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The Lonely Older Coworker [M20's] [F40's] [Workplace Romance] [Unprotected Sex] [Oral]
Author Summary
freneticcyan is a female in Oral
Post Body

I love my work. It may be a boring office job, but it isn't much stress, and we have a great team that are a blast to work with. My name is Richard, and I've been working at this place for about 3 years.

I like to think I'm a decent looking guy, dark brown hair, with green eyes, and a slim build. I go to the gym regularly too, which gives me a lot of confidence. I'm in my late twenties, and I've been single for a while now. I'm a proper geek in reality, but I take care of my appearance.

The last relationship I had ended with a bad break up, and I haven't been with a woman long term ever since. I've slept with a few women since, as my body gives me that cavalier confidence which really helps with the ladies. I've always been happy with my 'endowment', and women never seem to complain about it.

The office team is great, there's a few guys similar age to me, Dave and Peter. We often talk about football, and occasionally about women. There's a few female members of the team as well. Theres the office manager Samantha, who is married with two kids, Ruby who is the youngster of the group, a shy girl in her early 20's who has a boyfriend. Then there is Megan, a woman in her early forties.

Megan hadn't had much luck of late, her last few relationships had ended with guys dumping her after a few months, and she had never been married. I kind of felt sorry for her, she was sweet and kind, and deserved better. She was a pretty woman, with mid length brown hair. She wore oval red glasses that hid a pair of bright blue eyes. She was fairly slim, but curvy, and often covered up her body with non-revealing clothes while she was in the office.

To start with, my relationship with Megan was mostly platonic, I'm always shy in a new workplace, and it takes me a bit of time to get involved in the banter. Eventually I started joining in more, especially with the sexual innuendos that get around the office.

I enjoyed flirting and bantering with her, but I was aware of the age gap. She was at least 10 years older than me, and thinking about her romantically almost seemed out of the question, as she'd been with guys a lot older than me since I'd known her. I'd be lying if I had never thought about it at one time, but that's us guys, we constantly love to fantasise.

Every year we have a Christmas party, while there aren't loads of us in the office, it's still good fun. We decide this year to go to an escape room, with some food and drinks afterwards. There are three rooms, and six of us, so we put our names into a hat so we can be put into pairs. Mine and Megan's names are drawn out, which we both seem happy with.

The day of the Christmas party comes around, and we all meet at a pub close by for a few pre-drinks. Megan seems to be particularly on it, and downs a few drinks before we headed over to the escape rooms. She was wearing a tight black dress which acentuatued her curvy body. We arrive and are separated into our pairs.

We enter the escape room together, and have an hour to get out. As soon as the door is locked we start looking for clues. It's difficult at first but we're able to work together really well. There's some flirting and teasing between each other, but I pass it off as just friendly banter.

At one point, Megan needed to bend down to pick up a key behind a piece of furniture. I find myself staring at her arse, and for a moment I'm caught in a state of lust. Her bum is round and pert, its clear she looks after herself. She quickly turns around and catches me staring. She smiles and her face starts to blush.

We get to the final puzzle to escape, and it's a contraption that requires us to sit almost on top of each other while we operate a set of levers and pulleys. As we almost figure it out, Megan slides down on to my lap. To my surprise she doesn't jump off, and I start to feel my pants buldge. I grab her by the waist so she doesn't fall, and gently brush her breast by accident in haste. We finally complete the puzzle, and she turns to me with a sheepish smile. She tells me 'I really enjoyed being locked in a room with you, we should do it again some time'.

We finish up at the escape rooms, and make our way over to the restaurant for some food. I can't stop thinking about Megan. She was someone I hadn't thought about romantically much before, but now I can't get the thought of her out of my head.

After the meal we make our way to a local club. I've always thought of myself as a decent dancer, and I'm eager to show off my moves. We grab some more drinks, and make our way to the dancefloor. After some songs dancing together, I find myself alone with Megan. She's a good dancer herself, and there are many moments where we find ourselves close together, often touching.

We grab a seat after exhausting ourselves, and I grab myself and her a drink. At the bar I bump into Dave and Peter. They've noticed how close me and Megan have been.

'You know she's always had a thing for you, ya know?' Dave blurts out.

'Really?' I ask him.

'Oh yeah, she knew the age gap would be an issue and thought you weren't interested'.

A drunken Peter chimes in with 'You gunna try and get with her?'

'I don't know guys, I want to, but don't want to make it awkward in the office' I tell them.

Almost in unison, they both tell me 'Mate, go for it! She's a stunner!'

I return to the table with the drinks, we are both pretty intoxicated. We start chatting, and she tells me she's fed up of being on her own, and asks me when the right guy for her will come along.

Then she asks me 'How come you're single, you're so handsome, and you're great to talk to'.

I say 'I just haven't found the right woman yet'.

We chat a bit more and she suddenly comes out with 'I shouldn't tell you this, and I don't want to scare you, but I really fancy you, I have since you walked in that office'.

I'm taken aback by her honesty, and she can see this in my face.

'Sorry, I shouldn't have said anything, I know there's an age gap between us, it's too much, I kno-'.

At that moment, I lean over and start to passionately kiss her. She is surprised at first, but I soon find her reciprocating. I feel her tongue slide between my lips, her red lipstick being smothered all over my mouth.

After an intense minute of kissing we look at each other and smile. She looks around and asks 'It so loud in here, listen, I want to talk with you more alone, would you like to come back to my flat with me?' I quickly agree, and we flag down a taxi outside.

A few minutes drive down the road and we arrive at her flat. It's very clean and organised, with pictures of flowers and a painting of some cats on the hallway wall.

Once inside I take her by the waist and bring her close to me.

'The truth is Megan, I think you're sexy as fuck. You're stunning, and you're such a good laugh', I inform her.

'Oh stop' she says, 'you're just saying that'.

'Honestly, I think you're pretty amazing' I tell her.

She suddenly kisses me as I hold her in my arms. Her buxom breasts pressed against my chest, I can't help but start to get hard.

I whisper in her ear 'I want you right now'. I hear a slight whimper of excitement escape her lips.

We make our way to her bedroom, almost choking on each other's tongues along the way. I push her onto the bed and begin to take her clothes off.

'Oh Richard, I need you so much right now' she exclaims.

I quickly remove her stilettos, and lift up her slim black dress over her head. Underneath are a curvy pert pair of breasts, nestled in a white laced bra. Her panties were pink with a little red ribbon bow on the front.

As I gaze at her barely clothed body, and wonder why it had taken me so long to realise how sexy this woman is. I begin to remove her bra, and slip it down to the floor. Her breasts were exquisite, and it was hard to believe these belonged to a woman in her early forties.

I started to run my fingers across them lightly, carefully caressing them, but taking care to avoid the nipples, which were dark pink and circular. I began to slowly kiss her breasts, making my way around her nipples, and eventually briefly licking them. I then took one in my mouth, and started to suck and pulsate my tongue around them. Megan starts to moan in pleasure, and her nipples harden up with excitement.

I carefully caress and kiss my way down to her panties, and slowly remove them with my hands. They hid a completely shaved delightfully pink pussy, which at this point was already dripping wet.

I ran my fingers down her thighs, and briefly touched her vuvla. She writhed in pleasure. I slowly move my fingers across her vulva onto her clitoris. She let's out deep moans of pleasure, and I start to make circles around her clitoris. I slip my finger briefly into her vagina, teasing her by only going inside a short distance.

Her pussy is soaking wet at this point, and looks absolutely delicious. I lean down and run my tongue across her vulva and onto her clitoris. She moans extatically, as I move my tongue in circular motions, occasionally inserting it into her vagina.

'Oh my GOD, I'm going to CUM' she exclaims. Her legs and vagina start to shake while my tongue slides in and out of her pussy, and she let's out a series of loud moans as she orgasms.

After regaining her composure, he grabs me and throws me on the bed. She tears my clothes off quickly, to reveal my unwavering erection that I've had since we walked through her front door. Making her cum has made me wet with precum too. She takes my penis into her hands and slowly caresses it, moving into a stroking motion. She speeds up, and my pleasure starts to increase. I have to use all my strength to not cum, before she places my dick into her mouth.

The feeling of her lips sliding up and down my shaft was amazing. She makes circular motions with her tongue across the head, and it feels insane. I know if she continues, I will cum, so I pull my dick from her mouth and swing her around so she is underneath me.

Her pussy is soaking, so I slowly slide my penis into her. She moans as I penetrate her. Her pussy feels tight and warm, and is an amazing sensation against my shaft. I put my full length inside of her, and she let's out an intense wail of pleasure. I begin to make love to her, slow at first, but building up speed as I get more comfortable. I lift her legs above my head, and deeply penetrate her, ensuring the entire length of my shaft is inside of her.

I pull out, and we begin spooning, with me thrusting into her while I caress her nipples. Her moans intensify, so I thrust harder and she cums for a second time while I squeeze her breasts between my hands.

She pushes me back onto the bed, climbs on top of me, and begins to ride, slowly pushing my penis inside of her. While she grinds against me, her hands press against my abs, and her ample bosom begins to jiggle with every movement. I force my dick deep inside of her, and after fucking her with her breasts smothering my face, she cums a third time. This time she can't stop shaking as I thrust deep inside of her, completely losing control of her body.

I'm so close to cumming at this point. I spin her around on her back, and begin to fuck her in missionary. She says,

'Richard, you can cum inside, I'm on birth control. Please, I want your seed inside of me'.

That is the catalyst for me to release a massive load inside of her. The pleasure hits me in waves as I pump my sperm deep into her vagina.

I collapse on top of her, my head resting in her breasts. I begin to passionately kiss her, and she strokes my hair as I lie on top of her, my penis still inside of her.

'That was amazing' she says, 'I haven't had sex like that in years'.

'Well, you deserve that every day' I inform her.

I pull out of her, and we cuddle together on the bed, both of us feeling safe and satisfied.

'You may as well stay the night, it's really late.' she tells me.

We quickly shower, and collapse into bed, exhausted.

'Thank you' she says, 'For a great night'

'No, thank you', I tell her.

We kiss each other good night, and I am left to lie there with my thoughts.

'This woman is special' I think to myself, but she is a lot older than me. I look back over at Megan and smile.

'Maybe it doesn't really matter', and with that I fall into a deep sleep.

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