This story took place a nubmer of years ago.
At a previous job I worked at we had openings for a variety of positions and a very nice look lady interviewed and said she would gladly do the duties of two of them at a specific pay rate. No brainer for the bosses, so she gets hired. I trained her how to handle the tech side of the job and we’d sit and chat in between calls or whatever needed our attention, while someone else trained her a more physically demanding job.
She dressed in clothing fit her frame well. We’ll call her Rebecca, she was on the shorter side and had a slight mom bod. While training we’d talk about all sorts of stuff but staying to SFW subjects and over the course of the week I figure she is single and has a great personality so I invited her to my friends group next dinner the next weekend. The work weeks goes by smooth and we’re having fun. She lets me know that she is a mom but her kid stays with the womans ex husband, I’ve never dated or been out with a woman that had a kid before. The thought didn’t bother me, so I was like all good.
The night comes and we all good for dinner and a movie, I’ve got my arm around her and things are pretty chill. The movies ends and I start heading back toward her place to drop her off and she invites me in. She starts to show me pictures for where all she has lived and we swap life stories, then started to watch videos on youtube and eventually we start to make out. Clothing begins to come off and for the first time I get to see her in just lingerie.
My partners in the past were over various heights but all had the samething in common 34-36B chest, however this lovely milf was more stacked then what I realized at 38DD cup. Once I got her bra off, I will say I might’ve gotten lost in that much breasts. They were sensitive, so she had no issues with me massaging, licking and groping them for as long as I did. Rebecca was fairly tan and her areaola and nipples were a nice tan color. My senses came back to me and I started to remove her panties then I could smell how turned on she was; her wetness was sweet on the air and I took my shorts off to toss across the room.
I lowered my body and kiss my way up her inner thigh and as I made it to her clit I kissed her there, licked and then began to run my tongue up and down between her labia; teasting her opening and clit. I alternated between slipping my tongue inside her and sucking on Rebecca’s clit. It took roughly five minutes before she pulled me up from between her legs and told me to fuck her. As my body moved up, she pulled my boxers off and grabbed my dick pulling me home and into her wet pussy. She used my member to tease herself before pulling my body down and guiding my cock inside of her.
The only downside was there wasn’t furniture in her apartment yet, so we had to use the carpeted floor. I was able to ignore that and kept on pushing myself as far inside of her I could go then pulling back until I was nearly out of her. I would change the angle a bit or paced at which we fucked, her bucking up to meet me. It had been a bit of a dry spell and neither of us had a condom, she told me she was on the pill and was okay with me cumming inside her. I tried to distract my thoughts away from the sexy woman with huge tits, fo rher size, grinding on my cock but nothing was working. I finally lost the war and thrusted one final time before my body seized with pleasure and release, then slowing to thrust a couple more times before I was done.
I pulled out of her and just began to explore her naked body with my hands, running them down her legs and back up them to her ass to gently massage it. Then up her back and around front to play with her breasts somemore. We kissed as she laid on her back filled with my cum, I innocently exploring her body more and we talked somewhat dirty as I begin to sit up and lean back. I began to rub her legs and my dick just rubs up against her, within a few moments I am rock hard again and have absolutely no issue just thrusting myself back inside her fully. She had her first orgasm with me right there, she tensed up so much she nearly squeezed my cock out but I kept thrusting as hard as I could. Her neighbors had to be pissed or jealous.
How we were going was starting to become to much and we changed position, I’m laying down and she wants to ride me but first begins to suck my cock. I let her know that she can do that as long as she wants because I will never cum from it and she takes this as a challenge. After sometime she wrapped her tits around my cock and begins to titfuck me, which I hadn’t experienced with tits this big yet. It feels great to me, but not what will get em off a second time so close. So she climbs on top of me and squats onto me and begins to ride me squatting. This however will get me off and I learned it might be my favorite position from this one experience. Her tits hovering right in my face for me to massage as I look down her wet pussy is slammng down onto my hip bone as I watch my cock disappear inside her. She rides me like this until I can start to feel my orgasm building and she hops off to suck my dick until I cum down her throat.
She began to have an orgasm as I shot my load in her mouth or at least was moaning loudly as she took my cum in and swallowed. She argued that it was the blowjob that did it. We both passed out and woke up sore the next day. I took her to my place the next night so she could get a good nights sleep after being fucked in bed.
Source: reddit.com/r/gonewildstories/comments/zsf4xy/mf_fucking_my_milf_coworker_and_earning_rug_burn
Nice job, can’t wait to hear the rest.