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

 

Proceeding with Caution

The morning after my encounter with Drunk Neighbor Boy, I woke up early to drive up to the campsite to meet up with my family. Shortly after I got there, he messaged me to apologize for his drunkness and to thank me for coming to his birthday party. Our banter was on point. He asked if he made an ass of himself, I poked fun at all of his ramblings of me being attractive.

It didn’t take too long for him to ask me out. I agreed. He then tried to see if we could hang out that day. I told him I was out of town for the next few days and would be back Tuesday. Without even asking, he then declared that Wednesday we would hang out. Lucky for him I was free.

Wednesday rolled around. No word from him since the morning after his party when I agreed to hang out with him. Now it was getting close to 6:30pm and I haven’t heard from him. I should have just canceled on him, made him think twice before being inconsiderate and not confirming or actually coming up a plan. Alas, I was intrigued by the fact that he lived downstairs and those possibilities, so I messaged him:

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His mention of telling me to wear shorts or tight jeans was a red flag. Who the fuck thinks it’s ok to tell a woman what to wear like that? I still give him shit to this day about it and he still tries to say it was a joke. In spite of his jeans comment, I wore a dress, and not a dress that was revealing. It was just above knee length, t-dress with a high neck line so absolutely no cleavage.

Anyways, after all this, I was starving, he was dragging ass, it was about 9pm by the time he was finally ready. My friend was still chilling, but she was about to head out, I told him to meet me out front in five because I was walking my friend to her car. He agreed. After walking her to her car and then walking back to the front door, I waited. He wasn’t there. I messaged him to hurry his ass up. A few minutes later he finally got his shit together and came out. I instantly gave him shit for his behavior, he apologized but insisted it was a joke.

We walked to DMK burger down the street. On our walk and during dinner we flirted, asked some basic questions to get to know each other, and discussed our expectations. I told him I wasn’t looking for a relationship, he agreed. We kind of hit it off now that we understood that we were both interested in casual sex, but I did tell him I would have to proceed with caution.

As we continued this conversation and walked back to our building, he asked more about what I mean with proceeding with caution. I explained to him that because he is my downstairs neighbor, obviously there are times we will run into each other with other people or if one of us catches feelings and the other doesn’t, things can get weird. He assured me that he would be totally fine and that if he saw me with some dude, he would smile at me and we would keep walking. He even threw in there that he would high five the dude or something which made me laugh.

We got back to our building, I invited him up to my floor for a drink. He accepted. We went directly to the bar and I made us each a whiskey ginger. We made our way up to the roof and kept chatting a bit more about our expectations. He explained his thought process, saying that it would be cool to have a fuck buddy that lives right upstairs. I agreed and it definitely felt like we were on the same page. We then started to discuss some of our sexual styles and kinks. We seemed to understand what the other wanted quite well.

He finished his drink and set it down. I took the last sip of mine, and that is when he went in to kiss me, drink cup still in my hand, I felt around to set my cup down, then wrapped my arms around him and kissed him more. The kiss was hot, not quite my style, but still enticing. He rubbed his hands down my back to my ass to grab it. Obviously an ass guy. He then went to lift my dress. I stopped him.

I kept telling him I’m proceeding with caution and I still can’t be sure if him being downstairs is too close to home. He kept insisting that it would work out just fine. I then joked and said, “You might not be any good.”

He laughed and then proceeded to tell me, “You might not be any good,” and then added, “I can show you and then you can show me your skills.”

I laughed, “Hmmmm, maybe…”

Neighbor boy pushed, “Let me eat you, even just for 60 seconds, to give you a taste of what I can do.”

I laughed, “Tempting. But I’m still being cautious.”

He persisted, “Just 60 seconds so I can show you and then you can show me.”

I bit my lip, thinking about how hot it would be, but also hesitant still, “I have yet to have oral or fuck on the roof…”

“So bend over and let me eat you.” He pressed.

“Fine.” I agreed, slid off my underwear, and looked at him, wanting him to give me direction.

“Turn around and bend over.” He asserted.

I listened and bent over, hands on the ledge. He came up behind me, kissed my neck, and bent me over further, my body now pressed on the ledge, he worked his way down and lifted my dress and ate me from behind for a few minutes. Something about being on the roof looking down at the sidewalk was both frightening and a huge turn on. At any moment, someone from the building could try to come up to smoke or someone could see us from across the street. I was getting into more than expected and his oral skills almost met the hype he gave himself.

He stopped, I turned around and kissed him and unzipped him as we made out, grabbing and teasing his dick. Once I got him all worked up, I worked my way down to kneel to blow him. I took him in and out of my mouth, looking up at him enjoying every bit of it. After a minute or two, I pulled away and stood back up.

“Why are you stopping?” He asked.

“You gave me some, and I gave you your 60 seconds and then some, now I’m done.” I explained.

“Don’t stop, let me eat you some more…”

“Ok, but not over the ledge.” I agreed, as much as it was hot, I also have a minor fear of heights.

He took off his shirt and laid it down on the surface of the roof  a bit further back from the front and told me to lay down. He began to eat me for a brief moment, then asked about 69. I agreed. He laid down, I kissed him, then worked my way down towards his cock and straddled his face. This lasted several minutes. It was hot, I was enjoying it, but I also knew at that moment there was no way I would cum from it. I was excited about the possibilities with Neighbor Boy, but wasn’t in a rush to test him out fully that night. I unmounted his face and continued to blow him a few minutes longer then stopped. I worked my way back up to his lips, gave him a kiss, and then stood up to grab my underwear from the front of the roof.

“Really?” He asked.

“I’m not gonna cum like this, I’ll probably go in and grab my vibe…”

“I like watching.” He tried.

I laughed, “There will be plenty more chances for that, but right now, I’m good. You gave me some and you got some.”

He pulled up his pants, zipped up, and put his shirt back on. We made our way back to my apartment. I walked him to the door, kissed him goodbye and went to my room to take my vibe out.

I wasn’t sure what to expect going into tonight, but I am glad he and I were upfront and discussed our expectations right away. This type of arrangements rarely work, even if the two people don’t live in the same building. I still wasn’t sure if it could work, but I was excited to see where things went. The next day he messaged me:

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The endless conversations we’ve had via messenger since this evening have been very open and honest. We’ve both inquired about our experiences, our likes and dislikes, inform if/when we’re sleeping with other people, and have discussions to make sure the other is satisfied with our sex. This is definitely different than most fuck buddies I’ve had, but I like it. It helps inform our sex and shapes our expectations of one another. It’s been good and proves how important communication is especially when sex is involved. More on communication and it’s imporatance another time.

Yours Truly,
Kallie Pygus