Older Colleague

Paula was in her 60's when she started to work in our office. I worked in a charity accomodation for the homeless. We would usually assist with the homeless in town for all their support needs, food bank, clothing and processing any benefits and claims. It was a good job but the down side is that it was a 24 hour shelter as we would also house the homeless in the upstairs hostel. We had a fairly big office. There was a shared area where we could do support work with the homeless and also a kitchen which they could use. We had a separate kitchen, bathroom, office, reception and sleep room for the sleeping night worker. I was lucky and never did many sleep shifts but I did have to work from 3pm till midnight which wasn't as bad but still a drag.

I was in my 20's and had not long graduated university. This was a job I used to do part time but now was full time until I found something I really wanted to d or maybe even apply for a managers position in this company.

Paula was a new starter with us. She said she had work in many similar places to this before over the years. She had dyed blonde hair which was a bright blonde, she was shorter than me so maybe 5'3" and she had a slim figure with maybe C or D cup breasts. She had the type of look which told me she must have been hot back in the day with every man wrapped around her finger. I did notice a wedding ring on her finger and the car she had was a soft top convertible which was again another sign she liked attention.

We got on pretty well and she seemed to take a proper shine to me. Paula was put in charge of shifts for all of us and I did notice we were put together a lot. She would so some of the sleep in shifts and I would always get the 3pm till midnight which meant from about 5pm it would be just us two on as staff members.

Paula was not very good on computers and she would always ask me to fix what she was doing. She would often get me to sit on her chair and she would lean over to look at the screen which meant her breasts would be pressed on my shoulder. I used to get a little turned on from it and would think about how lucky her husband must be. Pam always smelled amazing and she would always have beautiful painted nails. Paula was a bit of a flirt I noticed, she would make lots of innuendo jokes with me and hint at us hooking up and follow up with saying she was just joking. Paula would always wear tight pants when she worked the sleep in shift. We had to wear the charity t shirt and we were given a jacket too but we could wear our own pants and there was no real guidance of what to wear. I did used to check her out when she walked past. Her top was always tight and I always imagined she was wearing a really sexy bra. I could sometimes make out the outline of her thing when she would bend over and I would sometimes joke about when she would lean forward that I would do naughty things to her if she wasn't married.

One night midweek I was down on the late shift and Paula was on the sleep in. The sleep in room was next to reception where the homeless would come if they needed anything. The sleep in room was also off the other corridor to the back office where all the admin was done. Mostly we would work in the admin office as it was out of sight of the other rooms. The sleep in room did have the spare phone lines and it was also where the alarm box was if any of the upstairs users of the hostel needed help with anything. This one night it went off for the communal kitchen. It turned out to be a false alarm and I went into the sleep in room to turn it off. I noticed that Pam's bag was slightly open. I could see some of her clothes were in the bag and I noticed the lace of her bra was near the top. I had a little look in and I noticed the label which said 34D. That confirmed what size she was. It was a pretty young person style and I could picture her breasts in this red lace bra under her work top and I started to get a little hard. I made sure to put it back as I found it before I got caught and went back into the office and made sure to tell Pam it was a false alarm.

I started typing up the logs from today and I could hear Paula typing some stuff up. She then asked if I could help her with how to find a document she had lost. I never did mind helping her as I understood she just wasn't from the same generation.

Paula got off her chair and let me sit down. I went through the recovery folder and found the half written document. Pam had kneeled next to me and her breast was pressing against my leg. I was already a little horny from seeing her underwear and I moved my leg outward a little and pressed into her breast a little. She noticed I thought because she placed a hand on my knee after a moment.

"You keep doing that and I'm going to get hard and need to relieve myself" I said. I don't know where it came from to be so direct.

"If you get hard I won't say no to you relieving yourself" She said back to me.

She was old enough to be my mother but I did not care one bit. In fact she was older than my mum. I looked at her and then at her lips. She had on a light pink lipstick, her hand was still on my leg with her breasts pressed against me. I leaned down to her and started to kiss her. She started to stand up and I stood up off the chair. We started to make out and I could feel my erection growing. I pushed my hips towards her so that she could feel my cock pushing into her stomach a little. I reached my hand under her top and slid up towards her breast. My hand couldn't fit it fully in my grasp and I started groping at her. I felt her nipple harden and push through the material of her bra. I started to rub her nipple through her bra and her hand was stroking my cock through my pants.

"The sleep in room" she whispered in a low moan.

We fumbled into the sleep in room where Paula started to undress her pants off. Mine were already on the floor as Paula was on the bed on all fours. She was wearing a pink thong and I pulled it to the side as I placed my cock at her entrance. I wondered if her bra was also a matching pink but I didn't have time to find out. She pushed back against me and I thrust myself into the deep wet pussy. I held myself inside her and put my hands on her hips. Paula was classy but I looked down on her left hand at the golden wedding ring. She didn't need marital sex from me, she could get that at home. That's when I started thrusting hard into her. I wanted to hear her gasp and moan which she was doing in no time. I started cupping her breasts over her top and I could feel them bouncing from my thrusts. We fucked like this for a while and I was really forcing myself deep into her.

I pulled out and she groaned. I looked down and her wetness was all over my cock. I motioned her hips down and to the side. She knew that I wanted her on her back while I fucked her. She lay back and spread her legs open. I could see and smell her excitement. I didn't waste any time in trusting myself into her again and she let out a deep moan.

I started thrusting fast and deep into her, I was looking at her breasts bouncing in her t-shirt. I started to kiss her while pressing my body into hers. I could feel her breasts against my chest. I put my hand under her top and pulled down on her bra to release her breast. They were soft and I could feel the weight of them bouncing under my trusts. Her pussy felt so different to what I was used to and I was loving how long I was able to last being between this woman's legs. It was such a turn on to know she was getting fucked at home by her husband but I was giving her something she was craving and that she was also giving me something I was craving.

I felt her starting to get close to orgasm. She was moaning hard and telling me to keep going. I felt her squeezing my cock as she started to cum. I kept thrusting so that she could really climax.

When she finished her orgasum I pulled out my erection and lifted up her top to expose her front. Her right breast was still out of her bra. Her breast was saggy and I could see the signs of her having had kids and how the years had aged her. I started wanking my cock over her stomach and breast. When Paula caught her breath she looked down at my erection and took me in her hand. She started stroking my fast and the motion was shaking her breasts.

My balls emptied fully and deeply and my thick white cum spat out over her bra and breast and as the squirts slowed down some of my cum went on her stomach. When I was fully spent Paula let my cock go and I let myself fall next to Paula on the bed to catch my own breath.

After a few moments Paula got up and wiped the cum from her front with her hand and wiped it on some tissue which was on the side. She put her breast in her bra and pulled her top down. She got dressed and straightened herself up. I got my pants off the floor and got dressed as well.

Paula looked very happy with herself.

"I probably should not have fucked a married woman like that" I said to her.

"Yes you should! we have been eye fucking each other for weeks. And I don't know about you but I enjoyed myself a lot. Nothing like with James. I haven't been shagged like that in years!" She said.

We chatted for a while about how she does not get it like that at home and it was exciting that we had fucked and he would have no idea. I was pretty excited myself about this too because I had never been with an older woman. It was a bit of a kink.

It got to midnight and I got my things together. I arranged to meet up in a few days on our day off. James worked during the day at an office about an hour away and I would have liked to had a little more freedom to have more than a quickie.

I didn't live far from work and at this time of night I got home after a quick 10 minute drive. I got undressed and slipped into bed without trying to wake up my girlfriend. Holly was still asleep when I got into bed. My mind was thinking about how Paula was wrapped around my cock only an hour ago. I knew I hadn't cleaned myself up and I had her excitement dried around my shaft. I think next time I want to fuck on her bed where she sleeps with her husband. I started to wonder if she had ever done anal and expected that she probably had over the many years.

I lost myself in the thoughts of Paula and I noticed I had started to get hard again. I felt Holly starting to move next to me. I must have woken her up when I got home. She reached over and pulled my arm around her so that I was spooning her. She shuffled her bum a little and pressed it against my crotch. Holly was very different to Paula. Holly had dark hair which was straight and down just past her shoulders. She was slim and had A cup perky breasts with small dark nipples.

Holly pushed against my crotch and I knew she felt my erection. She reached behind her and started to rub the end of my dick through my boxers. I was already fully hard now. I put my hand under her top and started to play with her nipples. Holly turned around to face me and started to pull my boxers down. She started to kiss my chest and then my stomach. I knew where this was going. I got the feeling that she was going to suck my cock. I couldn't let her taste Paula on my cock. She would know what pussy tastes like because she tasted herself off my dick may times. I decided to stop her by pretending to be so horny I just wanted to fuck her. I grabbed her leg and pulled her on top of me. She just slipped her tight pussy on me. I was imagining that Paula was on top of me as Holly started moaning. She started really rocking her hips on me and I could hear her wet pussy slapping against my cock. She started to stick her tongue down my throat and after a short while she was having an orgasm while my meat was inside her.

She hopped off and did her signature move of then starting to give me head. She already had Paula inside her pussy and was probably tasting herself and Paula in her mouth. Her tongue was working it's magic and I closed my eyes and imagined Paula going down on me. I didn't take long to finish and Holly took me in her mouth in full. The volume was not half as much as before but I was fully drained now.

"You horny boy, what's go you so worked up?" She asked.

"Coming home to you obviously," I lied.

We chatted about our day but the only thing on my mind was that this week I was going to cuck Paula's husband while he was in work.