[MF]Hooking up with my retired colleague

Got a few PMs last time I posted asking about more stories so I figured I’ll start with a fresh once. Probably my most recently writing worthy story. This story involves a 71 year old coworker and me so if that’s not something you are into probably best you don’t read this story. Anyways without further delay I’ll get started.

So back in January a lady at my office who is the lady this story will revolve around was set to retire. She had always been flirty with me since I am a younger male who helped her with technology even though it wasn’t really my job but just being friendly. I’d sit down in her chair and fix stuff for her and she would sometimes put a hand on my lap and rub it or afterwards lean over into a low drawer and get out some candy for me. The nice thing about that is she was stacked. She always wore low cut tops and skirts with dark stockings. She must have seen me trying to catch a peek but she never mentioned it to me.

The one time I was helping her she was asking about my personal life and I told her I was attending a bachelor party in a nearby city. She was excited for me and told me that the strippers in that city were amazing and we needed to go. I laughed and she caught some attention from nearby coworkers who laughed and said to stop corrupting me. I told her I planned to go and said she had never left disappointed. I laughed and fixed her issue and went back to my job.

I should also mention that I have signed up for some cougar websites since I love mature ladies and I found her profile on one of them, or at least a profile with pics of her. It was definitely her though without a doubt in the photos. I wanted to message her but I was new at my workplace and didn’t want to cause any issues so I opted not to and just jerked off to the photos. Anyways that’s some backstory on her so let’s get back to the present.

So on her last day of work she is doing her rounds saying goodbye to everyone and stops by my area and pops in to chat with me. She tells me she is going to miss me and I made her day more bright blah blah blah. Typical work stuff but then she grabbed a piece of paper and wrote down her personal phone number and email and address. She said that she could always use tech help and she would pay me handsomely for my work. She also said tonight if I was free to stop by and give her a hand. I said sure after work ill stop at home and then go to her place. She told me she was having issues with her laptop and I said sure I’ll be there.

Boring day at work ends and I almost forgot I was supposed to stop at her house. I go home drop off my work stuff and change into more casual clothes and head over to her place which isn’t too far off from mine. Probably could have walked but I drove. I get to her house and she is still wearing what she wore to work. Dark stockings but you could see through them a bit and a flesh colored skirt that went down to halfway down her thighs. A bit high for work but no one complained I guess. She also had a black looser top on that had deep cleavage and I could see a hint of her pink bra. She invites me in and I go inside
Once inside she offers to make me a drink to celebrate that she retired and I said sure and she went and grabbed me a beer. She was also cooking up some pasta and told me I was staying for dinner which I couldn’t say no to. We talks a bit and she gave me a ton of gossip about our workplace that she could tell me now since she didn’t work there anymore. I heard a lot of things that changed my opinions on some people but that’s a story for another day lol. Anyways I had dinner with her and her cooking was really good.

After dinner I asked her so what was up with her laptop and she said the laptop is working okay but she saved some photos and she can’t find them on her computer anymore and she thinks she lost them. I asked when she saved them and a few other questions and then I just asked her to grab it and she went off to grab it. She comes back down with a crappy old laptop and says she thought she saved them to her desktop and she can’t find them. I say okay give me a minute and I’ m sure I can find them. She heads off to grab me a beer and I do some looking around and can’t find the photos. She then comes back with the beer and I give her the bad news. She says maybe they are still on the camera and she goes off to grab that.

She comes back with a digital camera and I turn it on and try to figure out how to get to the photos on the little screen. As I’m trying to figure it out I feel her hand on my upper thigh kind of stroking it. I continue on and as I finally figure it out the first picture pops up and it’s her in lingerie. I immediately stutter and say sorry and I should not be looking through these for her.

She keeps rubbing my leg and says “Are you sure honey? I don’t mind you seeing these and you can help me put these on my computer.”

I respond “Only if you want me to, I don’t want to impose Linda.”

“Oh honey I don’t mind showing off. I hope you like what you see, I know my best years are behind me.” She tells me.

I laugh and say she has nothing to worry about. She is still very good looking and any guy would be lucky. I am still flicking through the photos and they are her in this black lingerie set that covered all the exciting bits but she looked really good. I was thinking about making a move shortly but then I felt her hand lift off my leg and go under my shirt onto where if I had abs would be. She sensually was feeling me up and told me to keep looking. A few photos later there she was taking her lingerie bra off and her massive tits were spilling out. The next photo was her huge tits free and they were so fucking large. I had seen large before but these were bigger. They of course were fairly saggy but I didn’t care.

She slipped her hand into my waistband and went down and grabbed my hard cock. She then whispered into my ear “If you want I can give you a better view than those photos on that small screen.”
I looked at her and just nodded. She pulled her hand out and stood up and asked me to give her a hand. She raised her hands up in the air and asked me to help her out of her top. I moved close and started to kiss her neck and I could hear her purr. As I worked towards her lips I slipped my hands under her shirt and started to roam around. When our lips met she was a ferocious kisser and took the lead. She clearly had been wanting this for a bit and I wasn’t going to stop it. As my hands moved up I felt her bra and it felt a bit lacy so I pulled back my lips and grabbed her top and lifted it off.

Once her top was off I got to see the hot pink bra she had on her overflowing tits. The bra was probably a size or two too small as her tits were bursting over the top. I put my face into her cleavage and just kissed around and enjoyed myself. As I was doing this she unclasped it in the back and pulled it out from under me. I backed off and just got to stare at the tits on her. They were amazing and she had dark brown areolas with long hard nipples.

I grabbed the large saggy tit in one hand and started to squeeze it. She stopped me and asked if it’s okay if we take some pictures during it, and that I could also have a copy of the pictures. I would have said yes to anything she asked at that moment and she instructed me upstairs to her bedroom. Once we got into the bedroom there was already a tripod set up and she put the camera on it. She said it will take pictures periodically and I laughed and said I guess she didn’t need the help after all. She laughed and said no not at all but it worked to get me here. She then told me to get into my birthday suit and I stood up and started stripping down.

I took my shirt off first, then my pants and then my slowly pulled my boxers down and my cock sprang out. She licked her lips and told me she had seen my bulge at work and knew she needed to have it. I laughed and said I’m glad she took the initiative because she looked fantastic. She told me to sit on the edge of the bed and she bent down in front of me and sucked my cock. She took all 7 inches down her throat and she knew what she was doing. She sucked on my cock for about 5 minutes and then she came back up and said it was her turn.

She moved towards the camera and unzipped the side of her skirt and pulled it down. From my view I could see her side profile and see her beautiful thighs and legs in the stockings she had on. She turned towards me and I could see that she was not wearing panties and there was a hole ripped where her pussy was. She laughed and asked me how I liked the easy access hole. I told her I liked it a lot and too bad I wouldn’t be able to peak at it during work.

She laughed and instructed me to get up. I did and she got onto the bed and laid down. She then demanded that I got down and ate her pussy. Her pussy had not been shaved in a while and a bush would be the best way to describe it. I moved the hair out of the way and saw her big labia lips and started to lick and suck on them. I could hear her moan and I continued. I moved to her clit after a bit and used my tongue on it softly. As I did I slipped a finger in and she was soaked and ready for it. My finger went deep and I felt her thighs squeeze down on my head. I continued working on her clit and after a bit she started to shake and yell my name. Then to my surprise she squirted a bit and it went right into my mouth.

Her legs relaxed and I moved back up and told her it was the hottest thing imaginable. She told me there would be much more to come. She then told me she couldn’t wait any longer and asked me to fuck her pussy. I told her to get in the missionary position as I wanted to see her tits move as I plowed her and she moved so the camera would be able to get a few good photos. As she laid there I went to my pants to grab a condom and she stopped me. She told me she trusts me that I’m clean and that’s all I needed to hear. I dropped my pants and got up and lined my cock up with her pussy. I rubbed the tip of my hard cock against her hairy slit and then slowly pushed in.

Now at the beginning of pushing it was a bit loose but then as I pushed a bit deeper it was incredibly tight. I had never slept with someone this old so I expected it to be extremely loose but I was pleasantly surprised. She moaned and purred and I pushed it all the way to the end of my shaft. As I did I reached up and pinched a nipple and pulled on her large breast. She grabbed the other tit and put the nipple in her mouth. I let go of her boob and grabbed both of her legs and lifted them onto my shoulders. Now I had a better view of me fucking her and it was amazing. I kept pumping into her and her tits jiggled better than I expected.

A few minutes later of pumping this wild old cougar I couldn’t handle it anymore and I told Linda I was close to cumming. She then told me to fill up her pussy and when she said that I couldn’t resist. I came so fucking hard it felt like my cum reserves were completely empty. After my balls were drained I pulled out and looked at my mess. Her hairy bush was filled with cum and some had gone onto her stockings.
I climbed back on top of her for a bit and gave her a few kisses and then laid down beside her and we chatted about how good it was and how I had been wanting that for a long time. She said she knew based on the way I looked at her and she knew she needed to make it happen. She also told me any time I wanted to stop by for a fuck I was more than welcome to.

After a bit I told her I had to get going but I would be back for sure. She told me before I leave I would have to grab a copy of the photos and she told me to wait 5 minutes. She went off with the camera and came back with a SD card and she said she put the photos on it for me. I laughed and told her I would never lose these and thanked her once again. I gave her a slap on the ass and headed home.

Source: reddit.com/r/gonewildstories/comments/hhyz3s/mfhooking_up_with_my_retired_colleague