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40 [M4F][SUCCESS] !!!!! in #Philadelphia - This sexy little redditor just surprised me at work and crossed so so many items off my sexual bucket list. Thanks RAOBJ, for making it possible for me to connect with her!
Author Summary
IalwaysCumalot is a male age 40 looking for a female in SUCCESS
Post Body

*Brevity has never been my strong point and there is some setup to this post so obligatory "scroll down past the lines to see the good part" for those of you who just want the play by play.*

I'm working today, a cold rainy sunday. I'm mostly just required to be here so my subcontractors can have access to the job site. Other than getting them set up in the morning and making sure the site is locked up this afternoon, there really isn't much for me to do other than sit in the office trailer down the street and maybe catch up on some paperwork. And the thing is, whenever I work on a weekend, I know I'm going to be alone. I can expect no visitors, nobody else from my company stopping in, and even the guys who are working on the weekends- none of them really need to bother me in the trailer for anything. So I've always fantasized about finding a hot little slut that doesn't mind that I'm married and wants to come make the fantasy of hooking up in the workplace a reality. Today, that finally happened.

As I mentioned, I am married, but my wife and I have different tastes in dynamics and although the sex we have is pretty awesome, I find myself constantly craving the things that she can't give me. First and foremost, I am absolutely obsessed with having my cock sucked. Like, next level obsessed. I never should have settled down with a girl who wasn't orally fixated but that's the way it happened. It's all I think about though. I just love head so much. And I get so turned on by girls that love giving head. So I would say that most of the chats I have with girls on reddit are centered around my stuffing my cock in their throat. Additionally, I will make a post to RAOBJ probably 3 times a month. Always very direct about my situation and what I'm looking for. As any of you who post ads on reddit know, they rarely ever lead to anything other than frustration.

But every now and then... they work out.

This woman responded to one of my posts a few weeks ago, and she immediately seemed to be too good to be true. She's 10 years younger, which I love. She's 1 foot shorter than me, which I love. She looked pretty in her pictures with a tight little body. She's also married which is ideal for me. She craves being submissive as much as I crave being dominant. She wasn't being appreciated for her desire and eagerness to please at home and she wanted to experience a man who would make her into a little slut. She wanted to be handled and told what to do and illicit moans and groans and praise and be called a good girl. We realized we're about 20-30 minutes apart but neither of us can really host, and logistics were going to be tough. I mentioned to her that I would be working alone this weekend and she apologetically said there was no way she was going to be able to make the weekends work. We moved things to an app where we could send videos back and forth and right away I'm sendinig her voice messages. I'm talking dirty to her and telling her everything I want from her and calling her a good girl and she is loving it. Within a couple of days she's sending me daily videos of her practicing with a dildo, working on pushing through her gag reflex because she wants to "be a good girl for daddy".

Her videos make me so fucking hard. She sends me one where she's telling me she wants my cum all over her face. I have a huge cum fetish and have never been with a girl who would take a facial. Like holy fuck, this little petite slut was trouble. And I'm frustrated, because I don't know how we're going to make it work.

I end up having to work both days this weekend, and I'm thinking now that there is a Sunday in the mix, maybe she can make it work. She can't. FUCK. While I was here alone yesterday, I end up chatting back and forth with her until finally I just NEEDED to cum. I set up my phone and took a video of me stroking my cock over top of our meeting room table, talking dirty to her about how I need her throat, and I end up shooting this huge powerful load of cum all over the table. She's soaked about it, and says to me "I really need to figure out how to sneak away and come see you tomorrow" I kind of write it off because I'm not the one to push anyone into taking risks that make them feel uncomfortable when it comes to cheating. We message a bit before I have to log off for the day and I go home thinking "This is probably for the better because I do actually have some work I should be doing tomorrow"

Lo and behold, I wake up early this morning to head to work. I was up late last night, had a bunch of drinks. It's cold. It's rainy. FUCK going to work... but then I log in and see a message from her. "I will be there at 10:30 this morning to give you what you need. Is that okay, daddy?"
HOLY fuck I can't believe this is about to happen. Of course I tell her yes and praise her up and down and then I find myself pacing around the trailer until finally.... THE GOOD PART.
___________________________________________________________________________
She's here. I step outside the trailer and I love what I see. This petite little 5' tall girl walking towards me. She's got an amazing smile. Beautiful wavy dirty blond hair. She's so fucking tiny, and her face is so pretty. I'm so pleased. Shed hadn't shared her full face with me but seeing her in person I realized she was gorgeous. She gave me a nervous smile and a hello and I motioned for her to step in and I locked the door behind us.

She stood there, a bit nervously, and kind of took in the scene around her. Just a boring office trailer with some desks, meeting table, a fridge, blue prints on the walls etc. I know that there is no room for small talk here. I know that this girl is about to give me what I've been so deeply craving and that my role in the matter is to make sure the dynamic starts off strong. I take her bag and throw it on the table and tell her to take her jacket off. As she does, I inspect her body, looking her up and down. I run my hand up the side of her leg and give her tight little ass a squeeze. She throws her jacket to the side and I turn her around so she's facing me and marvel at what a perfect little package she is. Fuck, you're so tiny, I say to her as I wrap my hands around her waist. I easily pick her up and she wraps her legs around me. I put her back down and stand before her. I'm 6' and I feel like I'm towering over her. I have a big thing for a size gap and I've never been with a girl so much smaller than me before.
I ask he if she's nervous. I'm doing my best to stay calm, giving her my low steady "daddy" voice. She nods her head and says yes. I tell her it's okay. and then I bring my hands up, one finds its way wrapped gently around her throat while the other entwines itself in her hair. And I kiss her. I didn't think I would. I don't have random encounters often but when I do, it never starts like this. But this girl needed a daddy and I needed a good little girl so it wasn't even a choice. Our mouths press together, her lips are unbelievably soft. She softly parts them, her mouth open as if it's in anticipation. Each time I tighten my grip on her throat, or press my body to hers, or give a gentle pull of her hair, she moans into my mouth. I take her hand and place it against the growing bulge in my pants. She rubs it and squeezes it like it's all she's ever needed in life. She moans for me as she feels it getting fatter. She responds to my every touch and my every word like someone who has been desperately yearning to feel like an object of pleasure. She's so fucking hot. I pull her hair and force her to look up at me. As I cradle her chin in my hand and press my against her bottom lip, I look at her a smile. As I slide my thumb over her lip and into her mouth, I tell her "You're such a little slut for coming here" And she moans.

I push her down to her knees. She looks up at me with this devious innocence as I unbuckle my belt. I think I notice the moment where she realizes I don't ever wear underwear. I pull my cock out which is half hard at best and I tell her "Let's see how that practice has paid off". There is moment, her mouth open, the fat head of my cock hanging over her... right as I feed it between her soft lips... she looks so fucking good. And she devours me. Not aggressively, but with patience. She quickly finds her way to the base, her lips against my body, her mouth full of a cock that's only getting fatter. Soon it will be too hard and long for her to get to the base. I'm in heaven. She's found her way to the base and seems happy to stay there, just feeling me get harder and harder. I keep one hand wrapped up in her hair. I pull her off my cock, I grab it at the base and I slap it off her mouth. Her face. My cock is as big as her face, it's incredible. I hold my cock against her cheek, and keep it sandwiched between my hand and her face and I fuck my cock along her cheek like that a few times. Then I push it back into her mouth. I'm calling her a good girl all along the way and fucccck it feels so good. She's trying to find her rhythm, (she has been practicing after all,) but it feels so good, and she is nailing the submissive slut role so fucking good, I keep having to pull back because I already feel like I'm going to explode. I gently slap her cheek and and tell her that her little mouth is gonna make me cum too quickly. She looks at me and says "That's okay, but should I take my shirt off then?"

What a good little slut! Yes of course. We pull her shirt off so now she's in black yoga pants and she's got this cute little lacey sheer black bra on. I am just "Oh fuccck" and "your'e so hot" and "What a good girl"ing her all along the way and this moment is no exception. I reach down, her nipples show perfectly through the sheer see through material. I give one a pinch, and she moans for me. I pull her to her feet and spin her around so that my cock is pressed to her back as I grope her tits. I slide my hand between her legs and rub her pussy through the fabric of her yoga pants, talking dirty to her every step of the way. I spin her back around and kiss her again and then push her back to her knees.
Now I'm really into it. Now I'm pushing my cock farther and farther inito her throat. I can't believe how well she takes it. I can feel her throat barrier, it's keeping me about an inch shy of bottoming out in her. I fuck the head of my cock against it a few times, but again, I'm already so close to cumming and I'm trying my best to savor it. I pull her off me once again, and this time, I pull her head back and make her look up at me as I push two fingers into her mouth and start fucking her mouth with my fingers. I make her suck on my ring finger until my she's got her lips around my wedding band. I call her a slut and a good girl and tell her how badly I've wanted all of this. I feed my cock into her mouth and then I hold it at the base and shake it in her mouth, making her give up those sexy fucking throat noises. I alternate between choking her and pulling her hair, to having both hands in her hair and letting her work my cock over at her own pace.

And we kind of continue on like this for a bit. alternating between these different techniques. There is such an intensity in the air. I can feel how badly we both needed something like this. And before I know it, and way before I would like to, I can feel that I've pushed myself too close to the edge, and I'm going to cum, almost without warning. I can tell that is going to come even if I stop everything and try my best to fight it. I'll just end up ruining my orgasm. So I firm up my grip in her hair, put her face where I want it, and with just one or two strokes I begin to shoot a huge load across her face.
I'm a very heavy cummer, which is probably part of the reason I have such a kink for cum. I'm watching my ropes cover her face and just feeling like, holy fuck. I've fantasized about this for so long, I can't believe it. And it's AMAZING. She took it so well, she genuinely seemed to enjoy it. One rope landed across her right cheek, going from her chin to hairline, straight through the centerline of her eye. Another mirrored it on her left cheek. a few spurts across her mouth, her chin, her forehead. It was a porno-perfect facial in every regard. I glued her eyes shut and she just looked up at me, her pretty little slutty face covered in cum. FUCK.

It was amazing. I was so drained. I felt more satisfied than I have in a long time. She satisfied my age gap kink, my size difference kink, my throatfucking kink, my cum kink, my dirty talk kink, my daddy kink, my dom/sub kink, my choking kink, hair pulling kink, anonymous encounters kink, sex in the work place kink, cheating kink. This sexy little girl just rocked my fucking world, just like that. I could not praise her enough. I so badly wish I could have taken a picture to commemorate my first ever facial but iut wasn't something we had discussed at all prior to meeting up and I didn't want to press for it. Besides, this little girl needed my help now! Her poor little eyelashes were glued together with cum. So like any good daddy, I knelt down in front of her, softly instructing her not to open her eyes, as I gently wiped the cum away, telling her how wonderful she was. She finally was able to flutter her pretty eyes open and I could see she was rolling around some cum in her mouth that must have landed there. She asked me "Can I swallow it, daddy?" I said "yes baby of course" as I scooped some more from her cheeks and pushed it all into her open mouth. She closed her lips and made a gulp, swallowing whatever she could like a good girl. He face was still covered. I grabbed her by the chin and pressed my mouth to hers and kissed her deeply. "You taste like cum, you little slut" I said to her. And she again, moaned for me.

At this point, we began to clean up, and I was kind of blissing out over how amazing everything was. we ended up sitting and chatting for about 20 mins. We finally exchanged names. I asked her if she liked everything, was everything good for her. It was. We both had a great release and I think we both realized that even with all the sexting and dirty talk, that actually experiencing the dom/sub dynamic in person like we had just done was on an entirely different level of hot and satisfying. I had been fantasizing and talking dirty about it for so long, I can't believe it took this long to finally make a connect with someone who fit into my fantasies so well. It felt truly amazing.

We both did feel a bit weird and awkward, as we sat there and talked about. But we talked about those feelings openly and honestly and I think it was actually a really nice little chat. I began to worry that my wife might do her morning call to me soon, and she was only supposed to be "getting a massage" so I helped her with her jacked and purse and walked her out. We did an awkward goodbye, and then she drove off. Then we of course followed up right away on our chat app, both praising the other for what a hot experience it was! I want to see her again, but there is always those pesky logistics to deal with. I'm confident we'll find another opportunity together- and with the ease in which her an I slid into the roles of the dynamic, its probably better if it's not super easy for us to meet often. We'd probably get ourselves into a lot of trouble if we had a way to meet up on a regular basis!

Thanks for reading! And to my little slut K: I was so proud of you today. You are such a good little slut for me :)

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Philadelphia

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They Are
a male
Age
40
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a female
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Posted
10 months ago