I met Chani (this is in fact her real name, or at least a short form of it) at a week-long course I was taking at a Convention Centre/Hotel in Toronto. She’s a pretty, vivacious, talkative woman of East Indian descent, with glossyblack hair, short, and slender but with bodacious curves, if that makes any sense. Her skin is the colour of strong black tea with just a little milk, which makes her teeth and lips stand out when she laughs (which is often) and her eyes bright and intense when she looks at you. She is somewhere in her mid to late 30s, I would guess. She’s smart and experienced in her field – we are in an MBA program together and she is always on the ball with group work.
She is also very flirtatious. It was a large class group divided into smaller tables, and on the first day we randomly sat together. We naturally chatted throughout the day – I had once visited Sri Lanka and Pondicherry in southern India, and her family is Tamil, so we were quite friendly and conversation flowed freely. That first night there were some drinks in the hotel lounge, and again we gravitated together and chatted. I bought a couple of rounds of drinks and some mild flirtation began – when I got her a second glass of wine, she said something like ‘Oh are you being naughty and trying to get me tipsy?’, to which I said ‘Would that be so bad?’ and she laughed and playfully slapped my arm. We had another drink or two, and a few more mild comments, and when she said ‘You just like Desi girls’ I replied ‘There’s at least one that I like very much’. She laughed again, called me a ‘big naughty man’, and that was pretty much it for the night. The rest of the week went like that – we sat at the same table most days, chatted a lot, flirted a bit. She said a couple of somewhat outrageous things – one day I wore a short sleeved shirt and she saw that I had hairy arms and a tattoo on my bicep. Her comment was something like ‘Ooh, big strong hairy man – I wonder if he’s so hairy all over? Any more tattoos?’ I said ‘You’re welcome to stop by after class and find out’. This was maybe a bit too far but she laughed it off. We had been skirting around the attraction and sexual tension, getting close to saying something serious and then backing off. I didn’t want to be creepy – if all she wanted to do was flirt, that was fun and I didn’t want to ruin it by pushing for more.
It turns out that’s not all she wanted to do.
On the Thursday, there had been some problems with the aircon in the conference room – everyone was sweating in their office clothes. The course instructor had invited us to dress more casually the next day in case it was the same.
Chani showed up wearing a white halter top of some kind with lacy bits. I was pretty sure that she wasn’t wearing a bra, but it wasn’t super obvious – just something about the way her breasts swayed. She also had on some kind of wrap-around skirt that looked vaguely like a sari. She looked comfortable and classy at the same time, and I told her that she was the prettiest girl in the room. So yeah, we were flirting in earnest now, but she kicked it up a notch bay saying ‘All you care about is whether I’m wearing panties or not’. I said ‘Are you?’ and regretted it as soon as I had (I was still worried about going too far) but she giggled and said ‘I’m sure you’d love to find out’.
Class started, but the tension and heat between us was a real thing now and we both knew it. She was sitting next to me, and slowly inched closer as the morning progressed, touching me on the arm and hand several times. At one point her hand was resting on the table right next to me and our pinkie fingers touched for a while. I moved mine a little along hers, and she leaned her shoulder against me for a minute. My heart was pounding. At last we broke for lunch. She said, quite matter-of-factly, ‘Room 214 (I made that up – I have no recollection what her room number was)’ and left before I could say anything else.
I don’t remember how I got to her room. I had to carry my laptop bag in front of me to hide my hard-on.
The door was not quite closed all the way.
I walked in and closed it behind me.
Chani was standing a few feet in front of me, barefoot. After the door clicked shut, she unfastened her skirt somehow and it dropped to the floor.
She wasn’t wearing any panties.
She had a sparse bush of jet-black curls on her mound, but I could see the beginning of her smooth labia and her prominent clit – it was a big glistening nub that I could clearly see right under her bush. She said ‘Now you’ve found out. What about you, naughty man?’
I was wearing a polo shirt and light linen slacks, which I dropped down as fast as I could. I pulled my boxers down and my cock sprang out. I got my shirt off over my head, and while it was covering my face she must have walked closer, because when I got it off, she was right in front of me. She put both hands on my chest and ran her fingers through my chest hair. She leaned forward and very gently touched each of my nipples with the tip of her tongue. I started to put my arms around her (my intentions were to grab her naked ass) but she stopped me by taking hold of my elbows and pushing my arms up. While they were up she moved her head in under each arm in turn and rubbed her nose and mouth in my armpits. I could hear and feel her breathing in deeply while her face was pressed in under my arm, and then I felt her tongue tip running up and down the folds.
With her fingers still twined in my chest hair, she knelt down in front of me. My cock bobbed and slapped her on the face and she started rubbing her face all over it. She didn’t lick it or let it pop into her mouth, but rubbed it all over her cheeks and along the side of her nose so that the head rubbed her closed eyes. Then she ducked her head and stuck her nose in between one leg and my balls and sniffed and then stuck her tongue in so that it curled behind my balls to flick at the skin behind them.
She did this for a little while – rubbing her face with my cock and balls but not actually sucking it, licking the insides of my legs and as much of the perineum as she could reach with her tongue-tip. I found it incredibly erotic and titillating. Finally, she rocked back on her heels and started to get up, but then she noticed that there was a drop of pre-cum on the tip of my cock – I had probably been leaking quite a bit already – and she took my cock in her hand and stuck out her tongue underneath it until the pre-cum dripped off. It was only a drop, but she slowly drew her tongue back into her mouth and then ran it over her lips while looking up at me from under her eyelids.
I gotta give myself props for not cumming all over her face right then.
She stood up and ran her hand up her naked hips and then under her halter top to cup her breasts. She said ‘Do you like me without panties?’ I said something, I don’t know what and she said ‘You’d better take a closer look’ with a smile and an arched eyebrow.
Then she did something totally new to me. She turned and walked further into the hotel room until she came to an armchair. She stepped up onto it facing the wall and put her feet on the arms. She leaned forward and put her hands on the wall and then sort of squatted and arched her back a little. The end effect is that she was standing with straddled legs and her cunt and arse pushed out at almost exactly head height – that is to say at mouth height. It looked incredible and my cock twitched and I almost lost it again. I could see that the lips of her cunt were spread open and wet, and the ring of her asshole was a pronounced dark pucker. I took the cheeks of her ass in my hands and pulled them a little apart. She said ‘You naughty fellow – I said you could take a look, not touch’ but she was only teasing – or anyway she didn’t pull away. I slid my thumbs in closer to her asshole (without touching it) and pulled a little so it opened a bit and then gently blew. She said something like ‘Ai you dirty man! What are you doing to my bum? Do you think that I’m the kind of filthy bitch that lets strange men lick her arsehole?’ I didn’t answer (it was a rhetorical question), but pulled her closer to my face and rubbed the tip of my nose and half-open mouth along the joints of her legs and crotch – not really pushing my face into her wet cunt or ass-crack, but along both sides, inhaling her musky smell and flicking my tongue in the folds of skin outside her actual pussy. I’d start as low as I could get in, move up, and by the time I got to her asshole I’d circle around outside it with my tongue without touching. I did this a few times, getting as close as I could. Her hips moved around in tiny circles and then pushed back at me. Her pussy looked extremely wet – moisture was dripping down the inside of one leg.
Teasing time was over. I put the wet flat of my tongue right on her asshole and then pushed into it with the tip. At the same time I moved a hand between her legs and slid a thumb into her cunt. She was so wet and hot that I felt no resistance at all. Her asshole was pulsing against my tongue and I could feel her push it out against me. I let my thumb slide out of her cunt and took her clit between it and my forefinger and squeezed – gently first and then harder, pulling her clit while licked and probed her asshole. She started to shake and said something like ‘Eee eee eee eee eee eee’. She was rocking back and forth a little, and every time she pushed back off the wall I squeezed her clit and pushed my tongue-tip into her asshole. This went on for a little while and her thrusts back against my face were getting stronger until she started to say ‘Oh fuck oh fuck oh fuck oh fuck’. I kept working on her ass with my tongue and squeezing and pulling on her clit. There wasn’t a point when I was sure that she came, but after a while I reckoned she had and pulled back a bit to look at her.
Her cunt was dsoaking (my hand and arm were sticky) and her asshole was swollen and wet. I slipped my thumb back into her pussy and used the other to rub her asshole before sliding it in.
She said ‘Oh god I’m such a filthy slut! I let a strange man lick my bumhole. Now he wants to fuck me. He’s got fingers in my holes. I can’t believe this is happening to me! I’ve been such a good girl. I’ve never let anyone touch my bum like that before’ (I have to say that I didn’t believe this). She was still up on the arms of the chair displaying her cunt and ass to me. I had a thumb in each hole and could feel them inside her – her asshole was getting loose while her pussy was clamping down on my thumb, but then I pulled them out and put my face back, but to taste her pussy this time. I had to crane my neck a bit and ended up with her pussy rubbing all over my chin and mouth while the tip of my nose poked her asshole again.
This was getting uncomfortable for my neck, so I stepped back and pulled on her hips so that she had to step down off the arms of the chair and then onto the floor. My face was covered in her pussy juice. I tried to turn her to face me but she didn’t want to – she backed up against me so that my cock pressed up against her ass. She was shivering and said ‘I don’t know what I can let you do. What would my husband think if I let myself get fucked by a stranger?’
This came as a bit of a shock – she had not mentioned a husband before (or if she had I had forgotten). She wasn’t pulling away from me and my cock was between her legs. I was taller than she so there was no angle to get it into her without changing positions. I moved my hips so that my cock stroked between the lips of her cunt and I slid my hands underneath her halter top to cup her breasts. She had large nipples and gasped when I took them in my fingers and squeezed. I must have said something like ‘What do you want now’ because she said ‘I don’t know what to do – I want a good fucking so bad because I’m a filthy slut.’
That seemed clear enough. She was still standing with her back to me and my cock sliding between the lips of her pussy. I shuffled us around until we face the bed and pushed her (gently) until she fell forward over the bed. She pulled one knee up onto the bed but left the other on the floor. When she did this, my cock just angled naturally into her and without even trying I was all the way in. She wailed when I pulled out a little then jammed back in hard. I gave her ass a light smack as well, and then pulled her cheeks apart so that I could see her asshole again – it was still swollen and wet from all the licking and fingering. I’ll be blunt – my plan was to fuck her a little and then stick it in her ass until I came – and it looked so inviting, pulsing and winking at me.
I jammed my cock into her pussy two or three more times – by the last stroke I had a thumb on her asshole again, rubbing it in circles and starting to spread it a little. Every time I slapped into her cunt, she cried out ‘Ai!’ or ‘Fuck!’ But then she twisted away onto her side so that I popped out of her pussy and looked at me. Her face was flushed and her hair all over. She was panting, but then said ‘I really can’t get fucked like that. My husband would never understand. I’m sorry to lead you on but you felt so good in my pussy and I’m such a little whore that I wanted your cock in me.’
Ok, so this is not exactly what I wanted to hear. Like I said, I was already preparing to fuck her in the ass and was well in the lust-fuck zone where nothing mattered but fucking until I came. My cock was bobbing and throbbing and for a moment I was more than a little angry. She said ‘I’ll make it up to you I promise. You can use me like a little slut, just don’t stick it inside.’
I said something like ‘Wow that’s too bad. I want to fuck you so hard.’ In retrospect this sounds lame but dirty repartee has never been my strongest suite.
She said ‘I’m sorry baby. Will you touch me with your cock again? I liked it when it was sliding between my legs.’
I said ‘That’s not quite as nice as feeling your wet cunt around me. Here- turn over onto your hands and knees. Pull yourself open for me and show me everything.’ She did, going ass-up and face down with her hands pulling her ass cheeks apart. I immediately put a finger in her pussy and one in her ass and heard her grunt. Then I pulled them out and took my cock in one hand and started to rub her asshole with it. She grunted again and I could feel her asshole distend and push out against my cock like she had done against my tongue when I was tossing her salad.
In for a penny, in for a pound. She wanted to fuck but didn’t want to fuck – she wanted to get as close to possible to fucking without actually having my cock inside her. So I started to rub and tease her like I have never done before. I guess that I was hoping that if I got her worked up enough we could go back to fucking (and anyway don’t ask me why fucking was bad but licking and rubbing her asshole and clit were ok). I started out just rubbing her pussy and ass with the head of my cock, but got into a sort of a groove where I would slide the entire length of my cock between the sopping-wet lips of her cunt, and then angle it up and slide it slowly from tip to balls over her asshole, which I was rubbing and pulling on with my thumb until it was pretty wide open. Every time I positioned the head of my cock at her ass, I pushed just a little so that it almost started to pop in, then let it slide along so that I felt the outer pucker of her ass gape a little along the bottom of my cock.
All of this happened faster than it takes to write – this didn’t go on for hours, really, it just seemed like it. I would say that by the time she was face down into the mattress getting her cunt and asshole rubbed with my cock we had been there 30 minutes tops.
Anyway she was constantly talking now – ‘I’m a dirty little whore who wants to get fucked in the bum by a big hairy man but I’m too ashamed to let him. I’m such a fucking bitch for not letting him do it’ – and so on. I don’t remember everything that she said. I had my thumbs on either side of her asshole again, pulling it apart, and it was pretty well wide open by now. I let some spit drop down and it balanced on the ridge of her pucker before dropping in to her hole. The next time my cock sprang up from rubbing her pussy, without much effort the entire head and about an inch was inside – so there I was almost fucking her in the ass after all.
I pulled it out (and I swear I heard a ‘pop’) then pushed again – half of my cock basically fell into her ass before she seemed to notice. ‘Oh god, I shouldn’t! I’ve never let my husband do me up the bum (I thought that this could not possibly be true).’ I popped out again, shifted the grip of my hands on her ass, and then sunk in all the way. She let out an ‘Ahhhh’ that was half scream, half moan. ‘Oh no – why am I so bad’. One more, deep, hard thrust, and I felt wetness on my thighs – I reckon from her pussy, unless she peed on me. When I pulled out again, she said ‘Please no – I can’t make myself stop you but please don’t fuck me like that! I’ll never get over it.’
So ok, I didn’t jam my cock in her ass again, but stood there with it lying against her bum. I said ‘I won’t do anything that you don’t want me too but I really need to cum – I was so close.’
She flopped over onto her side, then up onto her feet facing me (her legs seemed a little wobbly), then put her arms around my neck and kissed me tenderly. ‘Thank you, you lovely naughty man. I want it so much but I can’t.’ (Honestly it seemed to me like that ship had sailed already but hey, what can you do? I wasn’t going to fuck her against her will).
We stood for a minute pressed against each other – she was trembling and from her belly down to the front of her thighs was sticky. My cock was aching. She said ‘I guess I need to take care of you, huh?’ This seemed like a blowjob was coming, but no – Chani marches to the beat of her own drummer. She said ‘Get on the bed like I was.’
I took me a second to register what she had in mind, but I was so fuck-drunk at that point that I would have done anything just to cum. I got up on my hands and knees on the bed, then leaned down on my elbows. I felt her behind me – she started to nip at my ass with sharp little bites, going from side to side but moving closer to the middle. She pulled on my ass cheeks like I had pulled on hers, and then she started to blow warm, wet breaths over my balls and asshole. I felt her tongue flick at the back of my balls, then up a little higher, then along the inside of my crack, getting close but not quite touching my asshole. She didn’t touch my cock at all, but did suck my balls into her mouth, and I could feel her face and nose press between my cheeks. Then she finally and very slowly ran her tongue all the way from my balls to my tailbone and back down again, leaving plenty of saliva on my asshole. At last, she got down to serious ass-licking, running her tongue in circles and probing with the tip.
It was astonishingly pleasurable – and she still wasn’t even touching my cock. She lid lightly rake her fingernails all over my balls while she licked my ass. Finally I could feel her pushing her tongue into my asshole while the very lightest of butterfly touches ran up and down the shaft of my cock. I erupted straight down with a shout.
I collapsed on the bed, then when she said ‘Hey, look’ I rolled over onto one side and craned my head around. Her hands were cupped and looked full of cum – I guess she held them underneath me while she was tonguing my asshole – and she held them up and then tipped them so it flowed into her mouth like she was drinking water from a pool. She licked each finger and wiped off whatever was left by running her hands through her hair. Yes, I also thought about There’s Something About Mary at that point.
I mean, holy shit. She stopped me from fucking her and never took my cock in her mouth, but frenzied ass-licking and swallowing my cum out of her hands was fine. I guess it takes all kinds.
There is a part two. It does include us going back to class covered in dried jizz and pussy juice and reeking of sex, but more happened after that. Also, it turns out she’s not married.
Source: reddit.com/r/gonewildstories/comments/cqz4hh/notquitebutbasically_fucking_chani_during_the
Oh god doesn’t she sound like a wonderful adventurous soul. I love older women that know what they want.
She sounds like a submissive that wanted you to take control and talk dirty to her and degrade her like a little slut, my wife is like that, always seems to be and wants to be in control until i just say fuck no and have my way with her, no holes barred, just there for my fuck pleasure.