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My Office Romance - Part Three

"Dale gave me a gift with a surprise, *wink*"

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Author's Notes

"Copyright © Miss_Chievous & SassyChica57 2025. All rights reserved."

A week has passed since I gave Dale his little treat under my desk, and things have seemed to go back to normal at work. We got our project finished, so work has been slow and steady. Dale has been extra flirty with me; I have been waiting for him to get me back for almost getting caught and talking to our boss while cumming in my mouth. I giggle as I remember it fondly, touching my lips where his cum was hanging from. I can still taste his sweet and salty cum on my tongue, and my mouth waters, wanting to taste it again. It feels like he is making me sweat on purpose, just waiting for the moment he decides when it's time for my punishment. The next day, before we start work, Dale pulls me into the staff room, spins me around, and lands a passionate kiss on my lips.

“Sarah, do you fancy going on a date with me tonight?” Dale asks me as he pulls his lips away from mine.

“I would love to, Dale,” I answer breathlessly from our kiss, my mind foggy with all that is Dale.

“Perfect, wear this.” 

Dale hands me a small box with a smirk on his face. My curiosity takes over, and I want to know what's inside. I open the box, and my mouth drops open.

“Dale… What is this?” 

“I think you know exactly what this is. Now, be a good girl and wear this for me tonight, okay?”

I look at him, dumbfounded, but I nod my head, accepting that I will wear his special surprise for me. He spanks my ass and leaves the staff room. Leaving me here, thinking of all the possibilities that can happen tonight, the anticipation alone is going to make me squirm harder than I ever have before. I take a moment to compose myself and put my surprise back in the box. Scurrying to my desk, I try to avoid any of my co-workers so they can't see what I'm holding in my hands. Luckily, the route to my desk was deserted, so I slipped the box into my bag. 

The day drags on, and I can't get the thought of tonight out of my mind. It's going to be mine and Dale's first date. It gives me butterflies just thinking about it. Thinking about all the things he could have planned for us, for me. Part of me wants to march to his desk and outright ask him what he has planned for me, but the other part of me wants to relish in the unknown. Finally, it reaches the end of our shift and I can't get out of the office quick enough, racing to my car in the carpark. I unlock my car, put the keys in the ignition, and my car roars to life. But I don't drive off yet, I'm so incredibly turned on, and I don't think I can concentrate driving like this. 

I turn my car radio on and turn up the volume. Twisting the knob on the side of my seat, I lie back and pull out my phone. Scrolling through my contacts until I find Dale's number, I hit the message icon.

“Dale… I'm in my car right now, lying back, ready to make myself cum to the thought of you…”

Almost instantly, Dale texts me back. “Unlock your car now.”

I giggle to myself, unlock my car door, and wait patiently for him to come. I kick my shoes off and slide my pants down, pushing my panties to the side and teasing my pussy lips open. I jump as my car door opens, and Dale pulls me out of my seat and pushes me into the back seat of my car. His maneuvering swift, he positions himself between my legs. The back door of the car is still open. He dives headfirst into my pussy. He greedily licks my pussy lips, tasting my cum that has been leaking all day at the thought of tonight. He uses his tongue to apply pressure to my pussy lips, opening them up for him to tease my clit. His tongue circles my clit, making me grab his hair as I moan his name. I want more. I need more, but he is taking his sweet time with me. He runs his tongue from my clit to my entrance and back up again, over and over until I beg him to let me cum. Once I beg him, he stops. He pulls himself up to my face, looks me straight in the eyes, and I shiver. He makes me feel alive. Bringing his lips to mine, he kisses me passionately, letting me taste my juices in his mouth as our tongues dance together. Reluctantly, he stops kissing me and pulls me up to sit after helping me pull my pants back up. 

“No cumming until I tell you to, Sarah. Now, get yourself ready. I will pick you up in an hour.” He gives me a wink. “Oh, and Sarah… don't forget to wear my gift.”

Breathless, I get into the driver's seat and drive my car home eagerly. I already have an outfit in mind for our date tonight. A short red dress that barely covers my ass. I run into my home and make my way straight to my bedroom. I grab my dress, a towel and head to the bathroom for a quick shower. I need a quick shower and a little shave to make sure I'm fully smooth for Dale tonight. Quickly showering, I get out, get myself dry, and put my dress on. No bra, but I put my silk red panties underneath. I put the gift that Dale got me on and I wait for him to pick me up.

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Dale arrives on time, honking his horn outside to let me know he is here. I grab my phone and purse. I head out of my apartment. I see Dale standing beside his car, waiting for me. He walks around and opens the passenger side door and helps me inside. I blush and smile at him. It is nice to see chivalry isn't dead. I slide into the passenger seat, and Dale leans over me to fasten my seatbelt. His face lightly brushes past my breasts, and I take a deep breath. “This is going to be a long night,” I think to myself. He fastens me in and shuts the car door. He walks around to the driver's side and gets into the car. He starts the car, and we make our way to the restaurant.

We walk into the restaurant hand in hand. It feels nice to be intimate like this with each other. We make our way to the host station. Dale tells the hostess he has a reservation. The hostess checks ‌our reservation and shows us to our table. She gives us our menus and asks us if we want any drinks. Just as I go to answer her, I feel a vibration. I look at Dale wide-eyed, and he flashes me a wicked grin.

“I…Oh…Erm…Could I have a glass of Pinot Noir, please?”

“And you, Sir?” The hostess asks Dale.

“The same as this fine lady, please.”

The hostess smiles and leaves to get our drinks. The vibrations get more intense, and I squirm in my seat. 

“Dale!”

“Yes, my sweet,” Dale says with a sexy smirk on his face.

“Why did you do that!” 

“Oh, baby, didn't I say I would get you back for your little stunt in the office?”

“Yes…but I wasn't expecting this.” 

I am shocked. I knew when he gave me the toy in the office. I know I am in some trouble with him, but I was not expecting this. I know this is going to be a long night, and I regret wearing panties. 

“Hmm…what did you expect, beautiful?” 

Dale shows me the remote control to the toy in his hand as he turns the dial and my pussy starts vibrating like crazy. I moan loudly. I immediately put my hand over my mouth to muffle my moans. Dale shuffles closer to me in our booth. He takes my hand off my mouth.

“Oh, no you don't, beautiful. I want to hear those delicious moans of yours. Let the whole restaurant hear how sexy you moan.”

I can’t control it anymore, I moan loudly. The toy inside me is vibrating against my walls so intensely. It is edging me closer and closer to orgasm. Dale keeps turning the dial on the remote up and down. Letting me relax a little before turning it back up and bringing me close to cumming. I can't stop moaning and squirming beside him. My panties soaked through. The cum won't stop dripping out of me. Dale looks at me, amused, with his sexy little smirk he usually has. I didn't notice the hostess came back with our drinks. I am too lost in the moment. I grab the hem of my dress just to have something to focus on other than the waves of pleasure flowing over me. I close my eyes, but Dale grabs my chin lightly and whispers to me. 

“Keep those eyes on me, baby. I want to see that sparkle in your eyes when I finally get you to cum right here on this booth seat.”

I look at him wide-eyed. I can't find the words to speak. All I can do is nod my head. Dale keeps messing with the dial on the remote. Keep taking me to the edge and stopping over again. Until I can't take it anymore and I'm silently begging him to let me cum. I try to cross my legs, but he won’t let me. 

“No, no, no, baby, keep those legs open. I want to see that cum seep through those extremely wet panties. How badly do you want to cum, baby?”

I can't form any words to answer him. He turns up the dial on the remote and leans into me. I can feel his hot, minty breath on my neck. 

“I asked you a question, baby. How badly do you want to cum? Answer me, or I'll turn it up higher and leave it there.” He smirks against my neck before kissing it.

“Please, please, please...Baby…Please. I need to cum so badly…Please.” I beg.

“I'm not convinced, baby,” he whispers as he continues to kiss my neck. “Make me believe it.”

I turn ‌my head to face him, and I plant my lips on his with hunger. Showing him with my lips how desperately I want to cum for him. My tongue dances with his as my moans echo inside his mouth. I whisper, “Please, please, please.” He smirks against my lips, and kisses up my face. Once he reaches my ear, he whispers, “Cum for me, baby.”

I bury my head in his chest as I start to cum. Using his chest to muffle my moans. I can’t stop cumming. My cum is gushing out the sides of the toy in my pussy, through my soaked panties onto the fabric seat underneath me, marking the seat with my scent. Dale picks my head up and looks at me with extreme hunger. He plants a passionate kiss on my lips before he grabs my hand and leads me out of the restaurant. 

“We are going back to your place, baby,” Dale growls at me. “You have been a very good girl.”

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Written by Miss_Chievous
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