Sydney was one in a million. Probably even rarer than that. Standing at 6 foot 1 and thicc, with dark hair and light eyes, she was a dream for many men with a giantess fantasy. Thick ass, with big boobs and thighs that looked like they could choke out anyone, Sydney was no stranger to getting dms about sph and dominatrix. I had travelled to her town for two days just to work and quickly downloaded my bumble account. I matched with a few girls and obviously she stood out from all of them- not just for her height and curves, but she was very pretty and possessed great banter skills. We planned to go out that night and Sydney was very easygoing and low maintenance about where we would go. She recommended a park and we got slurpees and walked around before sitting on a bench to chat.

It was interesting to walk next to her, as I’m 5”10 on a good day and she certainly had a couple inches on me in her flats. But more than that: I have a slim, athletic body built from years of calisthenics workouts and she was broader than I was. It was an interesting dynamic, how we walked together holding hands and stopping for the occasional kiss- where Sydney was leaning in towards me- yet the conversation was not all led by her nor was she being aggressive. In other words, it was all completely normal, like any other pleasant date with great conversation and light touch, except for the fact that we got more than our fair share of stares, and it wasn’t because of our model-esque looks.

I will tell you the it felt weird to go on my tiptoes to kiss her when I pushed her up against a tree, but I didn’t feel emasculated in the slightest when she feigned holding my shoulders while straddling me with her legs. When it was time for me to walk her back to the cars, Sydney was cozying up to me while I wrapped my arm around her and thanked me for such a nice night. I didn’t do anything at all and told her so, but she insisted that even though the actual date wasn’t fancy, she enjoyed the company of someone who neither fetishized her nor felt emasculated in her presence. I was surprised to hear that even taller guys would feel that way, but apparently at least in her area they do. As soon as we neared my car, Sydney got pretty excited, and told me that she had never done anything inside a car because they’ve always been too small.

I had rented a Suburban for work and it was thankfully empty so we put down all the seats and laid back to cuddle and look at the stars. It was early may and perfect weather so we kept the sunroof all the way open in the empty parking lot while we held each other face to face and made out. The kisses were getting more and more passionate, and Sydney was getting more and more submissive, moaning, calling me daddy, and begging me to play with her boobs. I slid my hand up her loose t shirt and under her bra to feel her soft boobs, milky white under the light of a lamppost, and with long pink nipples. She could feel how hard I was and started talking dirty to me while grinding her thigh against my bulge. I reached down to caress her pussy and she stopped me, she was on her period and didn’t want me massaging a pad into her clit, before taking my hand and showing me what she meant.

But I had free rein to play with her tits and kiss her neck while she massaged my cock, and I took full advantage of the carte blanche. Everything evens up horizontally, and while Sydney’s feet were closer to the front seats, that didn’t matter because our eyes and lips were perfectly level. I wanted to make her cum with kisses and nipple play, so I gave it everything I had- soft kisses, wet kisses, neck kisses, dueling tongues, collarbone kisses, along with nipple tugs, rubs, twists, and massages. Not to mention the most important part: spitting on my fingers to make the lubed up so I could roll the end of her hard nipples between my forefinger and thumb. Unfortunately, while Syd was certainly enjoying the effort and touch, It wasn’t enough to bring her to orgasm and with clit play off the table, I had to throw in the towel.

But Sydney just smirked and said “just because I can’t cum doesn’t mean neither of us should cum” before sliding her hand down to unzip my pants and tease my cock through my underwear. I was already leaking pre-cum and feeling her hand cup my cock was only making things harder, if you know what I mean. Our kisses got slower and more intense as Syd pulled down my Calvins enough for my hard cock to spring out at her and settle into her warm waiting hand. We both spit on her hand to lube it up as much as possible before she slowly started teasing the head of my engorged cock with her thumb and then jerked it up and down in slow strokes. I pulled out a condom from the console and slipped it on- much better, fully lubed up and with a looser grip to slide the condom up and down my shaft- she was sending waves of pleasure down my shaft.

Syd’s large hand was caressing my cock and she was cooing in me ear about how large and heavy it felt, honestly the nicest thing to say to a guy who’s not used to having his penis be covered by a hand. We kissed as she slowly stroked me, moaning into my ear and sending waves of pleasure down my spine. I roughly pawed at her tits and groped her soft curves while Sydney just moaned and talked dirty to me. The parking lot was empty so nobody was around to hear our symphony of moans and talk so depraved, it would make Howard Stern shudder. Finally Sydney felt my cock tense up in her hand in her hand and decided to up the dirty talk, coming in for the kill.

“Cum for me Daddy, cum for your big girl.” She moaned seductively. I was long past over the edge, and reminding me of who this thick thighed, large handed, curvy giantess goddess that was begging for my cum is, only solidified things. I tensed and released, moaning her name and filled up the condom as Sydney slowed her pace of strokes, but kept the same heavenly rhythm to jerk me through orgasm. She moaned and thanked me for cumming while telling me how hot it was to feel the spurts and pulsations in her hand. Sydney kissed me, sat up, took off my condom carefully, and sucked on my sensitive head until I was fully clean.

I was drained and held her close, enjoying the warmth from her soft body while slightly massaging her back. We kissed and cuddled for a but longer until it was time for her to go, I had hoped to see her again before I left town, But she had plans the next night. Perhaps most annoying of all was the text I saw when I took my phone off airplane mode after landing back in NYC - “Hey! I don’t know if you’re still around but my period is over XD”

Thank you all for reading, upvoting, and following my stories over the past three months. It’s been a wonderful summer pastime for me to write down my emotions and thoughts while doing the naughtiest of actions.