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Lady Di (True Story)

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By *dgeKing OP   Man
22 weeks ago

Guildford

Back when i was 18, a friend of mine told me he met a few women on craigslist! Blast from the past. Anyway i browsed, sent some messages but heard nothing back.

I decided to make my own post. Just saying im 18 and up for fun but not much experience.

I received probably 50 messages mostly from men and didn't really expect anything else to pop up.

I did receive a message from Dianne with a little picture on my email. I was very excited but very sceptical. The picture was small but there stood a 40 year old brunette fully clothed, slender but i could not see much else.

We had a few back and forth messages, she asked me what i liked, i said older women. She said "great i love young men'

I got her number. Still sceptical as she was a terrible texter.

Let me know if you want to hear the rest.

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By *obbo6969Couple
22 weeks ago

Rochdale

Yes please 🙏

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By (user no longer on site)
22 weeks ago

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By *cott60Man
22 weeks ago

Perth

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By *lue boy 123Man
22 weeks ago

poulton

Carry on

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By *evonFbsCouple
22 weeks ago

East Devon

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By *dgeKing OP   Man
22 weeks ago

Guildford

We’d been texting back and forth for a few days. She was a terrible texter: one-word answers, vague as hell. Honestly, I was convinced she wasn’t interested. After about a week I figured “fuck it,” bit the bullet, and asked if she’d like to meet up. I braced myself for silence or a polite no.

Nothing for forty-eight hours.

Then, out of nowhere: “I’d love to.”

She asked where. I told her I didn’t drive and she lived about an hour away, but my parents were gone the following weekend, so the house would be empty. “Sounds perfect,” she replied, and we kept texting.

I still wasn’t convinced she was real. We swapped a few more pics: nothing heavy, just normal clothed shots. Her camera was ancient, blurry as shit, and she clearly had no idea how phones worked. It was honestly frustrating.

A couple days before the meet-up, I suggested a quick call, half-expecting a dude’s voice or the whole thing to fall apart.

She answered. Soft, feminine, a little nervous. Definitely a woman. The call only lasted ten minutes: basic “how are you,” “still on for Saturday?” stuff. But hearing her voice made it real.

The day before we were due to meet, the texts turned filthy.

She told me she had stockings, suspenders, and some exotic lingerie just for me. I told her I was already rock-hard thinking about it.

She said she wasn’t completely shaved, just a neat little trim. As someone who loves a bit of bush, that sent me over the edge.

I told her I couldn’t wait to spend hours with my face buried between her thighs, licking her slow until she begged.

“God, I’m soaking wet already,” she wrote back. Then she added something that made my cock throb: “Your cock is going to be in my mouth longer than it’s ever been in anyone else’s.”

I didn’t totally understand what she meant at the time… but I was about to find out.

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By *usie pTV/TS
22 weeks ago

taunton

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By *pl 4 3rdCouple
22 weeks ago

warrington

Good start

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By (user no longer on site)
22 weeks ago

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By *dgeKing OP   Man
22 weeks ago

Guildford

Saturday couldnt come fast enough!

Today was the day parents had already left and i was so fucking horny.

I messaged her asking "what time will you come" she said she was working and around 7 o clock she'll be there.

Longest day of my life!

7 approached and i was getting more and more nervous.

I honestly was so scared thought about calling it off. But the horn took over i could not let this pass me by and im glad i didnt.

A car pulled up outside my a house a shitty, dirty looking old fiesta. I was peeking out the window and she stepped out of the car. Short, brunette, average MILF looking lady. My heart was pounding she disappeared out of view and i heard the door knock..

Fuuuuck shes actually here! I waiting 2 minutes then opened the door.

We greeted very nervously she was nice. A little smaller than me, i invited her in and she smelled fantastic. Just in a pair of jeans and a knitted jumper, i ushered her to the living room and followed behind. She had a nice plump bum.

I was very excited but practically shaking.

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By (user no longer on site)
22 weeks ago

Getting very interesting

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By *J GeminiTV/TS
22 weeks ago

Northumberland

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By *lderWiserNowMan
22 weeks ago

Kettrin

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By *cott60Man
22 weeks ago

Perth

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By *oth0712Man
22 weeks ago

cambridge

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By *itboyslim2Man
22 weeks ago

stevenage

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By *lderbloke56Man
22 weeks ago

aberdeen

This is a great start more please

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By *dgeKing OP   Man
22 weeks ago

Guildford

She was very sweet and chatty. Just asking about if i had met anyone online before. I said no. I asked her and she had met a few.

She took the lead, slowly start kissing me. Sucking my tongue slowly, telling me im gorgeous.

Really slow seductive kissing while moaning in my mouth i was rock hard as she reached down to my cock and started rubbing outside of my trousers.

She undid my zip and buttons and pilled it out. Her eyes lit up with a wry smile. "Is it always this hard" she said. "Pretty much" i said. Still nervous now with my cock throbbing in her hand.

She leaned over and slowly started sucking and gently licking the tip. Fuuuucking hell she was teasing the shit out of my swollen fella!

Slowly cupping my balls as she continued to tease the tip.

I placed my hands down the back of her jeans, under her knickers and grabbed her ass cheek hard as i was being licked raw.

I slipped my finger underneath and felt her soaking wet pussy. Slipped right in as tpuched and she moaned.

Now shes slowly deepthroating me while massaging my balls.she then pulled my foreskin down all the way and with the soft middle of her tongue was licking the top of my gland with vigour. I was so fucking sensitive i was squirming as if id already cum i had to ask for a break.

This woman has a technique that will blow your fucking mind.

She stood up took off her clothes to reveal her sexy curves in her stocking, suspenders and tight little thong.

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By (user no longer on site)
22 weeks ago

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By *yrman57Man
22 weeks ago

Ayr

Di sounds extremely appealing.

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By (user no longer on site)
22 weeks ago

Keep going

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By *ohnjo24Man
22 weeks ago

swansea

Great story more please

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By *ndyandMandyCouple
22 weeks ago

swansea

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By *oyntzMan
22 weeks ago

all over Ireland

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By *atureguycorkMan
22 weeks ago

Southside

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By *argaryen starkCouple
22 weeks ago

pinxton

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By *now FoxMan
22 weeks ago

Walsall

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By *2spikeMan
22 weeks ago

Southsea

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By *araday1066Man
22 weeks ago

durham

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By *en4funoxonMan
22 weeks ago

Abingdon

great story building nicely xx

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By *obBones63Man
22 weeks ago

Darlington

🍆🍆🍆

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By *itboyslim2Man
21 weeks ago

stevenage

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By *ylonloonMan
21 weeks ago

North West

Loving it 🔥❤️🔥

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By *ornybarMan
21 weeks ago

clonmel

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By *ocktoplaywithMan
21 weeks ago

Derby

Was a shame about the demise of Craigslist

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By *aul 6870Man
21 weeks ago

Wolverhampton

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By *orkiebar51Man
21 weeks ago

Keighley

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By *inky grandadMan
21 weeks ago

Spain

Nice one and looking forward to more 👍🔥🔥

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By *cotty909Man
21 weeks ago

tranent

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By *oth0712Man
21 weeks ago

cambridge

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By *SB1971Man
21 weeks ago

cleethorpes

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By *ancelot1633Man
21 weeks ago

weybridge

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By *cotty010Man
21 weeks ago

visiting

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By *ntman83Man
21 weeks ago

Walsall

That's very hot

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By *ystevoMan
21 weeks ago

Pensarn

Great start

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By *oxtrotOscar654Man
21 weeks ago

Framlingham, Woodbridge Suffolk

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By *lderWiserNowMan
21 weeks ago

Kettrin

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By *orbiddendelightsMan
21 weeks ago

ck

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By *ilbert4450Man
21 weeks ago

paisley

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By *dgeKing OP   Man
21 weeks ago

Guildford

She slowly peeled off her thong and placed it on my face. It smelled sweet and was moist, that nearly sent me over the edge.

Looking at her plump ass and sexy thighs in the stockings. I demanded she sit on my face immediately. I was lying down on the sofa as she stretched her magnifecent legs over my head and slowly lowered onto my face.

She was hesitant to put her full weight on my face but i pulled that pussy to my tongue and like a man possessed started devouring that wet pussy.

She continued to suck my cock while she bucked, writhed and moaned as i tongue fucked her hole.

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By *uga40Man
21 weeks ago

Hemel Hempstead

Tell us more

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By *atthew78Man
21 weeks ago

Winsford

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By *dgeKing OP   Man
21 weeks ago

Guildford

I loved watching her asshole twitch as i sucked, licked, nibbled and fuck her pussy with my tongue.

She came over and over as she tried to suck my dick. Biting down on my thigh as she couldnt control the orgasms.

She demanded a break and sqooted down my chest leaving a wet trail.

Straight back to my dick she went as this gorgeous, hairy wet glistening pussy was staring at me.

I started to finger her while she sucked me i could feel her contracting and crushing my fingers.

She was licking the tip of my dick while gently tickling the bottom of my balls was honestly incredible i almost shot my load right there by i told her to stop.

I was not ready to cum!

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By *atthew78Man
21 weeks ago

Winsford

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By *oppy12Man
21 weeks ago

Swindon

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By *dgeKing OP   Man
21 weeks ago

Guildford

She turned to me popped my cock out of her mouth and told me she wanted to ride me.

She flipped around and guided me into her pussy. She was so wet i slid right in!

She gave me a cheeky smile and said " i hope you like it slow"

Just like with her blowjob she tortured me gently sliding her pussy up and down my cock.

I could feel every curve of her pussy as it slowly went in. She was coming so hard contracting on my cock.

I couldnt hold it any longer and told her i was going to cum.

She pushed down all her weight and forced my cock deep inside of her as i unleashed an ungodly amount of cum inside of her she lay on top of me as i could feel her draining me of every last drop.

That was the first but definately not i saw Lady Di. What. A. WOMAN!

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By *atthew78Man
21 weeks ago

Winsford

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By *oppy12Man
21 weeks ago

Swindon

Fabulous!

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By *SB1971Man
21 weeks ago

cleethorpes

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By (user no longer on site)
21 weeks ago

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By *riskyfunsterMan
21 weeks ago

Nantwich

Great story

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By *atureguycorkMan
21 weeks ago

Southside

🔥🔥

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By *ucksguy2000Man
21 weeks ago

aylesbury

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By *peshul91Man
21 weeks ago

NOTTINGHAM

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By *ornybarMan
21 weeks ago

clonmel

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By *oyntzMan
20 weeks ago

all over Ireland

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By *ndyandMandyCouple
20 weeks ago

swansea

That it?

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By *ig daddy 1969Man
20 weeks ago

manchester

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By *w2233Man
20 weeks ago

Paignton

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By *orkieBar1000Man
20 weeks ago

York

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By *hil911Man
20 weeks ago

Solihull

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By *ormladMan
20 weeks ago

Glasgow/ Kilmarnock

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By *tephine DommeTV/TS
20 weeks ago

Dublin /Waterford

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By *noopy70Man
20 weeks ago

Epping

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By *evonFbsCouple
20 weeks ago

East Devon

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By *ddy9961Man
20 weeks ago

Shropshire

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By *hil911Man
19 weeks ago

Solihull

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By *j and c 2Couple
16 weeks ago

mullingar

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By *bwlover1971Man
16 weeks ago

Lowestoft

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By *eamsfan77Man
16 weeks ago

aberdeen

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