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Re: Looking for somebodyes first time.
Posted: 2018-12-16, 6:58 pm

grimnul Power Kat
Posts: 1538
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Feel free if you want.

Just make if you post your experience, that SS oks it beforehand. Don’t want to be causing any problems.
Re: Looking for somebodyes first time.
Posted: 2018-12-16, 8:14 pm

Pgtfg
Posts: 13
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As i posted, i got approval from them. They wanted me to remove and edit a few stuff, which i did of course. The story was written for 4chan hence the formatting. The writing style reflects that also, somewhat written in a more childish and emotional way (i wouldnt count myself to be emotinally mature either honestly). When the graphic parts start and end is indicated with the italic if you dont want to read that.




Quote:
The story is written and formatted with the intention of being posted on 4chan (specially for the /b/ - random board). It is an anonymous imageboard website that people from all the over the world discuss essentially anything. It is usually seen as a toxic dark corner of hell on internet, but i personally enjoy its chaotic nature. And being anonymous helps people to speak about things they otherwise couldnt.

Hey /b/,

This is the story of how i lost my virginity at the age of 28 to an escort named Helena. It is somewhat a long one but it is pretyped so enjoy. Also highly graphic content, but it is /b/


part1 - Night with Helena
>be me
>be 28 year old kissless virgin
>after somewhat an eventful night out drinking with a friend of mine that involved getting close to a girl, something in me clicks
>being 28 and a kv hadn't bothered me until now, of course i wanted to have sex but not being intimate with someone was something i made my peace with
>but after the eventful night it bothered me, a lot. I was much more interested in a whole aspect of life i neglected
>i am not asexual or anything, i did jack off around once per day. but for comparison after that night it went to minimum 3 times per day, up to 6 somedays
>also have a trip that involves me staying in amsterdam for 2 nights.
>youknowwherethisisgoing.adobe
>so i start to investigate how the marketplace for sex works
>decide window girls just wont do
>also decide brothels won't be private enough, i am a person who cares for my privacy. not necessarily secrecy but i don't want people knowing my shit when i don't want them to know.
>so i decide the best way to do it would be to call an escort to an hotel room
>but still be so undecisive i literally didn't even book a hotel room after i landed to amsterdam
>i still hadn't pulled the trigger at that point


part2 - Night with Helena
>literally didn't even book a hotel room on the uber to the hotel
>back to a week before, i was still searching websites
>most are fake as fuck, stolen photos from instagram that can easily be found by reverse image searching
>some are more clever to buy stock photos, but still...
>even register to a few forums that specialise in escorts and other girls in amsterdam
>thatexistingisasurprise.jpg
>in the end after a suggestion i decide to go with a high class escort service
>really didn't want to have somebody that didn't look like the picture show up on my hotel room and sour the night
>they even have a thing for virgins, where you take them to dinner and stuff (this is not an ad but it is related to the story)
>so when i reach to hotel i look up who is available, but it is 6pm already and i don't want to rush it. so i look for who is available the day after.
>than i found her.
>a girl named Helena and what catches me in her profile is one of her interests is in politics
>i do love political theory, not the contemprary stuff like how many scoops of ice cream trump had. but actual ideas like what rights and responsibilities are. so somewhat a /pol/tard but not really
>it will be her than
>at that point i decide to pull the trigger for the next night
>it's happening!
>the whole next day i am obviously super distracted
>a few hours until the arranged time i come back to the hotel to prepare
>take a shower, trim the beard (i never said i wasn't a neckbeard), put on nice clothes, the works
>make a reservation in some fancy michelin star restaurant
>everything is sort of prepared except myself
>i am pacing the room non stop
>literally over an hour of pacing and checking messages and doing other stupid shit like browsing 4chan.


part3 - Night with Helena
>i had gotten some drinks that Helena's bio listed as she likes, doing this proper and not missing a step
>so i ordered a bucket of ice and 2 wine glasses from the room service
>and let me tell you /b/, the room service girl definitely knew what was going on. A somewhat dressed anxious guy asking a for a bucket of ice and 2 wine glasses to a room, in amsterdam? It must have been obvious!
>i might have jumped a bit even when the room service knocked the door
>continued pacing around until the arranged time
>when the door knocks this time i know i actually jumped and squeled a bit like in a horror movie or sth
>take a deep breath, or two; and open the door
>there she is , Helena.
>looks slightly different from her pictures, much better actually which is a pleasent surprise let me tell you
>i invite her in, she takes her coat off and sits on the sofa
>we make our introductions and i offer her some wine
>we start drinking and talking and getting to know each other
>i can live with this
>we actually talk about political theory as well, and she knows what she is talking about
>easy to talk to and sociable
>after about 15 20 min we leave for the restaurant
>actually properly have a conversation the entire way
>the food is pretty alright too, fancy restaurant. had some appetisers and pidgeon and ice cream.
>hail to the anon with the crow green text
>this takes a bit longer than expected but its ok
>we talk, like a lot. not really flirty talk, more about personal life in general
>obviously her part was lacking any specific details
>she got a new owen last week though


part4 - Night with Helena
sort of some details i forgot to add in before;
she is short, 164 cm, but i am shorter at 160 so still taller than me.
i think the restaurant staff knew what was up. but i wouldn't be surprised if onlookers thought i am dating somebody out of my league instead of her being an escort.
we talked about a girl i liked too, i dont think she likes me back. but helena gave me encouragement to pursue her further. (i typed most of this story beforehand, at the moment the girl already has rejected me. but it was a weird situation that lasted 5-6 months so i am at least happy i got an answer)
We even talked about how i am at the situation where i called an escort, why now and such. that needed me to tell 6 months of personal history.
as i said she makes conversation well, sociable and easy to talk to.

>eventually she is the one who says we should go back to the hotel
>up until this point i don't think i properly touched her
>on the cab ride back to the hotel i put my hand in to seat between us
>she holds it and starts fondling with it
>that thing had kind of its own excitement buildup like you are on an actual date, it was a good thing
>we get back to the hotel room and sit on the opposite sides of the bed after pouring more wine
>as we lie on the bed she approaches me
>and kisses me

so not a kissless virgin at that point, just a virgin. also this is where

the graphic parts start.


part5- Night with Helena

>didn't know sth could taste that good. apparently i enjoy kissing, who knew.
>after a few more minutes she offers me a massage, which feels tingly and i giggle a good amount.
>feels weird and awkward, but thats most likely because its sth that doesnt happen often.
>during the kissing and the rest of the night, she gives quick notes without interrupting the flow.
"Do it like x"
"Move it a bit y"
>and so on. which i appreciate, i am not turning down good advice
>after that she gets on top of me and starts undressing
>slowly though
>in the meantime i caress her body, she has a nice figure. small tits, which i knew, i think i like them smaller.

>back to her undressing, this takes on a while, she is on top me cowgirl.
>i am still fully dressed
>leans down for a kiss every few seconds while i enjoy the moment
>i caress her body non stop at this point. and she directs my hand to her boobs. they are really nice boobs.
>then she removes my clothes
>i would have liked to not wear my glasses at this point, but i even at this distance her face becomes blurry so they stay on
>she tells me i earned a handjob, not sure if this was because she enjoyed my company so its a reward, or just sexy talk


part6- Night with Helena
like most of the things about that night, getting a handjob feels great as well.
spoiler alert tough, i didn't cum once when i was with her. amount of actual action lasted over 2 hours but nope. and guys it is more frustrating than you think. although it doesn't shadow the entire experience at all.

>after that she move to a blowjob with a condom, all sex and blowjob are covered affairs that night.
>but i think before the bj part she asks me if i ever saw a vagina.

i havent obviously in real life, my first kiss was 10 minutes ago.

>her nipples are big. she enjoys having them sucked, feels like that anyway and i am an accomodating man.
>she is shaven through and through
>during the condom bj she makes me put back to the head stand so i have a good view.
>it is a good view indeed!
>although might be closing my eyes a bit too much in general.
>she gives me somewhat a lesson vaginas an clitorises quickly when she showed hers to me.
>how to rub it and where to, make sure to do x and whatnot
>there is still no penetration up to this point in our story
>sth i noticed when we were undressing tough, how hot her tighs and nether parts were
>i would like to think she enjoyed the whole ordeal and was aroused by it as well




part7- Night with Helena
there might have been more making out in the story so far anons, some parts of it a bit blurry but certain parts i will never forget.

>so she is on top of me and we are making out again. her eyes look big when she is this close to my face.
>i had fingered her for a few minutes before, the fish analogy is apparently a real thing. but i dont mind.
>in general i am already overwhelmed with everything at this point.
>and i like how she sucks my fingers, her fingers taste good as well. but i don't think i am good at it really.

>back to the point she is on top of me, one of many actually but still.
>she rises up a bit
>takes my dick
>positions it and slowly sides down on it
>it feels hot, genuinely a warmth i don't think i ever felt before
>well i mean the warmth, the vagina is obviously new.
>even through the condom it feels wonderful.

technically that would be loosing my v card at that point. cumming is not needed right?


part8 - Night with Helena
>anyway, she starts going up and down. tells me to just lie down and enjoy.
>as i am writing this, i wish i was a bit taller so i can stand up and kiss her while she was going up and down.
>but still, i am enjoying the moment. i had been enjoying her company all night.
>she is beatiful and i think the moment is just perfect.
>i might have said "you are perfect" a few too many times during the night
>sometime after tough, we are back to making out. i think i told her we should do missionary or sth.
>i do take the oppurtunity there to start kissing from up to slowly go down.
>lips and the neck
>then the breast and the nipples. they had been hard this entire ordeal which i assume a few things are going alright.
>she says , that feels good. might have been an "acutally" or "really" there. i understand she is acting a performance but i still want both of us to enjoy it
>then i reach downtown
>i actually have no idea what i am doing. start to sort of lick and suck around the clit
>she slowly urges me to the right spot. giving instructions like a bit left and down slightly
>i think i hit a sport where she likes it. she moans and encourages me on, like i need it lol.
>i go at it but apparently was too into it because i start to move my whole with head motion.
>she tells me to keep my body still and just use my head and tongue
>this goes for a few minutes, sadly i don't think i made her cum. at least there werent obvious signs.

i had written i was a timid person a bit would love the escort to take charge on the application.

she tells me a bit smirkily
"timid huh?"
when i go down on her. that sentence will stay with me forever. it also proves she read the application and studied a bit, which i appreciate. i did the same as well, made sure all the favourite drinks were there, the restaurant was fitting, the works.



part9 - Night with Helena
>after me going down on her she asks me what i want to try. She had asked before btw, but i know porn isn't real life so i just wanted her to take initiative.
>i say doggy, so she lubes up and takes the position.
>this doesnt really work out to be honest. she eventually guides me in but it just doesnt click (dick might be too small)
>she realises it too and turns out to spread eagle like position after a few moments.
>the new position is better and i can get a rythm on.

>at some point i don't remember exactly how we got back to snuggling she gets on top of me again. this time she lets me move with her motions.
>also a cute thing when she was on top where she took my shirt and wore it tying above her belly button. this doesn't work really because i wear an L and it is still too big for her.

we are getting the end of our time in the meantime, her phone i assume buzzes or sth. i hadn't heard but she ended the snuggling and said sth along the lines of she has to go.

>she moves to the envelope i had left over the table
>the money is in there, i read before to leave the envelope in the open
>but there is also a small bracelet i left over the envelope
>a cheap thing really, but not sth you can get other than my country and maybe a neighbouring country.
>she noticed it now, maybe i should have given it to her personally before?
>anyhow she says she likes it and wears it on. we are both naked still. she only has the bracelet and a ring on the right hand ring finger, which might be a wedding ring? it has a stone on it but its on her right hand so i assume most likely not. also a necklace she hasn't taken off, the necklace is white but not shiny like silver, maybe white gold? doesn't look expensive but not cheap either.
>well i have foreseen this eventuality happening, her leaving before i want her to. obviously i want her to never leave but now is just not the right time.



part 10- Night with Helena
>so i had put another envelope in my bag, once which has enough money to extend the duration of her stay by one hour.
>i tell her i want her to stay more and give her the second envelope

either before or after this when she was on top of me she told me it was her last condom so to make it count. i know this is a lie because when she was showing me stuff from her bag there were more condoms in it, a few of them even on the bedstand. but i didn't push it, i think it was a way to try to motivate me somehow.anyway

>she goes to sucking it back again and whispers to me
"You want me to suck it without a condom right?"
"You want to cum to the back of my throat?"
>i assume these were rhetorical questions since it was stated everywhere bj and penetrations were covered affairs.
>i reply with sth silly like "i want a lot of things" or "suuure" , whichever it was it was silly. though getting jerked off did impair my mental faculties.

i still wonder if i just said "would you?"....

>from this she moves on to a handjob without a condom, maybe this was when she whispered those?
>i tell her to go harder
>and harder
>when she moves to double hand and fondles my balls i get reaaaaaaaally close.
>but after a while of her going at it the hardest she goes i just sigh and throw my hands to the side. i mean i had been clawing the bed until than but i am so close yet so far.
>she lies down next to me and we stay intertwined for several minutes
>kissing, a bit french and doing that annoying thing where people touch their noses and just rub it to each others, the thing thats super cringey to watch?
well, i like it a lot.



part 11 - Night with Helena
>i tell her i am a bit frustrated at this point because i didn't cum.
>she tells me it is ok and she doesn't cum with having sex with somebody new first time either.
>this is also a throwback to me going down on her.
>we stay like this for a few more minutes and she says we should take a shower with our remaining time.
>we move to the shower and i don't think my hand ever stopped being on her during that entire time.
>she jerkes me a bit and i want to return the compliment but she stops me. apparently soap kills the good germs in a vagina so it shouldnt go up there (you learn a new thing everyday)
>so she waters down there and i get to finger her a bit more, it is sth enjoyable i think.
>another time i am somewhat sad i have to wear glasses, if i remove them i can't enjoy the beauty. if i keep them on my vision is still somewhat impaired by the water on them.
>we eventually get out and she starts dressing, my hands constantly on her all the time.

the graphic part ends here.



part 12- Night with Helena
>after the deed and everything is done
>i help her getting up her stockings. she tells it is the first time somebody did that, maybe it is true? i would like to think that.

>she asks me to call a cab for her and asks me to escort her downstairs. tells me the women in the reception might not be understanding to her profession.
>when i start to dress she tells i don't need to come downstairs.
>she gives me 2 kisses on the lips before she leaves. one long and one short.
>i still escort her to the elevator.
>and we say our goodbyes.
>and she smiles as the door closes. a toothy grin that might be artificial but i will take it.
>and she is gone.

Helena might not be her real name and she might be acting a bit but all that is ok. I was with this woman for 6 hours.
I enjoyed every second of it.
I am not really a different man after this, not a virgin. But it all feels the same. I am happy tough , it is a thing that happened. I will cherrish and remember the memories forever. It was what i wanted and i would like to hope she will remember the small hairy guy who gave her that bracelet sometimes.

Fin



Epilogue- Night with Helena
PS. Thanks for reading my story . It felt good telling it and this way it is written down somewhere, though might post it in some other boards too. I don't know what life will throw my way in the future, but that was something that had been coming along for a while. Another stop in my course correction attempts for my life.

I had been troubled for a while, not sure exactly why. My own daemons haunting me. Yet i am working on it, had been exercising and eating better. Met up with some friends i hadn't talked to for several years the month prior.

Life just finds a way i guess.

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