Category: gonewildstories

Long time lurker, first time poster. I am a typical 30 something married white dad. Ive been with my significant other for 10 years plus and i must say we are happily married with children. This is not a dead bed room situation, we have a great and active sex life. She is a stunning and sexy woman, who i hope to be with until i die. But this story isnt about her… This particular story is one about my darker side. You see i have opportunisticly cheated on her dozens of times throughout our relationship unbeknownst to her. Its not something that i am particularly proud of but i figured id use this forum. To share experiences ive never been able to share with anyone else. Got to love the anonymity of the internet right. This particular encounter took place 3 years ago. I was browsing craigslist personals, well honestly because im a degenerate. I saw an add titled something to the effect of ” female seeks male for dirty chat “. Normally i would have dismissed this as some automated phishing bot post. The kind that tries to get you to sign up for a weird url dating site. But the language was coherent and consise. I replied to the add with some basic details it requested. And figured it was probably just a bot. That evening, to my surprise i got my first reply from Jazz. She introduced herself in the email and included her kik id. Up until that point i had know idea what kik was. I quickly googled it and downloaded the app to my phone. I lamented through the sign up process trying to pick a name that didnt give anything away. After fumbling through all that bull shit. I sent her a simple hello and thus began our a series of conversations over the course next few weeks. In all honesty this was a struggle for me, i had started dating my wife prior to when texting really took off. So the whole experience of flirting and chatting over text was new to me. Our conversations began very “g” rated. I gave her my basic details and she on turn shared hers. She was 19 and had graduated highscool the previous year. She had very little direction and was taking courses at a nearby community college. I panicked a bit when she revealed her age, i mean here i was a mid 30’s married guy with absolutely nothing to say to a 19 year old women. But i continued on with the pleasantries. Our conversation seemed to hit a dead end and she told me she had to go. I thought for sure i had blown it. But fuck what are you going to do. Two days later after no contact, i was up working on some paperwork after my family had gone to sleep. And my phone buzzed unexpectedly. I opened the app and laid my gaze upon a absolutely tremendous set of giant breasts. The pic was well framed and the lighting really accentuated Jazz’s dark skin tone and giant well defined dark nipples. I simply replied “wow, thank you” not really knowing what to say. Over our next volley of exchanges , she explained that she enjoyed how polite i was to her. And that the other connections she had attempted were to forward to quick. Lots of dick pics too early in the conversations. We continued to next for a few minutes and she asked me to masturbate for her. I of course obliged and sent my first dic pic moments later. We exchanged various pics and short videos that culminated with me cumming for her, and we said good night. This pattern continued sporadically over the next few weeks. She was very pretty in a sort of geeky comic con girl sort of way. Latina, dark long black hair, glasses, thick but not fat. She definitly had a look like she might blow up some day, but being 19 this was her absolute prime. She was a 100% nympho maniac as i soon discovered. She was promiscuous at a young age and admitted she masturbated incessantly. She had at the time a few fwb. And would give me the details of their encounters. I was enjoying our chats as it gave me a repite from my normal day to day. But i was still hesitant to push for any kind of actual physical encounter. That all changed easter weekend. I sent her a message that friday night asking if she wanted to play and sent a picture of my thick white cut cock standing at full attention. She replied with a no. And i was floored, quickly she responded. And informed me that she did not wish for me to waste any of my cum on jerking off and that she wanted it for herself. I was taken a back, knowing that at this moment that was not a possibility. Shit my wife was in our bedroom and it was 11pm on a friday night there was know way i was leaving. She suggested that i come to her on easter morning while her family attended mass. Luckily for me my job requires me to leave and attend to customers all over often at in opportune times during the day. So the stage was set for easter morning and Saturday dragged on for what seemed like an eternity. Easter Sunday i awoke with palpable anticipation. Made breakfast for the fam and mid morning informed my wife that i had run out for work. She wasnt exactly stoked but understood the nature of my business and we agreed that i would meet her later and a family easter egg hunt. I kiked with Jazz and her only concern was to make sure i hadnt cum since friday. I assured her i hadnt and headed out. She lived in a nearby city about 30-45 minutes away dependent upon traffic. Being that it was easter morning the drive went quickly. Although it seemed like forever as i did mental gymnastics , fretting over the scenario and what problems might arise. I mean i didnt really know what to expect, was i being set up? Was she real? Who fucking knows. But the cock wants, what the cock wants. I arrived a little earlier than i had anticipated. I parked down the street from the address she gave me in order to compose myself. I texted Jazz letting her know i was close. She was frustrated that her brother had chosen not to attend church with the rest of her family. And i immediately thought the plan was doomed. Ten minutes passed since her last correspondence and i seriously was considering taking off. At this point im parked at the end of a residential coldesac in front of a small park. And im a ball of nerves. She texts me and asks where i am, i tell her. 30 seconds later i see her in the flesh for the first time. She was smaller than i had expected. Her hair was messy and had been quickly thrown into a bun. She wore pajama pants , slippers and a tight tshirt with no bra. The poor tshirt looked ready to explode from the sheer size of her massive tits. She opened the passenger door to my silverado and bounced into the seat. She faced me turned a bit sideways , smiling from ear to ear. She said she didnt want me to be dissapointed. I told her how much prettier she was in person and she scooted closer to be on the bench seat. She wasted no time and began to caress my cock through my jeans as we kissed gently. She pulled back a bit and said she didnt have alot of time. At first i was confused but she almost immeaditly began undoing my fly and moving her head into my lap. My semi flaccid cock was instantly rewarded with the softness of her full lips and the warm ness of her tongue. She bobbed up and down holding me in her mouth bracing herself on the seat and steering wheel with her hands. I grabbed ahold of her messily done hair and began to push deeper into her throat as my cock continued to stiffen. I knew i wouldnt last long and i began to wonder about where i was going to cum. She must have sensed the inevitability of my orgasm as well and quickend her pace. I pushed deep and let loose a thick load, she gagged but remained determined her cheeks swelled with my seed. But i felt her began to swallow she grabbed the base of my cock and squeezed all that remained from my shaft swallowed that and sat up. She kissed me on the cheek and said text me and proceeded to hop out of the truck. I sat flabergasted for a moment until i realized i was sitting at a park with my cock exposed in my truck. She scurried back across the street as i attempted to shove my man hood back into my levis. I turned the ignition and put it in to gear and slowly began to pull away from tbe curb. As i passed jazz who was now looking in her mailbox another truck approached. I made eye contact with the middle aged hispanic man driving as we passed. When i got to the cross street he pulled into Jazzes driveway. I wanted to thank him for raising such a wonderful young women. This was the first of my 2 meetings with her, if you guys want to hear about the second one let me know. I apologize for any spelling or grammatical errors. This was my first attempt at adding to this community of pervs we all enjoy.