Names changed for anonymity.
I don’t think there’s *too* much background, but the action starts at the xxxxxxxx lines if you want to skip to them (there are two).
Intros:
I’m Dan – I’ve been more sexually active since I became single, and even though it’s pretty much been with girls I’ve known for a long time – an ex-girlfriend, an old flame, and only once someone I didn’t know (and that was under pretty weird circumstances, it’s in my profile) it’s all really built up my confidence. Also, maybe no coincidence, but I’ve been doing a load of exercise, so along with my broad shoulders (which are my favourite feature), I’ve also managed to give myself a six-pack… under certain lighting conditions! My cock is average length, but a bit girthier, and cut.
Ally is a BBW; blonde and tanned, giant boobs, large round the stomach and thighs. Really bright blue eyes, too. I did some googling for reference, and I think Trinety Guess is probably the one that came out closest – not quite alike facially, but quite a similar body, if that helps visualise?
A little bit of background:
I started seeing Ally about two months ago; it started as a one-night stand, and I started writing this up (I really enjoyed writing my last sexual encounter, so I thought I’d do it again), but posting it while we were seeing each other just felt weird.
The relationship lasted about six weeks, and culminated in a fairly epic sexual encounter; I want to write that up, and feel fine doing it now that we’ve split up, but I think I need other parts of the relationship written up first.
So, here you go – the first time we slept together, which I’ve written up as a one-night stand as that’s what I thought it was, when it happened.
I went out for drinks with a couple of friends, and a few into the night, one of them mentioned three girls at another table, he was sure one of them was giving him the eye. We subtly looked over, and took note; two were what you would call “traditionally attractive”, one blonde and one dark haired (black or dark brown, not sure), and one was a bit shorter and much chunkier – she dressed to it, though, with straight, dyed blonde hair past her shoulders, and what looked like a tight black top stretched across a huge chest, but hidden behind a leather jacket. It wasn’t cold in the pub, so the jacket still being on makes me think she’s self-conscious about her weight, but I might have misread that. Her face reflected her weight, being quite round, but she had a lovely smile and – I’d see later – amazing blue eyes. She was quite pretty, and her name was Ally, as I’d find out in a little while.
I’ve said before, that I’m a boob guy – so even as I can acknowledge that this girl wasn’t the most objectively attractive girl in the world, she was definitely my kind of hot. I kind of wanted to test out the new, more confident me, and I feel like I’ve become reasonably good looking, but I’m definitely not as good looking as my mates; I risk being cruel, but I think Ally is probably closer to my league than the other two girls were.
“Which one’s checking you out?” Steve asked. “The blonde one”, Dave said. Steve looked at me, and said “I’d hoped to talk to the one with dark hair…” he left it hanging, and I knew that he felt like I was getting the raw deal, but I really liked the look of Ally.
We went across, and asked if we could join them, and made sure to sit next to the girls we liked; the girls were flatmates, as it turned out. Conversation flowed, and us guys did a good job of bigging each other up. Drinks *also* flowed, we had the occasional cheeky shot between rounds, so we gave away more than we should, at times; I intentionally dropped into conversation that I’m staying single for a while (I’m really not looking for a girlfriend), and Ally made it clear that she thought of herself as the “Duff” – the “Designated Ugly Fat Friend”. I honestly felt a bit sorry for her, as she’d started the night being pretty, and sexy in her way, while I was sober – and she was looking *stunning* after two tequilas – but she didn’t seem to see herself as attractive.
The two other girls called it a night; Dave and Steve offered to walk them home, but Ally and I stayed for one more. Steve asked to check something with me, and quietly asked if I was okay being left on my own – he hasn’t been around this confident version of me and didn’t want to abandon me. Good guy. I said I was fine, he left and I rejoined Ally who’d grabbed another round and **another** shot.
We drank a bit more, the shots untouched, and she asked “I’m sorry about tonight, but I can get you right drunk to make up for it.” “How do you mean?” I asked. “Your friends are getting action, and you’re stuck here with me.” she said. I don’t think she was being genuine, here; I think she said that to fish for a compliment, or maybe push me into making a move – I thought it then, and I still think it now that I’m writing this up. But I also *didn’t care* – it was the chance to make my intentions clear.
“Well,” I said, pausing then continuing, “I chose first, not either of them. I wanted to talk to you.” That’s probably only 50% lie, I did choose her, and it was before my mates opened their mouths, even if they didn’t know it. “I was also hoping to walk you home, and maybe get a cheeky good night kiss, so… I might get a **little** action!”
She smiled and bit her lip, and said “Do you want to get out of here?” “Yeah.” I replied, trying to keep cool, and not too look too eager. We left, leaving our drinks behind (I was worried about whisky dick, and one more shot would have been too much).
The girls’ flat was just a couple of blocks away – probably why they chose that bar – and although we were a little wobbly leaving, we were back in business by the time I got to her door.
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Before we went into the building, I put my hand on the small of her back, and she turned and leaned in, kissing me with parted lips. I moved my other hand around her other side, while she ran her fingers through the short hair on the back of my head. She broke away and said “It’s a small flat, so we need to be quiet.” “Sure”, I nodded.
We went up the stairs – first floor, I think – and crept into the flat with all the stealth a pair of horny drunks can muster, giggling as we made our way into her room. We couldn’t hear anything, and I figured that the others had stopped fucking by now, or gone to Steve and Dave’s, respectively
(I found out later that things had fizzled on the way home between one or both couples, and nothing happened. Sorry guys).
Her room was weird – it was small, and she had a double bed against one wall and a sofa against other other, so there wasn’t much floor space. There was enough light from the streetlights outside that we could see without the bedroom light on, and we stopped between her sofa and her bed, and started kissing again, dropping our jackets to the floor. I pulled her top up as far as her tits, but couldn’t get it any higher without forcing it, and interrupting Ally from unbuttoning my shirt. We broke off so that she could pull her top off completely, so I took the chance to pull my shoes off with my feet, then we kissed again as I undid her bra and she unbuckled my belt.
Her giant tits flopped out, and I threw her bra to one side. I wasn’t able to keep my hands off that expanse of flesh in front of me, her giant breasts weren’t exactly pert but they were massive and wobbly and I immediately started groping them… but she gently pushed me back onto the sofa, then she got down on her knees and pulled my trousers and boxers off while I got rid of my shirt (it was loose and in the way).
Ally loudly took me in her mouth, her lips and tongue doing the work while she pulled down her trousers and pants. She didn’t swirl her tongue, but she used it to put pressure on my shaft as her lips slipped up and down my cock. It’s probably the most enthusiastic BJ I’ve had, she bobbed her head up and down so quickly – but as soon as I had gone from hard to rock hard, she stopped and moved away, still on her knees, kind of scraping her trousers off on the floor as she moved – then she gently jerked me with one hand while she opened her top drawer with the other one. She pulled out a tube, dropping it on top of the drawers, then pulled out a condom.
Still on her knees, she awkwardly manouevered her way back, tore open the packet, and slid the condom on my dick (it always seems to make it look bigger, I fucking love that). She grabbed the tube again, then squirted some lube onto one hand, put the tube back and rubbed her hands together gently. She kissed my cock through the condom one last time, then used both hands to smear the lube all the way up and down my cock, basically giving me a slow, double-handed, sloppy handjob, just for a few strokes.
She let go, and clambered onto the sofa with each of her giant legs on either side of me, took ahold of my cock again, and I grabbed the back of the sofa as she slid onto me while we both groaned. It was probably the lube, but she felt sopping wet already – I hadn’t done much of anything for *her*, but she was ready to fuck and not waiting around. She put her hands, still slippy from the lube, around the back of my neck, and started riding me, slowly and quite gently to begin with. She pushed her mouth against mine, our tongues wrestling each other, and I could feel her pussy around my cock, sliding up and down, her stomach and tits resting against me, brushing up and down with each rise and fall, soft moans emanating from her as I thrust gently back.
It was good, but strange – she was keeping her weight on her legs, rather than on me, so she was very measured about how much force she was using while she rode me – it was like every stroke had power behind it that was *there*, but that she wasn’t using… yet. The anticipation was turning me on, even though we were already fucking. She moved her hand to cup my face while she kissed me, it was still a bit wet from the lube but I didn’t care. I moved my hands onto her, squeezing and groping the sides of her stomach, her giant, round ass, her tits, scooping them up one at a time to kiss and suck her nipples, then letting them fall back and kissing her lips once again.
I realised I was on my way to cumming – not close, but if things carried on I would be – so slid my hands under her ass to pick her up. No chance – I changed my poor attempt at a lift into a squeeze, and hoped she wouldn’t notice. Realising that I couldn’t lift her made me realise that I was kind of at her mercy, which felt even hotter, but I wanted to move rather than cum too soon..
“Hey” I said, looking at her, her face flushed, “I need to move soon, I’m going to cum if I stay here.” I had to talk through deep breaths while she rode me. She moved her face close to me, and shook her head, and said “Mmmm, no.” She grasped the back of the sofa past my shoulders, her tits swinging forward a bit, bouncing into my chest again, then she used that to pull herself forward to a different position, her her legs further past me towards the back of the sofa – and I was much deeper inside her. She used her arms and her hips to start fucking me harder and deeper, and a little faster, too – and **now** her weight was pushing into me, every time she slid down my cock.
“*Fuck*” I gasped, and she laughed, and then she started groaning quickly with every pump, almost a really quiet yell. I’ve never had such a deep fuck. Harder and faster, sure, but never, ever this **deep**, every time she slid down my shaft it felt like I was going *beyond* balls deep, like my cock was going further in than it ever has before. I held onto her sides, and focussed on my cock, willing myself to last longer.
I looked up at Ally and said, breathlessly, “God, you feel amazing!” I meant it, but I was also hoping that the compliment would make her finish faster.
“God, you’re *big*.” she said back. Shit, that doesn’t help. “God, you’re so… *Fucking… HARD*.”
I groaned. Her grunts changed pitch, and her thrusts got just slightly faster, and she shut her eyes, and her groans sped up to match her thrusts. I let go of her with my right hand, licked my thumb, and slid it into her pussy just above my cock, the angle was awkward but I was rubbing it back and forward just desperately hoping I could find her clit and send her over the edge before I came, her pitch changed again, higher again and louder but she still hadn’t come and I gripped her more tightly and squeezed my eyes shut and thrust harder and harder and *harder* and she cried out and I came, her thrusts meeting mine as she shuddered – thank fuck. She’d finished too, Christ I was glad.
“Oh…” Sally murmured, and cupped me face and kissed me again, “…oh you were amazing…” I realised we were still thrusting our hips gently, even though my cock was losing its hardness, and we stopped, and rested against each other while we tried to catch our breath. She made a slight whimpering sound, and as I breathed in and breathed out again, my breath caught in my throat and realised that it was me making the sound, not her! Oops! What a manly look. I cleared my throat and sat back, and we kissed again.
Sally got off me and sat on the bed, we faced each other and made small talk for a bit – after a while, I pulled on my trousers and used her bathroom, moving quietly through the flat as not to disturb anyone. I washed up, and went back to her room, and we fell asleep (well, I did, I assume Ally did too), Ally wearing a tent-like t-shirt to fit across her tits and me in my boxers.
I woke up in the morning, pulled on my trousers again, and went to use the bathroom; I was in there a little while (a night on the booze’ll do that), and freshened up my mouth a little by using some toothpaste on my finger. As I came out, I realised I could hear conversation and a kettle boiling; the kitchen light was on, and it was between Ally’s room and the bathroom, so sneaking past wasn’t an option… I decided to just power play it, walked to the door, topless, looked in without stopping, and said “Hey, how’re you doing?” with a wave like I was meant to be there and walked on. Sure enough, it was Ally’s two flatmates that I’d met the night before, who watched in surprise as I walked past.
I headed back to Ally’s room, where she was sitting up wearing a dressing gown; she got up to go to the bathroom, so I mentioned that her flatmates were up. She looked at the fact I was topless, and her face went from concern to a sort of amused smile, then left the room; I took my trousers off, and climbed back into bed. While I waited for Ally to come back, I realised that I wanted to fuck her again, and started hardening up a bit, but she took quite a while. I decided to make a play – I took my boxers off, and grabbed another condom from her drawers. I opened it up, then thought of her giant tits bouncing around from the night before, and played with myself a little – I only needed a little, with that image – so that I was rock solid, and put the condom on.
I got back into bed, and waited in anticipation.
When Ally returned, she told me that things had fizzled with Steve, Dave, and her flatmates the night before, and as she got back into bed, said that “it looks like you *were* the lucky one after all!” “I knew **that***”*, I said, and leaned in to kiss her. She met me, and are lips parted, a long sloppy, tonguey kiss.
“Are you… do you want to stick around for a little? Do you need to leave soon?” and I replied “well, I’d hoped to stick around a little longer…” and pulled the duvet off my cock, straining under the condom and ready to go.
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She laughed, but sure enough she reached over and started playing with my cock, gently. I watched her for a few strokes, then pushed myself up as she lay down. I crawled on top of her, then kissed her again, our lips parting, and our hands started exploring each other. She ran her hand over my stomach, and I slid my hand onto one of her tits, squeezing it on top of the fabric of her dressing gown, then sliding it inside and feeling it through her t-shirt. I kissed down her neck, then moved downwards, pushing her t-shirt up and kissing her stomach, then down further, changing my position so that I was lying between her legs, taking the chance to kiss her thighs, then kissed some more, moving upwards to her pussy.
I could smell soap, and realised she’d washed up a bit, so she’d obviously been wanting this second round; I buried my head between her legs and started licking her out as she moaned loudly. I explored her with my hands some more, groping and fondling but never stopping with my tongue, swirling and playing with her clit with my tongue, minutes passing while she breathed ever more deeply, then moaned, her fingers in my hair. I tried to reach around her leg with my right arm to play with her clit using my hand, but her leg was too thick, I had to pull my arm back under her leg and do it that way, letting my thumb taking over from my tongue on her clit as her moans turns into loud sighs, and using my tongue now on the edges of her pussy.
“Fuck me” she gasped, pulling off the dressing gown, struggling slightly in her rush, “oh, fuck me now, please.” She pulled her t-shirt over her head, leaving her totally naked, and I crawled up, took my dick in my hand, and entered her firmly as she moaned.
She wrapped her legs around my waist, and I started pumping, pausing to adjust position so that my weight was on one elbow and I could squeeze her tit while we fucked, but I changed my mind and grabbed fistfuls of the hold of the sheet and dressing gown below her shoulders with each hand for more purchase, resting my head next to hers as I pumped her, aggressive grunts from me, higher and higher pitched gasps from Ally, and a slapping noise coming from from our flesh every time I thrust into her.
She came with a loud cry, shuddering below me, so I took that as a chance to go harder – fucking faster and harder and grunting with every thrust. She matched me in grunting, both of us fucking going for it while she held me tightly with her hands and her massive thighs until I came with three heavy pumps – and a loud groan through gritted teeth – that drained me dry.
I rolled off her, and lay on my back catching my breath, my cock deflating and getting cold, as her wetness on the condom picked up a draft somewhere.
We made small-talk for a bit, then fell asleep for a while; once we woke up again, she offered me a coffee but I said no.
I took my leave, quite pleased with myself – first “pull” since my relationship ended, but I later regretted not getting her number, as I’d taken a bit of liking to her.
Anyway, a few days later, I found out that that Steve *had* got the number of his girl, and I made contact through her – which is how Ally I did end up dating for a while (so, I’ll put a few more posts into the sub as I write them up).
Source: reddit.com/r/gonewildstories/comments/vwf7vo/one_night_stand_with_a_bbw_mf
Well written nicely erotic story with tenderness, sexual play, and more. Thanks for sharing and capturing a nice story about a BBW who has confidence issues.