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My childhood babysitter

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By (user no longer on site) OP    47 weeks ago

Back in my mid twenties whilst working away from home, minding my own business in my hotel room, when I get a friend request from a woman whose name i didn't recognise. Bored, horny and generally a bit nosey I looked at her profile to see if I could figure out who she was. After looking at a couple of pictures of this tall, blonde, and rather nice figured woman the penny dropped. Not recognising her name at first now made sense, as this was her now married name, but for this story let's call her Nikki. So this attractive middle aged woman was in fact the daughter of my grandparents friends, who as a rather young and at that point very innocent boy was my babysitter. So after some chatting back and forth about life in the long time since i had last seen her the conversation seemed to turn a little flirty. Turns out after a divorce and years of family life she was a little bored too. She was going out that weekend in the local town with some friends and asked if I wanted to join them. Yeah sure, I thought maybe I was just imaging the flirting so I tried to behave myself and I had no plans anyway so why not.

The chat kept going the rest of the week and my mind was exercising it's imagination nicely. The weekend finally arrived and after making it back to my flat I got myself ready to go out. Quite excited after the best part of a week thinking what was going to happen I convinced myself it was just a catch up and not to get myself into what could be a very embarrassing situation. After a couple drinks in the flat I headed out to meet with girls. Nervously heading into the bar I was greeted with a roar from a group of rowdy women at a table in the corner. Looking over and spotting Nikki I felt a little more relaxed. Walking over to the table as Nikki climbed out past her mates to greet me I was met by this very tall, hour glass figure in a tight dress, high heels and beaming smile who grabbed me like I'd just returned from the war. As I was being hugged tightly against her chest to a chorus of whooping and hollering from the group I thought this might be a good night.

As the drinks flowed and we all chatted away I felt very welcomed into the group. It wasn't bad company for a guy in his mid twenties, 7 or 8 attractive women ranging from mid thirties to late fifties all in various relationship status and all by this point a bit merry. There was a bit of teasing my way that a younger man might be out of his depth with some of these older women but it was all good fun and some of there stories didnt leave a lot left to the imagination.

The night was coming to an end and time to go elsewhere. An after party at one of the girls houses was offered and off we went. Walking up the road, Nikki said she was a bit tired and would I walk her home. As we arrived at her house she asked if I wanted a coffee and I gladly accepted. I was shown to the living room and she headed to the kitchen. Thinking to myself as i heard the kettle being filled and cups clanging that a good catch up might be all I was getting. As I looked up to the returning figure in the doorway I realised how wrong I was.....

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By *irChefMan 47 weeks ago

Great dunmow

Sounds good!

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By *pagedMan 47 weeks ago

Doncaster

great stuff

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By *ornynhappy23Man 47 weeks ago

renfrewshireish

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By *ohn_1983Man 47 weeks ago

South of Norwich

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By (user no longer on site) 47 weeks ago

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By (user no longer on site) 47 weeks ago

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By *es_wrentMan 47 weeks ago

Hatfield

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By *auljames1986Man 47 weeks ago

south london

Hurry up finish this off it’s good

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By *rodigalMan 47 weeks ago

sunderland

Nice looking forward to next bit

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By (user no longer on site) 47 weeks ago

My babysitter used to come round with his mates and share with me and then I sucked them off

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By *erri AnneTV/TS 47 weeks ago

Shannon and Costa Blanca

Good start but pity they didn’t go to the party in the house

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By *atehantsTV/TS 47 weeks ago

Petersfield

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By *j47Man 47 weeks ago

limerick

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By *oth0712Man 47 weeks ago

cambridge

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By (user no longer on site) 47 weeks ago

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By *ike231251Man 47 weeks ago

Heckmondwike

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By *akbearMan 47 weeks ago

Newbury

That's a good start

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By *innymac34Man 47 weeks ago

Clare

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By *ogan WillowCouple 47 weeks ago

Leeds

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By *j and c 2Couple 47 weeks ago

mullingar

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By *agnar1980Man 47 weeks ago

Poole

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By *igerman23Man 47 weeks ago

hayes

Oh my more please

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By *ragsterMan 47 weeks ago

Blackburn

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By *lymouth nice guyMan 47 weeks ago

Plymouth

More

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By *ricky09Man 47 weeks ago

Gloucester/Cyprus

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By *ockforplay66Man 47 weeks ago

Southampton/isle of wight/ everywhere

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By *ussD1Man 47 weeks ago

Gloucester

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By *igkidexyMan 47 weeks ago

Dublin

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By *ob jonesMan 47 weeks ago

Wales

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By *J GeminiTV/TS 47 weeks ago

Northumberland

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By *lugoneMan 47 weeks ago

rathmicheal

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By *bwlover1971Man 47 weeks ago

Lowestoft

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By *ameisnawtyMan 47 weeks ago

anywhere

Great start

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By *exymarvelMan 47 weeks ago

cardiff

My babysitter is still hot as hell and only lives a few hundred yds from me, i had many a self pleasure session over her

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By *orgotten22Woman 47 weeks ago

out in the sticks in the north east england

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By *itboyslim2Man 47 weeks ago

stevenage

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By *lugoneMan 47 weeks ago

rathmicheal

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By *evonFbsCouple 47 weeks ago

SIDMOUTH

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By *overt711CoolMan 47 weeks ago

Leicestershire

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By *sprey6Man 47 weeks ago

Here!

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By *oppy12Man 47 weeks ago

Swindon

Excellent

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By *ivek68Man 47 weeks ago

york

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By *onnyrottenMan 47 weeks ago

cotswolds

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By (user no longer on site) 47 weeks ago

Great start OP

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By *ndrea54TV/TS 47 weeks ago

cambridge

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By *eeker of pleasureMan 47 weeks ago

manchester

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By (user no longer on site) 47 weeks ago

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By *ensualgent38Man 47 weeks ago

London & Edinburgh

One of my all time fantasies

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By *atesey68Man 47 weeks ago

audley

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By *adyinred696969Couple 47 weeks ago

Brecon

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By *eter4383Man 47 weeks ago

Norfolk

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By *rgasm4u69Man 47 weeks ago

Warrington

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By *lugoneMan 47 weeks ago

rathmicheal

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By (user no longer on site) 47 weeks ago

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By *lderWiserNowMan 47 weeks ago

Kettrin

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By *innymac34Man 47 weeks ago

Clare

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By *j89100Man 47 weeks ago

limerick

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By *eandher4and9Couple 47 weeks ago

leeds

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By *unForrestRunMan 47 weeks ago

North Ayrshire.

I’m looking forward to the second instalment of this story.

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By *layfulGentMan 47 weeks ago

Doncaster South Yorkshire

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By *ottopcock9Man 47 weeks ago

Cumnock

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By *ormladMan 47 weeks ago

Kilmarnock

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By *ucksguy2000Man 47 weeks ago

aylesbury

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By *lugoneMan 47 weeks ago

rathmicheal

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By *ensualNorthantsMan 47 weeks ago

Northampton

...

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By *duk70Man 47 weeks ago

langley

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By *peedy74Man 47 weeks ago

Thame

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By *eloveitsosexyCouple 47 weeks ago

Poole

Mm baby sitting. Xx

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By *ememberTheNameMan 47 weeks ago

barnsley

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By *cotty909Man 47 weeks ago

tranent

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By *innymac34Man 47 weeks ago

Clare

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By *lugoneMan 47 weeks ago

rathmicheal

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By *cubasexMan 47 weeks ago

dudley

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By *imbob2145Man 47 weeks ago

Stirling

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By *ex-BombsCouple 47 weeks ago

Flitwick

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By *on BurgundieMan 47 weeks ago

Edinburgh

Great start

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By *yore34Man 47 weeks ago

Hull

Love this love to hear more

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By (user no longer on site) OP    47 weeks ago

So as I looked into the doorway I was greeted by Nikki, standing in only her high heels and black lace lingerie. One hand above her head on the doorway and the other resting on her hip, her breasts bulging out the top of her bra and her thong clinging on to the top of her shapely hips.

I thought you'd like something else hot and wet she said. I swallowed hard as my cock pulsed with the sight of her. I teasingly said that I would manage. As she walked slowly towards me on the sofa, my cock now rock hard and trying to break out from my jeans. She straddled me and sat on my lap. As she slide up my thighs I could smell her perfume and feel the heat from her throbbing pussy as it pressed into my cock. She must of felt it too as she smiled and said I think you might have something in your pocket for me. By this point the feeling was electric, my cock was rock hard and I could feel her moving over me seductively. She brought her hands up to her chest and cupped her pert breasts and said " so how do you like my birthday present?" She earlier in the night been talking to her friend about her new boob job, having been fairly small chested was now a very confident and happy chest sized woman. They look very good from here I said, although the proofs in how they feel. Before I could finish she grabbed my hands and thrust them onto her chest. As I enjoyed gently squeezing and caressing them I could feel how hard her nipples were getting and her breathing deepened. I leant forward as I pinched her hard nipples through the soft lace and kissed her. She groaned softly as she kissed me back and we spent the next few minutes like randy teenagers kissing passionately.

When the brief pause in kissing came I slipped to her cheek and gently kissed across it, playfully nibbled her ear and kept going down her neck. I hand my hands firmly on her back as she gasped hard and whispered " I want you now". My cock pulsed hard against her as I slide my hands to her bra strap and unclipped it. As I pulled the clip apart she sat back and it fell gently from her shoulders revealing her hard nipples. I grabbed them once again and moved in to suck them. She gasped again and pulled my head in tight as I teased them with my tongue, sucking and licking each of them in turn.

Having never handled anything other than natural breasts before I was pleasantly surprised by how natural they felt and as I conveyed my pleasure she smiled saying "I'm glad you like them, but now it's my turn".

She slid herself back off me and ran a hand down my chest onto my crotch. Gripping the firm bulge sticking through my jeans saying "I think we need to look at this". I slipped forward on the couch and leant back as she loosened my belt buckle and undone my jeans. My cock is rock hard by now and as I lifted myself she pulled my jeans off. Looking at my bulging cock through my boxers she smiled cheekily and said "just these now". Pulling slowly at my waistband bending my throbbing cock over as they slid down, it finally sprung free and stood to attention like a soldier on parade, She bit her bottom lip and gave out a moan as she slowly ran her hands up my thighs. "I'm going to enjoy this" she whispered as she finally gripped my cock in her hand. She started to stroke it gently, pulling down to reveal my throbbing head which by now was glistening with pre-cum from all the teasing. I groaned from the immense pleasure of her touching me, as I did she leant forward and slid me right into her mouth. With the feeling of her tongue sliding down my shaft and as the tip hit the back of her throat I thought I was going to explode there and then. It pulsed hard and she pulled back and started into a rhythm, by this point I'm in pure ecstasy and watching her sucking me and looking up at me there was no place else I wanted to be. As she lifted her head away, gently kissing the tip one last time she smiled again saying "I've been thinking about doing that all night". Well maybe it's my turn to do the same I said. Standing up I grabbed her hips and spun her towards the sofa. With a gentle press on her back she dropped onto her knees and leaned forward. Running my hands down her back as I knelt behind her I started to kiss her ass cheeks whilst squeezing them firmly. I could feel the heat from her pussy and the sweet aroma of her excitement. As I continued to tease her, running my fingers across her lace thong I could feel how wet she was. Her underwear was soaked and my cock continued to throb from the lust. I slowly gripped her waistband and gently started to pull off her underwear. Stopping and teasing a little more as I went as she begged me keep going. Slipping off the final bit of her curvy thighs they dropped to her knees finally revealing her soaking wet shaved pussy. Not hesitating any longer I gripped her ass cheeks tightly, parted them slightly and buried my face deep into her wet lips. I could hear her gasp loudly as my tongue danced over her hard clit and slipping into her hot wet pussy. The more my mouth went to work the more vocal she became and I was enjoying listening to her moaning until finally her whole body convulsed into life as she came hard on my tongue. I could feel her pussy contracting as she screamed loudly before collapsing into a quivering heap on the sofa with one hand on on her pussy. She was red in the face with a glisten to her forehead and a burning look of lust in her eyes as she looked back at me gathering her breath. Feeling proud of myself for showing what this young buck was capable off to my more mature partner I cheekily said "ready to go again?"

Much to my delight the response that quickly came back was "I hope your ready, we'll be having a long night".

With a response like that my cock was throbbing harder than ever. It was time to party....

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By *oppy12Man 47 weeks ago

Swindon

Fabulous!

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By *ucksguy2000Man 47 weeks ago

aylesbury

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By *atesey68Man 47 weeks ago

audley

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By *ougarandcubessexCouple 47 weeks ago

Colchester ,Essex

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By *ormladMan 47 weeks ago

Kilmarnock

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By *ensualNorthantsMan 47 weeks ago

Northampton

AWESOME

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By *j89100Man 47 weeks ago

limerick

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By *ike231251Man 47 weeks ago

Heckmondwike

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By *innymac34Man 47 weeks ago

Clare

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By *ogan WillowCouple 47 weeks ago

Leeds

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By *exymarvelMan 47 weeks ago

cardiff

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By *lugoneMan 47 weeks ago

rathmicheal

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By *lderWiserNowMan 47 weeks ago

Kettrin

Terrific, shame OP left though

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By *ussD1Man 47 weeks ago

Gloucester

Great stuff but alas that’s probably it.

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By *unkchubbsMan 47 weeks ago

Leicester

I was approached in our local village pub by a lady I knew off, she said she use to babysit me when I was a baby and she has seen my cock, I said it’s a lot bigger now, she asked for a look outside, she gave a great blow job, that’s all .

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By (user no longer on site) 47 weeks ago

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By *tephine DommeTV/TS 47 weeks ago

Waterford Ireland

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By *019myyeartofabMan 47 weeks ago

dorchester

Very good…… now more please

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By *evonFbsCouple 47 weeks ago

SIDMOUTH

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By *rgar27Man 41 weeks ago

Bognor Regis

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By *rgasmdonorMan 41 weeks ago

millstreet

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By *ton_maleMan 41 weeks ago

Shoreham

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By *ave65Man 41 weeks ago

Rotherham

When I was around 12 or 13, we had a 21 year old babysitter for my younger brother, he was only one at the time. One night, I could hear some funny noises little moans, so I sneak downstairs. Looked in the living room and I could see the babysitter playing me for self, she had her hand inside her knickers, rubbing her pussy.

I watched her cum and I sneak back upstairs to bed about an hour later which she came to check on my younger brother. She came into my room and throw her dirty panties to me and said enjoy. And from that day to this, I just love smelling and tasting panties. Whoever is I can get my hands on

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By *lan1chunkyMan 41 weeks ago

Prestwich

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By *ijoe689Man 41 weeks ago

cyprus

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By *evonFbsCouple 41 weeks ago

SIDMOUTH

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By *ex-BombsCouple 40 weeks ago

Flitwick

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By *ave65Man 29 weeks ago

Rotherham

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By (user no longer on site) 29 weeks ago

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By *exymarvelMan 29 weeks ago

cardiff

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By *untooMan 29 weeks ago

manchester

Loving this story

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By *lderWiserNowMan 29 weeks ago

Kettrin

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By *ary1001xMan 29 weeks ago

Hillsborough

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