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

The Convenient Oral Agreement

For the first several weeks (he will still do this sometimes) Neighbor Boy messaged me to negotiate the terms of our FWB. He has asked what I’m willing to do, what I like, and what he can expect from our arrangement. I never would have thought that this type of communication and negotiation would be necessary in a FWB situation, I usually just let things play out and let the terms unfold over time, but somehow this has worked for us. Because of this, not only were we aware that this was a sexual arrangement between neighbors, but we knew from the start what that meant for us.

The gray area that comes with the beginning of a new relationship came briefly at the start, but left just as quick. It was all of this conversing that created this mutual understanding from the get go.

One of my favorite clauses of our arrangement has to be convenient oral sex. This is something we came up with early on. Neighbor Boy was asking what to expect from our sessions. He was wondering if every time had to be an entire evening or if quickies could be on the agenda. During this, he then proceeded to inquire about blow jobs, and the rest is history.

screen-shot-2017-02-25-at-1-54-53-pm

Screen Shot 2017-02-25 at 1.56.44 PM.png

Just like that, convenient oral was born. He said he’d be home around 6:30pm or so. I had plans at 9pm, so this would work perfectly. He told me to have my vibe and anal beads on standby, tonight was all about me. He was running late (something I expect of him almost always now). You would think an hour should be plenty of time, but I have a very complex vulva and depending on your style, it could take a while to crack until you learn my body well… This was his first time really delving into eating me. He ate me briefly before, but not a full blown attempt. The later he was running, the less time there was for him to make me cum and I was eager to see what he had going for him.

As 7pm passed. Now over a half hour late, I texted him to see where his ass was. He explained he was just getting home from work and would be up shortly. He came up around 7:30, giving us about 45 minutes until I had to get dressed and ready to head out for the evening. Once again, you would think this is plenty of time, but I have a very tricky clit. Unfortunately for me, my clit is quite small and recessed pretty high under my clitoral hood. On top of this, direct clitoral stimulation is what really does it for me, which is one of the main reasons I got my vertical clitoral hood pierced.

When he came up, he sat next to me on my bed. Neither of us made a move right away. There was kind of an awkward pause. Even though we had already fucked and there was this ongoing dialogue about what we expected from our sexual relationship, this pause got me a bit anxious. I have fucked and have had my pussy eaten numerous times before by various guys in a variety of situations and have gotten over that nervous first time phase and into this confident stride with every guy I’ve interacted with the past couple years. But somehow, this very instance, a few sexual encounters into our budding relationship, I felt vulnerable.

To break the silence, I asked, “What toys did you want me to grab?”

He confirmed, “Your favorite vibe and anal beads.”

I got up, grabbed the toys out of my dresser, and made my way back to bed setting the toys along side us. The awkwardness subsided some, but there was still some slight fumbling. He went in to kiss me. This eased everything a bit more, and as the kiss prolonged, he started to strip me naked, rubbing his hands down my back and grabbing my ass. His full lips pulled away from mine as he worked his kisses down my neck, grazing my collar bone, and tease my nipples with his tongue.

Laying me down, he spent some time on my nipples as he worked his hands on my inner thigh. He then sat up, grabbed the vibe, and started to rub it on my clit and teasing my vagina, watching my face in anticipation. I smirked, and told him, “Add some lube.”

Confused, he questioned me, “You’re soaking wet though.”

I grabbed the toy from him and explained, “I know, but silicone, no matter how wet I am, feels better with lube. It makes it slide in and out much easier and takes away any potential friction.” I then rubbed the toy against his skin to show him how the toy almost pulls on your skin due to friction, added some lube and showed him how slick it became.

I handed the vibe back to him to let him play some more. The toy was an Ina Lelo vibe. Not necessarily the optimal pussy eating vibe, but he insisted I grabbed my favorite vibe so I did. Being a classier rabbit style vibe (it’s more sleek and doesn’t have the “cute” rabbit ears), it’s a duo motor vibe for g-spot and clit stimulation.

lelo_femme-homme_ina2_product-1_purple_1

Well as he started to insert it, I instantly jumped back, “Ummmm… that part isn’t meant for my ass! That’s a clit vibe.”

“Sorry, my bad.” He corrected the vibe, and we continued.

As he slid the vibe in and out and rubbed it against my clit, I started to ease into it more. He then went back to kissing my nipples as the toy worked it’s magic some more. I stopped him, “I love my toy, but wasn’t this supposed to be convenient oral?”

He looked up at me and pulled out the vibe, “Turn around and get on all fours.”

I smirked and obeyed. He kissed my back and worked his way down my ass cheek to my inner thighs, then licked my pussy from behind. A very hot move, not a go-to for me, but hot nonetheless. I leaned forward and let him lick and suck on my lips for a few minutes. He then demanded, “Now sit on my face.”

I let out a slight giggle, “Ok, but if you want me to cum, you’re best bet is to have me on my back, something about being able to fully relax brings my orgasms out easier.”

“Just do it,” he insisted as he repositioned himself to lay down.

I listened, swung my leg over his face, placing my clit on his mouth, and pressed my arms against the wall, using it as a prop to push against as I rode his face. His tongue slid up and down between my inner lips. As I pushed my hips back, his tongue would circle above and below my clit pushing my piercing side to side, directly stimulating my clit. When I pulled my hips forward, his tongue would barely graze the entrance of my vagina. Back and forward I moved my hips and let his tongue explore my soaking wet pussy.

Several minutes of riding his face was enough. As hot as it was, I still knew this would not get me to cum.  I rolled over, swinging my leg over his body, and laid down, “I’m not cumming by riding your face.”

“Fine,” he agreed, “Where are the anal beads?”

I handed them to him with lube. As he squeezed out some lube on his hand and slathered it on the toy, I gave him instructions, “I don’t know how much anal play experience you have, but with beads, for me, they aren’t an aggressive in and out toy. Insert, twist and turn a little, maybe pull out slowly and reinsert some, but nothing too excessive. That is until the end… pro tip, as I’m cumming pull the beads out.”

He was a bit cocky, “I’ve done plenty of butt stuff, don’t worry.” His lack of knowledge on my vibrator had me a bit doubtful, but he has shown quite a bit of skill with his tongue, so I let him get to work. He slowly inserted it bead by bead; every bead larger than the one before gave me a slight tinge of pleasure.

As the last bead was inserted, he looked up at me, smiled, then slowly brought his mouth to my clit, licking it, playing with my piercing with his tongue, and making intense eye contact for several long seconds. It has become apparent, he is one of those guys that loves to watch a girl react to everything he does. Although this adds more vulnerability, it was kind of hot.

Pink_Heart_anal_beads_1024x1024.jpg

With one hand, he played slightly with the beads, the other hand he grabbed my vibe and slowly moved it in and out with the clit vibe rubbing side to side beneath his tongue as he ate me. This was a fucking mind blowing trifecta of pleasure going on. All the stimulation was super hot, but my vulnerability from before kicked in again. I knew how eager he was to please me and that intense stare, although hot, pulled my head away from the action and into a headspace where I was thinking more about his eagerness to please me and overthinking my orgasm.

Everything he was doing was so fucking good, but I needed to snap out of my thoughts. I threw the pillow from under my head aside, leaned my head back, and closed my eyes. Deep breaths in and out, refocussing my thoughts on every flick of his tongue on my clit, the beads in my ass, and the vibe in my vagina.

Inhale, one, two, three, four. Exhale, one, two, three, four. Repeat.

As my mind cleared, my hands started to go numb, then my forearms, then my feet. This was one of the most prolonged orgasm I’ve had. Everything was tingling awaiting a full body release. Literally minutes of numbness and my body still didn’t succumb. It was almost too much stimulation.

I kicked the arm that was controlling the vibe, “Take it out.”

He listened. As the vibe came out, the numbness turned to a tingling sensation, my breathing got heavier, my back arched, a feeling of ecstasy took over. I felt my orgasm coming, “Pull the beads out now!”

As he pulled the beads, tongue still on my clit, my orgasm released, my vagina contracted, and my entire body tensed up with pleasure. Once I came down from that high, I pulled him up from between my legs and kissed him, still catching my breath. “That was fucking hot.”

He then got up, but as he did, I pulled on his hand to sit him back on the bed. Although I had plans, I wanted him so fucking bad. I wanted to blow him and fuck him all night. I went to reach down his pants to grab his cock, he pushed away my hand, “Tonight was just for you, convenient oral at it’s finest. I will get mine soon.”

He wouldn’t let me. I kept trying and he kept pushing me away even though he was rock hard. “I do like how much you want to blow me though,” He added as he got up again to leave. I got up and kissed him, pushing my naked body against his, lingered for a moment, and then let him out.

I looked at the time, it was 9:15pm, I was already late for my plans. I hurried up and got dressed and booked it to the bar.

Convenient oral. Best term to our agreement yet.

Yours Truly,
Kallie Pygus

 

Note to Self: Quit Bad Sex

Jay… Jay was a boy from Tinder. We matched back in July during my short stint back on the app. We had some good flirty banter on the app, he asked for my number, and we continued to text. He begged to meet me for a few weeks and when I finally agreed, he failed. The first time he tried to arrange to meet up with me, he claimed work was running late asking to meet at 11pm instead of 8pm so I canceled because I had to be up early the next day. The next time he tried to hang out, it was pouring out, so he then asked for a rain check, I agreed. Third time, supposedly a friend of his got in a car accident… Maybe it was true, but hard to tell when this is his third cancelation. I let it slide.

The day after his third cancelation, we finally met up. We went to a beercade and played some old school games. Beercades are my go-to for meeting guys if they fail at making plans. It means I get to play games instead of dragging out all the first date interview questions over drinks. It was fine. He was cute, confident, but a bit short and thin for my liking.

hq1slide.jpg

After the beercade, we took a walk. We talked some more and he stopped me mid sentence, turned, pulled me in and kissed me and said, “I’ve been wanting to do that all night.” He is that guy that will say all the things he thinks you want to hear so he can fuck you. I knew that’s what he was trying to do, it was pretty obvious just by the texts before even meeting him. It was a good kiss; it even turned me on a bit. Overall, his charm was turning me on, but I could tell he would only be a one night fuck and nothing more.

On our walk, we went to another bar for one more drink… at least that was the plan. The bar we ended up at was doing karaoke night. I’m not one for karaoke. I hate feeling like I’m being put on the spot, especially unprepared. Jay demanded we both do a song. I reluctantly agreed. He ended up doing a Backstreet Boys song, I did The Joker by Steve Miller Band. He did fine, I failed. It was fun seeing him up there, but I was miserable doing it even though he tried to be a good audience by being up front and center singing along with me.

Once we finished singing, we went back to our booth. I was relieved that part of the night was over. We laughed a bit and made fun of each other’s performances. There was a break in our laugher, Jay went in to kiss me and we began making out. A song or two went by and our kissing got heavier and he got more and more touchy. This was the moment to either end the night or go somewhere to fuck.

After some flirty discussion between the two of us arguing who’s place to go to, we agreed to go to mine being that it was closer. When we got to my place, we went to my bar. I made us each a drink, then we took them up to the roof. Hardly a sip in, we were back at it, making out. As he moved from my lips to my neck to kissing my cleavage, I let out a coy giggle and told him to slow down or at least let me finish my drink.

He stopped, and took a sip of his drink. He then asked me what turns me on. I got to the point and told him all my kinks; ropes, cuffs, restraints, biting, hair pulling, nipple torture, tease and denial… His jaw dropped. He insisted he could be everything I wanted in bed. He told me he would tie me up and eat me and fuck me hard. I let out a slight giggle, thinking to myself that he thinks he can, but I knew already that he wouldn’t be able to deliver what I want. It’s not too hard to tell what a guy is like in bed based off of what he says and the way he carries himself. I could tell Jay was all talk from the start, the guy that thinks he’s all that but probably can’t hold up to the game he talks.

Alas, although I was aware of what he was trying to do, I was bored and horny. If he thinks he can tie me up and eat me the way I want to be eaten, let the games begin. We finished our drinks and made it back down from the roof and to my bedroom. When we got to my room, we started off slow, making out on the edge of my bed. He’s a fine kisser. Nothing spectacular, but not sloppy. He got a little handsy, but it seemed as if he didn’t know what to do with his hands, just put them in places. His lack of dominance showed, so I took control. I got up, pushed him back on the bed, and then straddled him.

As things heated up, I took off his shirt, then took off my dress. I kissed down his neck, to his nipples, down his abs, and teased him just above his pants. I then got up, leaving him rock hard on my bed. I grabbed my rope, threw it at him, and told him to tie me up and eat me and fuck me hard like he said he would. He grabbed the rope, looked at me, looked at the rope, and seemed unsure of what to do.

0cceb76844dc2b4c80efb6f1a41c6064.jpg

I then directed him a little. To make it easy, I told him to just tie my hands together and then secure the rope to the bed frame. He took the direction, but stumbled the whole way. It was pretty obvious he never tied anyone up. After a few minutes of trying to figure out how to tie me up successfully, he finally got it. He then went straight into eating me. It’s hot when a guy eats me, yes, but part of the fun of being tied up is the tease and denial and losing that control of what’s to come.

As he ate me, he did alright with his tongue, but was very light with it. He had poor technique with his fingers. Like he would put them in and just keep them in one place instead of doing any type of come hither motion or swirling or even in and out. So basically he was a weak tongue with two dead fingers. Not good. I spoke up like I do and told him to use more pressure with his tongue and I thrusted my hips to help him understand the motion I need with his fingers. He kind of picked up on it, and was doing better for a minute, but then slowly drifted back to his light tongue and motionless fingers.

I got bored of his oral skills. The knots he tied weren’t all that tight, so I squirmed my hands out of the rope and took control yet again. I grabbed a condom, put it on his dick, and rode him. It only took the length of a song to finish. He came. I didn’t. I would usually keep things going either orally or getting him worked up again to fuck, but at this point, it wasn’t worth it. There was no way in hell Jay could get me off.

We both fell asleep and in the morning, when my alarm went off, I showered and left him in my bed. Once I got back to my room, he was sitting there already fully clothed. I walked him to the door, he told me he had a good time, I giggled and let him out. He tried to get ahold of me a few times since, but I just ignored him.

I don’t know why I put myself in these situations. I go on dates with guys and even once I already know that shit can’t go anywhere and that the guy isn’t going to deliver, I keep going along with it. I want to give them the benefit of the doubt or something. I want to see if they can fuck me well even if it’s just for one night. But it’s those guys, the guys that I know I will only fuck once before even fucking them, that end up being a waste of sex. I need to be better about turning down guys earlier in the night.

Note to self: quit bad sex, go home and take out my vibe; it always does a better job anyways.

Yours Truly,
Kallie Pygus

Tinder Dick

I did a thing… I redownloaded tinder last Thursday and I already have a few stories for you. First, I will start off with Tinder Dick. After talking briefly with the generic “What’s up?” “What do you do for fun?” he changes the conversation drastically and asks, “So are you a naughty girl???”

I was about to write him off, but before I could send him a fuck you, he started sexting me. I went along. I messaged with him and told him all my kinks, sexted a bit, and took out my vibrator. He was getting me wet, so why not?

Well, at the end I thanked him for getting me off and told him we’d never fuck. #wastehistime2016

leahcim_tinderdick

Moral of the story for the boys reading this, please stop sending messages like “DTF,” “Are you naughty?,” “I’d like to cum on your face,” and anything related to fucking before you even try to get to know the woman in question. A real man has class and will take a lady out before seeing her naughty side.

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

Red Flags Equal Fun

Brace yourself, this is a long post, but there are juicy details, I promise. 😉

It has been almost a month since I declared my boy break and I was doing so good… that is until a couple days ago.

I was bartending Sunday afternoon. Usual touristy downtown Chicago wealthy crowd. A tall, tan, blonde, muscular guy walks in wearing a tight gray t-shirt, a rolex, and some nice shades. He sits at the opposite end of the bar from me, so my coworker took his order. As he takes off his shades, he looks right at me and we made eye contact for several seconds. His piercing blue eyes and his kind smile are what drew me to him.

He stayed put on that side of the bar, I could have gone over to check on him, but I decided not to. It was almost 3:30pm, my shift was about to end, I was closing up tabs, I had plans at 5:00pm, I had no time to chit-chat. I wrapped up and as I left, gave him one more look as I walked past him.

When I got out of the bar, I stopped right out front for a minute to find my car key. While I was searching my purse he walked out. As I heard the door behind me, I knew it was him. I didn’t turn around, I found my key, then paused. He then said, “Hey, I’m Ryan.”

“I’m Kallie.” I responded as I turned around.

“Do you know where there’s an open head shop near by? I have all this bud but nothing to smoke it out of.” Ryan asked.

I laughed, “You’re in the wrong part of the city to buy a piece.”

“Where do I need to go?”

“There’s like five head shops all in a row on Clark and Belmont. It’s on my way home, I could drop you off if you’d like.”

He agreed and thanked me for the generous offer. I didn’t know anything about him, but there was something about him that lured me in and I wanted to figure it out. During the 15 minute ride to Lakeview, we did the usual introductions; I found out he’s from Tampa, he’s in Chicago for business but has been here almost all month and is probably going to be here frequently moving forward, he is 33 years old, he is an entrepreneur and is starting a new business venture. Although he was nice, funny, tall and had the muscular build I usually fall for, he was cocky and very much into himself. The majority of our discussion lead back to how much money he makes and he even brought up all the women that fall for him.

d64fc1c55dce5bd2de9ea9dde99d2ac7cabb54e4645b7012f85f60e30cbb9860.jpg

Aside from his overall friendliness, everything about our conversation were big red flags, but I liked that. As we were talking, I was thinking about ripping his clothes off, but I could tell that there is no way he could be more than a good lay.

Right before we got to the head shop, he realized his friend lived near by so he asked if I could give him a ride. I agreed. We went in, he purchased a piece then we left. When I took him to his friend’s place, he asked if I wanted to come in to smoke a bowl and chill for a bit. I explained I couldn’t because I have dinner plans with friends at 5pm. He asked for my number so we can hang out later, I hesitated because of all the red flags. He then persisted, “I think you’re cool, you should show me around the city when you’re free.” I then agreed and put my number in his phone.

I drove home and went to get ready to go to my friend’s for dinner. It wasn’t even 30 minutes after I left Ryan and he called me asking when I could come hang out with him at his hotel. I told him I couldn’t that evening because I had plans. He said I could bring my friends, but no way in hell that was going to happen. I laughed and explained that my friends wouldn’t want to do that. He then tried to invite himself to hang out with me and my friends. I told him I wouldn’t let that happen because what if he turns out to be a huge douche; my friend’s would hate me for inviting him. He laughed then said he would call me in a few hours to come over to my friend’s when he was done with his meeting.

While I was at my friend’s place, he texted at around 8:30, I ignored his texts until 10pm when I was headed out. I texted and told him I was about to leave, but I had to give a friend a ride home. He told me he wasn’t in a hurry and had all night. He gave me an address and told me to come pick him up so we could finally smoke. I agreed.

I picked him up from a house on the south side and when I arrived, I asked what he wanted to do. He told me to show him the city, but first we need to go somewhere and smoke a bowl. So I wasn’t smoking and drinking and driving, I told him I had to go to my apartment and park my car. On our way there, we stopped at his hotel so he could drop off his bag. When we arrived to his hotel, he warned me that he has a three-year-old son that wasn’t at the hotel at the moment, but there are toys around. Another red flag. We went up and he changed quickly. We then went to my place, parked my car, climbed up the three flights of stairs, and he packed a bowl as I made us each a whiskey coke. I took him up to my roof to show him the view. He tried putting his arm around me, I turned and rejected his advance. It was too early in the night and I was still contemplating what I felt about the situation.

After we finished our drinks, he ordered a Lyft and I took him to Wicker Park so we could do some bar hopping. It was a Sunday night, so not much going on, but we still made our rounds. At the last bar we stopped at, he stayed out front to smoke a cigarette and he made friends with a guy that goes by Tank. They got talking. I went in, ordered a drink, and hung out with some people I knew.

About 30 minutes went by and he still didn’t come in, so I went back out. Ryan then asked if I wanted to get out of here, I agreed. He called a Lyft and Ryan, Tank, and I got in the car. The plan was to go to Tank’s place to grab something before we went to Ryan’s hotel to smoke and chill some more. On our way to Tank’s, we drove past an adult book store. Ryan put his hand on my leg, leaned over and whispered to me pointing at the store. I laughed, but thought nothing of it.

Once we left Tank’s, all three of us went to Ryan’s hotel and poured ourselves some drinks and smoked another bowl. Ryan took some adderall and offered some to Tank and I. Tank took one and I declined. Another red flag.

The boys wanted to roll a blunt, so we left the hotel after hardly being there and walked over to 711. Tank kept trying to put his arm around me and tried getting in my face because I wasn’t talking to him. He was obviously fucked up and I could hardly understand a word coming out of his mouth. The boys agreed that we should smoke the blunt at Tank’s, but Ryan had to stop by his hotel to grab his weed. The boys couldn’t stick to one place, it was starting to get annoying, but I played along. When we walked back to Ryan’s hotel, Tank stayed downstairs to smoke a cigarette. Ryan and I went up laughing about how fucked up Tank was. When we got up to his hotel room, he shuffled around looking for his bud as I sat on his bed and watched. He then sat next to me and said that Tank could wait. He leaned in and kissed me. After making out for a couple minutes, I stopped him and said we should probably tell Tank to leave. He tried to call Tank, but it went to voicemail. We went downstairs to see if he was there, but he wasn’t. Ryan then asked, “Do you want to go check out that adult book store?”

adult_store_1334165114-cropped.jpg

I agreed. All of these red flags, it was 4am, and I still agreed. This night so far has been an adventure and I didn’t want it to end quite yet, especially now that he wants to have fun with toys. The draw to fuck him has increased exponentially. He called a Lyft and we went to the adult book store. He told me to pick out whatever I’d like and he’d buy it. I grabbed nipple clamps, a rope, and a vibrator. He grabbed a vibrating cock ring and some sort of herbal sex pills. He ordered a Lyft to his hotel. On the way back, he grabbed my hand and put it on his cock. I caressed his crotch and rubbed him gently, teasing him the whole ride.

As soon as we got back to his hotel room, he went in to kiss me. It started off slow. A nice ease into what was to come. He took off his shirt, I then straddled him and we continued to make out as he unclipped my bra. Now topless on top of him, he started to kiss my neck and worked his way to my nipples. He then flipped me over, he sat on my hips, keeping me put while he grabbed the rope from the nightstand. He held both my wrists above my head and started to wrap the rope around them, and tied the rope to the bed frame. As he tied me, I kissed his chest, he told me to stop so he could focus on me.

His natural dominance had me soaking wet. Now that I was restrained, he had absolute control. He kissed me briefly, then pulled back, slowly working his way from my lips, to my neck, down my stomach, then teased me by running his tongue across the top of my jeans and rubbing his hand along the inside of my thighs. I thrusted my hips, squirming from the anticipation. He grabbed the nipple clamps and circled my nipples with them. My whole body now craving more, I tried to lift my head up to kiss him, but he pushed me back down, then finally pinched my nipples tight with the clamps. The quick sting of pain was followed by a burst of ecstasy. He then ran his tongue down my stomach, pulled my jeans off, leaving me in just my red lace panties.

Spreading my legs and holding them to restrain me more, he gently licked along the edges of the lace. He slid his tongue up and down each side multiple times, then with his teeth, he lifted my panties to one side of my soaking wet pussy. He continued to tease me, licking  closer and closer to my inner labia without quite doing so. As the tension continued to build, I kept trying to push my hips up to get him to finally eat me. He kept pushing my hips down.

It wasn’t until I stopped my squirming that he finally went in for his first taste, taking a mouthful of my inner labia, then he ran his tongue between my lower lips, up and down, barely touching my clit every time he licked upward. I tried to move my hips down so my clit would finally get the attention of his tongue, but he lifted his head away from my vagina and looked up at me. No words were said, but I could tell he was demanding me to stay still so he could get back to work. I took his demand and relaxed my hips. He then went back to business, licking up and down, up and down, then he ran his tongue up above my clit, bumping the top ball of my clitoral hood piercing, driving my clit crazy.

He paused, sat up and reached for the vibrator. I was already worked up and he just kept the ultimate tease going. He turned the vibrator on, running it along my clamped nipples, then buried his face back down under, and started to circle my clit with his tongue. My entire body pulsing with sensation, I succumbed to everything he was doing.

He ran the vibrator down from my nipples, and towards my clit working his tongue down to my vagina simultaneously. He kept a good pace, switching from using the vibrator on my clit and in my vagina while licking me simultaneously. After several times of changing it up, my breathing got heavy, my body tensed up, I let out a quiet, “oh my god” as my vagina started to contract, my hips pushed up into his face for a good 15 seconds of pure bliss. As I came down from the orgasm, he pulled his face away, a long string of fluids dripped from his face down to my vagina.

As he unclamped my nipples, he asked, “How was that?”

I smiled and said, “That was fucking amazing. I rarely cum the first time I’m with a guy and you somehow figured out all my hot spots.”

bondage-tied-up.jpg

He kept me tied, then stuck his throbbing hard cock in my mouth and he proceeded to eat me out. I took him in deep, in and out of my mouth, running my tongue over the tip of his cock. As he continued to tickle my clit, every lick made me jolt; I was still extremely sensitive from my orgasm. He then pulled his cock out of my mouth, repositioning himself so we were face to face. He kissed me and thrusted his cock inside my soaking vagina. Every thrust he would pull back and pause with just the tip in me. I would try to push my hips up and wrap my legs around him so I would pull him deep inside of me. He kept pushing me down so he could continue to tease me with just the tip of his dick. After a couple minutes of this, he untied me. I was free to do whatever I’d like. I wrapped my arms around him, moving my hips in a circular motion as he thrusted. He flipped us over. Now on top, I was in charge.

I returned the tease favor, by slowing down, pulling him out, running my fingers along his cock and kissing him, then worked my way down slowly, biting his nipples gently. He rubbed my back with almost a downward motion, trying to get me closer to his penis. I slowly licked down the center of his abs to the base of his cock, flicked the tip with my tongue, but then neglected it and licked along his pelvis towards the base of his shaft, but never quite licking his dick. He tried to grab my hair to control me, to push my head to his dick, I pushed his hands down to his side.

Once he stopped trying to fight me, I ran my tongue from his hips and then lightly tickled his balls with my tongue and slightly took them into my mouth. I then ran my tongue up his shaft and to finally take his dick in my mouth, just the tip to start. Sucking lightly, I licked the rim of his head, running my tongue around it slowly. I looked up at him, I could tell he wanted me to take him all the way in. I paused on his tip while we made several seconds of intense eye contact. To break this, he pushed his hips up and I proceeded to move my mouth down his shaft, then added my hand in a twisting motion up and down as I blew him, cradling his balls. Up and down, taking him in a little more every time. Finally, I let his dick slide all the way in my mouth, deep throating him, and I held it while running my tongue along the under side of his dick.

“Don’t make me cum yet!” He said as he stopped me from blowing him. “I still have to fuck you silly.”

He then grabbed the vibrating cock ring and demanded I get on my hands and knees. He stuck his dick in my pussy, I pushed my hips against him, the vibrator tickled my clit with every thrust inward. He kept trying to slow down to prevent himself from cumming, but I insisted he didn’t stop. He then began to thrust harder and harder, until he came.

As he took off the condom, he stated, “Damn! I haven’t fucked like that in years.”

I smiled and kissed him. His phone alarm went off, he looked at the clock and realized it was 8am. We have been going at it for over three hours and he was supposed to be waking up for work at that very moment. He turned it off and we passed out until noon.

When we woke up, he showered and got ready as I just laid there. Once he was out of the shower, we both got dressed. I kissed him and said my goodbye. He then said, “I’ll see you around.”

I laughed and said, “I’m not counting on it. You live in Tampa.”

He said, “We’ll figure it out.”

I laughed again and walked out. I will probably never hear from him again, and that’s ok with me. I wasn’t looking for a relationship to form. All those red flags were just green flags to have a single night of fun with a guy I wasn’t ever planning on seeing again.

My take away, a night of casual fun, no strings attached, is now allowed during this break. The break from boys is more of an emotional break than anything else. I still crave sex. I just need to eliminate the time wasted on guys when I get attached emotionally. Tampa boy was a perfect slip up from this break.

Yours Truly,
Kallie Pygus

EDIT::: I wrote this last night and didn’t post it because I needed to edit it still, but he texted me today wanting to see me again. All the red flags are still there, and he is still not my type based on his ego, but the sex was fucking awesome. We will see what happens.