Page 5 of Festive Flings

~ Owen ~

Walking back into my office, I shut the door firmly behind me. The blinds are already closed on my side window so no one can see me. I want to rip this tie off and the stupid stuffy suit. I am constricted and I want to be free. Agitation and restlessness fill me until I reach the inevitable conclusion: I have to do something. Now.

It all starts and ends with Jamie. She is acting weird and I want to find out why. However, any questions I ask are rebuked and if I ask Tim again, he is going to become suspicious.

Tim’s words repeat over and over again in my head: ‘It looks like she is ready to get back out there. She must be finally getting over Carl’. But what if he’s wrong? I don’t want to miss my chance but I don’t want to scare her away either.

I have been in love with Jamie, my personal assistant, for what feels like the longest time. She is sweet and cute and feisty and sexy. It tormented me when she had a boyfriend, but she seemed content enough and so, I let it go.

However, when she was left brokenhearted by the creep who was foolish enough to let her go, I began to realise that if I could be patient and give her time to heal, we might have a chance.

But now, panic rushes through me at the idea that she asked Tim to set her up. She still doesn’t know I exist, or at least not as anything other than Mr. Matthews, her boss. I want that to change, I just don’t know how to make the change.

Thinking back, I recall when it first came to my attention that my feelings for Jamie were more than platonic boss-employee. My cheeks flush in embarrassment whenever I think of it.

~*~ Flashback ~*~

~~~ Two Years Ago ~~~

I’m at the office Christmas party in The Savoy in London. The management have gone all out and not only are we all treated to dinner, drinks, music and dancing but they paid for our accommodation too.

I brought my girlfriend, Georgia, with me. Georgia is gorgeous. Long, black hair, dark eyes, tan skin and a body that should be outlawed. However, she is a bit dull. I like a woman with brains, who can challenge me, but so far, Georgia is just arm candy. She is wearing a revealing red dress that plunges at the front and just covers her ass. Red high-heeled shoes adorn her feet and I will beg her to wear them for me when I fuck her later. She looks immaculate, flawless even, but the beauty only guises the dull, it will always resurface.

The sex is amazing though, and the thought of spending Christmas alone isn’t a nice prospect, so I am going through the motions. We will have a nice Christmas but then I am ending it.

Georgia pulls me up to our room after the main course. “I’m your dessert, Sir!” she tells me, and I am not going to refuse. I am feeling frustrated, uptight. I don’t know why. Georgia has taken to calling me ‘Sir’ every time she feels frisky. It's a bit weird. I bet she had a thing for a teacher when still a schoolgirl.

I swipe us into the room and undress, but Georgia catches my attention. She places both hands on the desk and leans forward.

“I have been naughty, Sir! You’re going to have to spank me!” Well, that’s new. She’s never asked to be spanked before. I am up for trying some new things. I like to think that even if I am a bit vanilla, I’m open to some experimentation.

I take the bait and play along. “What did you do, Georgia?” She giggles back at me, still leaning over the desk, wiggling her round, plump ass at me.

“Take a look, Sir!” She wiggles her ass at me again and lifts her skirt a tiny bit more so I can see her bare and shaven pussy lips glistening from between her legs.

“What are you doing to me, Georgia? For fuck's sake, have you had no panties on all night, eh?” She laughs again.

“Oh, that’s not all, Sir. I am ready to come, I have been edging all night.” She told me about this edging thing a couple of weeks ago. It seems like torture to me, but she really enjoys it. It involves me bringing her close to orgasm and then stopping, and then repeating again and again and when she finally does cum, it is like an explosion.

“How have you been edging all night?” Visions of her in the public bathroom frigging herself off play out in my mind and it isn’t a pleasant thought.

“Come and feel, Owen, come and see my toy.” She looks back playfully over her shoulder as she slips her hand down between her legs. I walk towards her, unsure of what I may find. “Hold your hand out here, Sir, and watch me cum.”

I follow her instructions and watch her, she’s a screamer when she cums. She starts to vigorously rub her clit, and all of a sudden a silver ball pops out of her hole. “What the fuck is that?” But she doesn’t answer me, she starts to wail as she finally cums.

"Oh my god, I’m squirting, Owen, I’m squirting! Fuck me hard now, from behind, please, Owen, I am having the most intense orgasm ever.”

Lining my cock up to her wet entrance, I thrust into her. She's warm and ready but when she thrusts back onto me, screaming my name as she bangs her hands on the desk and throws her head back, my once solid-as-a-rock cock becomes flaccid. This doesn't do it for me.

“What’s wrong? Why are you going soft inside me?” She pulls away and my limp cock slops against my leg and balls.

Sitting on the edge of the bed, I try to explain what is going on. “I’m sorry, I’m just distracted. I’m not into all the kinky stuff, Gee.” This isn't her fault, we just want different things. She deserves someone who will appreciate her and embrace the same things she wants.

“Can we just talk, Owen? Let's just be upfront and honest for ten minutes. I know this isn’t going to work out. We want different things and that’s okay. I’m enjoying having fun with you, but I know you’re in love with her.”

She raises her eyebrows as she regards me, but I have no idea what she is talking about.

“I’ve suspected for a while now but tonight confirmed it for me. The way you look at her, the way she makes you laugh and smile. The broodiness when her boyfriend walked in. How long have you been in love with her?”

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