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Anonymous
@confessions
26 Jan 2015 6:40AM
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I confess that I had sex with a married woman

I am 29 and she is 41. She looks amazing, and Im not talking about amazing for her age, she looks terrific. She’s very fit, about 5’4, maybe 50kgs (I think that’s about 110lb), a or b cups that are very firm which surprised the hell out of me because she has a kid, long blond hair, hour glass shape that I love, without carrying a heap of extra weight or any hail damage. She talks a lot. I mean a lot. Its part of her job to talk (no, she is not in marketing).

The two of us share a hobby that has us running into each other weekend or so. I have more of talent for it than she does, it may have all started when she was asking me about the strategies that I have, which I happily share with anybody.

I live and work away from home and for Christmas just gone I was going home for 2 weeks and wouldn’t be back till jan 3rd. Just before I left quite a few of us were out and about for her birthday (including her husband). After quite a few drinks her husband left because he had to work the next day. After a few more she started dropping some subtle hints. Then her other friends left and the hints became not so subtle. After pretty well everybody took off but her and I, the most awkward conversation that I have ever had in my life started. She came out and said that she’s “attracted to me” and that her and her husband haven’t had sex in more than a year. Considering that we were both drunk we then headed to the back of the bar and started making out. After a few minutes we were kicked out by security and we both went our separate ways home.

It was only a few days later that I took off for home and I had assumed that by the time I got back that the whole thing would be forgotten about and that she would be over her little crush by the time I got back. We didn’t even have each other’s numbers so we didn’t even have any contact for about 2 and a half weeks.

About a week after I got back we saw each other and everything was fine. Nothing was awkward or weird and everything seemed to be back to normal. But at the end of the night she asked me for my number, so I gave it to her.

Then the txts started. It was really flattering. I am not a good looking guy and this spectacular looking woman was txting me about all sorts of things. First it was how we were going to meet up with our past time, then how we were going to meet up for lunch with just the two of us, then how we were going to meet up for drinks on Friday or Saturday night.

We had a few false starts. We had both been drinking, but I am a heavy drinker already and can handle a fair bit of alcohol before I start to go downhill, she on the other hand cannot. It has come to the end of the night and she has asked me back to her place despite the fact that it was after 3am and that her husband and young daughter were there. No matter how many time I brought that up and suggested we go to mine instead she constantly declined and I wasn’t going to push too hard. By coincidence we live very close to each other, about a 10 or 15 min walk. After about 30 mins of constantly trying to get her to turn the music she was playing down and get her to sit down next to me, the alcohol got to her and she started to feel sick, so that was the end of that. She went into her bed room and woke up her husband to help her into the toilet so she could throw up and I was out the back door faster than I had ever moved in my life.

The next week we got the cab back to her place again, about the same time of night and rather than go in, we stood out the front of her place and made out for about 20 mins, then I walked home.

We went out again the next day for an early dinner and finally she decides she want to come back to my place. But she hasn’t made up her mind yet on whether or not she wants to have sex with me. So we are making out on my couch with her shirt of and me completely naked dry humping until she gives me a handy to finish me off. That might sound shit to you guys but I had a beautiful woman give me a handy after not having sex for almost 6 months, and that last one was an ugly, ugly bitch.

Next weekend (Friday just gone) we are out again and very early she asks me if we can head back to my place, of course the answer is yes. It was pretty clear that it was going to happen. We are back at mine and this time it is straight to my bed we are making out for a long time with our cloths very slowly coming off piece by piece. She was wearing a light colour dress with lycra leggings, high heels and a push up bar. I have her dress and bar off again and her small but really firm tits are right in front of my face. She has these perfect nipples that have a really deep pink colour that is a really wonderful contrast to the light colour skin of her breasts. Im taking turns sucking on each one. After a long time I work my way down and for the first time I see her pussy. She doesn’t have knickers on under her leggings. I slide them down her legs and after a little trouble getting them over her high heels, which she never took off the entire time.

I start by licking her pussy which is completely shaved. She making moaning sounds and gently bucking her hips into my face as I go to town with my tongue. After about 10 mins of that she’s stopped me and started on my turn. It’s been a long time since I had a good blow job and it was just a really great feeling. I just lay back and enjoyed it for a while but it really wasn’t what I was after so I didn’t leave her there too long.

I ask her to lie back and ask her “are you sure you want this?” and she says “yes… but you have to put a condom on”. Ok, almost got away with it but its no drama. I put it on, kiss her on the lips and gently feel her pussy with my fingers to guide myself in. I push myself into her and she feels like a woman who hasn’t had sex in a long time. Im still kissing her but she stops and lets out a sigh. Shes soaking wet so I slide in without a whole lot of drama, without her feeling like shes a vag like a windsock.

It’s no surprise to me that she’s a screamer considering that she talks so much. I am on top for about 15 mins and I have her legs on my shoulders with her high heels sticking up in the air and our hands and fingers interlocked as I am going as hard as I can without going off. Shes stopped me because she wanted to put her legs down, so as I have rolled off her she has rolled on me, which is great news for me. I can last a lot longer when I am not in control of the motion. Shes have a great time on top of me grinding into me as she is scratching my chest with her nails and screaming loud enough for me to worry about waking up the neighbours, but not worried enough to stop or tell her to keep it down.

After maybe 20 mins she cums and drops down on my chest breathing very heavy. Her hair was in my eyes but rather than move or complain im just enjoying the feeling of me being inside her and weight on me.

After she has caught her breath she rolls off and pulls me ontop of her again. Shes telling me to fuck her harder and harder, and I am just smashing her has hard as I can while she is digging her nails into my back and I am pulling her hair (not to hard). It only takes me about 10 mins to cum.

We lie naked in bed for about an hour just making small talk. Despite the fact that I have had shit load of booze, she convinces me to give her a lift home with very little effort on her part. I didn’t see her for the rest of this weekend and she has already told me that she is busy on Friday night but wants to see me on Saturday.

I am still not sure how I feel about all this yet. I don’t know her husband as he doesn’t share this hobby that we have. The problems in their marriage are largely caused by his reaction to the financial problems that they are having. They have lost a lot of money in some bad investments and he has thrown himself into work and is completely ignoring her (or at least that is what she is telling me). But in all honestly, that sounds a lot like something that I would do if I was in that situation, I am a bit of an arsehole as I am sure I didn’t have to prove considering I just fucked another man’s wife. Its difficult to reconcile these actions of by say that he’s messing up his marriage when I have many of the same character faults (and evidently a few more).

I console myself with the fact that she made every single move from start to finish, which I am not saying excuses or absolves me from any blame at all, but at least I didn't set out to do this. Of course I could have and should have said not at every point along the way, but the feeling of a spectacular looking woman wanting to have sex with me is just too much to say no to. I have no idea how this will end but if at any point she decides that she wants to end it I will let it go without an issue. Hopefully I can just enjoy the ride for the time being.

If you have any questions, feel free to ask. I have no idea weather or not I will answer as I may or may not check back. Plus there are to many cum stains here saying "pics or gtfo" or "i'm the OP and I'm a fag" so there is a half decent chance that I will just never check back, but I might.

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Anonymous
@confessions
14 May 2014 12:01AM
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There is this older chick at work who is super into fitness and working out, very muscular but still feminine enough looking to be hot. Its not normally my cup of tea, but she just screams fuck me with the stuff she wears to work.

I just broke up with my GF and she found out, turned up the teasing at work so I said fuck it...why not

I went over to her house after work on Friday. She is very blunt and opened the door naked. Once I came inside we didnt waste any time and went straight to her room. She didnt even have to ask, I was naked in a second.

I laid on the bed and she got on top. I was raging hard but she wanted to give me a massage. I wanted to fuck, but I thought hell I will get a massage and then fuck her. She had a very controlling feel about her, and to my surprise I kind of liked it.

After a few minutes of massaging she started to whisper in my ear how "I was making mommy so wet with my moaning". I wasnt sure if she meant it as an incest roleplay or not but I loved it as Im into incest roleplay.

After massaging every inch of my body she sat on my face and made me eat her out. She was soaking wet and it was the best tasting pussy I have ever had, it was so sweet and fresh tasting.

She kept teasing my cock, slowly, and I was on the edge of cumming and she knew it.
She started squirting all over my face and it seemed like it was never going to stop.

She wrapped her lips around my cock and I instantly started to cum. She got up off my face, turned around sitting on my chest and held me down, and kissed me pushing all my cum into my mouth. I was so turned on I didnt care.

We spent hours fucking, sucking, eating her out until we passed out. She definitely took control the whole time and it was nice being able to let go and be her boy toy.

I was completely drained and slept very hard that night. I woke up with her under the blankets putting a cock cage on me. I kinda freaked out as I woke up, but I wasnt about to tell her no.

She got out of bed wearing the sexiest panties. Black and red lace with strings and...just fuck, they were hot.

I just laid there in bed not knowing what to say as she put on a strapon with an evil grin on her face.

She got back ontop of me and said "If youre a good lil boy for mommy for one week and only cum from me fucking you...you can have mommy for one week any way you want after"

Nothing else was said but we both knew I agreed. She lubed up and started fingering my ass toying me. I strained against the cock cage and it was so sexy. She aimed her strapon for my ass and put my legs around her.

As she slid into my ass she made me beg for more, made me beg for mommy to make me cum.
After about 15 minutes of her fucking me, I had my first 100% prostate orgasm. I had used toys before, but never came just from them.

We have met up every day now and she makes me cum insanely hard fucking my ass...

What should I do with her next week??

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Anonymous
@soapbox
20 Apr 2013 9:29AM
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motherless got shit since it started using add ontop of the videos which won't close. well done motherless!

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MisguidedAngel
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@requests
13 Aug 2023 5:36PM
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You reach around and grab my tits hard, 'EEEEE Fuuuuu EEEE EEEE' I start squealing like a little piggy in heat. You push me off as I fall to my knees and grab onto your cock with my mouth - Licking it, getting is wet, trying to at least. You push me off again and stand up, I follow you, trying to get your cock in my mouth, trying to not allow you to go a minute without something warm wrapped onto your cock. You push my face into the couch and grab my hips. You slam your cock in my pussy. I cry out but there is no use. 'EE EE EE, grunt grun grunt EE EE EEE' You slap my ass, once, twice, three times. "There, how is that my Anal Pigslut, some pussy juice for me" You feel my pussy contracting, you feel my wetness, you pull out and it almost splatters with how wet I am. SLAMMING your cock back into my ass. "There, a little better at least, don't you think so Piggy?" I try to get my head out of the couch 'Yea Yes Sir EE EE EE' "Oh what the fuck do I care what you think, you are mine to use, right?" I just nod as your cock stretching my asshole. You grip tightly onto my hips and hold your cock deep. You cum deep in my asshole. I start to shake my head 'NOOO EE OINK OINK EEE I WANTED TO TASTE YOU ASSHOLE!' You slap my ass harder than I have ever been slapped. You pull out and finish cumming in my pants which are still around one of my ankles. You grab my jeans and whipe your cock clean as I try to move from the couch but can't due to my asshole burning and pussy almost dripping. You move back and slap my ass 5 more times. You reach down and grab my hair and pull me to standing position. "FUCKING LEAVE NOW! You have 1 minute!" You scorn at me as I try to catch my composure and get my pants on. I see your cum in my pants, splattered on the crouch. I pull them up and feel it in my pussy hair. 'I am sorry Sir, I am sor' SLAP "You have 30 seconds, get the fuck out"I grab my tank top and tshirt and get out. I sit in my car, ass still burning, still red hot and your cum being held inside. I get a text "Cum in your car if you ever EVER want to see me again, I will be watching" I look up at your window and see you looking out it. I lean back slightly and put my hand down my pants. I feel your cum on the back of my fingers, I feel my pussy soaking wet. I bite my lip and start to rub my clit, hard and fast right away. Closing my eyes I arch my back and rub my clit for you Sir. You standing by your door outside now that you are put together. You walk over to my car, I start rubbing faster, harder, you lean over and put your arm ontop of my car incase anyone else is around. You are just talking with me. You lick your lips and have that look of possession in your eyes. I open my eyes and realize you are right there. I open my window and stop rubbing. "RUB your fucking clit cunt, I am only out here to protect your innocence incase other people see how big of a fucking WHORE you are" You reach in and grab my breast and grab my nipple and twist. My hand is soaking wet, finger is rubbing my clit harder than before. "FUCKING CUM CUNT" You tell at me in the window and stand up and look around, Stretching. My body tenses up, legs straight, holding my breath, I cum, I feel it, I feel it all coming out.  

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Anonymous
@confessions
17 Apr 2013 6:33AM
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Part 1 (wouldnt let me post a reply) http://motherless.com/V9E07E42

OP..
The next day after(I'll call her paige) Paige and I first fucked, I woke up an got up around 7 or 8 to take a piss, Then went back to sleep. I woke up again smelling a faint perfume and feeling a warmth over my body, I opened my eyes and paige was on top of me... I couldnt move because she was ontop of my blanket, She smiled and kissed me and said "Good morning" While she rubbed her ass and pussy hard against my now hard dick... We kissed for awhile till i couldnt take it and pulled the blanket off. We both fumbled with our clothes and got them off, Then she sat on my legs and leaned forward n Kissed me and Said "sshhh, Your sister went to work and im babysitting" she pointed to a baby monitor on my bed. I said "ok" while i played with her wet pussy, I wiggled my finger on her clit and she shivered. Then like a wild woman she scooted forward onto my dick and started to ride me hard and fast. (We had to stop to pull the bad away from the wall cuz we were knocking into it) I told her i was gonna cum soon, She whispered in my ear "Go ahead im on the pill" I pulled a couple blankets over us.. Then wrapped my arms around her holding her close, As i fucked her as fast and hard as i could... It felt like i was cumming in her forever, she was biting on my neck making little grunting noises.. As i pulled out She whispered "Your gonna be in me all day" she started pushing the cum dribbling out back into her pussy. We both got dressed, Smoked a few bowls, went upstairs and she cooked breakfest. (First morning of the week :])

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greatwhite420
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@random
15 May 2017 2:04PM
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Love watching her like this,,, lots more on profile... would u let her ontop of u???

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Anonymous
@confessions
01 Jan 2013 12:27AM
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I confess some ugly slut started sitting ontop of me in the pub earlier, grinding on me whilst her husband watched in disbelief. She has 2 kids at home and she was acting like a desperate little crackewhore. I felt like slapping that bitch and fucking her with a power tool there and then to teach her not to act like such a slut.

How can some girls be so vile? Uhh.

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Anonymous
@confessions
23 Mar 2014 5:04AM
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I confess I am going to rape some girls this summer.

Im sick of their fucking attitude always treating me differently and the bs they say behind my back.

This one is batshit insane thinks she can see ghosts and is possesed on a weekly basis. Gets angry at nothing and is a fucking whore. Ive masterbated into her panties so many times ive even worn them while jacking off and cumming into her bras and swim suits. I love cumming right where her cunt sits in the sexy ones she wares for boys but 99& of the time she doesn't ware any panties.

She likes alcohol a lot so that is how im going to do it, ive been DIY distilling store bought alcohol mainly clear vodka my goal is to get a really high proof alcohol and make a fruity drink that covers up the true amount of alcohol in it. Half way through the night I will start making them for people but hers will be made with the concentrated alcohol.

After she is so drunk she goes to bed what she does after a good amount I will sneak in and sleep test her to see how far gone she is and if need be pour more alcohol down her throut but 100% concentrated undiluted alcohol.

Once I know shes out I am going to take pictures of her nude but the head. Then I am going to lay her over the edge of the bed and fuck her throat. After its good and lubed up im going to have some fun with her slutty pussy stopping to put it back in her dirty mouth every now and then.

After ive bored with her pussy I am going to play with her asshole she has an "EXIT ONLY" Policy im going to enjoy throughly violating I may even take some pix and video to enjoy until I can do it again. I will be gentle geting it in as I don't want to damage her but once shes broke in its going to get rough I may even need to take a break to force more alcohol into her so she doesn't wake up halfway through the hardest assfuck she will ever get.

Once I am ready to blow im going make her do ass to mouth something she'd never do and ram my cock all the way down and hold it there until I finish choking her on my sperm.

Ill clean her up and pour some liquid laxitive down her thoat when im done so she will hopefully shit herself or spend all the next day on the toilet shitting her brains out so she won't question why her ass hurts so bad.

I hope she pukes alot to so she doesn't questions the taste of shit in her mouth either.


She will be my trial victim if she doesn't figure out she was raped I plan on repeating the process with some of her cute friends most of which are as stuck up and bitchy as she is, one of her friends doesn't suck dick or take it in the ass ontop of that she has B cup tits too small for a tit fuck and isn't above a 4 in the looks dept. I would enjoy butt raping her due to past issues.

Then theres the smoken red head tall nice legs pornstar ass C cup tits that could be fun to fuck and she has the most beautiful shade of green eyes. I doubt id have to make this one pass out as long as she was drunk enough and she thinks ive had as much she doesn't know I don't drink alcohol at all.

The raw honest truth I would love to be a serial rapeist but can't lack of motive is one the only girls I want to rape are ones ive known long enough to think someone should rape them because of how they act.

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Anonymous
@confessions
06 Apr 2014 11:33AM
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I just so happened to have a business trip in the same town my son is going to college in. I asked him if it would be ok to crash at his place. Originally he was going to sleep on the couch and me in his bed since its just a one bedroom apartment.

We started drinking together and I went into his room/bathroom where my stuff was and stripped down to my boyshorts and bra. I told him it was too hot in here and it was more comfortable. He nervously just went along with it.

Truth was I had a plug in my ass all day and I was dripping wet. We were both sitting on the couch sideways facing each other and I made sure he had full access of my crotch. We kept drinking and I told him its too late to set up the couch and we can just share his bed since its a queen size.

He got into bed in just his boxers but I could see he was rock hard so before I turned off the lights I took off my bra and turned around while I bent over taking off my panties.

I slipped into bed and he didnt say anything. I grabbed his cock and got ontop of him, riding him begging him to cum in his mommy's pussy. It didnt take him long and I just kept riding knowing I was close myself. He never went soft and said he was cumming again. I lost it, my ass tightened down on the plug that was still in my ass and I started squirting all over my son's cock.

I sat over my son's face and told him to make sure he cleans out every drop of cum. Im not sure if it was the alcohol or if he had done this before, but he eagerly licked his cum out of me and I squirted all over his face.

We fucked all night and I have a new type of love for my son...

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Anonymous
@confessions
11 Dec 2011 4:46PM
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I love cruising the streets on the weekends where I live. It's a college town, full of young, drunk chicks in miniskirts walking home from parties. Last night, I noticed a hot blonde wearing heels and a skirt. As we crossed paths, I reached my hand up her skirt...my fingers inched past her tiny lacy thong right into her warm and damp pussy before sliding my middle finger over her asshole. I immediately smelled and licked my fingers, noticing the sweet lotion she had rubbed on the soft skin of her bare ass. Her pussy tasted of raspberries and cream ontop of her rosy sweet smelling asshole. My tiny dick swelled immediately. she didn't even react aside from a quick yelp and laugh. she knew that was the most pussy I would ever get from a girl of her stature.

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Alex_Aussie
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@confessions
27 Apr 2012 9:02PM
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Prostitutes: So what are some experiences people out there have had with them? I am only twenty but I have already had sex with two of them.
For me the experience was new (at the time I was a virgin and eager to stop being one) but when you pay for it there is only so much you can get out of it. Dont get me wrong I am glad I did it, I will explain the circumstances.
I was a reserved teenager, I am fairly intelligent but in the end that mean absolutely nothing in school, and it was only after I left school and started working in the local factory (where I was earning great bucks) that I finally started to come out of my shell a bit.
Then I made the decision to take a 2 month tour of europe, followed by a 5 month stay in Canada. While this time had its ups and downs I was determined to lose my virginity in this time (funny how it is only such a big deal at the time when you have yet to have sex) and in the end it was an awesome experience, while there were some close calls, I didnt manage it until I made it to Amsterdam, where I thought this HAS to end, so I went in and just really picked the first decent looking one I could find in the red light district. She was a Brazilian Brunette and really nice, which was good, because I was FUCKING NERVOUS (ill admit I was just so glad I could talk to her, just to control my nerves a bit), I am a pretty laid back person but I am not very good at situations where I have no idea what is expected of me. So I wont bore you with the details you can all imagine the pathetic amount of time it lasted. Then the second one followed closely afterwards, in an urge to try and perform better (which failed may I add).
For me personally I hate throwing names at people ,(lets face it if you actually look at the situation logically there is nothing to judge, they are just women who I am sure would love to be working a steady 9 to 5, instead of putting up with sweaty desperate men grunting ontop of them, but for one reason or another need more money or cannot find a steady job to support themselves or the ones they love)But now for me, because there is a woman out there who holds me virginity I will never be one of those people who think of it as a disgusting profession full of disgusting people. which I have had the pleasure to discover it is not.
So if you have had an experience with prostitutes that meant something more to you than paying and fucking then moving on then reply away, or if anything else you think warrants discussion then please jump in :)

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ImpureSavior
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@confessions
05 Jun 2022 6:25PM
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Birthday Story:
It was my Aunt Ashley's 32nd birthday today.
She wanted to go out drinking for a night as a celebration, being that I'm a good nephew..I came along.. bought her plenty of drinks, and also for her friends.
Spent most of the time in the bars with her, beside her.
Hours go by, progressively more intoxicated, my Aunt loosened up quite a bit.. being more touchey than usual leaning on me, hugging me, squeezing my arm, etc–came back from being outside, her spot was taken.. I offered my seat to which she tells me that "Oh no, it's fine, I've got a good seat right there" pointing to my crotch, my Aunt, in these grey sweat-pants, almost see-through if you look hard enough, sits her fat-ass right on my cock. Time goes by of her sitting there, laughing; moving her ass around on my crotch, to which I got one of the stiffest hard-on's I've ever had. To which, evidently, Ashley noticed this.. my cock being pressed right against her entrance. She leaned back and whispered to me "You like that, do you? I can tell. Keep going like that and we're going to have a one-on-one conversation about this"
Only further intensified my raging hard-on my own Aunt.
I moved my right hand onto her ass, feeling her up; I sat-up straighter, moving her up enough so that my dick nearly perfectly lined up with her pussy. pressing right into her sweatpants/leggings so much so that she could practically feel my cock-head against her pussy-lips

As the night wore on, so did we. Once the majority of everyone left the party, bar after bar, my Aunt decided it was time to leave. Asking her if I should just get a cab, she offered that I could catch one with her.
Which, I did just that. Our driver even commented on how we "look like quite the couple" asking me if "thats the wife"
She, of course, only laughed it off followed by a quieter "Yeah.."

Once her stop came, I wished her goodnight.
She asked me what I was talking about..looking at her a bit confused, she brought up that we "still needed to have that conversation" to which, I, of course, followed her inside.
Presumint that I was in shit for how I behaved, she instead stripped out of her coat, and asked that I can "get comfortable" as I wasn't getting home tonight.
Taking my blazer, vest, and tie off, I came back to her room to see that Ashley was now out of her top.. only in a bra and those same sweatpants that I've been staring at her ass in for years.

She sat me down next to her, her tits struggling to stay in her bra, she pushed me down onto my back and undid my pants, pulling them down to knees.
"I wanna see what exactly was stabbing me in the ass all night.." she said to me, biting her lip afterwards.
Stroking my cock through my underwear, she ripped down my underwear just my cock to fly up and nearly hit her square in the lips, standing up so much so that my head lined right up between her eyebrows
From there, well..it was all a rush that I never expected would come true. 
She wrapped her beautiful lips around my cock and got to work, struggling to take all of it down her throat.

Moral of the story being that I fucked my Aunt Ashley's brains out for the next couple hours.She sucked me off, rode me, I fucked her both missionary and doggystyle all in between other positions I can remember the names of.
The cherry ontop being that I finished deep inside her, twice.
I'm hoping I got her pregnant, as..well..I wouldn't mind her being the wife our driver thought she was.

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