I'm in my 30's and have been married for a number of years and have really been with my wife for a good ten years. Up to date I've had no complaints and genuinely love my wife. Recently though, I've developed a certain sense of boredom that I understand frequently occurs in marriages. Don't get me wrong, I didn't start anything with the idea of cheating. That being said, I began striking up conversations with women at random online.
Typically, the conversations were short, seeing the young audience that dominated the internet, once the A/S/Ls were exchanged and I saw that the other chatter was either a guy or some 11 year old, I moved on. Then came that fateful Friday night when I 'met' Stacy. Her IM name was fairly descriptive and intriguing, something like 'babydoll' or something to that effect, and ironically she lived less than an hour from me according to her profile, naturally though it failed to include her age. So I fired up off a message
'Hi'.
'hi, do i know you?'
'No.'
'what's your name?'
'Josh, yours?'
'stacy'
'How old are you?'
'18, you?'
'33, sorry for bothering you, i'll leave you alone.'
'i don't care, no-one else is on anyway'
Knowing she was 18, I realized they typically had a Friend list 3 miles long so it seemed strange to me that I was her only contact on a Friday night.
'Where are all your friends?'
'prom.'
'You didn't want to go?'
'sure did, guy dumped me.'
'I'm sorry.'
'don't be, i didn't want to fuckin go anyway, just bored tho, what are you doing on?'
'Lonely mostly.'
'awww, poor baby, you with anyone?'
'Married actually, but, well, don't want to talk about it. You?'
'just broke up, asshole, he was who i was gonna go to prom with'
We continued chatting, mostly about her in school and her troubles with long-term boyfriends. She was incredibly forward and open about the details of her life. I asked her why she seemed to have a steady stream of short lived seemingly jerks.
'cuz i'm a slut.'
'I hope that's a sick joke.'
'kinda, but i guess i have a real rep and so guys are just nice to me until we fuck and then they are asses.'
'Is that what happened to the last one?'
'yeah, he said he really liked me at a party and we went into a back room and we fucked. i know him in school so the next day he asked me to prom and i said yes and we were together for a few weeks, and then all of sudden he just started calling me a slut and a ho. so fuck him'
I realized at the time that she had a lot of self-esteem and probably a bakers dozen of other issues, what I used to call a 'major head case' but something about her story genuinely made me feel awful for her and the way she'd constantly been used as the high school's sex toy. I also had to admit to myself that her stories were really starting to turn me on. The minute she talked about fucking a relative stranger at a party, my cock immediately came to attention.
We continued to chat, me paying her profuse compliments and her readily accepting them long into the night. We swapped pictures. She sent me two, I sent her one. In one of hers was a shot of just her face. She was blond, with short hair in kind of a trendy style and the most piercing set of blue eyes I'd ever seen. Even in the picture I felt her eyes looking right into my soul. The other picture was a kinda candid shot that showed her from the waist up. She was wearing a spaghetti strap blue top with a slightly different hair style and the nicest smile. Her breasts were not huge but very well proportioned for her. I would guess she was a big B or small C. When we both finally decided to go to bed, I honestly thought I'd never hear from her again. That is until the next night.
I was online again and suddenly a message popped up from her.
'hey.'
'Hi there. What's up?'
'i'm so fuckin horny.'
'You obviously meant to type that to someone else.'
She was 18 after all, and prom night being over I assumed she now was back talking to her flotilla of friends and entered the wrong text in the wrong window. But again, my cock sprung up like a stone obelisk.
'no, you're the only one here.'
'Why did you tell me that? Is this a joke I'm not getting?'
'no joke, i'm fingering my pussy right now, want me to tell you about it?'
Here was a girl half my age that I've known for less than 6 hours and have never actually met wanting to tell me about fingering herself. Ok, I thought to myself, lets call her bluff.
'Yeah, is it wet?'
'o god it is, my finger is sliding in and out so easy, are you gettin hard?'
'Um, of course.'
'aww, poor baby, tell me about it'
'Well, I haven't been hard like this in a long time.'
'rub it for me baby, my pussy really wants some company'
Knowing this was probably a really bad idea, I still couldn't help reaching into my shorts and releasing my stiff cock. The head was huge and already purple from the short converstation. I ran my hand up and down it just a few times and some clear pre-cum was oozing out in a fairly steady stream already.
'I'm rubbing it, are you still fingering yourself?'
'OMG yes, i'm so fuckin horny i just need to cum so bad right now.'
'Are you shaved?'
'yeah, only way to go, oh god baby i'm about to cum'
By now, my hand was almost a blur on my shaft as I thought about this nasty girl fingering her bald little pussy less than an hour from me. There was a very long pause now on the computer. I knew from the length that she was obviously climaxing. The thought finally pushed me over the edge and my cum raced up my shaft and burst from my purple head. I actually came like a porn star, shooting long thick streams almost a foot into the air and all over the desk. I was amazingly drained from such a hard climax. It took a second for me to collect myself and get back to her.
'You still there?'
'oh yeah, that felt so good. did you cum baby?'
'Yeah, hard. Harder than I had in a very long time.'
'aww, what a waste. but ima going to bed now, nite.'