*Hi. So I’m attempting to write an entire timeline of all of my sexual partners. I know it’s an undertaking, so bare with me. I’m doing everything I can to remember everything in order and accurately without embellishing. Some stories may be boring! I am 6’0, always have been skinny, now athletic, dark hair, white but darker skinned, and horny.*
My displeasure and resentment of Sofia took some time to subside. At the time I worked in a facility that had individuals working in windowless offices by themselves for entire shifts. It was just the nature of the job. I frequently took on overtime and worked Saturdays and Sundays at any hour requested. There was a lady named Jane, and she had the same mindset as me, working as much as possible. I later learned that she was bored of her husband and kids and wanted to get out of the house. This is a story about the oblivious 19 year old who got fucked by the 50 year old married woman.
Jane was a wannabe rockabilly chick with natural red hair. Short and to her shoulders, she had a semi mom bod. She was not big and not small. Pretty average. At first I didn’t take much attention to her personality, like we coexisted and that’s about it. At work we were in agreement about everything in general, but she never piqued my interest until she did.
It started with texting at first. This was when we were in the transition period of flip phones and having to ask people if they can receive an MMS. She messaged me asking about working the following week and I just responded as normal and I remember her sending a face pic waving or something. I hadn’t received pics from her before but she told me that she got a new phone. Whatever.
“Do you have a camera phone?” she asks. “Yeah,” I responded. “Well send me a pic!” I sent her a face photo. Mind you, this is not out of the ordinary as the novelty of a camera phone has not worn off. She immediately sends me a photo back with her bra on. This is a turning point for me, as I hadn’t really looked at her sexually, only as a coworker. This instantly flips a switch for me. I respond back, “Let’s see more.” She sent me her naked tits, as fast as I could ask. I’ll spare you the details of the texting. I remember jerking off and sending her a pic of the cum.
Some days later we were working in our respective offices on a friday evening. Everyone has pretty much left and we are there until 8pm. She knocks and enters. “Did you know that when my nipples get hard you could put a raspberry on them?” She questioned while coming in and sitting in a chair. “What do you mean?” I played along. She pulls her v-neck t-shirt down and out pops her b-cup and nipple that you could put a raspberry on. “I’ll be damned,” I mutter as I slide back from my desk and take her nipple in between my fingers. “Oh my god. You are right. Do you have any raspberries?” I ask as I carefully bring my lips to her nipple. I use my tongue to play with her erect nipple while slipping my hands into her bra to expose both of her tits. I fuck around for a while and she asks if my cock is as big as it is in the pic.
“I don’t know,” I say. I’m 19 and less experienced, so I’m not really cocky yet, kinda cynical in thinking everyone flatters everyone else and let’s get on with it. We can’t sit on any laps here because of the armed office chairs that tilt backward, so we’re kind of rolling around in this tiny office like some sort of battlebots. She rolls in front of me so our knees are touching and goes for my pants. No rubbing, just pants straight down and bare ass in my work chair. I’m half hard and she takes care of me, jerking and rubbing my balls until I’m hard as a rock.
“Holy shit!” she claims, putting my tip in her mouth. Now this is no higher than my fourth blowjob, and boy is it fantastic. She’s slurping up and down, back and forth, licking my nuts, my shaft, tip and little did I know, professionally deep throating me for at least 10 minutes. I’ll be completely honest in saying that I was not excited or turned on any extra by her deep throating me. It was only years later that I learned and came to realize that this woman was a professional.
She got me by taking her nose to my stomach and licking my balls at the same time. This I was impressed by. She’s throatfucking herself while I’ve got my legs spread out in an office chair, and after about 10 minutes I bust right in her mouth. She’s handling the clean up. Not a single drop of cum or spit anywhere but in her mouth. My dick is coated with her spit as I slide out but not a drop of cum remains.
She gets up with a few words and exits the room.
We go on to fuck a few times in a hotel the next week.
Source: reddit.com/r/gonewildstories/comments/gfigjt/my_sexual_chronicles_my_first_cheating_milf_after