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Sex with someone you probably shouldn't have
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By (user no longer on site) OP
over a year ago
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Anyone done this? Mine was ex gfs younger sister! |
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By *lofeldMan
over a year ago
Redhill |
"Anyone done this? Mine was ex gfs younger sister! "
Can't say I have tbh, plenty that I wish I did lol |
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By (user no longer on site)
over a year ago
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Yesss |
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Mine was a fwb sister. When her sister told her during an argument to wind her up she belted the crap out of her sister. Her mum found out and came to my mums house. I was forced by mine and her mum to go sort it out between the girls. I ended up meeting them both separately for years. I was only 21 when it happened. |
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By *j202293Man
over a year ago
South Wales |
1st cousin’s 1st cousin? That ok? |
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By *rNightMan
over a year ago
Coventry |
My Mrs cousin and two of her friends, not at the same time lol |
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By (user no longer on site)
over a year ago
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My ex wife |
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By (user no longer on site)
over a year ago
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All my past 3 exes. |
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By *zlakMan
over a year ago
Norwich |
My mates mum i met in a nightclub when i was 20. She was 38 and hot as fuck. I had fancied her from when we were at school  |
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Fucked my ex Girlfriends younger sister just after we broke up. There had been so much sexual tension between us for ages, that we both just needed the release.
Yes it was amazing! She was engaged, so it was just a one night thing.
Plenty of others that I def shouldn't have. But biggest Taboo
One was my Brother in Law. No regrets though his mouth and arse were both amazing!  |
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I love threads like this so many filthy people.
Mine would be a older lady who lived up the road from me. Didn't realise it was a friend from schools mum. She wasn't particularly filthy or adventurous but we were so sexually compatible it was unreal |
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By *ndiiiMan
over a year ago
Paisley Scotland |
My boss at work. |
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By (user no longer on site)
over a year ago
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Guilty |
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By (user no longer on site)
over a year ago
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Finance Manager at work, works night out, me and her booked at same hotel, we were only ones staying over, one thing led to another...she was married, unhappy. She regretted it (I didn't) but I guess it should be labelled under this heading. We still good friends, no repeat if that night though, even though I definitely would!
Ex-wife, several times recently. |
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Mr here.
My best friends brother’s girlfriend. Initiated wholly by her, and I didn’t even have a clue what she was up to until she took her bra off. And then the next day I figured out she’d planned it months before… 
Was it worth it? Absolutely. Top 5, and we dated for a few months afterwards. I’m still friends with him (but understandably not his brother  ) |
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"1st cousin’s 1st cousin? That ok?"
That could make it your sister or brother... |
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Mr here.
Ended up in bed with a colleagues girlfriend and her sister as we were all d*unk. Fucked the sister as her sister slept (well I think she was asleep lol)
Colleague found out and never spoke to me again. Sister was hot mind. |
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The really hot girl that lived next door to me! Just couldn’t resist when she turned up to mine wearing gym gear and asking for our Wi-Fi password haha |
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Not full sex, but I did go pretty far with a good friend's sister at a festival. Twice.
- D. |
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My best friends Mrs, should never have happened but it did!! |
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By *nitMan
over a year ago
ng7 |
Three sisters not 2gether but strange how they all new I had slept with the other sister and still wanted it ... |
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By (user no longer on site)
over a year ago
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Ex Wife 1's best friend
Friends sister
Friends girlfiend
My Sargeant Majors daughter (when i was a young recruit and we were both 18)
My old boss
Ex wife 2's friend
I have form for this type of thing |
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"1st cousin’s 1st cousin? That ok?"
Isn’t that yourself? I think having a wank is OK, mate- don’t worry about it!?? |
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By *VEJOEMan
over a year ago
Middridge |
A ex gf sister. sex with the sister was better than with the ex. |
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By (user no longer on site)
over a year ago
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My bosses wife, who also used to work with us. On our Christmas do my boss got legless and left early. Ended up getting really flirty and d*unk with his wife and ended up in a travelodge. She fucked like a pornstar. |
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By (user no longer on site)
over a year ago
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Yes, those are they best, aren't they? 
Two I'd only discuss via PM |
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By (user no longer on site)
over a year ago
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Colleague of mine who lived 5 mins from work. A long summer of lunch time shags, followed by several years of awkward encounters in the tea room when it all blew up. Worth it though - she was a minx. |
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By *arkjackMan
over a year ago
West Cork |
"Anyone done this? Mine was ex gfs younger sister! "
Mother's friend, also years later my babysitter.
Sounds made up but actually true. Not as fun as it sounds, but sort of funny. |
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By (user no longer on site) OP
over a year ago
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"Mr here.
My best friends brother’s girlfriend. Initiated wholly by her, and I didn’t even have a clue what she was up to until she took her bra off. And then the next day I figured out she’d planned it months before…
Was it worth it? Absolutely. Top 5, and we dated for a few months afterwards. I’m still friends with him (but understandably not his brother )"
blimey, was similar she did hint for years, id stay over exs family home, go for a piss in the middle of the night, and when coming out of the bathroom she would conveniently be waiting to use the bathroom but just in her bra and thong! |
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By *arkjackMan
over a year ago
West Cork |
"Mr here.
My best friends brother’s girlfriend. Initiated wholly by her, and I didn’t even have a clue what she was up to until she took her bra off. And then the next day I figured out she’d planned it months before…
Was it worth it? Absolutely. Top 5, and we dated for a few months afterwards. I’m still friends with him (but understandably not his brother )
blimey, was similar she did hint for years, id stay over exs family home, go for a piss in the middle of the night, and when coming out of the bathroom she would conveniently be waiting to use the bathroom but just in her bra and thong! "
Girls reading, I hope you're taking notes - you need to be super overt with men, sucking your thumb and blinking slowly at him is barely going to cut it  |
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By (user no longer on site)
over a year ago
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Oh yes- where to start!
Ex GFs friends x2
Secretary at work- 6 month fling. Fingered her as she bent over my desk during work
Multiple clients at work
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By (user no longer on site)
over a year ago
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An ex-girlfriend's mother; a very long time ago and obviously many, many years before I became Lucy. |
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My best schoolmates Dad perhaps shouldn't have happened. But then again I wouldn't be the gurl I am now  |
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Wifes older sister her 2 cousins 4 of her friends and a mates wife . |
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Have a history of quite poor decisions of this kind |
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Few months ago was out drinking in cardiff was really d*unk phoned my mum she sent her bf down to get me hes 59,on way in to my house i could stand he helped me then he helped ne undress and next thing i was pulling is cock out to fuck me hard in which he did |
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By (user no longer on site) OP
over a year ago
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Loads of episodes people have wow, I'm getting people dm me, she started brushing herself past me as the years went by inappropriately every now and then, was quite awkward as I couldn't do anything, until eventually she went away to uni |
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By *tead88Man
over a year ago
nine elms |
A lot of you arent seeing heaven |
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By (user no longer on site)
over a year ago
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My FWBs married brother.. |
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Far too many one night stands…… in my younger days. |
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By (user no longer on site)
over a year ago
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Ex wife’s best friend
Mates ex gf’s |
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By (user no longer on site)
over a year ago
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My best friends sister...and then the same best friends cousin at a later date |
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By (user no longer on site)
over a year ago
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My mother in law |
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By *rooMan
over a year ago
Nottinghamshire |
Mates mum when in early 20s |
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By *haz46Woman
over a year ago
Stockport |
had him three times now |
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When I was 22 my best mate went away for a few days to visit family and I was round his flat, his girlfriend jumped me and we fucked solid for 2 days. To this day he still doesn't know, unless he reads this, in which case - it was 26 years ago and you split with her 25 years ago, get over it. |
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By (user no longer on site)
over a year ago
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Sounds like the fantasy section to me |
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By (user no longer on site)
over a year ago
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Ex Girlfriends best friend (and yes, I regret the trouble it caused). |
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By *im67Man
over a year ago
London |
My ex girlfriend got 2 married sisters and fucked both of them |
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By *edGrayCouple
over a year ago
Swindon |
Oh my word, there is too many over the years, but I never regretted any of them. I have worked my whole life in the hospitality industry, mainly in hotels and restaurants. In my younger days, we worked hard and played hard. Head chefs wife, managers wife, various members of management, guests staying at hotels, regular guests visiting restaurants, work colleagues. Some single but most in relationship or married. The one encounter that stands out was an on going relationship with the Personnel Manager, we were both married at the time.  |
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Most def on more than one occasion xx mrs k xx |
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2 of my mates wives, one I regretted the other was so hot I wish we'd kept it going |
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By (user no longer on site)
over a year ago
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"Currently my friends son "
Are you SERIOUS?!
Man I want the details so much haha |
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By (user no longer on site)
over a year ago
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"Few months ago was out drinking in cardiff was really d*unk phoned my mum she sent her bf down to get me hes 59,on way in to my house i could stand he helped me then he helped ne undress and next thing i was pulling is cock out to fuck me hard in which he did "
I approve this story |
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My ex husband.... I should never have taken the dam thing outa his trousers the first time! |
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Nothing crazy- a few coworkers |
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An older female cousin I was sharing a bed with as a teenager began touching and feeling me all over. Was such a turn on and we experimented lots over the years.
Mrs |
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By *D67Man
over a year ago
glasgow |
My mates sister, if only he knew....and knew how dirty she wes |
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By (user no longer on site) OP
over a year ago
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"My mates sister, if only he knew....and knew how dirty she wes "
its always the exs sister thats dirtier than her lol then again she was a lot younger and probably less prude |
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By (user no longer on site)
over a year ago
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"My mates sister, if only he knew....and knew how dirty she wes
its always the exs sister thats dirtier than her lol then again she was a lot younger and probably less prude "
Ha ha… my exes sister in Poland |
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By (user no longer on site)
over a year ago
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I slept with my mum's best mate when I was 19 and my mum found us asleep together in my bed the next morning |
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By (user no longer on site)
over a year ago
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To be honest I should of not turned down the ones I did I would of rather regretted it |
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"Few months ago was out drinking in cardiff was really d*unk phoned my mum she sent her bf down to get me hes 59,on way in to my house i could stand he helped me then he helped ne undress and next thing i was pulling is cock out to fuck me hard in which he did "
and who could blame him xxx
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"Few months ago was out drinking in cardiff was really d*unk phoned my mum she sent her bf down to get me hes 59,on way in to my house i could stand he helped me then he helped ne undress and next thing i was pulling is cock out to fuck me hard in which he did "
naughty girl
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That’s the best Sex if I’m honest lol |
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My exwife's exhusband's mother's exboyfriend's cousin's mother! |
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By (user no longer on site)
over a year ago
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Ex’s best friend
Step mums best friend
Bosses daughter
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It it bad to sleep with flat mates girlfriend? |
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By (user no longer on site)
over a year ago
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Yes. Felt good at the time but regretted it after xx |
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By (user no longer on site)
over a year ago
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Yep, brothers best pal  |
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By *ndianLuxCouple
over a year ago
West midlands |
Loving this thread. So horny and naughty . Shows lust wins over relationships. Although we didn't had such hot encounters due to conservative culture but we did fancy some friends. |
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Not alone in saying ex wife !!! |
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By (user no longer on site)
over a year ago
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Yeah my Mums best friend when I was 18 and she was 43, the wife of my boss (who’s a dick by the way which makes it all the better) rode me like Seabiscuit behind the bins at Aldi, and a hot nympho nurse gave me a BJ in the toilets of the A&E Department after I broke my leg a couple of years ago.
None of the above is true, but hey, they all started it above in the rest of the thread …. |
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Sisters bf/fiancé hopefully she never finds out |
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By *ndiiiMan
over a year ago
Paisley Scotland |
"Sisters bf/fiancé hopefully she never finds out "
Unless she’s on here too x |
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By (user no longer on site)
over a year ago
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best mates ex and he was in the next room |
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By (user no longer on site)
over a year ago
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"Sisters bf/fiancé hopefully she never finds out "
Ooh was it hot? How are you when you see him now? |
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It was an experience and he gets a little flustered every time he’s around |
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By *mslotMan
over a year ago
Aberdeenshire |
Yes I have and loved every minute of it and carried on for many years. |
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By (user no longer on site)
over a year ago
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My shame was having a girlfriends mother… She was a widow in her 40s and living without a partner - I was staying at gfs house (in the sitting room). mum came down in the night to “get a glass of water” saw I was awake and asked me if I wanted anything…. To my eternal shame I said yes… I suppose she was in part to blame… but my only excuse is that I was only 19… |
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By (user no longer on site)
over a year ago
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"It was an experience and he gets a little flustered every time he’s around "
Do you ever tease him again, or just act completely normal around him now? |
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Two that I can think of.
The ex wife of a former boss of mine. I'd known her for quite a few years when she was married to him, works do's Etc.
I'd heard they had divorced but not seen her for a while and just bumped into her one day. Had lunch, and finished up back at mine for the rest of the afternoon.
I still used to occasionally see my ex boss and it was always difficult to look him in the eye.
The other one was a bit more risky as I'd known her whole family for years and her from when she was very young.
Years later after a chance meeting in a pub we finished up back at mine. It was just a one off and to be honest we were both a bit embarrassed afterwards.
I still used to see her family from time to time sometimes including her and it could be a bit awkward. |
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By (user no longer on site)
over a year ago
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A friend's fiancé |
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My ex’s mother
I was around 19 at the time and went to a 80’s night with her mam and some of her family.
Me and her mam had always been good friends and I was tasked with ensuring that she got home safely afterwards.
As we were taking a short cut across a field she decided to sit down. She kicked off her heels to sooth her aching feet. So I perched on the ground next to her.
I can remember the night sky being so clear as the next thing a hear is her mam say “don’t you think that this kinda romantic?”
Next thing I know her feet were rubbing up and down my leg and …well the rest is history but let’s just say that I am no longer seeing her daughter and her mother moved on. |
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By *hico42Man
over a year ago
dunfermline |
My cousin... Mates wife.. Ex wife |
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"It was an experience and he gets a little flustered every time he’s around
Do you ever tease him again, or just act completely normal around him now?"
Nothing too obvious but tend to bend over more and catch him looking |
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By (user no longer on site)
over a year ago
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"It was an experience and he gets a little flustered every time he’s around
Do you ever tease him again, or just act completely normal around him now?
Nothing too obvious but tend to bend over more and catch him looking "
Wow you sound like my kinda person...knowing you're making him hard for his wife's gorgeous little sister (are you younger? Just assumed that haha!) |
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"Sisters bf/fiancé hopefully she never finds out "
How many times? |
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"had him three times now"
Does she know anything about it lol |
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I’ve fucked a married colleague a couple of times. Her husband has no idea about it |
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"Mother in law
Mates wife x 3
Brother’s girlfriend
The married 40 year old from work when I was 17
Think I have a problem lol"
Yes you do. Being an untrustworthy snake that has no respect for anyone is definitely a problem.
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"Yes. Not my proudest moment."
Who? |
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Ex Girlfriend’s mum, the next morning GF came round and sucked cock, not knowing I’d been with her mum. |
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By (user no longer on site)
over a year ago
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My girlfriends sister |
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My Son's Ex Gf, they'd already split up, she saw me in a pub I don't normally drink in, but was out with some of the lads.
She made a beeline straight for me, we'd always got on when she was with him & always loved wearing short or reavealing outfits. That night was no different, we chatted that long my mates disappeared lol, probably thought I'd scored as they didn't know her lol.
Anyway I joined her & her mates for a while, had a good laugh & said I was off for a taxi.
She asked "oh have you gotta get back for the bairn"
"No she's at her mam's tonight"
That's when she asked, "listen if its ok I'll come back with you & we can have a bit of a catch up, if that's ok with you"
Oblivious to the innuendo at this point I said yeah why not. Got to mine a couple drinks later she took her heels off. I jokingly said "dont stop their, if there's anything else you'd like to take off, don't let me stop you & she undid her skirt & removed her top.
"You now" she said & as I started to undo my jeans, she stopped me.
I thought "you cock teaser" but thats when she came over to me "its much more fun if I do that" as she got on her knees.
Well yes we fucked most of the night & she took it in every hole. I got her a taxi home & kept her knickers. I saw her a couple more times after that, no drink involved, but she informed she had to stop as she was now engaged. Her fiance lived with her at her mam's, they'd been going through some problems but sorted it now.
I still see her round the shops with her fiance/bf/partner & she smiles, waves & acknowledges me, but we've never chatted as he's always there.
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By *ndiiiMan
over a year ago
Paisley Scotland |
How horny is that x |
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By (user no longer on site)
over a year ago
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Neighbours childminder.
We had spoken most days as she used to turn up for work and left but never really thought much about it as she was married, much younger than me. However, our paths crossed and we ended up in a hotel room and completely changed my outlook on BBW…..she was awesome!!! |
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Ohh yeah plenty of them over the years when I was so much younger though on random nights out or people I knew from work...miss them good old days like  |
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By (user no longer on site)
over a year ago
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Gf’s best friend she still doesn’t know and her friend was so much tighter |
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My workmate who went on to be business partner, a week before she got married, and then fairly regularly for the next 35 years...
Rugby mate`s mum and aunt when I missed my train and had to stay over, aunt first then the mum came into my room and sucked me off
FB`s little sister
GF`s aunt, as GF was held up at work
Best mate`s GF, and a few years later, his first wife... |
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Mr here
My best friends sister who was dating another mate at the time.
Somehow the friendships survived! |
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Another one I shouldn't have done was quite a few years ago in Benidorm.
I pulled a one night stand and went back to her apartment (which was fine, no problem)
However, she was there with her daughter (early 20's) who was sleeping in a separate room.
When we had finished she fell asleep and I went naked into the bathroom. I'd only been in there about a minute or two when the door opened and the daughter walked in, also naked.
She seemed (or acted) surprised but within 30 seconds she was giving me a blow job. I didn't fuck her but I could have.
I just didn't fancy the mother, who I'd earlier been fucking, waking up to find me bollock deep in her daughter.
A bit daft really as there wouldn't have been much difference between that and her finding my cock in her daughters mouth. |
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My mum's cousins girl friend when I was in my 20's, Instigated totally by her I add.
I stayed the night at theirs after going out for few drinks, she slipped under the covers with me after he went to work . It carried on for a few months but we stopped after they announced their wedding day. |
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By (user no longer on site)
over a year ago
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Used to work at a well known DIY sore and fucked a customer in lieu of payment for extra carpet! |
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By *aulusMan
over a year ago
Chester |
The ex wifes of 2 of my friends.
I wasnt still mates with the first chap as we'd drifted apart years before and I just bumped into his ex wife after they had just split up and things moved on from there, we saw each other for a little while but it fizzled out.
2nd one was the ex of one of my, still, very best friends. They split up as she was putting it around a lot.
She moved closer to where I was living and again I just bumped into her. It was very passionate but short lived as I felt so guilty and had to stop seeing her. I'm not very proud of that! |
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My xxx boss. Aka a friends father
Carried on for months
She never knew
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I’ve had a threesome with one of my mates, best mates, dad.
I had no idea who he was at the time. It was a bit of a shock when we both realised.
There’s been others too. |
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By *rlandoMan
over a year ago
Lincolnshire |
just google Jimmy Saville |
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"Sounds like the fantasy section to me "
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All I can say is if any of these are true,who needs enemies with friends like you all! |
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I was already a big guy in high school due to all the rugby, wrestling and weights and ended up fucking my very fit English teacher. I was still a bit stupid, but I learned quickly. |
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By *uckMe1Man
over a year ago
wakefield |
My uncles ex wife, have a video somewhere and I’m literally saying “we should not be doing this” |
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By (user no longer on site)
over a year ago
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Housemates brother when i was younger he was older than me lol |
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By *ucka39Man
over a year ago
Newcastle |
"All I can say is if any of these are true,who needs enemies with friends like you all!"
My ex cheated, I thought was a possibility to rebuild the relationship, but it didn't feel the same as before way my feelings became just broken |
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By (user no longer on site)
over a year ago
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An old boss when I was 19 |
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By (user no longer on site)
over a year ago
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Yep, same as that ex's,younger sister,and after that ...her aunt |
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By (user no longer on site)
over a year ago
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"An old boss when I was 19"
My bosses wife about 10 years ago… |
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By (user no longer on site)
over a year ago
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Yeah I fucked my ex's best friend just after we broke up |
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Two sisters at the same night.
Fucked the younger sister first and then went to see the older one, who was my FB, and very kinky.
She found it very hot sucking my cock that had just fucked someone else - never knew it was her sister!
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By (user no longer on site)
over a year ago
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My friend's dad |
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By *ee1967Man
over a year ago
watford |
Sooo many..
Maybe my best mates ex wife. My wife's sister etc |
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By (user no longer on site)
over a year ago
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Ex’s brothers girlfriend |
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By (user no longer on site)
over a year ago
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30 years ago, a friends unattached mother, 12 month affair, hot as fuck |
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Friends mum in the kitchen while she was cooking chicken nuggets cos we had the munchies, while her bf was asleep upstairs |
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My friends girlfriend and my ex’s older sister |
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By (user no longer on site)
over a year ago
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A way older and more senior sales exec at a Christmas do…. |
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The entire of the main board of my company a few years ago… all separately I might add.
Career prospects were helped a lot though, so it was probably a good thing. Oh, and the sex wasn’t bad either |
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By (user no longer on site)
over a year ago
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My younger step sister |
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By (user no longer on site)
over a year ago
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All I'm saying is don't mess about with mum's from the kids school, it's a nightmare |
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By (user no longer on site)
over a year ago
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"The entire of the main board of my company a few years ago… all separately I might add.
Career prospects were helped a lot though, so it was probably a good thing. Oh, and the sex wasn’t bad either "
I had visions of you going round the boar_room table taking them one by one! |
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Friends ex wife after sexting whilst she was serving in the bar we were drinking in! |
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By (user no longer on site)
over a year ago
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Ex Gf, now married to another guy, bumped into her out shopping and we ended up having a few hours together for old times sake. |
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By (user no longer on site)
over a year ago
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Classmates mum lol |
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By (user no longer on site)
over a year ago
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Plenty I wish I had a shot at |
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My sister's best friend who lives next door to me she is stunning couldn't help myself and then with her sister in law because she found out and was saying she will tell my sister what I did so I fucked her too and I still am its been few years now |
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One of my co-workers in the back of her work van. |
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By (user no longer on site)
over a year ago
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Best mates older sister,
Another mates younger sister - who I dated for a few years
2 of Coaches daughters - not at the same time |
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Wife's best friend on sofa, as mrs asleep upstairs |
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"My mates mum i met in a nightclub when i was 20. She was 38 and hot as fuck. I had fancied her from when we were at school "
The highest of fives good sir |
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By (user no longer on site)
over a year ago
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Brothers ex gf |
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Student French teacher in last year of high school |
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Mates mum she got me very d*unk though. |
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My sister in laws sister
My best mates ex wife
My ex wife
Various married female colleagues over the yrs
Next door neighbour |
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By *urenutsMan
over a year ago
waltham cross/Harrow HA1 |
Mates sisters.
EX girlfriend mother
EX girlfriend friend
Neighbour |
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By *redzMan
over a year ago
liverpool |
My driving instructor |
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By (user no longer on site)
over a year ago
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A mates 2 sisters, a week apart. The one a few times even tho she was married to another friend and I also worked with there son |
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By (user no longer on site)
over a year ago
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[Removed by poster at 16/11/22 11:24:00] |
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By *anSMan
over a year ago
Shrewsbury |
[Removed by poster at 16/11/22 13:16:27] |
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By *anSMan
over a year ago
Shrewsbury |
An old school friends mum after bumping into her at the local pub when I was 19-20  |
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"My grandad’s wife"
So your grandma then!!!....wtf!  |
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By (user no longer on site)
over a year ago
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"My grandad’s wife
So your grandma then!!!....wtf! "
His grandad could have been divorced/widowed and remarried. |
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A woman I met in my local pub who was a little d*unk. Only found out afterwards her husband had died the day before! I felt very ashamed  |
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By (user no longer on site)
over a year ago
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"My grandad’s wife"
WTF, isn't that your nan |
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