more songs played. We danced. We made out. He played with the remote some more. Then 3:45am approached, last call. We left.

The vibrator still going, I told him to turn it off while I’m driving. He agreed that that was probably a good idea. As I drove, he started to roll a blunt and asked if he could smoke. I told him to put it away and that he couldn’t smoke in my car. He ignored me and continued to roll it. Red flag. We were on the expressway, I wasn’t going to pull over at that moment to tell him to fuck off. He lit the blunt. Red flag. I was pissed.

We pulled up to his hotel. I tried to play it cool and just let the blunt go. When we got inside, I went and laid down on his bed. He sat at the end and got on his phone. Red flag. I laid there, waiting patiently for him to get off, but then asked him what he was doing. He said he was ordering food and checking emails. He handed me the remote. I turned the bullet on and I waited some more. Now he’s really preoccupied. I’m soaking wet, but annoyed. He got off his phone, grabbed his laptop and  spent several minutes typing. It’s 4:30am and all I wanted to do was fuck and pass out, but no, he had work to do? Red flag.

Once he finished, he went in to kiss me briefly, but then grabbed his iPad. Red flag. He got on pornhub and started looking for porn. I’m fine with porn, but he didn’t even seem to want to include me at this point. Red flag. He seemed more absorbed in the porn than me. Red flag.  It seemed like I was basically a sex receptacle for him to stick his dick in once he got it up from the porn. Red flag.

I tried not to take it personally. The sex we had on the first night was awesome and I wanted more of that. But when I tried to get involved, he was telling me all he wanted to do was watch two beautiful women getting it on. He said, “I like watching girls kiss and touch each other’s tits.” Red flag.

tumblr_nnunk0YPdS1uuck6io1_500

I stopped trying to get involved and sat there while he continued to find the porn he needed. He seemed to slow down a bit in his search. Spaced. Looked at the TV for a bit which had music videos playing, then back to iPad scrolling slower and slower. Strung out. Red flag. He then slowly stripped naked and laid back almost lifelessly. Red flag. He told me to do with him whatever I want, no rules. I laughed and told him he obviously has rules of no butt stuff which he mentioned earlier. He repeated, no rules.

His body now limp, he laid there waiting. Red flag. I went in and kissed him, then worked my way with my mouth down to his dick. He praised me for my technique, but still seemed like he was somewhere else and not present. Red flag. Mid blow job, his hotel room phone rings. I take my mouth off his dick. He answers. His pizza was downstairs. He asked for me to go get it because I was still clothed. I went down and grabbed it. Then came back up, putting the pizza on the table by the TV.

“Get on top,” Ryan demanded. He had put a condom on while I ran downstairs.

I stripped. Kissed him. Pulled the bullet out of my vagina. Then slid his dick inside of me, riding him. Not even an entire song later, he came. I didn’t. Red flag. I got off of him. He then got up, grabbed a slice, and sat in the chair by the window, sprawled out, eating his pizza. Red flag. Realizing how strung out he was, I grabbed my vibrator from my purse, turned it on, shut my eyes, and got in the zone. He watched from the chair. I was already so turned on from the dancing with the vibrator and the little bit of sex, the vibrator against my clit, my orgasm came easily. I started to breath heavily, my back arched, I let out a slight sigh, and then quivered a bit as I came. Once I came down from my orgasm, I loosened up, pulled my vibrator away from my clit, and turned it off.

Tampa then asked, “That was it? You came?” Red flag.

“Yes, I did. It was awesome, no thanks to you.” I then got up and told him I was leaving.

The chair he was sitting on was near my purse and clothes. As I grabbed them to get dressed, he tried to pull me in to sit on his lap and told me I should stay. It was about 5:30am at the time. I was tired and just wanted to go home and sleep in my bed. He said he was sorry for being bad company and explained he was in a bad place, he is in the middle of fighting a custody battle and he was down so took a Xanax when we got to the hotel. Red flag. I told him I should have just stayed home, I could have masturbated in the comfort of my own bed hours ago and be sleeping. I walked off, he said bye, I didn’t respond.

I drove home and passed out immediately. The next afternoon when I woke up, I had a text from him. He was trying to apologize for being a dick, saying that he has a lot going on in his life especially with the custody battle, and he tried to tell me he still wants to hang out with me.

On Tuesday, May 3rd at 11:15pm nearly 12 hours after his text to me, I sent my final text to him saying:

Yea, I gathered that. After last night, it’s obvious that you have a lot going on in your life. At the moment, I’m done. I can’t waste my time with someone who doesn’t respect me or my time. Maybe once you get your life together, we can talk about having some more fun, but right now, it’s a nah bruh!

d2c9c9bb-ea1a-4275-bd64-0a3e66c651c1

I then attached a gif of a magic 8 ball, but even after trying to send it at least 10 times, it still didn’t send. Total bummer, the gif would have been the cherry on top of the text, but I guess the text will have to do. He didn’t respond or acknowledge that text, but he still tried to text me the next two nights to ask what I was doing. I ignored him.

The final red flag was waved and I was spent.

Yours Truly,
Kallie Pygus