(m)y (f)irst time with Mrs. D | 2016

Long time follower but first time poster here so I'll do my best for all of ya! The buildup is long so bare with me!

It all started about 8 years ago, I was 20 and in college and I worked part time at a retail store. Unfortunately I had a girlfriend at the time and I still feel bad about cheating to this day. Karma eventually came back and got me like I deserved but that's another story for another forum. Anyways, the store I worked at was directly next to but not attached to the women's side of our store/company. Sorry, hard to explain without giving away the name. Lets just say I worked at ____ for men and she worked at ______ for women. The women's store had all females working there while the men's store had all men working there except 1 girl, named Melinda who was dating a good friend of mine named Richard who worked with me, this story is NOT about Melinda.
I often times worked with this one guy named Byron. Byron was short, with a gut but would retell amazing stories from his skinny glory days and would obviously embellish these stories to an extreme. However most of the time there would be shades of truth to the stories, sometimes more than others and he had a million of them. Most everyone in the store knew some of the stories he would tell, they would vary, nobody was ever really sure what was truth, what was exaggerated or what was pure bullshit. Anyways on to Mrs. D....

For the sake of not using her first name (starts with a D), I'm going to refer to her as Mrs. D. I actually would call her Mrs. D sometimes in person and she happened to think it was rather "cute". At the time she was about 38/39 years old, 5"5 with tan skin a small waist, kind of round but flat ass and an incredible rack (DD's but fake) and pretty face. She also had this very shy smile that she rarely cracked so whenever I got her to smile or anything it always made me weak in the knees. She worked out a lot and tanned year round and kept herself in incredible shape. I definitely noticed her right away but at the time I didn't think much of even trying to speak to her considering I was 20 and almost 2 years into a relationship with my girlfriend (21 at the time). A little about me I'm 5"8, cut athletic build, brwn hair, brwn eyes and have always received positive attention from women. At this store I had no doubts in my mind I was the best looking lad there. Mrs. D was married and with 2 kids, at the time 18 and 11. Obviously there is always work gossip and from Byron and a few others they told me Mrs. D's husband was abusive, both verbally and physically. He was often times take out his frustrations on her and she would either have to call out from work or show up with excessive makeup to cover up bruises. To me, he was and always will be trash. After a few months of working there I basically had a feel for everyone. I had a few occasional work conversations with Mrs. D but it was never about anything personal and I never flirted with her and vice versa, however sometimes I would catch her staring at me and then look away when I caught eyes with her. I started to develop a serious crush on her. I ALWAYS have liked older women but never had been with a girl that much older than me, maybe a few years but nothing like twice my age. Eventually one night Byron and I are talking a lot of shit and this and that exchanging exaggerated stories and I let my guard down and tell him like a bro that I would bang Mrs. D and etc etc. I even said something like "the things I would eat out of her ass you have no idea...". Vulgar shit but whatever I was 20 and meant it. The next day I wasn't working but Byron was and decided to take a stroll over to the women's store next door on his lunch. He approached Melinda, Mrs. D and 2 other women working there and began to tell them about our conversation from the night before. He quoted me verbatim on all of the things I said about Mrs. D, directly to her. Melinda thankfully (Richard's GF), stepped in and vouched for me saying "OP would NEVER said anything like that", and "hes never mentioned anything like this to me, its all lies" etc. While the other women in the store were both disgusted and then quickly relieved by all of this, I came to learn Mrs. D's face went BRIGHT RED, and she later approached Melinda and asked if "maybe some of it was true?", and when Melinda told her she thought Byron made it all up Mrs. D looked extremely disappointed. Flash forward a couple weeks later (sorry the buildup is so damn long). We all go out to a bar together for drinks after work but for me its pointless because I'm 20. There's a ton of people at the bar and I'm with everyone at work looking like a jackass sipping on fountain coke from the bar. Halfway through the night Mrs. D comes and sits next to me and puts a drink in front of me. She says "You look like you could use one...". I smile, thank her and tell her she doesn't have to risk getting in trouble for me over one drink and she quickly responds saying "You're only going to have one!?!". It felt weird at first, her buying me drinks on her husbands money, even talking to her outside of work about non-work related things. We start to get to know each other and realize that even with the age gap we have a lot in common. We both like to bullshit, love classic rock, tequila, etc. After a couple hours and quite a few drinks people from work started to slowly file out. There was only a handful of us left and it was getting late. At this point I STILL refrained from flirting with her and hadn't received any strong signals from her other her buying me a drink. She said it was getting late and needed to get home before the alcohol really kicked in. She asked if I could walk her to her car. We both left together and made it out to her car. She was kind of parked in the back in this corner and it was dark and isolated from the rest of the parking lot. Before she got in her car I thanked her for the drinks and she asked me point blank "Did you really say those things to Byron the other night??". I told her "I don't know what he said to you but all I told him was that I thought you were insanely hot and that I wanted a girl like you when I was older". She blushed harder than I had ever seen, walked up to me and kissed me really hard. I was game. I grabbed her waist with both hands and pulled her into me completely. We were going at it, hard, I must have brought her back 20 years because she felt no different than the 20 year olds I had been with at that point in my life. She pushed me up against her car and started rubbing at my cock over the pants, I grabbed her ass and started moving my hands up her side to feel her tits and she stopped me. Stared at me, said she had to go, got her in car and left. We didn't talk about this for weeks. Finally a few weeks later she came into work with a bruised eye. For the first time I was personally upset and despised her husband. He didn't know what he had. I asked her if she wanted to, we could get lunch the next day and talk about it. I said I was done with class at 10 and there was a place by my house that was really good. She said that would be great and the next morning came and got me from my house. She looked fucking good. Tight white tank top, black shirt, I could have eaten off of her for breakfast. We went to the place, talked about the night at the bar, she said she didn't regret it and I told her I didn't either. Eventually the conversation was too intense so we stopped and enjoyed some good french toast. We went back to my house and I invited her inside to "watch a movie". Keep in mind this is like 2006 and everyone in their late teens/early 20s knew what "watch a movie" meant but it was really my best and only move at the time haha. Sure enough she was down and we headed up to my bedroom to watch a movie. We were laying in my bed watching some shitty movie I can't remember and I could see she was deep into some serious thoughts and breathing heavily. I asked her if she was okay and she shook her head yes but verbally said I don't know. I couldn't tell you what made me decide to do it but at that moment I leaned in and kissed her. It started soft and slow but after a minute we got crazy heavy and started to really go at it. She reached into my pants immediately and grabbed my hard cock. She told me that after she felt my cock through my pants in the parking lot she had to feel it and see it up close, something like that. I had a grin from ear to ear. We were facing each other, her hand down my pants, my hands grabbing her everywhere. We started taking off clothes until we were both down to our underwear. I got on my back as she straddled me and slowly started to grind on my cock, rocking back and forth, firmly. She unhooked her bra and her amazing tits fell out. I will say that when I grabbed them they were more firm than I was expecting, but whatever, she got them done in the 90s, I quickly accepted this and began sucking on her tits. She loved it. She was grinding harder and harder into me and slid herself down me. She started kissing me from my lips, to my chin, to my chest, to the stomach, then pulled down my boxers and my cock sprung out like a jack in the box that hadn't been cranked in years. I was harder than ever. At the time I didn't know what a good BJ was, not even close. She started by kissing my cock and rubbing her face on it, like she wanted to bath in my cock. I was so turned on. She grinned, licked it from the base of my shaft all the way to the tip and then put it in her mouth. She moved my cock around her mouth at first like it was an oversized lollypop and she wanted to feel it from cheek to cheek, tip of the tongue to back of the throat. She swallowed my entire cock (really impressive considering I'm pretty long and thick) and pushed her head all the way down on me and started gagging. She came up for air and told me I could hold her head down as long as I wanted. I was still new to it so at first I would only hold it down until I heard her gagging but after each time she came up for air with a huge smile on her face and watery eyes I could tell she loved this shit. I then started to really hold her onto my cock until I couldn't take it anymore. I was holding her head down and told her "I'm about to cum" and then let go but she grabbed my waist and held herself on my cock until I shot rope after rope of my hot cum down her throat. She sucked me dry and then licked my tip while I was still super sensitive driving me wild. I'm a quick recovery so I went to return the favor and tried taking her panties off but she stopped me and said "not today... but that was the most fun I've had with my underwear on in a long time".

We ended up having an affair for about 6 months and there were plenty of encounters. Since this post was so insanely long I'm going to save the stories for another time if you are interested!