I had a job as a Building Operator at a Downtown high-rise. We had a tenant on the top floor in a small swanky office. Tenant didn’t pay the rent and eventually we locked them out, leaving a fully furnished, quite opulent, penthouse office fully vacant. I was on call for the weekend and had a date planned with M. Being on-call meant I had to go to the building and check the Boilers and Mechanical rooms so I figured we could stop in and do my checks on the way to lunch. M didn’t know but I had a surprise in store for her….
I told her to wear a skirt with stockings and garters. M looked gorgeous as always, about 5’3″ with long, thick brown hair full of coppery and auburn highlights despite her never dying it. She’s 40ish but looks 25ish with a nice, MILFy body with curves in the right places and an amazing, lil round ass. She wore a wispy black dress and black stockings with a bit of black and purple lacey bra peeking through a sheer blouse. She smelled amazing, wearing Byblos perfume – which she only wears on special occasions.
So we get to the Building and I ask her if she’d like a quick tour. ;-)
I take her through the Mechanical Rooms and do my building checks but I keep flirting and teasing a bit while I do. Grab her for a kiss here, lift her skirt and rub her through her panties there… We make our way through the Building and up to the roof (penthouse Mech Room). Shes scared of heights but I convince her to go to the very edge of the building. As I hold her from behind, keeping her safe, we look over the edge of 28 stories over the heart of downtown and I can feel her heart pounding with exhilaration. I reach around her and my hand up finds it’s way up her skirt and I pull her purple and black sexy thong to the side and begin to rub her perfect little shaved pussy. I massage her clit a bit as she moans and leans toward me. My fingers find my way into her already dripping wet pussy and she whimpers and moans, getting wobbly-legged. There lots of other Buildings around and this one isn’t the tallest so we’re open to windows on all sides as I hold her and finger her pussy. Luckily it’s Saturday so most of the neighboring buildings are empty. She leans against me kissing my neck and says ‘This is such a hot surprise! Anyone in those other buildings could see us right now!’ She says breathlessly ‘I’m gonna come soon…’. M has always gotten off a bit extra when there’s a bit of risk but I can’t let her cum yet. ‘This isn’t even the surprise yet! This is just the warm-up.’ I tell her teasingly, as I stop just short of her orgasm. ‘No fair!’ she whines, ‘You know I don’t like wearing panties with a dripping wet pussy!’ So I kneel down and slide them down her beautiful legs, over her lacey topped stockings. I playfully flick her clit with my tongue and then bury it deep inside her as she almost collapses onto me with a grunt, weak-kneed. But I only do it for a few seconds. I abruptly stop again and stand up. Breathing the smell of her panties deeply in and putting them into my pocket. ‘Well I guess you are going commando for the proper surprise then…’ I tease. ‘Follow me.’ So I lead her downstairs 1 floor to the top occupied floor and to the locked office, M complaining about me leaving her hanging and dripping wet and not finishing the job.
I open the door into the Office’s empty waiting room. ‘Well M, here’s your surprise. This whole Office is vacant and abandoned. We have a waiting room, a boardroom, a copy room and 2 big executive offices to christen every corner and surface of. You ready to get fucked?’ I ask her. ‘Oh yes, Mr. Bossman. I’ve been a naughty, dirty, slutty Secretary….’
‘Miss M… I’m so disappointed in you. You need to be disciplined. Come and see me in my office…’
I head into the CEO office and settle into the biggest fanciest leather chair you ever saw and take my place at the antique mahogany desk. My cock is throbbing in my crisp 3 piece suit pants. (Now she understands why i insisted on dressing so fancy for a lunch date, lol!). ‘Miss M – meeting in my Office immediately!’ I sternly call out to the reception area. ‘Yes Mr. K? Is everything alright?’ She innocently asks, playing along. She has put her hair in a conservative sensible pony tail now and looks like a Secretary with her glasses on and hair pulled back.
‘So I’ve done your performance review M and I am not pleased…’ I begin. I had a whole speech planned but M jumps in and says, ‘Sorry Mr. K but before you go on can I try and change you mind? Maybe you can assess me for a different type of performance instead?’ She says as she seductively licks her lips and looks down at the growing bulge in my pants. ‘Ummm, well okay but it will take alot of convincing…’ I say coyly.
She drops down and scurries under the desk and starts rubbing my dick over my pants. I get a raging hard-on as she unzips and pulls my cock out. She begins to lick and tease the head while stroking it with her hand. Then she takes me in deeply and begins to suck hard and fast. I notice her hand move down between her legs as she begins to rub her perfect little pussy as her lips and tongue work my cock while she fondles my balls. I lift her head and tell her to sit up on the desk. I sit in my huge leather chair and she gets on the desk. I spread her amazing legs and see the most amazing pussy ever. Perfectly waxed and so wet she is dripping. I dive in and her pussy is amazing – perfectly sweet and no smell at all except her intoxicating perfume. I flick her clit and make circles around it while I begin to finger her. She whimpers and moans, bucking her hips up to meet my tongue as she runs her fingers through my hair. She puts her feet on my shoulders and I grab her breasts and bury my tongue deep inside. Every once in a while, moving up to flick her clit or down to circle around her pretty little asshole before burying my tongue deep again. She begins to shudder and moan and I feel her pussy start to spasm and clench. She digs her nails into me as she has a bucking orgasm on the desk, screaming and moaning as she cums. As soon as she’s over it she jumps off the desk and onto my lap. My cock slides right in and she rides me in the chair for a bit as I notice a leather longer in the corner against the window. I grab her and lead her over and bend her over the chair, entering her from behind. I fuck her slow and deliberate as we look out the corner window, pulling all. the. way. out. slowly. before slamming it back in fast making her gasp with every stroke. I feel it building up so I start fucking her cunt fast and hard. Shes got her palms against the window and shes moaning and close to cumming again. I spank her ass and grab her pony tail – wrapping it around my hand and pulling hard. ‘Oh my God yes! Fuck me hard holy fuck you’re gonna make squirt all over this couch!’ She cried as I plow my dick into her faster and harder. Finally I can’t hold it and she cums just as I do, pushing me out, she squirts everywhere as her body spasms and I shoot ropes of cum all over the leather couch and window and her ass.
It’s at this point I notice something in the building across the street and a couple floors down, there’s a guy sitting at his desk watching us with his jaw nearly on the floor. Oh well. Good thing the Building is empty so he has nobody to report to anyway! We close the blinds and have a giggle. ‘Well, Miss M, I’d like to reconsider but I’m not fully convinced yet. Perhaps you can convince me more? Maybe in the boardroom? And copy room? And reception area??’
So we spent the next 2 hours of M playing the role of the naughty secretary all over the office. Wanna hear about the rest of it??? Or I different time M absolutely blew my mind???
Source: reddit.com/r/gonewildstories/comments/i282kg/ms_lunch_date_surprise_str8mfpublic