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.

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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.

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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.

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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.

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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.

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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