Derek and the Dating App by Kurogane335

Rated: 🟡 - Sexual Themes
Word Count: 4146 | Views: 20 | Reviews: 1
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Added: 04/03/2025
Updated: 04/05/2025

Chapter 2

I managed to wait almost a full day before returning to the dating app. Mostly because I felt I needed some rest before choosing to delve back into it – Beth had been on the smaller scale of things and she had been rather hard to handle, after all. A man needs to keep his body in shape and good health when he wants to tussle with giantesses, after all. Still, I couldn’t resist the sea of possibilities that was this app. So I resumed my search, doing my best to remain open-minded. I wanted to meet new people if possible but if other old friends like Beth popped up, I wouldn’t turn them down. It would have been dumb, after all.

As it was, he worried over it for nothing, because his next match he didn’t know at all. Never in his life had he met a girl named Andrea – and judging from her profile, it was his loss. She was a black woman, clearly overweight, if not obese, but sporting her curves with pride and confidence, which made her look stunning in his eyes. She had long African curls, which fell well below her enormous rack, which protruded a lot from her torso, dwarfing even her belly – and some of those pictures were clearly from before she had grown!

She didn’t specify her height, which was perhaps a little surprising, most girls who had been changed by the Pandemic seemed to be extremely proud of their size, at least on this app, but Andrea didn’t boast about it. All she said was that she was much more than any girl I had met… I had to see it for myself, so I sent her a message and we immediately started to chat. She was actually quite funny, with a sort of self-deprecating humor which was quite endearing, and she liked my own humor, which was always a good thing. We talked for hours, until I went to sleep, agreeing to meet her the next day – she boasted that I would be surprised.

She was right. Beth had been extremely tall for a woman, but she hadn’t breached the human limitations for one’s body. Andrea was already clearly past them. When I spotted her in Main Street, strolling around, it was quite obvious even from a distance. She had to have been around four meters tall, give or take a few centimeters. And it was only her height; she was also quite incredible in weight. I had seen large women walk before, and often they were bothered by their weight, but Andrea clearly wasn’t.

There was a spring into her walk which should have been impossible for someone as curvy as she was, but she clearly carried herself effortlessly. She was covered in plain clothes which seemed a tad too small, which made me wonder if she had finished growing or was still in the throes of the virus. In theory, people who were still infected were to be quarantined, but growing persons were hard to contain and it was known that some women just breached their containment and went around, and nobody could do anything to stop them.

“Hey! You must be Derek!” she boomed as she was still a dozen meters away from me, waving with great moves of her hands.

My answer was more subdued, she seemed absolutely stunning of course, but mostly clearly excited to meet someone. Which wasn’t a bad thing of course, but she was so damn taller than me that I was a little afraid that she’d handle me too easily. But she proved easy going and sympathetic, amused by the situation, clearly. She even stopped far enough for me to enjoy her size without feeling crowded by her presence. I guess it was because she actually wanted to see me and size me up, which, considering our respective sizes, wasn't really in my favor.

“Say, want to grab something to eat and then we can start talking while walking? Ever since I grew up, I don’t know why, I can’t remain in the same place for too long, too much energy. Good thing that bad boy virus made sure I’d keep my sexy booty, don't you agree Derek?”

She slapped her considerable backside loudly, the smack powerful enough to startle me and several people around. The sound was impressive to say the least, and it seemed my reaction amused her, because she laughed loudly. She was clearly an outgoing kind of girl who enjoyed all the attention she could get. A part of me was a little frightened, but mostly I was entranced. I hadn’t expected big girls to be so confident, even if I guess I should have. After all, in our world, being bigger was always a great way to dominate others.

“Sure, why not?” I replied, chuckling. “Just, don’t walk too fast, you probably can’t see it from your point of view, but I’m not as tall as you” I said, taking a step or two to disappear from her view as her enormous breasts blocked her line of sight if she tried to look at me.

“Oww, someone is living dangerously!” she laughed again, and she took a step forward, putting her foot just next to me, and I marveled at how enormous it was, my own looked barely a third of it, which was disconcerting – and arousing.

“Yeah, well, I did install that app!” I replied, grinning, as she took a step back now.

“You’re right, you did that, which shows how much of a big man you are. ‘Cause most men aren’t able to take it that they aren’t the biggest and strongest in the relationship. But as far as I can see, I’ll always be the bigger one now – even if it doesn’t change me much, really! And now, enough chit chat, we ought to eat. And then… I guess we can do something else afterwards, if you really are brave enough.”

“How about we grab something to eat and then we walk toward my home? It’s outside the town so we’ll have room to do whatever you want to do after we finish. Sounds great?”

“Yeah, it does!”

She swirled around, and her enormous ass brushed me – almost. God, it was jaw-dropping. I had expected it, of course, but it was bigger than what I expected, even seeing her in pictures and then in the flesh. Her denim was clinging on her behind, which rolled tantalizingly as she walked toward a nearby dinner. I bolted when she was a few meters away from me – I needed to keep up the pace, as much as I could since she was incredibly fast considering her girth. Her long legs – compared to my body at least – weren’t just here for show, clearly.

She started to make her order for the dinner and it was clear, from the look on the staffer, that she had never expected a giantess to come here and ask for something to eat – something which seemed to be quite close to the whole stock of food of the dinner. The poor girl who was listening to Andrea’s order was quite petite, probably no more than 1m54, thin and frail-looking, which, compared to the almost four meters of the titanic ebony woman, looked particularly puny. One of Andrea’s enormous tits probably weighed more than her whole body. I found it absolutely stunning and arousing, and I wanted to try and lift them – or at least one of them.

As we waited for the order of Andrea – and mine, which was frankly an afterthought compared to her’s, we talked and I realized she reminded me of Tori, my ex, a little; Like her, she was cheerful and easygoing, but she seemed to be liking her life in the countryside for now, while Tori had grown disfranchised here and left for town three years ago. Which had been a shame, I really liked her and I had hoped we could build something strong. I didn’t expect it to happen with Andrea, of course, but she was fun to be with at least, which was great?

When we were finally served, I was puzzled because I couldn’t even begin to imagine how Andrea would be able to hold all that she had ordered. As it turned out, she simply put several of the boxes the dinner had given her into a large bag she had kept underneath her shirt – it didn’t make her look fatter, it was very thin looking compared to her. She waited for me to pick up my food, a simple hot dog and some fries with a coke, and we started walking toward my home. She asked for directions as we did so of course, but she never let me take the lead.

She didn’t walk too fast however, and while it was a little taxing, I’ll be honest, I somehow managed to keep a good pace and remained close to her – sort of. I was just close enough to marvel at the sight of that enormous ass moving before me, just out of reach from me. Frustrating, isn’t it? Well just imagine how much more frustrating it was that she knew it, made jokes about it, looked over her shoulder but never slowed down enough for me to be able to, you know, put a hand on it, just to let her know that, yeah, I found her backside majestic and was definitely wanting to do more than talk as soon as possible.

“So, you’ve been living here all your life?” she suddenly asked me, surprising me as she gorged on one or the other of the food she had ordered. “Never thought about leaving this place for the big city? I think a beautiful man like you would have thrived there.”

“Well, yeah. I’ve never been attracted to the life of the city. Too bustling for me, probably. I always liked the calm of the countryside, plus here I can afford a lot of space you know? I wouldn’t be able to do that if I lived in a huge town.”

“Yeah, I guess it makes sense.”

She didn’t seem judgmental which, I’m not gonna lie, was great for a change. I had heard so many times former friends deride me because I didn’t want to spend my life in a cubicle doing something boring at a desk and then blowing some steam in an over-noisy bar or something like that. No, my life was perhaps less sophisticated than theirs, but it was healthier, made me sturdier and allowed me the opportunity to bring into my home – sort of – a giantess. I doubted any of them could have afforded to host Andrea in any way, shape or form, after all!

“You know, you sound like a great guy Derek… What do you want in a relationship for now? Casual sex or something more… long term?”

I wasn’t really surprised by the question, it was a topic which we hadn’t talked about before our meeting, and it was only natural that she wanted to know more about it. But she was a lot more frank than I had expected about it. In my experience, girls tended to remain largely shy about all of it. Which was probably normal, considering the role society expected of them. Or used to expect from them, since I doubted it’d be able to say to women as tall or taller than Andrea that their place was in the kitchen without being punished thoroughly.

“I…” I started, but didn’t pick up a second word immediately – I wasn’t sure what I wanted, you see? “I think I need to think about it a little still” I finished truthfully as she turned around to look at me quizzically. “I haven’t really decided it yet, I guess?”

“Okay… well I’m down for a short flick myself, I hope it doesn’t bother you? I think we could remain friends afterwards, mind, I don’t like sex and drop, or however you want to call it that.”

“Don’t worry, it’s not a problem for me” I admitted, feeling strangely relieved that she had revealed her position clearly first, allowing me to better decide what I wanted out of today’s experience. “And I agree with you, I don’t like just having sex for a night or two and then never talking with the person again, I find it a little dirty to be honest.”

“Awesome” she chirped, clapping her hands and then letting her now empty bag fall on the ground as we had reached my home. “So, what do you want to do first? Breasts or asses?”

Now, that was one hell of a question, which I couldn’t answer without giving it some thoughts. I consider myself to be a tit-man, really, but I can’t deny the attractiveness of large behinds. Especially one large enough for me to sit on it comfortably. I mean, don’t get me wrong, Andrea’s orbs had nothing to be ashamed of when compared to her ass-cheeks, but those looked strong and not just fat, you see. Riding them would be quite the rodeo, and I felt that if I managed that, I’d have done something worth being proud of.

But on the other hand, there was no denying that Andre’s chest was absolutely stunning, the biggest tits I had ever seen – and not just because she was a giantess. She truly put Beth's already magnificent rack to shame proportionally speaking. I wanted to play with them, to try and lift them, to test my strength on them. Sure, why not both? Well, because I knew my limits. I couldn’t do both with her without being so wind down I would be panting for hours on end afterwards, and there is nothing proud worthy in hurting oneself just to show off.

“I’m more interested in your breasts” I finally chose. “But just to be honest, I’m not sure I can handle them and them your ass. You may have not noticed it, but you’re quite the woman, there is a lot of pleasure you know? I don’t think it'd let you want more by not focusing enough on one part of you.”

“Hum… sure, I guess it makes sense. I have to take into account how much stronger and energetic than everyone I know I am, now! Which, to be honest” she giggled, “is absolutely. Fucking. Awesome. You have no idea how great I feel all the time, and the least I can do is make sure that an honest cutie like you is well treated by little old me!”

She immediately removed her shirt, which was a sight to behold, believe me. She did this quite sexily, grinning at me when she dropped it, revealing the sturdy and plain bra which held her tits in place. Not for long however, because she also unclasped it. The black piece of cloth fell on the ground slowly, and I should have marveled at how wide it was – it could almost have served as a hammock to me. But I couldn’t focus on anything but the enormous breasts which, once freed, defied gravity just as Beth’s had, swaying slightly but standing far prouder than they’d have had on a normal woman.

“Oh yeah, that’s much better” she sighed, moving her shoulders a little, which were probably a little stiff because of her tits, no matter how much they defied the rules of nature. “It’s much better without it. I wish I had grown more. I heard taller girls don’t need to wear bras to support their breasts, no matter how big they are. But I guess mine are a tad too small, right?”

I stuttered, unable to truly finish even one word. It had to be a trick question, of course. Those things were enormous. Truly prodigious. Even if she had been normal-sized, she’d have sported something as massive as basketballs. But of course, considering her size, they were a lot more massive than basketballs – probably three to four times as big. And they were glorious. A large brown areola surrounded a relatively small nipple, which made the rest of her look even huger than she was, just the perfect size for me to nibble at them and lick them…

My reaction made her laugh, and her mounds moved slightly, but not as much as they should have. Still, it was mesmerizing, and I took a step forward towards them, without even realizing it. Andrea seemed to love it, since she purred a little and cocked a finger, inviting me to come closer. I did and I marveled at how much larger she seemed now that she had ditched her upper clothes. She shifted a little and while I couldn’t see her face, I suspected she appreciated it. Still, I was kind of stuck here. As attractive as they were, her breasts were far too high for me to play with.

She bent the knee and suddenly the wonderful breasts were now reachable. I extended my hands and touched them. They were incredibly firm, and yet they gave way under my fingers, being incredibly soft. I felt my hand almost sink into them, and it pleased Andrea quite obviously, since she moaned loudly as I started to push with greater strength, trying to find a way to massage those unwieldy things. But I was thrilled by the challenge it posed me, and being rewarded by her breath quickening and her nipples hardening visibly.

I suddenly gasped when something enormous groped my dick through my pants. I tried to take a step back without even realizing it, but a large hand, just as massive as the one who was caressing me down there, stopped me in my tracks as it settled on my back. I realized with stupor that she could cover almost half of it quite easily. I couldn’t see Andrea’s face from my position and I couldn’t tell how she felt about touching me down there, but I relaxed. It felt good, and the fact that she was dominating me gently was absolutely incredible. No smaller woman could have elicited such a feeling with as little effort as she did now.

She gently pushed me upward a little and I realized what she wanted me to do immediately – and was very eager to do so. I took her nearest nipple into my mouth. It was big of course, like a very big cherry, but nothing too large to strain my mouth and hurt me. And quite sensitive clearly, since she shivered and gasped when I started to lick and suck on it. It was absolutely incredible. I didn’t feel like a baby or anything like that, but I felt safe against Andrea, in spite of our massive size difference – or perhaps because of it.

It tasted a little salty, perhaps because she had sweated as we walked, which wouldn’t have been a surprise, considering how much tits she had. And to be honest, I liked it, it gave her a unique taste, blending with her skin’s own. She reminded me of something I had eaten long ago, sweet and faint as it was, but I couldn’t place it. Not that I really tried to. The softness of her breast, the way my fingers sank in it while I kissed and licked and nibbled at her engorging nipple made me focus on very different things. And her efforts also helped bring me back to the task at hand.

It was then that I started to really understand the changes the virus had made on the person affected. They weren’t just bigger or taller or fatter. With Beth, I had had that impression but Andrea made it quite clear that it wasn’t just that. The way her body reacted was abnormal. Super sexy and enticing, but abnormal. I felt the monstrous weight of her breasts, I tried to lift them and I strained, they turned as hard as rock… and yet they gave way under the lightest touch. It was… impossible. And very, very arousing. I felt myself getting really hard down there, and I suddenly felt a little sad that I hadn’t removed my pants.

“Wants me to release you from your confine?” she whispered suddenly, as her fingers quickened their caresses on my back and dick. “I can do that, but I’m not sure your trousers will be able to handle it” she added, chuckling. “Bite me if you want to try it on, little babe.”

If you’d have refused, I guess you’re stronger willed than I am. Honestly, I can’t see how a trouser could compare to the pleasure the giantess was giving me. I immediately bit into her nipple and she howled, making my ears ring with the force of her scream. And in a few seconds, she tore down my pants, as if they were paper-thin. Suddenly, my member was out in the air, and then covered by fingers so much bigger than it. I ought to have felt a little worried or ashamed about it, but frankly, I was too lost in the pleasure she was giving me.

“Oh yeah, you like it, don’t you” she huffed, as her breath increased its speed, making it hard to keep her nipple into my mouth. “I hope you’re ready for the ride of your life!”

It turns out I wasn’t. Not that I came fast, but the endurance which was required of me to pleasure Andrea according to her needs was taxing, to say the least. I don’t know how long I licked her nipple, massaging one tit and then moving to the second, while she cooed and made me cum, again and again and again, until I was a panting mess. I expected her to stop here and then, but it turned out I was mistaken. She wanted to ride me, and there was no stopping her. Which was great, it was exactly what I wanted.

She gently pushed me on the floor and, I won’t lie, when I saw her remove her pants, revealing that she wore nothing beneath them and that they were absolutely a soaking mess because of her juices, I got a little terrified. It’s one thing to fantasize about banging a giantess, quite another to have one who is more than twice as tall as you – and several times that difference in weight! But I steeled myself even as the large pussy descended on me and engulfed my erect penis as if it was absolutely nothing, making it disappear in its folds.

She was extremely careful, I’ll give her that wholeheartedly. I half expected her to crush me a little but Andrea didn’t. She stopped just at the point where I could feel how enormous her weight was without being hurt or even truly inconvenienced. It was a great way to make me realize – as if I hadn’t already! – that she was absolutely in charge. Her breasts had already been too strong for me, in a sense, so obviously I couldn’t hope to hold a candle compared to her whole body. It was truly an incredible feeling.

And the sex was great. More than great even. As tired as I was, Andrea was clearly barely starting to get into it, and she rode me for well-nigh one hour. And she was incredibly skilled, so much so that I wondered if I wasn’t the first man she had done that with since she had grown. Not that it mattered much. All that I cared about was the pleasure of being utterly dominated by such a woman, towering over me like a living monolith, her black skin glistening in the midday’s sun, looking absolutely stupendous.

Finally, she stopped once I had come – I don’t know how many times, really – inside of her. She left herself fall softly on me, my whole body engulfed by hers. It was a good thing her breasts were so big and strong because they didn’t give way against the ground and I had room to breathe, which I needed very much, to try and recoup some energy. I had never had such incredible sex ever, not even with Tori, who had been… torrid, let’s say, in bed. Andrea’s needs were clearly even bigger than her stature had led me to believe, however.

“That was awesome” she sighed after some time, lifting herself from me, which left me shivering since the air was far colder than her body. “We really need to do it again sometime… but I think that I’ll let you get some strength back before that, don’t you agree?” she laughed, as I was too weak to even get up.

All I could do was nod and watch her get clothed and leave, not without a final blown kiss. I shook my head in disbelief and slowly, with some groans, got up. I couldn’t wait to see what kind of girls I’d met with this app now.