I had been feeling in a rut lately and looking for some company to get out of it. With my pain from being in love in the past I haven’t and don’t think I’ll ever want to date or be in love again but that’s another story. I’d previously tried other apps/sites with no luck and didn’t have the time to invest in them. I had heard about Seeking Arrangement from something on YouTube at some point as well as a lady friend who told me to try it. So, on a whim I went to create a profile, put some pics up (I don’t have any other socials or pictures on the Internet so I can’t be backtracked very easily), and started sending out a few messages with a paid subscription. The first day I got really good at spotting the fakes which felt like 99% of the profiles. After quite a few “text me, here’s some more pics, if you wanna meet send me some $ via Apple Pay” I was losing interest. Most of them were so low effort that you could find the pics online of a random unrelated OF girl. The day after I signed up, I had stopped using the site when out of the blue one of the messages I had sent out responded back with “text me” with a local number. Her profile was a little less over the top then some of the others and her pictures were really cute; she looked European or Latina with a pretty face and really round ass which I am sucker for.

It also helped that her number was an actual cell phone number. Let’s call her Vladislava (her choice for her pseudonym in this story, not mine🙈). Conversation went easily and we were both up front about what we were looking for: mutually beneficial time together. I’d had an arrangement with someone previously which met my needs but had not been active for a bit. Vladislava brought up that she would be interested in ppm to start with, and we agreed on the terms easily. We both agreed to a meet & greet at a public location. Initially I thought she would flake or turn out to be another bot since it felt too straightforward and comfortable. But the next day came, and we texted about a couple random details like where she would park which felt pretty real. After changing the location and time a couple of times I headed off and got there before her. Since I didn’t want her to feel like she was being stalked, I parked a couple blocks away and walked to the location. It turned out the location was closed but there was a nice little restaurant a couple shops away, so I texted her suggesting it. Got almost immediately response back “white dress sitting down”. Well, that was something, I didn't think she was even there yet. I walked over to her and introduced myself. Vladislava looked like her pictures but was wearing large dark shades and the dress made it hard to confirm if it was the same body she sent me. The initial conversation was awkward (for both of us I think) and felt like a bad first date. Based on how reserved she was I wasn’t sure if she and I were going to be a match sexually and definitely not if this was just going to be a chat or a full-on meeting from her. After a bit we started to get more comfortable, and she asked if we could go somewhere more private to talk in detail and that if I wanted to keep seeing her, she had the afternoon free. I still wasn’t sure what to expect but I’d already blocked my afternoon for this so why not. Boy was I wrong! We went to my car, made arrangements, and drove to a nearby hotel I had booked in case the situation went this way. I’d also brought condoms, some toys, and coconut oil: again, did not know how far our first meet & greet was going to go but I like to be prepared and take care of my partner. Unfortunately, just as we were getting out of the car at the hotel a last minute call with my boss popped up and I forgot the back with the toys and massage oil in the car. Oops. We went to check in and got to the room. Even the elevator ride was reserved... demure is what the kids call it? So I was thinking let’s see what happens next but either way I need to stall with her for a few minutes for this Zoom call. As soon as we got into the room and the door closed, Vladislava took off her shades and her demeanor did a 180 to sex goddess. We started feeling each other up and when I went to kiss her she didn’t stop me but warned me she’s never been very good at it but that she can use her mouth in other ways. As she said this, she gently rubbed my cock through my pants which got my cock straining against them instantly. Well, this is going to be fun! I tell her about the Zoom call, and she is like “ok no prob where do you want me?” I sat against a wall of the room and told her she could chill on the bed opposite or wherever she liked. She goes to the bathroom and the call starts. “Blah blah blah numbers etc.” on the call and while I’m talking to my boss on video Kat walks out of the bathroom changed into the sexiest little lingerie top with a purple bullet vibrator in her hand looking at me like “is this okay?” I almost lost it on the call at that point.

Remember I also still hadn’t seen her body with the dress on the whole time and she was even sexier in person than the pictures. Her butt was extra round, natural, and jiggled perfectly when she walked to the bed. I was fighting to bite my lip or look her way, but I was on video and had to keep eye contact with the camera. I swear if I looked away my cock would burst out of pants on to the camera.She got into the bed and gave me a glimpse of her delicious pussy lips while she rubbed the vibrator over her clit. I’m still participating in the conversation on Zoom and stealing glances as she closes her eyes and writhes on the bed with the toy on her clit. I can see her lips glistening and the room starts to smell like honey and citrus. I never wanted to fake internet connectivity issues so bad and dive in to taste her.

Thankfully there is a pause in the conversation and for a moment I mute my video and rush over to lick her lips and bite her round white ass. She tastes as delicious as I thought she would. She continues to play with herself while I have the most difficult call to participate in in my life. The whole time my cock is beating to be free and I’m muting my video for a few seconds to look up and catch a glance of this beautiful girl pleasuring herself just feet away from me. My headphones are noise cancelling and while I can tell she is holding back on the sound to be anonymous I can still hear her lightly moaning every time I move my headphones. Finally, the stupid call is over, and Vladislava beckons for me to join her on the bed as she continues to pleasure herself with the toy. I moved over the bed and embraced her, taking in the feeling of her soft skin and giving her gentle kisses. Her skin was silky smooth and while her body is slender, she has perky breasts with little light brown nipples and her ass has a perfect round shape and just the right amount of squeeze in my hand. In my past I’ve usually been with curvier girls (which I love) or thin girls without any curves at all: she’s the definition of slim thicc.

I try to slowly tease her by using my tongue around her breasts and gently brushing her nipples with my beard and tongue, but it doesn’t seem to get any response from her. Later I learned that her nipples aren’t sensitive at all (another first for me) but after teasing her there and with delicate touches to her skin and kisses around her neck she asked if I would like for her to suck my cock in the cutest innocent way. It had been a while for me, and I was beyond excited to see what skills she had in store for me.  

Vladislava slowly worked her way down my stomach with little kisses and nibbles until she took my cock in her hand and lightly caressed it. Instead of starting off with stroking she gently used her fingers to caress the skin just so I could feel shocks going through my body but not even close to getting full motion. Ladies this is a way to start your man off and make him go wild begging for more. And then just as I was starting to buck against her fingers, she slowly moved her lips along the sensitive skin on the underside of my cock ever so gently increasing the suction.

I was going wild moaning for her when she finally took the head of cock into her mouth, and I felt the most amazing warmth and wet sensation of her tongue gliding around me. I was moaning loudly each time she took me into her mouth slowly gliding down with her tongue and alternating between her mouth and stroking up and with her hand around my head which was dripping wet with her saliva. This girl knew what she was doing and was getting me harder than I’ve ever been before. She kept this pace for a couple of minutes with just the right speed to keep me loudly praising her skills without bringing me anywhere near cumming which is an art.  

I couldn’t believe that just a couple of hours before I had been opposite this girl at a table having an awkward conversation to now being at her mercy as she toyed with my cock, each movement causing me to close my eyes and groan as she gradually took more and more of me into her mouth. But I couldn’t close my eyes for long as she had the sultriest seductive look as she looked hungrily into my eyes as she took me onto her tongue.

Writing about it now is getting me hard just re-imagining the sensation. After a few more minutes of this she looked at me and said, “let me know if this hurts you at all”. She had mentioned that she could deep throat without gagging which I had never previously experienced despite having partners who were amazing. She then proceeded to slowly guide my cock into her mouth as I watched it disappear. I am not huge by any means but a good 7” and thicker than I’ve ever been with how worked up she had already made me and yet with ease I was fully in her mouth as I felt the resistance of the back of her throat and then somehow, she took me even further. I didn’t know what to do since this was the first time, but she proceeded to slide me in and out of her throat while I could hear that gluck gluck sound of my cock forcing her throat to open and close. While the sensation wasn’t as nice as her tongue swirling and hand motions it was something I had never felt before and unbelievably sexy to see how far I was inside of Vladislava’s mouth.

After a few seconds she choked a tiny bit and looked at me with the sexiest little “Hi”. I massaged her hair with my hand while I slowly moaned what a good girl she was. She smiled and continued back to the slow sucking and swirling, never letting me get too far. A part of me wanted to just lay back and let her finish me this way as she felt so good, but I want to make her cum first and didn’t know how long it would be for me to be ready to go again so against my better judgement I pushed her off and told “it’s your turn”.  

Vladislava smiled and thanked me, however she said that the first time with someone she isn’t a fan of them going down on her but that she would love for me to be inside of her, and she would use her toy to try to cum. While I was disappointed that I wouldn’t get to taste her this time I understood and would only do something with her full consent. She smiled and said that she was on birth control, and I did not need to use a condom. I wanted to so badly, but I didn’t know her well enough yet and we hadn’t exchanged test results, so I grabbed a condom from my bag and in missionary moved one of her legs onto my shoulder and slowly slid into her.

Even with the condom I could immediately feel how tight she was and without it after the attention she’d given me with her mouth it might have been hard for me to not explode right there. I pinned her hands above her head with one hand and slowly eased just the head of my cock in and out of her as she held her little vibrator to her clit. Each time I went in and out she moaned and started to beg me to go deeper, calling me a tease. Each time she did I would go less deep than the previous time to get her more worked up. I could feel her pussy getting more and more wet with anticipation and her juices making it even easier to slide in. After she said “please” quite a few times I gave in.  

I slid almost all the way inside of her, feeling her tight pussy clamp down on my cock as I entered and her gasp in pleasure as I slide back and forth stretching her pussy. She felt incredible around my cock and the sensation of her vibrator just above me was something new that made it even more amplified. I pushed her hands deeper into the bed and alternated between deep strokes and back to teasing the entrance to her pussy which caused her to start pushing back for me to go deeper.

After a few minutes she moaned that she didn’t want to cum yet but was so close and asked if I would like to change positions. I was having such a good time kissing her and feeling myself surrounded by her I hadn’t realized how tired my arms had gotten so I rolled her over so that I could fuck her from behind and finally get a proper look at her firm ass. As I lined my cock up with her it slid in almost immediately, she had become so wet. I reached forward with one hand on her shoulder and the other gripping her hair that was now in a messy ponytail and proceeded to slowly increase the pace of fucking her.

I alternated holding her shoulder and giving her butt a firm spanking while she buried her face in the pillow moaning and using her toy again on her clit. As her moans grew louder, she finally screamed and collapsed onto the bed. She turned around to face me while I was still sliding slowly in and out her and said

“I’m so sorry I just came”

Like it was a bad thing. I wasn’t sure if she is acting but if she was, she was doing a good job as her face was flushed red and it felt like her body had let go for a moment.  

I had been having such a good time just feeling the sensations of her pussy rhythmically squeezing me and the buzzing vibration of her toy which she alternated between using on herself and holding it on my cock that I felt like I was nowhere near finishing but just enjoying the moment. Eventually my legs grew tired, and we switched into spooning where I raised her leg to give her access to keep using her toy while I slid even deeper than before inside of her. After a bit I could feel her leg growing tired of being stretched up like that and moved her leg down so both her legs were together, and I was sliding in and out of her from behind grabbing her ass with my hands.

I usually have good control of myself, and I wanted to eventually have her finish me with her mouth but this position with her legs together meant that her pussy which had been tight the whole time was now tighter than I ever thought possible. She was still using her toy and started moaning that she was cumming and not to slow down but without warning I couldn’t hold myself between how tight she was and the visual of my cock disappearing into her ass and between her toned legs that I lost it.

This has rarely happened to me, but I went from being in control to uncontrollably moaning and exploding inside into the condom inside of her. I continued to moan into her ear as spurt after spurt left my body.  

We lay there for a moment, and she just smiled and said “did that feel good”? I knew that I hadn’t been able to keep going for her to cum but wanted to make sure she had a second chance. I just didn’t know how long it would be before I could get hard again to satisfy her and for the first time with a partner, I couldn’t just go down on them in between.

As I slowly slid out of her she was so tight that the condom somehow stayed inside of her as my cock pulled out. She went to the bathroom saying, “I’ll take care of it”. As she stood up the condom wasn’t fully inside of her with half of it outside of her pussy and a bit of cum dripped out onto her leg.

She said “Oh my it’s dripping all over my leg” in such a calm way and skipped off to the bathroom.

I just lay there in bliss as she cleaned herself up and eventually came back to me. We sat on the bed talking for a couple of minutes before I asked if I could give her a massage.

She seemed shocked that someone would want to give her a massage instead of the other way around, but I said how much I wanted to that her for how she made me feel and proceeded to have her lie face down while I use the hotel lotion (forgot the coconut oil in the car) and proceeded to give her sensual massage from head to toe. I wanted to massage her for longer, but she rolled over asking if she could return the favor. I welcomed her massage and rolled on to my back.  

Usually when I’ve gotten a massage while playing with a partner, they’ve done it from the side but she proceeded to sit naked on top of my back. Her weight was perfect, and I felt the wetness of her pussy lips and warmth emanating into my back which was yet another incredible sensation. She proceeded to give my back and shoulders a nice rub down and focused onto my shoulders. I gave her some tips on pressure and how she could use her body weight to get more pressure, which I think she enjoyed learning. We then rolled over and while my cock wasn’t fully hard again, I could feel that I was starting to get there.

She looked down at my cock and proceeded to gently tease it with her hand again and then take my semi-hard cock into her warm mouth.

Within .00005 seconds I grew to full hardness in her mouth which I have never experienced before. Usually, I need 30 minutes or so to get back there but her mouth shortened that time to have been much less from when I was just inside of her.  She took me into her throat a few more times which elicited loud moans from me and for the next few minutes I gave in again to the most blissful feeling any man can dream of. As she continued to use her tongue and tons of saliva to amplify the feeling I massaged her body and ass to show how appreciative I was.  

I wanted to try something different with her next and after rolling on another condom positioned her with her legs off the side of the bed so they could rest on my shoulders while I entered her standing on the floor.

This worked out well and we got into a rhythm with great eye contact, and I could see that amazing site of her pussy swallowing my cock on each stroke. As we moved together I could move her legs together to feel the walls of her pussy even tighter around my cock and when the sensation started to feel too good I could move her legs wider on my shoulders and reach down to lightly choke her as she moaned.

We hadn’t previously talked about preferences so while I felt like she enjoyed it I didn’t want to push it too hard the first time so I only did it lightly and used how close her feet were to me to massage and give her toes a gentle suck which I know can feel so pleasurable in the moment. While she didn’t cum this way, I could tell she enjoyed it as she moaned and kept grinding against me with each movement. I could continue to massage her feet and bite her leg as she was very flexible.

Eventually my feet kept slipping on the floor and we moved to the couch in the room.  

On the couch I had her sit down with her ass towards me and she proceeded to grind on me while I used my hands to lift her by her ass up and down. I loved the contact and view of her ass, but I felt bad as she couldn’t reach her clit easily with her toy in this position. Eventually we moved to standing doggy on the couch where she was on the edge of the couch with me standing behind her and again holding her hips while I ground myself into her to move on her g spot.

With her toy on her clit and my hard cock moving up and down on her g spot the intensity of her moans started to increase, and I could feel her getting more and more wet again. I started to feel myself getting close to the point of no return but this time I was able to focus on touching her body instead for a little longer until she finally screamed that she was cumming again. Almost immediately after she came an alarm went off on her phone as her parking was up and she needed to leave to be somewhere else.  

While we didn’t have time for me to cum a second time I have rarely ever felt so satisfied with a partner after the first time playing and I could tell from her face that she enjoyed our time together as well. She went to change while I lay there again in pure bliss for a few moments. I put a gift into her bag and we headed out of the room for her to get back to her car.

We chatted a bit more in the car as I drove her back to where she had parked. The whole experience felt so warm and natural. Once we had broken the ice from the initial “date” I felt like we both started to warm up to each other and have a great connection beyond just the sex which is even more important to me than the physical feeling. We promised each other we would keep each other’s numbers, and I looked forward to the next time we could meet, which wound up being the following week which was another fun time for another story!