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Losing my virginity to a Milf *True Story*

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

First time writing about my experience and am dyslexic so please bare with me and hope you enjoy .

Due to needing have a circumcision surgery at 18 I didn't seek out to have sex like everyone my age, I was able to still have fun, meet girls and enjoy life. It had been over a year since the surgery I was in good shape getting attention from girls but never went all the way due to different circumstances (d*unk, timing, place).

So I was on a dating app one day when I matched with this short blonde, 5'2, busty, 34 woman. She messages me first (me thinking "ow here's another BOT or fan pager") but surely we got talk and she was genuinely nice, funny, really horny woman. Who just like me was lonely and wanted to meet someone to connect with, I kept away from her I was a virgin of course haha. We got chatting for a couple of weeks getting comfortable with each other and trying to organize a meet and end up having phone sex and teasing what we would like to do to each other.

Finally arranged to meet, I'll go to hers and pick her up and we both head out of town (so no one could recognize us), am thinking about her all day before meeting her, about her curves, how she wants to be with a younger man which was making me hard all the time! She was looking for a younger guy to change from her ex who she had a kid with 6 years ago, having a tough relationship and having stretch marks she lost a lot of confidence but I was making sure she knew how beautiful she was I was prepared to do a lot to prove it Since I can remember my favourite porn has always been Mature/Milf, how a older woman always knows how they like sex and would use a young man.

So I arrive and the door is unlocked she shouts me in to the lounge to wait and as am standing there all fresh haircut, clean new outfit hoping I didnt use to much Paco Rabanne 1 Million aftershave. I could see through the doorway to the kitchen, the windows reflection she was getting ready ironing her top while just in a black lace bar and thong. Now am hard again, getting hotter standing there knowing this beautiful woman is just behind that door making herself look good for me. I play it cool as she is apologising being late getting ready I say "Need help getting dressed?". She bursts giggling as she must know iv caught her in her underwear, "Carful you we won't get out of this house if you act like that".

She finally dresses and walks out red top tucked into her very fitting black jeans in heels which highlight her curvy figure. And most surprising to me was how much I loved her eyes in person, not bright but the green was very sharp when up close I noticed as I walked up and gave her a slow kiss (a little taster for her to think about whats to come) pulling away hearing her breath deeply was driving crazy, picking up these little details that made me want her more. I held her hand as I led her out and we headed across outside of town to a country village with a nice pub and a hotel next door . We couldn't keep our hands off each other not caring if people could tell the age difference, we were both lone horny people who were enjoying each others company which was all that mattered. Because at the end we would both be sat at home this friday night not out doing the same thing over and over again, but this night was different because I wanted her, her mind and her body and the same with me.

After 5 drinks it was really dark and after a slow kiss and a staring into her eyes with out saying any words we both left to go to our room.

I will continue if people would like to hear the rest or if not no problem thanks for reading.

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By *obshortMan  over a year ago

Cork

Great start. Keep it going.

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By *asonmason51Man  over a year ago

sunderland

Plz continue

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By *cubasexMan  over a year ago

dudley

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By *cfc1965Man  over a year ago

horsham

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By *imale38Man  over a year ago

Barnsley

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By *oyntzMan  over a year ago

all over Ireland

Don’t leave us hanging you’ve started so you may finish

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By *untimes6969Man  over a year ago

Newcastle upon Tyne

More!!

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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

Great so far!

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By *ime for me21Man  over a year ago

skeg

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By *p4it6969500Man  over a year ago

burton

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By *teviem40Man  over a year ago

stoke

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By *inky kissersCouple  over a year ago

South East

A good start

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

Great start

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By *iss-boobsWoman  over a year ago

staffordshire

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By *ob4fun4Man  over a year ago

dublin

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

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By *ndyandMandyCouple  over a year ago

swansea

Well done

Your writing isn’t bad at all

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By *hereswallyMan  over a year ago

peterborough

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By *ormladMan  over a year ago

Kilmarnock

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By *dinDom300Man  over a year ago

Edinburgh

Carry on mate.

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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

Great stuff, more please!

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By *usie pTV/TS  over a year ago

taunton

yes please

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

No words exchanged we walk down the hallway passed reception, looking at each other with big grins believing everyone knows our age difference and we are here for no good, feeling the glares and stares but it didn't put us off at all from what some would call Taboo, I was literally living my teenage dream. Paying for the room, drinks myself, having a laugh and taking a gorgeous older woman to bed.

Turning the corner and out of sight I make my move to take her breath away I slide my arm around her waist to turn her and press her back against a room's door which wasnt ours and started working my hands on her face, to neck all the way down to her breasts, feeling her nipples pressing hard against the thin fabric between our skins. My eyes closed kissing her but feel her grin as she feel my hard cock press up against her hips. I backed off slowly and opened our room's door like the gent I am but mostly as a excuse to watch her walk passed and grab her ass, I loved her ass, she felt embarrassed about it the same as her stomach with the stretch marks and a few little dipples of cellulite. But I didnt care it was curvy, big and lot of bounce when she walked. I couldn't wait to have it.

As a young man unable to meet a girl I watched alot of porn I (either rightly or wrongly) would actually see alot of patterns and moves that would seem to be pleasurable for the woman and learn like how to try transition for touching the nipples while kissing the neck, going down lick and feel the thighs working way up the pussy. Not over thinking it but understanding that foreplay is important and helps a woman climax.

We finally in the room, she sits me edge of the bed legs spread open and inviting her to take control.. for the moment. She stands infront of me starting to pull her top off I edged forward to help but she pushes me. "NO.... Watch". I couldn't help but smile as she performs stripping only feet away from me, teasing me and not aloud to touch yet. Sliding her jeans off while turning her ass to my face was making me go wild, I didnt realise I was controlling my breathing and feeling a little uncomfortable as my jean's really tight now from watching her.

She stands infront undoing her bra off setting her natural breasts hang loose. Still pushing me back she edges closer to me she starts undoing my pants off. Now start there in my new white calvin klein's with my cock stretched out full point with the tip wet that I didnt realise. She asked for a pillow to kneel down on and asked "How many woman you fucked" with a cheeky grin. And without thinking I said "Am a virgin".

I held my breath thinking "You fucking idiot!" in my stupid teenage horny head I must have thought for a split second "tell her the trust it wont matter, she's nice dont lie to her".

She didnt say a word but kept grinning, pulled my pants off and sucked her mouth on me so fast she actually stratched me on the leg. But my head was already spinning I didnt feel the pain, just this warm wet tongue and lips on my cock. I wished I didnt lay back like I did because I missed watching half of what she was doing but feeling it all. Her hands worked around my crouch spreading the pre-cum and split on my balls, legs and stomach. There wasnt anything more she had to do to make me want her more and impossible to make me harder so I pulled her up and switched positions.

Me between her thighs, kissing, licking and touching her legs, stomach and ass, teasing my way closer to her pussy. I didnt take her panties off yet as I wanted her tease her to make her ask them to be taken off and out her mind getting used to me teasing to the point she is asking me to fuck her for later that night.

I finally press my lips on her panties and immediately tasted pussy juice for the first time through the fabric. She started laughing which I didnt expect and pushed my head away, forcing her pants off and pulled my head back in, crossing her legs around and I was loving it, the taste, smell, rubbing my lips, tongue round and sucking on every piece of skin I could feel.

Standing back up I wanted to fuck her there and now. Pulling her closer to the edge of the bed, legs spread open resting my shoulders, staring into my eyes. I started rubbing the tip on her, sliding up and down, saying nothing so we can both her the wet noice of use touching each other. Say finally says it "Fuck me". I pushed in all the way, keeping eye contact, noticing the corner of mouth twitch like a uncontrolled fit as I was fucking her slowly.

Picking up speed, noticing her clutch the bed sheets, squint her eyes and moaning loudly was how I wanted to feel and make her feel.

Here is were I have to be honest, I brought condoms for this night but were not used and that night, my first night is were I found out something about myself. Being circumcised at a older age is a very unique situation but causes a weird effect. Not having foreskin to protect the glad (which is basically a nerve, that's why it's so sensitive and causing alot of pleasure when touched) I found out I lost all the sensitivity on the glad of my cock, I wasn't feeling pleasure fucking her, I could feel warm, wet but it wasn't very sensitive. So that night we fucked for hours. I didnt complain and didnt really care I didnt feel like I was coming myself, my main focus was making her feel good, making her have the best sex I could perform, making her not forget this night just like I wasnt going to forget.

No joke hours later, she was on top riding me, hair messed up, makeup running over her, feeling her spasium while being inside her was amazing, feeling her clench inside tight and loose, get wet and lose her breath as she is shaking was amazing. She collapses on my chest, am still hard inside her sliding slowly in and out, kissing her neck, while my hand is running down her back, holding her as her hips and stomach twitching.

She started crying. Totally surprised I stopped and just held her tight completely confused of close.

I didnt cum that night and I didnt care. We had a unique relationship that lasted for almost a year and had loads of fun times. We were two lonely horny adults who found each other at the right time. Which is why I love this site.

Thank you for reading and bearing with me type out my experience. I hope you enjoyed it you horny bastards.

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By *ack rabbit 1980Man  over a year ago

MABLETHORPE

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By *usie pTV/TS  over a year ago

taunton

fabulous tale

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By *untimes6969Man  over a year ago

Newcastle upon Tyne

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By *ndrea54TV/TS  over a year ago

cambridge

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By *asonmason51Man  over a year ago

sunderland

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By *cubasexMan  over a year ago

dudley

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

Standing ovation

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By *innie The MinxWoman  over a year ago

Under the Duvet

Loved it

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

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

Thank you everyone for commenting and the encouragement

Recommend you all try and share you only experiences X

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By *lujiz94Man  over a year ago

Bishop's Stortford

I'd love to loose my virginity like that

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


" "
Haha thank you so much X

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


"Well done

Your writing isn’t bad at all "

Thank you so much I recommend anyone who is comfortable sharing a experience to try it X

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

Still looking for my first lol

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

Haha thank you very much

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By *om6047Man  over a year ago

manchester

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By *ogan WillowCouple  over a year ago

Leeds

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By *nowman40040123Man  over a year ago

dovers

Like this

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By *teveTWMan  over a year ago

Newcastle upon Tyne

Thank you for your story x

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By *ig daddy 1969Man  over a year ago

manchester

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