Older [M] with younger [F] work mate

I’ve been reading the stories on here for a while and finally decided to share some of my experiences from recent years. This is about an ongoing relationship that unfortunately is on hold at the moment for obvious reasons.

This story may be long but I think the background is important.

I’m in my mid 50s, happily single, reasonably fit and healthy. In my younger days I was never the first guy to get the girls but as I’ve gotten older I’ve become more comfortable in my own skin and more confident. I think that may be why find it easier attracting women now that I did in my younger years.

I’ve also been pleasantly surprised to discover that there are a LOT of younger women out there who are genuinely attracted to older men. Initially some of the younger women that I met came from sugar baby sites and I have had some wonderful adventures in the DDLG or BDSM world which I both enjoy – from mild to wild as they say.

I’ve also had some great adventures though that have happened through social interactions, acquaintances and even through work colleagues.

I met Casey about 18 months ago when she joined our company in one of our interstate offices. I travel regularly to that office and I started interacting with Casey as she handled the finance relationship for a bunch of my clients so we got to know each other and had a great working rapport.

So, Casey is 29, she’s about 5’ 3, pretty, mousy blonde and is a fitness nut. She always struck me as very conservative, always dressed well for work while some of the other women were very casual – Casey always wears nice, but bordering on plain, clothes. She is always very friendly, big smile and just a joy to have around. To maybe put her in a box for you my unconscious bias had her as a good Christian girl – she’s not!

About ten months ago her husband was offered a fantastic job in Sydney where we are so Casey then transferred to our office. I was pleased at the time as I enjoyed her being around and her positivity was great for office environment. That weekend I then ran into her and her husband at the local park, where I run around, taking their dog for a walk so turned out they’d taken up an apartment literally around the corner from me.

She sits near me at the office so we’d have great banter and as I got to know her better we’d spend more time together chatting at work, occasional shared lunch etc – I also enjoyed looking up and our eyes meeting or noticing that she was looking at me. I also enjoyed just watching her when she wasn’t looking. Special thrill would be when she would go to the gym during lunch and come back to the office in her leggings and tight gym top and I would get a glimpse of what a spectacular little body she had.

Believe me I was having all sorts of thoughts about her but have always made a point of keeping my extra curricular activities quiet with work colleagues.

All that changed about 5 months ago – we had Friday night drinks close to our office for a birthday so we ended up at the pub with lots of drinks going around. About 8 o’clock I decided I would do a sneak out as I’d had enough. On my way out the door I ran into Casey coming back from the bathroom – when I told her I was heading off she asked could she get a ride with me.

So, we’re in the Uber and she then says do I mind if she comes up to my place to discuss something that she needs to share with me – At this time I’m thinking is this about work, her marriage – no idea! When we got to my place I poured us both a glass of wine, and then we sat on the couch and she proceeded to open up completely to me with a verbal barrage.

She loved her husband Steven implicitly, he was her best friend and she wanted to be with him forever. However they had, as she said, a non-existent sex life and even when it did happen was pretty uneventful. She then said, and keep in mind up to now I thought this girl was a good Christian girl, that she wanted to find someone that she can discretely have sexual relationship with that no-one will ever know about and that she’d decided that I was the one to do this with – she wanted someone older, caring who would be discrete and she figured that was me.

So my mind was blown – boom! But immediately was incredibly excited about where this was going to lead.

Casey continued talking for a while – blabbing really through a mixture of nervousness and fear – and I decided to cut her off by kissing her. The moment I did that you could feel the air in the room completely change.

Sitting on the couch we start kissing very deeply. Casey was actually trembling and is also moaning a little. When I move down to kiss her neck her moaning gets more intense and she is almost shaking.

I’m running my hands all over her body by this stage and running my hands up the outside of her thighs under her skirt. I’m shocked when I can’t feel any underwear and I grab her bare butt and squeeze which brings out more deeps moans. – I was to find out later she had taken her panties off at work and had been planning this all day! We are still kissing again when I bring my hand up the inside of her thigh – when I touch her lovely cunt it as wet as any woman I have ever known and she lets out the most exquisite groan now when I gently rub two fingers parting her lips. I gently finger her clit and her shaking and moaning just increases. I stick two fingers inside and then bring them up to our mouths as we are kissing so we can both taste her – she is incredibly excited when I do that!

We’re both fully clothed, on the couch, and I get on my knees and rustle her skirt up to her waist, pull her towards me so her butt is almost hanging off the couch, and push her knees back to her chest so she is completely exposed to me. For a few moments I can’t get enough of her cunt in my mouth and I’m devouring her – tasting every part of her. I then start gently sucking her clit while I have two fingers inside her massaging her g spot. Literally 30 seconds of this and she has her first orgasm pulling mu face into her – the orgasm is so intense her cunt is actually squeezing my fingers.

So far we’ve literally been in the door for about ten minutes!

We eventually got undressed and made to the bedroom but that was after fucking all over my lounge room and various other parts of the apartment . That night she stayed for about 4 hours and I walked her home as she needed to be home for the dog. Her husband it turned out was away kayaking with his friends and wasn’t coming back until Sunday. The following evening we got together again and have many times since whenever Steven is interstate for work which ends up being about every second week – or was!

I’m only the third sexual partner she’s ever had but, as she says, I’m actually the 1st real sexual partner. She is on birth control because they don’t want kids yet so I can come inside her when I want which she loves and I’ve spent the last 4 months introducing her to all facets of erotica and she is a very keen student who has very few inhibitions and just wants to experience basically everything. I am keen to share her with another older man which we have been planning but clearly on ice for now.

We’ve set up discreet email and that’s how we communicate. At first her messages about things she wanted to try. “ I want to be tied up and blindfolded”, “ I want to try anal” and then we would discuss in more detail.

At work our relationship is as it always was – I get no small sense of satisfaction with work colleagues who have no idea of the actual relations that Casey and I have. And of course I now know my little conservative girl is anything but.

Source: reddit.com/r/gonewildstories/comments/g13j9h/older_m_with_younger_f_work_mate