Moments where you thought to yourself, "What the hell am I doing?"

Moments where you thought to yourself, "What the hell am I doing?".

Not that entertaining and probably a waste of time but here you go...

>Was very horny
>Signed up to a swinging website
>Woman in her 30s was wanting to meet ANYONE that night
>From her pictures, she looks vile. One of the worst on the site.
>Pussy's pussy, right?
>On her profile it says that she likes bareback sex and likes to feel cum inside her.
>Also says that her partner likes it too
>I message her asking where she is and if it will be just me and her and not her partner
>She says her partner stays in the other room. Just fuck and leave.
>I message her again asking if I can use a condom
>She says that she prefers bareback but ok
>I message again asking if I can wear a balaclava mask (want to be discreet)
>She says yes.
>She's close enough to where I live so I decide to meet her in an hour.
>I decide I want to clean up a bit, shave my pubes, etc.
>It gets later... past the time I was supposed to meet her. Decide to still go ahead with it anyway
>I don't drive so I grab my bicycle and cycle for about 15 minutes to her place

continue?...

...

>Moments where you thought to yourself, "What the hell am I doing?".
me every day

Proceed nigger

Hmmmm, continue

yes please continue

Hurry the fuck up OP.

>Get to her area. Very rough. Lives in a council flat.
>I become very nervous but excited at the same time
>Wait around outside because i'm so nervous.
>Grab my phone and watch some porn that I put on (crappy pay as you go smartphone) whilst rubbing my dick through my jeans outside just to try and get a bit hard
>Finally have the balls to press the flat buzzer
>She answers, "Hello.."
>I say, "Hi. It's me.."
>She replies, "Who?"
>I say, "The guy.. the guy from the website"
>She says, "do u realise how late it is!?
>some other people walk up behind me to enter the building
>I quickly say to her, "ahh ohhh there's other people here waiting"
>She says nothing and presses the button to unlock the door for me
>I enter and hold the door open for the people behind me whilst nodding and smiling
>I finally get to the floor where her flat is.
>I notice that there are peepholes on every door so I hide around the corner and put my balaclava mask on
>Walk up to the door and knock
>She answers in about 5 seconds
>My skinny self stands there looking at her with my balaclava on with just my eyes popping out
>She's horrible.
>Short hair
>overweight
>some weird red disfigurement on her face
>I enter the flat

continue?...

if you're gonna ask after every post just fuck off

i have it all prepared. just say yes and i will continue. It was too long for a single post

This

Just hurry the fuck up, I’m getting intrigued

yes continue

>I enter and hold the door open for the people behind me whilst nodding and smiling

and kek

just fucking post it jesus christ

It's really not that interesting...

>I see the light from the television in the room ahead reflecting off the walls
>Presume her partner is sat in there watching tv
>I follow her into the room to left and shut the door
>"DON'T SHUT THE DOOR!" she shouts.
>"ok.. ok.." I say nerverously
>She looks into my eyes angrily and then proceeds to get on all fours on the bed, lifts her nightgown up to reveal her big, naked ass
>It's spotty.
>Her pussy and asshole are hairy.
>I act like it's amazing just to not seem rude...
>"Wow.. oh my god.. look at this thing"
>"soo nice"
>I undo my jeans and slide them down
>My dick is extremely soft
>I fiddle around with it for a while to try and get it hard
>She's just there on all fours facing the wall, not saying a word
>I begin to smell the disgusting, vile stench of her pussy.
>It was absolutely awful. I wanted to throw up.
>I still go ahead with it
>I get condom out and even though i'm still soft and try to get it on
>My hand is shaking slightly as I tear it open
>I couldn't get the condom on
>I say, "ahh ohh i'm sorry. I've never done this before"
>She turns her head slightly to the left and yells
>"CAN YOU DO IT OR NOT!?"
>"I'll just try a bit longer", I say
>She huffs and looks back at the wall
>I say, "Do... do you mind if I get my phone out and look at some porn? It might help.."
>She says, "ok"
>I'm stood there, with this beast on all fours in front of me, with my jeans around my ankles, looking at my phone trying to untangle my earphones and plug them into my phone to hear sound from the porn video
>As I'm looking at the porn video I can just see this huge, hairy ass in front of me
>The smell gets worse.
>I mess around with my dick and try to get hard
>I couldn't get hard.

What the fuck

>I give up.
>"sorry.. i can't do it.."
>She gets up off all fours and stands there and watches me as I pull my boxer shorts up covering my small, flaccid dick and pull up my jeans then button them up
>Still wearing balaclava mask
>I try to make small talk and say, "has this ever happened before?"
>she cracks a little smile and says, "yes a few times"
>I regretfully say, "ahh i can imagine"
>I hope she didn't take it the wrong way. I said it because of the whole situation.. not because of how she looked and smelt.
>I say, "ok i'll better go then"
>I pick up my backpack, look around the room and say, "ok.. hmm..have I got everything?" just to make small talk.
>"yep, yep.. ok" I say.
>We both say bye and then I leave.
>I take the mask off and cycle uphill back home thinking, "What the hell am I doing?"

>not that interesting

10/10 thanks for the waste of time mate

user, order a fucking escort next time you autistic fuck

ohhh jesus have mercy on you

I did say it at the start!

fuck me user, you stayed way longer than I would have

Next time, pick an 8/10 or higher girl before you go dragging your ass around town.

she was the only one free that night. I was horny.

That just isn't worth it lmao

fucking hell i guess you learned your lesson eh? not all pussy is just pussy. especially when everything they do is a turn off in general. my dick got overly soft just reading all this, and i'd fuck just about anything.

>be in university
>new city
>post my dick on craigslist
>add my phone number too because I was too horny for my own good
>get a bunch of old guys calling
>tell them they have the wrong number
>finally get a girl
>she wants to meet up at a cafe
>says she will be wearing a red backpack
>I go but wait outside on the other side of the street
>see this 300+ pound heffer trundling down the street
>fuck this
I felt so stupid, but I probably dodged an HIV bullet or two.

If her ass and pussy weren't spotty, hairy and smelly it wouldn't have been so bad. That's what really did it for me. Makes me sick just thinking about it.

She had met absolutely tons of guys before too. Loads will have done it without condoms. She even had regulars that went after work. So horrible.

ugh yuck.

>if her ass and pussy weren't spotty, hairy and smelly it wouldn't have been so bad. That's what really did it for me.

yeah this is mainly what i was talking about, and how she was an angry prude who yelled at you for the door and just went on all fours. i don't like being in so little control when having sex just as it is. its very uncomfortable and takes alot out of it. she could have atleast sucked you off or something or tried to atleast be abit appealing in some way.

Don't think anything could have made that appealing

Oh something I forgot to mention. I actually asked if she'd suck me off and she angrily said 'No' lol.

And then after 20 seconds of silence I said, "can you just touch it?" lol! She shouted, "I'm not touching it!" haha I know how ridiculous it sounds.

aw fuck. yeah thats gay as.

what i meant is she alteast could of tried to get him hard with a handy or something.

Seems like a situation i wouldve gotten into when i was younger. Glad im not alone

yeah it's crazy the things you do when you're horny. If i had cummed I would have felt absolutely awful afterwards

oh i didn't even think of the after hornyness regret.. fuck you dodged a bullet i guess, could have been alot worse.

hehe yup

would love to hear any stories if you have any

You got on your bicycle! How old are are??? Did you tell mummy where you were going?

I like to cycle. Feels good. I think it makes the story more sad but funny too lol. Just going to the effort of cycling in the dark late at night.