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This story takes place around 2004 right after my divorce from my first wife. I was 23 at the time, my kid and I had moved back in with my parents to weather the divorce proceedings. I was spending a lot of time at a local dive bar as I had a built in babysitter. I had no intentions of dating anyone at the time but was definitely in the fuck anything mood. Unfortunately my watering hole did not offer many options as it was filled with old guys drinking away the sorrows of their days. So most nights I'd just drink my fill and stumble the three blocks back to the parents basement to spend the night surfing the net for people to chat with and jerk off to before passing out.
On this particular night I got extra drunk and was really horny. I have to preface this story by stating I think all women have something that makes them sexy. While I definitely like the traditional beauty but I can normally find something attractive about most anyone. I have also never really had a type, I have had all types from rail thin to curvy to very big, blonde, brunette, red heads, white girls, Asian, Latino, black you name it and I have had fun with at least one woman that fits the description.
When I got home I fired up the old yahoo adult chat rooms and began trolling for someone who wanted to talk dirty or even better give me a little can show to help me relieve my pent up horniness. After an hour or so I found myself in a state based room of my state. No one really stuck out as particularly horny or sexy for that matter. As I was looking over the women with cams on (yes I was that guy, divorced desparate and horny) I noticed one that was from my town, so I opened her cam.
What came on the screen was a very large probably 275 lb 19 year old with a face made for radio. But hey I was bored and I didn't know her so I began private chatting with her about our town with no real intentions of getting sexual. After making sure I didn't know her I turned on my cam and we continued talking as I worked through my take home six pack.
After 20 minutes or so she started making blatant sexual innuendos about being all alone and feeling frisky. As this was not my first time with the cam chat I knew where this was leading. At this point I wasn't sure she was going to be able to even get me going but I thought what the hell I'll play along and at the very least I could get a look at her extremely large f cup breasts and maybe rub one off and maybe she would be good at the dirty talk. So I began making my own coy remarks. And so we played the game, what do you like, what are your kinks etc. this is the point where her true colors came through and I latched onto what was sexy about this very ugly girl. Confidence!
Most big girls are shy or reserved about their body to strangers. Christy was large and in charge to use a horrible cliche. She began to tell me how she'd suck my cock better than any other had ever and her massive tits were so sensitive and I could be hard and rough on her as I wanted. That she would make me cum so many times my cock would be limp for days. Then she pulled out get tits and began roughly pinching and pulling on them while looking into the can and telling me how I'd be begging to fuck her tight pussy and fat ass.
She had won my cock was now straining to its full 7" and I pulled it out and began striking it off cam. I told her she had me jerking off to which she replied, I had not seen anything yet and if I showed that dick she would move the cam down to her freshly shaved pussy. I had already gone this far so I adjusted so she could see my cock in all of its glory while I increased my stroke speed. She spread her pussy and began fingering herself moaning about how she wished she had that tasty cock in her mouth.
Her dirty mouth had me on the brink of explosion and I told her I was getting close expecting her to egg me on through my orgasm. But she had another surprise for me. She immediately moved the cam to just her face and told me to stop stroking my cock and not to waste that cum. I was taken aback as she said That she was only five minutes away and I should be there to cover her face and mouth with my FIRST load of the night.
Well at this point I was pretty well drunk and wasn't sure I really wanted to fuck this girl yes her confidence was sexy but in person would it be enough to overcome her looks. I played the too drunk to drive card hoping to get back to the dirty talking masturbation session, get off and go to bed. She was having none of that and her confidence once again blew me away. She says, "bullshit ! I'm coming to pick you up and your coming to my house and you are going to fill me up in every way possible all night and when your dick won't get hard anymore I'll take you home and if you never contact me again I don't care. No one will ever know so don't worry about that just say yes so I can get in my car."
Well that did it, I was fucking this girl tonight! I gave her my address pulled my pants up and went outside to wait for her...
If you are interested in how the actual meeting went I will post it later if I get good comments

Gad22