Secretary - dating the boss

You've woken up giddy and your whole morning felt like the butterflies in your stomach are about to bust out. You treat your boss’ cock extra nice and gentle during his morning blowjob, taking extra care never to break eye contact and you’re sure he notices. His cum tastes even sweeter than normal as you gulp it down hungrily.

You find it hard to focus on anything this morning, the kisses, hugs and gropings of your boss' morning appointments you hardly notice and have to **** yourself to present a grateful appreciative smile. Time crawls like stoned turtle, every time you look at that clock, not more than five minutes have passed to bring you closer to lunch. You breath in deep several time and muse about your condition. You have never been so nervous before a date as a man. Not even when you somehow actually managed to score one with the hottest babe in class. (And you’d have had all reasons to be nervous before THAT disaster…)

Some small voice inside tries to insist you're nervous because you're a MAN and not supposed to _date _your MALE boss.

The now much louder and much more reliable female voice you've developed this week is honest enough to admit you’re nervous like never before because you've never before dated anyone you've actually felt something for, beyond physical attraction. And that you have THAT too for him in abundance, too.

Until finally, after an eternity – and yet, more than half an hour too early for your actual lunch break, you notice with a smile. You may not be the only one impatiently waiting.

“Ready for lunch, Lexi?”

“Ready when you are, Sir!”

You smile warmly, grab your purse and link arms with his as he offers it. Lean your head against his shoulder as you pass the hall, enter the elevator and walk through the lobby to the parking lot. You feel no need to hide anything.

He opens the passenger door to let you enter and starts the car after getting in next to you.

You look at him from the side as he steers the car…. Think about doing something to please him… a blowjob on the road. Somehow that seems crude and too unsubtle. Not that you're not sure you both would like it, but… it doesn't match the mood of this first date. And that you regularly suck his cock doesn't change that. It IS your first date. You just put a hand on his thigh and he turns his head and smiles wordlessly, appreciating the gesture. You feel closer to him after that little exchange of affections than you did during his morning blowjob.

You enter the restaurant when getting there after about ten minutes, with locked arms. The Maître d’ welcomes him by name and smiles at you warmly, not surprised apparently to see him with a woman he doesn't know and is not his wife.

You get a table a little off in a corner and he orders food for you both. You smile and let him, enjoying his initiative.

Lunch is fun, you chat and laugh – his humour outside of the office is dry and you enjoy it a lot, but also talks about some serious issues, his and your past – you improvise a bit about yours, obviously adapting your male memoires to your female persona, and you learn about how his wife, his first ever secretary is jealous of her predecessors in that position while he deeply regrets having bonded with the first woman who ever submitted to him. For a while.

Normally him talking about his loveless home to his potential lover might seem a little – calculating, but you feel he's honest. For the first time he allows his player persona, the big boss who bangs his secretaries on a regular basis to assert dominance to get some cracks. Behind, you glimpse a man who covers his need of love and affection with this fixed schedule of sexual encounters with women who obey his beck and call. No risk to bond, no risk to get hurt. Until he met you. You blush as he shifts from talking about his wife, your predecessors as his secretary to you and can’t help this voice from getting softer. Emotional. Honestly caring. Cynical Alexander deep inside offers the explanation that’s he’s acting, but he’s not Daniel Day Lewis. He honest. He’s feeling things for you he never did. And – so so you. You hold, his hand the whole lunch though, never break eye contact. You've never had a conversation this deep with a person you felt so close to.

Eventually the magic ends and the bill is paid. He takes a deep gulp from his glass to empty it and clears his throat. You know how he feels - you feel pulled out of a magic bubble. Not ready to return to real life.

“So… uhm… Well… that was… very nice, wasn't it?” he stammer slightly as you leave the restaurant.

“More than nice. It was special, don't you think?”

He nods

“Yes. Indeed.”

Kisses your forehead.

“So… now…”

You sigh.

“If you don’t snitch to my boss…”

He chuckles.

“… I don’t feel like going back to work, yet… need some fresh air and… gather my thoughts.”

He nods knowingly.

“There’s a nice park nearby, how about a little walk?”

“Yes, please.”

It’s a beautiful day, pleasantly warm but not hot, lightly cloudy so the direct sun never gets too much. You walk into the park arm I arm, belly filled with great food, mind filled with much to think about after your conversation and heart filled with… the warmest, gooey feeling making it pound like crazy. You enjoy this feeling, whatever it is.

You sit on a bench by a small pond and watch the ducks and swans, his arm around your shoulder your head against his. You don't talk, don't have to, you've said enough already, now you sit here comfortably and enjoy each others' presence. It'd not a awkward silence at all, you’re connected in a way words would only interfere with. Except for…

“I love you, Lexi.”

You freeze. You never said that word to anyone. Ever. But then you never felt like this for anyone ever, either, you're pretty sure the word fits. And yet…

[Lock In Event – this choice determines the ending of the Secretary ark. Should you pursue this careerer path, the Boss’ lover Ark will be your only job and plot line plot on Friday and determine your fate should you not urn back into a man on Sunday.

If you’re still following one of the the modelling and/or strip club threads, you will get a final chance in each to those to overrule your daytime decision to lock in an event from your night time side hustles as your final destination.

(There will be skippable events on the weekend before you face the old woman again, giving you a chance to change your score some more, but they will not affect the potential endings determined by your choices today.)

Note: It is not required to chose any career or side hustle path to come to an ending., Should you refuse all he choices offered to you today, you’ll be transferred to your old cubicle job on Friday and face your fate from that point, keeping the experiences and points you’ve made.]