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[M]y [F]irst Hall Pass - Unexpected Tinder with a younger woman | 2016
Warning that this has a lot of background and buildup and if you're not into that I am sorry. Just skip to the second page break if you just want the sex
My wife, Anna (25), and I (29) have experimented from time to time with opening up our relationship. We still feel too "normal" to truly embrace the lifestyle full time but once in a while we get a wild hair up our butts and go to a swingers club or something like it.
Well recently, my work schedule and hers have been polar opposites and in general our sexlives have taken a beating for it. We still love - crave really - our once or twice a week lovemaking but my libido is stronger than hers and she really hates it when I utilize porn for social justice reasons basically. I had mentioned in passing a few times that she could offer me a hall pass every now and then to take care of myself. Well after completing a few major projects around the house she decided to grant me one hall pass.
She knows I have some level of discomfort just going out by myself and so it was always kind of a moot point since where was I going to meet someone to hall pass with? (we had decided to rule out anyone we actually know for a lot of practical reasons) That was, until I decided to try out tinder just to see who was out there and who might match with me. I am not the world's most attractive man but I do okay. Around 6 foot tall, broad chest and shoulders with a nicely kept short beard, I have been in better shape so I am soft around the middle but I still work out so I have built muscles on the chest arms and legs despite that. I am also going bald so I keep my hair pretty short. I wasn't expecting much. I put together a short profile with a couple stupid nerdy jokes in it and had my wife pick my best 3 or 4 pictures and I swiped right on just about everyone.
It was just about as I expected the people who matched with me were either looking for something long term or weren't really attractive enough to blow my hall pass on. Fair enough I thought and I kind of just let the program sit for a few days, satisfied that the experiment was over.
A few days later I get a notification that I match with a "Maddy, 19" (pseudonym obviously). She is thin and surprisingly busty from what he pictures say with perfect green eyes and purple hair and I don't know what I said but we are instantly hitting it off. It had been a long time since I had seriously flirted with anyone who wasn't my wife so I wasn't sure I was going to be able to keep her interest. Apparently she likes beards and tattoos though so I was basically just lucky enough to be her type. Conversation comes easy enough because shes a creative nerdy type so we talk (we both love Panic! as it turns out) and she reads some of the same comics as me and it sort of shocked me how much I was having in common with someone a decade younger than me. I get her talking about piercings and tattoos and I goad her into sending me pictures, including one of her barbells through her nipples and by this point shes bragging about how good she is at head and I know I am in. She lets loose that she's not really a vanilla girl and is actually a big sub and is kinky in a lot of other ways and that gets me excited. Despite hanging around places like this one I had never had anything but vanilla sex or the occasional swap.
We make a plan for her to come to my place one day before I go to work and I have no idea what to think. I hadn't been with a 19 year old girl since I was 19. I clean the house and my wife picks out what I should wear. She's actually pretty excited about it too - she said she liked knowing I could do it and wanted all the details and pictures if I could manage it.
The day we plan to meet up I have all the butterflies in my stomach, a feeling I hadn't had any of the times we had tried to swap or anything like that. It was different knowing it was all on me with a stranger. She drives over to my place and since its the middle of the summer in the south she is of course wearing next to nothing - short white shorts and a red and black band tank top that she has sort of tied up to be a cutoff. She is also a bit different from her picture. For one thing she is very short only 5'0 at most. Second her body is one of those impossible teeenager bodies, thin and busty, if I had to guess the kind of girl who wears a 28C or D. She was otherwise thin but thanks to the shorts you could see she had the perfect little bubble butt.
I opened the door and let her in before she even got to the porch and was nervous. I was wearing a shirt that accented my chest muscles while being loose on the bottom and board shorts. I showed her around and we chit chatted on my sofa for a bit before we started making out. She was a much smaller person than my wife so I was able to just sort of pick her up and place her on my lap, my mouth and tongue filling her.
She had tattoos across her shoulders and I kissed them gently as I pushed her shirt up and she was wearing no bra and to my surprise her tits stayed perky. This girl could be in porn I think to myself as I move to her chest and kiss her, my tongue playing with her nipple barbells, a first for me as I sort of stumble over them.
After a few minutes of me guiding the play she laughs and asks to see my dick. I of course oblige and let her slide off me, her warm naked body rubbing against me as she undid my board shorts. I was rock hard by this point and I will never forget her eyes bulging as she commented on how thick my dick was. It had been a while since anyone talked about my dick and honestly its not the longest dick around but I take pride in every woman who has ever seen it commenting on just how thick it is. She eyes it and runs her fingers up and down my dick as I sit up on the edge of the sofa keeping my eyes on her. I wanted nothing more than to grab a handful of her curly purple hair and shove her onto my dick but instead I waited patiently as her thumb rubbed the underside of my dick, toying with the head and her other hand slowly cupped my ballls. She was giving me a very practiced handjob and I slowly stopped even anticipating the blowjob, leaning my head back to enjoy her magic hands when I feel the warm and wet sensation of her tiny little mouth closing on my dick. She was only barely not dragging her teeth on my dick the whole time, I think it was just slightly too thick for how tiny her mouth was but her enthusiasm made tons of and tons of noise. I should be grateful for the occasional teeth or I probably would have finished in her mouth right then and there.
I made her get up and slid her shorts off revealing a tiny lacy red thong and I spanked her ass a couple times jokingly and she was REALLY into it, I had forgotten she said she was kinky til just then. I picked her and slung her over my shoulder to run to the bedroom and she squealed happily as I tossed her onto the bed.
I took my pillow and threw the case off, tying her hands together as she play struggled and tied her hands around the bedpost with it and began kissing her tight naked body all over, paying special attention to her collar bones hipes and course those amazingly large tits before pushing aside her tiny soaked thong and eating out her clit. I had never done anything like it but she struggled against me the whole time playing up how helpless she was and it REALLY turned me on even though I had never played the dom before. I held down her hips and periodically slapped the side of her ass as I ate her out, slowly feeling her hips bucking towards me as she came at least once. I said as much after she had cum, commenting that "since this might be my only chance, I figured I'd try it"
Keeping her tied up and deciding that I wanted to see her tits rock while I fucked her I turned her over and grabbed her hips and began to insert my cock raw into her when I realized that she wasn't my wife and I had no idea if she was on birth control and kind of panicked which ruined the mood. She fortunately had condoms in her purse because I had totally forgotten I would need them. I sat on the edge of the bed and she kneeled down in front of me and guided the condom onto my dick, jerking it off expertly again as she did and I guided her from her knees to onto my dick. She was so small and light that I was able to support her sitting on my dick as I sat with one arm supporting me and fucked her from that seated position. Her pussy was totally different from my wifes. My wifes is big and meaty and wet and has a huge clit that's super easy to stimulate during sex. Maddy had a much smaller pussy and much MUCH more sensitive clit to the point where every time it came into contact with me in this seated position she gave a big pronounced shudder and squeezed harder on my dick with her pussy. The G spot inside her was more pronounced too its rough texture felt amazing on my dick. It felt like this perfect fucking went on forever, but it probably only lasted like 5 minutes before I came 5, 6 giant bursts into the condom, which was actually my first time doing that since I usually struggle to cum when I wear a condom.
I lay there with this sexy tiny stranger on top of me in pure bliss as she kisses my chest. She then noticed all the women's clothing and pictures of my wife in the bedroom and she got kind of mad that I involved her in my affair and called me a jackass got together her stuff and left (and denied me my picture when I asked for it!) but I sent her a message explaining what the situation was and apologizing and I pretty much thought that was the end of it.
I call my wife and we talk about it and we have really amazing sex on a day we usually wouldn't have had the time to and I consider myself super lucky. My wife loved hearing how much this younger woman loved my cock and she ended up giving me an unusually wonderful blowjob - the kind usually reserved for my birthday.
But then I got a message earlier tonight "So wanna make that a hump day thing? " I only had one hall pass but that was an amazing fuck so...as I contemplate how to handle this I wrote this up to share with you all.
Ended up longer than I thought, hopefully someone reads this and enjoys.
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