Cathy and I met online, and flirted for a few days, getting increasingly sexual, but nothing overt. Finally we found a time to meet for a drink. She was wearing a very tight black tube dress, short enough to show most of her thighs, and a high neck that helped accentuate her sizable bustline. I was disappointed about the lack of cleavage, but the tightness almost made up for it.
We flirted at dinner, innuendo and suggestive talk. I stood up to go to the bathroom, and pretending to adjust my jeans, to make sure she saw how tight they were. And when I returned, having made sure I was nice and thick after I tucked it back in, I stood in front of her again, hoping she would notice the bulge. She didn’t say anything, but I suspected that she was pleased to catch an eyeful.
We left and as we turned the corner, I grabbed her and we started making out by the side of the building.
We pressed against each other, I could feel her chest against mine, she pushed her hips into me, feeling the ridge in my pants. I grabbed her ass and explored it through her dress, she said “Sorry I’m not wearing a thong, maybe net time?” and that made me thrust into her. She said “I’ll take that as a yes. Meanwhile grab all you want!”
It was cold, a breeze thru the alley, so we couldn’t stay too long. She was going to take an Uber back home, but I offered her a ride home instead of her waiting in the cold for however long.
We walked around the next corner to a well-lit but fairly empty parking lot. I opened the door for her, and as she started to get in, I asked her to do so slowly, one leg in, and then wait, so I could sneak a peek up her dress. “Do you want to see my panties?” she asked, “Yes, that’s exactly my purpose…”
“Are you going to get a boner if I show you my panties?”
“You already know you gave me one when we were making out.”
“Oh, right! I’m glad. Is your boner going to get harder, then?”
“Not sure how it could get harder, but I’m sure it’ll try.”
“Well, in that case, I’ll go really slow. She sat down, sideways, both feet outside, and pulled her knees up, her dress, already short, hiking up even more. Despite the shadow from the car door, I could see a dark triangle between her thighs, and sighed, “If only it was lighter here….. ”
With that, she slowly put one foot in, spreading her knees apart. Then her thighs, until her dress was essentially up to her hips.
“How’s that?” she asked?
I looked at the black lace crotch, and saying approvingly, “That’s exactly the view I was thinking of”
“Are you enjoying the view?”
“Yes, I am! Can’t you tell?”
“Yes, I can see the bulge. Nice erection!”
She wiggled around a bit, putting her purse down by her foot that was in the car, then running her hands up the insides of her thighs. I took a chance. “Can I take a picture? ”
She asked why. I explained, “Because unless you’re coming home with me…” she interrupted, “I’ve got kids tonight”, I continued, “I would like to masturbate while looking at you flashing your panties at me.”
She started for a second, surprised by my frank admission. “Oh, ok, that would be lovely. Shoot away now, so you can shoot away later!” And she giggled at her own cleverness.
I dug my phone out of my pocket and quickly snapped a couple of pics, and then nodded approvingly, saying, “Thank you!” I put my hand on the car door, waiting for her to put her other leg in, but she stopped me, saying, “Only fair I get a pic of the big bulge in your jeans, don’t you think?”
I didn’t think she’d really get a good picture, between the shadow from the car door and my black jeans, but I’m a gentleman. “Sure! You bet!” So I’m a bit of an exhibitionist, sue me.
She fished in her purse for her phone, her panties still on display, and then, finding it, took a couple pics as well. I turned a bit to the side, and she clicked a couple more. “Did they come out ok?” I asked, feeling very stiff at her interest.
She frowned a bit, saying, “No, it was kinda dark. But thank you for letting me try.” She paused for a moment, then continued, “You know…. You should unzip your pants and show me your undies, only fair since you can see mine”
I looked at her in surprise, after all, she was hidden in the car, for only me to view, but me standing there, I felt that was pretty daring. But…. a hard-on will make you do crazy things, so I agreed. I repositioned myself so that I was blocking the opening from the door to the side of the car, then unbuckled my belt and unzipped.
Pulling the sides away, then the right side over more, so that she could see the ridge in my boxers. I was glad that I wore light grey, there’d be more of a shadow for her to see the contours than if I had worn a dark color.
“Nice!” she cooed, and took a couple more pictures. “Can you pull them aside just a bit more, so I can see your whole bulge?” I looked around, nervously. I did not want the local constabulary making a surprise appearance right then. I saw and heard nothing, so I obliged, so that the curves of my balls were visible, all the way to the ridge of the knob. She gasped a bit, and took several more, straight ahead as well as angling from the side.
I was suddenly conscious that my crotch was right at her eye level, well, more specifically, at mouth level. She must have had the same thought, because without missing a beat, she reached out and squeezed me through my boxers. I thought I was going to orgasm just from that touch.
“OH MY GOD!” I stage-whispered, half of me scared to continue, but the other half of me really wanting her to bring me off all of a sudden. I didn’t know what to do.
“Is anyone coming?” she asked, looking up at me. I looked around again, and shook my head. She grabbed me and pulled me toward her, leaning out of the car until her head was just a few inches from my boxers. She then pulled the waistband down, freeing my stiff cock, and grabbed it with the other hand, and pulled me into her mouth.
All the male readers know what that next moment felt like, the warm wetness around my throbbing, alert member. I lost all common sense then, and hoped she would make me cum right away. All I could think about was how close I was to exploding, and how much I wanted to fill her mouth. I knew she wanted me to, during our texting she had told me how much she loved swallowing, here was our opportunity.
But I was too hard to cum right away, and after a few head bobs, she pulled me out. “Get in the car so I can take my time!” she told me, and tucked me back in my underwear.
I zipped up, she spread her legs apart for me for one last quick peek, and then she put the other leg in the car so I could close the door for her.
Hurrying around to my side of the car, I hadn’t even buckled my belt. I quickly got in and unzipped. She wasn’t fooling, she helped me slide my jeans down a bit so she could pull my cock out completely, and then leaned over.
I was thunderstruck at this turn of events, I truly didn’t think we’d get sexual on a first meet. I planted my feet between the pedals, making sure not to accidentally step on the brakes and draw attention to ourselves.
It didn’t take long for her to finish me off, she was highly motivated and I was very willing. It was almost like she had been challenged to see how quickly she could make me cum. Very efficient head bobbing with just a little tongue work, and she felt my thighs stiffen, I didn’t even need to vocalize the immediate future.
I felt her clamp down with just the knob inside her mouth, and I exploded. Time passed… and suddenly I was exhausted. She kept her mouth on me as I wilted, the intensity caused me to shrink quickly, and she took one final, deliberate suck.
Leaning back up, she looked me in the eyes, and opened her mouth, showing me she hadn’t swallowed yet. Cocking an eyebrow, a mischievous look in her eye, she closed her mouth and made an exaggerated swallowing gesture, smacking her lips for good measure.
Then she giggled. “Kiss me?”
I smiled broadly, “You bet!” and our lips met, then our tongues, and I felt one last surge in my loins as I tasted a hint of saltiness in her mouth.
“Well, THAT was fun!” she said. “Mmmmm, hmmm!” I agreed. She helped tuck me back in my underwear and zip me up, I started the car, and we were on our way.
Source: reddit.com/r/gonewildstories/comments/bmchjv/she_surprised_me_and_herself_on_our_first_meet_fm
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