I'm going to roll the clock back from the Remote Vibrator story to right when I reconnected with Courtney. As a reminder, Courtney is 5'2 with C-cups and great curves. We had a great hookup about a year before, but then I entered a rather toxic relationship with somebody else. I ran into her in a university building about a month after I ended that relationship.
After the unexpected encounter on campus, I couldn't stop thinking about our first hookup. I remembered the sex being phenomenal, and it was only the fresh relationship that kept my mind off it before. Finally, I admitted it to myself: I wanted Courtney again. I did some research on social media to see if she was single. I was disappointed to see that a lot of the pictures on her profiles showed her with a guy that she was obviously close with. I was a little jealous, of course, and disheartened that the chance encounter would likely lead to nothing.
Still, I could not stop thinking about her. I decided to text her anyways, hoping that the guy was just a friend. We were both adults, and we had history. I figured that she would draw any boundaries with me that needed to be drawn.
I almost cheered when she responded. Her tone matched mine, just some old friends remarking how they unexpectedly encountered each other. We texted for several days until I couldn't take it anymore. I sent a message that could be read as an innuendo. I stared at the sent message, half wishing I could take it back, wondering if I flirted too soon, hoping it was not too obscure, praying that she wouldn't draw a line.
I didn't hear anything from Courtney until evening the next day, and all I got was a winky emoji. This time, I did cheer, thinking that the guy in the photos must have just been a friend. Throughout the following week, I slipped more and more innuendos into our conversations, and she always responded positively, sometimes even inserting her own.
Finally, Friday rolled around, and I asked Courtney if she wanted to get some drinks together. The response took a couple hours, but eventually it came. She agreed to meet me at a bar that just happened to be close to my house.
When I saw her walk into the bar, it reaffirmed my desire to rekindle our physical relationship. Courtney was gorgeous without needing to do anything, but right now, she was breathtaking. She wore a black dress that went to her knees. It showed a healthy amount of skin, including a bit of cleavage, and hugged all of her curves. On her feet were a pair of strappy sandals. It took some serious willpower to move my eyes back to her face. She had some light make-up that accented her naturally attractive looks perfectly. She was smirking; obviously, she was enjoying my gawking.
We grabbed some stools in the front window and ordered some drinks. We had a bar, but it was more of a shelf. It was only about a foot wide and ran the length of the window; the combination of the shallow bar and essentially glass wall it sat against made it so we immediately had to face each other with a very short distance separating our bodies.
The conversation flowed naturally between us. We caught up on our lives, talked about classes, chatted about future plans. I purposefully steered clear of any talk of romantic history. I did not want to confess my own recent breakup. We were, however, almost always touching each other as we talked. A quick hand grab here, a knee squeeze there. The touches lingered more and more as time went on.
Her confidence in being so out in public on what was clearly a date doused any doubts on my mind that she was in a relationship...until her phone rang. She frowned at the screen, tilting it away from me. I still got a glance; it was the guy I was worried about...and the photo on the display was one of them together.
While the first call was ignored, it rang again almost immediately. Courtney excused herself to take the phone call outside. I started feeling rather disappointed and questioned our interactions. Was I reading too far into everything? Was she just being nice, not flirty?
My negative thoughts halted as she stepped outside. I don't think she realized that the spot she stood was still in my line of sight. I pretended to look at my phone while watching her body language. It spoke of dismissiveness and annoyance, like she didn't want to be on the phone at all. She didn't talk much, and her responses were always short and terse. Whoever that guy was to her before, there was nothing between them now.
When she came back inside, we continued the conversation, but her demeanor had completely shifted. Any semblance of subtlety had disappeared. If I thought that Courtney was being forward before, it was nothing compared to now. Almost immediately after sitting back down in her barstool, the arch of her foot starting sliding up and down my shin, despite both our legs being in plain view to everyone outside through the window. She positioned herself so I could see straight down her cleavage. Her nails started lightly skimming circles on my arm, tracing the shape of the different muscles.
I felt the goosebumps grow on my skin and my pants tighten as my arousal grew...but I had to know if she was in a relationship, even if it killed the mood. "So who was that on the phone?" I maintained a casual demeanor and sipped my drink.
"My ex. He isn't over me yet," she replied, sipping her own.
I swallowed my sigh of relief. "That's unfortunate. When did y'all breakup?"
Her eyes went to mine and held them. Her foot pressed harder into my leg as it continued its rubbing. Her fingers gripped my forearm and squeezed. "When you asked me out."
Oh.
I guess she really did miss my dick, just like I missed her pussy.
So much so that she broke up with her boyfriend.
I grinned. "You want to continue our conversation back at my place? I live a couple blocks away now."
She smiled back at me and gave her lip a small bite. "I thought you'd never ask."
I paid our bill, and we headed back to my house. As soon as I shut my bedroom door, Courtney spun on her tiptoes and wrapped her arms around my neck, her form hugging mine, my lips meeting hers. She was a better kisser than I remembered, and she tasted like the sweet drink she had at the bar. My hands wandered down her body, exploring. I squeezed her breasts, traveled down her stomach to her hips, traced a line from the front of her hips to around the curve of her ass, squeezed her butt cheeks, until finally grabbing the bottom of her dress. I slowly pulled the dress above her head, revealing more and more creamy skim, until she was just in her thong. I started kissing down her jawline and neck while squeezing her breasts and ass. Her skin was so soft, and I couldn't help nibbling a few of the sensitive spots on her neck and collarbone.
She wrapped her arms around my head as the kisses trailed to a nipple. She moaned as I kissed and sucked on it, making the sensitive nub even harder. One hand continued to play with her other nipple as my kisses then went lower, down her stomach, before circling back up. I could smell Courtney's arousal, and all I wanted was to bury my face between her legs and inhale the intoxicating scent before tasting it on my tongue. It was all that I could think about, even as my mouth reunited with hers.
When our lips met again, she started to eagerly undo my belt buckle and pants. I reluctantly pulled my hands from her body, and started undoing the buttons on my shirt. We continued to tongue fuck each other's mouths as I walked her backwards towards my bed. As soon as I felt the back of her knees hit the bed I broke the kiss and pushed her onto it. Courtney's grin was infectious as I dropped my boxers, stepping out of the last of my clothes. She shimmied out of her thong, watching me as I put a condom on. She held out her arms for me and opened her legs, exposing her glistening shaved pussy. I guess we were skipping third base.

No words were exchanged as I climbed on top of her. Courtney's arms wrapped around my head again as the make out session restarted. Her breasts were pressed against my chest, and her ankles pushed into the back of my waist. She moaned into my mouth loudly as she rocked her hips against mine, running her wet pussy up and down my shaft, trying to coax me into her. I could feel the heat of her need even through the condom.
I repositioned and slowly pushed into her opening, causing Courtney to let out a sharp gasp before kissing me harder. I started at a slow tempo, enjoying every tremble and soft moan she let out into me. As I upped the pace, she broke the kiss to bury her face into my neck, breathing heavier and heavier, her ankles pulling me into her more and more. Finally, she went over the edge, and I felt all her muscles lock for a couple seconds before spasming, her hips bucking wildly. I slowed my motions while she went through the entire orgasm and came down from the sensations.
Once I saw that she was mentally present, I kissed her again, slow and sensual. My hands explored her body up and down, enjoying the feeling of her softness. I remembered from our first hookup that Courtney liked to be on top, so I wrapped my arms around her and rolled her on top of me. After a quick yelp and some adjustments, she leaned back and looked down at my body. She started lightly scratching my skin as her hands made their way down my chest and abs. I had slipped out of her during the maneuver, and now she ground herself against my hips again, but this time from a better angle. The condom was getting well lubricated with her desire, and I watched as her parted pussy lips travelled up and down my length. Some unspoken trigger passed between us, and my hands went to her hips. I lifted her up as she guided my dick back inside of her, and I felt pressure as I entered her again.
Courtney rode my dick while her hands roamed her own body, squeezing her gorgeous breasts and nipples, all while relying on my hands to keep her steady. I could have watched her like that for hours, but she had other plans. Without warning, she fell forward, putting her arms on either side of my shoulders. She lowered to her elbows, and I felt her stiff nipples tracing across my chest as she bounced her ass on my dick. Every sensation was amazing...but something was missing.
As I looked at her, I became overcome with a strange emotion. I had the desire to take make Courtney mine in the most primal way. I wanted to fuck her without a condom. To fill her with my seed, consequences be dammed. I couldn't shake the feeling at all, and it only grew stronger.
"Fuck, I want to paint your insides."
Courtney stopped moving, pulling her head back and propping herself up to stare at me. "What?"
My mind took off. Oh, fuck. Why did I say that? I cannot read her expression at all. Is she turned off by that? She has to be. Why else would she stop? How do I recover from this? My dick was still inside her, my hips shaking with the desire to move and stop the interruption.
Fuck it. I'll be honest.
"I want to take this condom off and cum inside your pussy."
Several seconds passed in agonizing silence. The only sound I heard was my heart thumping in my ears.
Finally, Courtney reacted. She smiled and leaned forward to start kissing me, gentler than before, while moving her hand down to grip my length. She pulled my dick out of her, then slowly started pulling the condom off by the tip.
"Oh yeah?" she whispered into my lips. Her eyes were open as we stared into each other, faces inches away. The condom stretched as my girth held onto it, until it finally snapped off. She gently stroked my now bare and sensitive dick before reaching down further to squeeze my balls. "You want to empty these inside of me? To pump me full of your cum?"
I exhaled sharply while stroking her face with one hand and squeezing her ass with the other. "Of course I do. I want to cum inside of you over and over again."
Courtney smiled and started rubbing the tip of my bare dick against her opening, mixing my precum with her juices. The feeling was so warm and wet, and I barely stopped my hips from bucking unconsciously. After what felt like minutes, but was probably just a couple seconds, she pushed the head of my dick into her folds.
My hands unconsciously grabbed her shoulder and her ass, and our forehead pressed together as we continue staring into each other. Our lips were nearly touching, and we kept breathing the other's breath. It was like we became one being, with nothing between us.
We moaned as one as I slowly penetrated her raw, inch by glorious inch, while she eased herself down my length. Inside, my dick felt incredible. It was like my entire dick was being wrapped tightly in warm silk, and I could feel her walls pulse with her heartbeat. I did my best not to move and instead continued to let her set the pace, not wanting to spoil the moment.
When she lowered herself completely, she must have had a mini orgasm, as her walls got wetter and started to flutter rapidly around my dick for a few moments. I focused on the incredible sensations that I felt from our intimate connection. I realize that I can feel something firm with the head of my dick; with a shock I thought that it was probably her cervix, a sensation I never would have known with a condom. I pulled her face down to kiss me, and she started to slowly raise and lower her hips, ending the lowering action by grinding her clit against me. It felt so good, but was so agonizingly slow. It was getting harder and harder for me to not move, especially when she started sucking on my tongue. This continued for about a minute until I realized that her eyes were open. She started smiling mid-kiss when I fully opened mine in confusion. I realized that the slow pace was meant to tease me. She was waiting for me me to get frustrated and take control.
She wanted me to fuck her.
I grabbed Courtney's hips and lifted her slightly before thrusting into her from below, hard. Once I was sure I wouldn't slip out, I started thrusting like a jackhammer, hard and fast. Her soft moans turned into screams of pleasure, and we stopped kissing to look at each other. Her tits bounced an erotic rhythm in front of my face, driving me to move harder and faster, her voice getting louder and louder. As my balls bounced against her ass, I stopped caring about each individual climax she had. I felt as they started to cascade into each other like a giant, massive orgasm, and her eyes rolled into her head. My stamina kept me going for several minutes, and my own climax grew before I was even remotely tired.
As my orgasm began, I stopped the wild thrusting. My vision darkened for a moment, and I gave in to my instincts. My tempo matched my ejaculation: I pause bottomed out inside her while I release, then pump into her quickly and aggressively a single time, triggering the next eruption of cum. My hands pulled hard on her hips, trying to get as deep inside her as possible.
As rope after rope of cum filled her pussy, Courtney's mouth is agape, her eyes unfocused. I realized she forgot to breathe when the second hard thrust caused her to take a sharp intake of breath. Her own instincts overtook her as her eyes shook and she ground her hips hard against mine, her breath still coming in gasps. Her pussy felt like it was milking my dick, trying to take all it had to offer and never let it go. She wanted every drop to stay inside.
As my orgasm finished, she collapsed against me. We laughed together, remarking on the intensity of our climaxes. I wrapped my arms around her and started stroking her back, and she laid her head on my chest. We both faded into unconsciousness, not even bothering to pull my dick out from inside her.
