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Losing my virginity to an older woman

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By (user no longer on site) OP   
over a year ago

Long time reader but first time posting. I was messaging somebody about my first time and thought it may make a decent story

—————

I’m a bit ashamed to admit I was a late starter - 18 when I lost my virginity. There was a barmaid in the pub I used to go to. She was older and not much to look at really but she was a laugh and we were flirty. I was out one Saturday night and had been around town and ended up back in this pub. I was d*unk and ended up knocking my drink, she’d just put on the bar for me, all over myself and soaking my jeans etc. She felt sorry for me I think and got me another drink but also handed me a towel to try and dry myself - I jokingly said maybe she could come and do it and rub me down. She didn’t but you could see in her face that she wanted to. I woke up next morning to Facebook friend request from her

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By (user no longer on site) OP   
over a year ago

I accepted the friend request and thought nothing more off it. I was 18 and she was 40 - I assumed she’d just come across my profile, recognised me and sent a friend request. Few minutes later a message came through “how’s the head this morning” - I replied “rough as fuck, dunno what time I got home”. “Lol, you were a bit of a mess” she said “yes well I asked if you wanted to help clean me up but you declined”. Nothing else came through for a bit and then I got “maybe I can rub you in private instead

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By *he quiet man 72Man
over a year ago

kingsbury

Keep going please

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By *otonfoxMan
over a year ago

Southampton

Great start please continue

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By *r ed300Man
over a year ago

bradford

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By *avidking73Man
over a year ago

Barnet

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By *d funMan
over a year ago

Telford

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By *J GeminiTV/TS
over a year ago

Northumberland

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By *uddle4uMan
over a year ago

Purbeck

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By (user no longer on site) OP   
over a year ago

I didn’t know what to say initially. I’m hungover but I’m also a horny 18 year old virgin desperate for a shag. I decided to play safe “I’m not sure your husband would be too happy about you rubbing other guys lol”. She replied that what he didn’t know wouldn’t hurt him and she’d always thought I was cute but last night when I knocked my drink over myself she could apparently see the outline of my cock through my wet jeans and she was gutted she’d had to turn down the chance to rub my dry as “there were too many people about and I couldn’t trust myself to not let my hands wander”. Now obviously this turned me on and I messsged back “so you liked the look of my cock then - how about it I showed you more”. YES!!!!! was the reply back

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By (user no longer on site) OP   
over a year ago

[Removed by poster at 29/06/22 16:13:29]

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By (user no longer on site) OP   
over a year ago

Now, as my profile pics show, I’m not adverse to sending dick pics but I thought I’d try and get something. “Well I gotta have something from you before I send you a pic of my cock” and waiting. No reply and I though I’d fucked up so left it at that. Later that night I checked Facebook again and there was a message from her “send me your number then and you’ll get something”. I did and 2 minutes later I got a picture message of her topless squeezing her tits together. She wasn’t the smallest girl so her tits were huge and amazing. My mind went straight into horny mode so I pulled my hard cock out, took a pic and sent it back to her. Another pic message - a close up of her smooth pussy - “I want that in here. I’m just about to go for a shower and I’m going to rub myself thinking about your cock”

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By (user no longer on site)
over a year ago

Nice

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By *d funMan
over a year ago

Telford

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By *andy IanMan
over a year ago

cheshire/Preston

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By (user no longer on site) OP   
over a year ago

Next morning I woke up to a message from her “Morning - have a good nights sleep? I was dreaming about your cock”. I sent her something back about “maybe we can make your dreams comes true”. Not actually thinking that it would go anywhere as obviously she’s married. I get a message back - “yes, next week my husband is on nights, you can come around to mine”. I had to ask “are you serious, you’re married” - she said yes she was serious but she was gutted that she had to wait a week. I messaged asked was she able to get out one night and she said yes. I asked her where she lived and as it turned out she actually lived in the same street as me (different part of the street but a weird coincidence) so, as it was close by, I suggested we meet one night at the beach. She agreed and we arrange to meet up the following night (this was in summer so lighter and warmer nights)

I went down to the beach around 9 the following night not expecting anything but found her waiting by the toilet block. She dragged me round to the far side and leant in and kissed me. Her hand reaching for the zip on my jeans before reaching inside and stroking my cock. She’s got a low cut t-shirt on so I pull it down to see her tits and start sucking on her nipples. She undoes the button on my jeans so no restrictions to my cock before crouching down and staring to suck me. Her tongue running up and down the underneath of my dick before flicking against my slit before taking me fully in her mouth. Fuck me she could suck a cock - even now nearly 20 years later I don’t think I’ve had a better blow job than that

I didn’t want to cum to quickly so I pulled her up to start sucking and biting on her nipples again, my hand going into her leggings and between her chubby thighs to rub her wet pussy. I started playing with her clit before sticking 2 fingers into her soaking wet cunt. She was moaning as I was doing that and sucking her nipples and her hand found it’s way to my cock again and she furiously started rubbing it and squeezing my balls. I took my fingers out and concentrated on rubbing her clit, want to to make her cum and I could feel her tensing and shaking as her orgasm built. Next think she let go of my cock as her pussy twitched and pulsed and she squirted all over my hand. She leaned against me to recover before saying “now it’s your turn”

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By *eeker of pleasureMan
over a year ago

manchester

Mmmmmm

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By *om Bert2020Man
over a year ago

Jersey / Swansea

[Removed by poster at 29/06/22 18:32:00]

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By *ogan WillowCouple
over a year ago

Leeds

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By (user no longer on site)
over a year ago

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By *iker197Man
over a year ago

Hinckley

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By (user no longer on site)
over a year ago

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By *ig daddy 1969Man
over a year ago

manchester

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By *uddle4uMan
over a year ago

Purbeck

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By (user no longer on site)
over a year ago

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By (user no longer on site)
over a year ago

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By *j47Man
over a year ago

limerick

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By *d funMan
over a year ago

Telford

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By *ocktoplaywithMan
over a year ago

Derby

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By *im66123Man
over a year ago

newcastle

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By (user no longer on site)
over a year ago

Amazing ??

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By *yrman57Man
over a year ago

Ayr

Lovely introduction !!!

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By *r ed300Man
over a year ago

bradford

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By *rgasmdonorMan
over a year ago

millstreet

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By *ritter1Man
over a year ago

Dundee

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By *ubmissivefCouple
over a year ago

Mundford

Tell us more

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By *newinkMan
over a year ago

Durham

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By *ex-BombsCouple
over a year ago

Flitwick

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By *iquor247Man
over a year ago

wirral

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By *igkidexyMan
over a year ago

Dublin

Wow

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By *andy IanMan
over a year ago

cheshire/Preston

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By *iscoman7771000Man
over a year ago

birmingham

Well

Is there more

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By (user no longer on site) OP   
over a year ago

Thank you for all the feedback guys - there is more but work is getting in the way at the moment of having the time to write it up. Hopefully get time over the weekend

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By (user no longer on site) OP   
over a year ago

She pushed me back against the wall of the toilet block, squatted down again and started sucking me like crazy. I couldn’t do anything but moan and let her get on with it. She was amazing, sucking all the way down to the base and using her tongue along my shaft as it was in her mouth. Her other hand playing with my balls, rubbing and gently squeezing them. I could feel myself getting ready to cum so I told her and she just started sucking harder and faster before using her hand to finish me off. My legs were trembling and I told her I was gonna cum - she took the tip of my cock into her mouth and wanked me until I shot a huge load into her mouth. I collapsed back against the wall to stop me falling as she stood up - a huge smile on her face. She opened her mouth to show me my cum in there before she let a little bit dribble onto her tits. She closed and gulped then opened again to show me she’d swallowed before using her finger to scoop up what she’d dribbled on her tits and bringing that to her mouth to suck it dry. I wanted to fuck her there and then but she said no - Friday night her husband was on nights - she wanted me to come to hers then

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By *untooMan
over a year ago

manchester

Good story

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By *rancobargeMan
over a year ago

northwich


"I accepted the friend request and thought nothing more off it. I was 18 and she was 40 - I assumed she’d just come across my profile, recognised me and sent a friend request. Few minutes later a message came through “how’s the head this morning” - I replied “rough as fuck, dunno what time I got home”. “Lol, you were a bit of a mess” she said “yes well I asked if you wanted to help clean me up but you declined”. Nothing else came through for a bit and then I got “maybe I can rub you in private instead "

you old charmer

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By *iscoman7771000Man
over a year ago

birmingham

Tell more please

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By *uddle4uMan
over a year ago

Purbeck

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By *im66123Man
over a year ago

newcastle

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By *ince163Man
over a year ago

Birmingham

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By (user no longer on site)
over a year ago

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By *ocal_leeMan
over a year ago

Southport

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By *ogan WillowCouple
over a year ago

Leeds

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By *iquor247Man
over a year ago

wirral

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By (user no longer on site)
over a year ago

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By *r ed300Man
over a year ago

bradford

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By *iny123Man
over a year ago

Lincoln

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By *j89100Man
over a year ago

limerick

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By *ritter1Man
over a year ago

Dundee

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By (user no longer on site)
over a year ago

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By *oyntzMan
over a year ago

all over Ireland

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By *ragsterMan
over a year ago

Blackburn

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By *eandher4and9Couple
over a year ago

leeds

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By (user no longer on site)
over a year ago

More please

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By *itboyslim2Man
over a year ago

stevenage

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By (user no longer on site) OP   
over a year ago

The days leading to Friday were filled with messages back and forth. Her telling me what she wanted to do to me, where she wanted my cock. Pics sent of her in lingerie, pussy spread wide, nipples hard. I honestly don’t know how I managed to do anything else that week other than wank

Friday finally came and I got a message. “He’s gone to work and kids are in bed, come straight in - side door is open”. I went straight there and found her sitting on the sofa - in comfy clothes but a nice smell of perfume. I went straight over and started kissing her. My hands running all over her body, squeezing her tits and ass. Rubbing her pussy over her leggings. Her hands were running down my chest and rubbing my cock before moving round and grabbing my ass. I broke the kiss and lifted her t-shirt over her head to find her hugs tits enclosed in a gorgeous blank and pink bra. I pulled the bra down and brought my mouth straight to her nipples, biting and sucking hard before moving to the other one. He hands at the back of my head pulling me deeper into her big fleshy tits and moaning and gasping with each suck and nibble

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By *r ed300Man
over a year ago

bradford

More please and soon

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By *andy IanMan
over a year ago

cheshire/Preston

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By *ritter1Man
over a year ago

Dundee

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By *ragsterMan
over a year ago

Blackburn

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By *eandher4and9Couple
over a year ago

leeds

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By *ricky09Man
over a year ago

Gloucester/Cyprus

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By (user no longer on site)
over a year ago

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By *uddle4uMan
over a year ago

Purbeck

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By *hemcicalMan
over a year ago

Lisburn

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By (user no longer on site)
over a year ago

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By *iquor247Man
over a year ago

wirral

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By (user no longer on site)
over a year ago

sounds amazing

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By *teelyBloomMan
over a year ago

Swansea

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By *namoratomanMan
over a year ago

Herefordshire

Nicely written.

I hope there’s more to come!

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By *knick45Man
over a year ago

Knowle Bristol

More please

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By *dult69Man
over a year ago

beverley

Wow

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By *xplorer666Man
over a year ago

Bolton

I was 19 when I lost my virginity and funnily enough it was this site. ( old profile ). She was 68 and I was up front telling her I was a virgin I think that exited her alot because after I told her that she wanted to meet that very day. So I did. I was a clumsy mess but it was an amazing experience she took the lead. And since then I have a massive kink for older woman

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By *ogan WillowCouple
over a year ago

Leeds

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By *nchorMan
over a year ago

PSL

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By *oyntzMan
over a year ago

all over Ireland

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By *duk70Man
over a year ago

langley

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By *ougarandcubessexCouple
over a year ago

Colchester ,Essex

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By *j89100Man
over a year ago

limerick

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By *mithy13Man
over a year ago

stoke

Great story

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By (user no longer on site)
over a year ago

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By *uddle4uMan
over a year ago

Purbeck

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By *ex-BombsCouple
over a year ago

Flitwick

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By (user no longer on site)
over a year ago

More

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By (user no longer on site)
over a year ago

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By *ove2pleaseseukMan
over a year ago

Hastings

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