The third time Alice and I played, it was because she’d said she wanted to be fucked in my office late one night. So we arranged it.
One day she was working at her part time job in the city and I was in my office. We both worked late. About 9pm she sent me a text and I went down to reception to let her in. Most people in the building had gone home, but a few were around. Alice was dressed in business clothes so, aside from her apparent youth, no eyebrows were raised – late night meetings were not unheard of with various court cases ongoing.
I wanted to ramp up the tension so, even though we were alone in the elevator, I just engaged in small talk about her work and studies. Luckily, the only people still working on my floor were at the other end, on the far side of the elevators. I let her into my office, locked the door behind us and just advanced on her, my eyes suddenly hungry, backing her up against a big bookcase/ cupboard wall unit.
I kissed her, hungrily. Pulled her hair and squeezed her throat as I did so.
“On your knees, slut” I whispered in her ear.
She knelt and looked at me hungrily as I took my out cock, then started to lick the head deliberately holding back, looking up at me with a bratty smile. She got what she wanted when I grabbed her hair and forced my cock down her throat and held it there until she tapped my thigh. I gave her a moment to breath and then began fucking her face, giving her time to breath between strokes down her throat…
I looked down at her, “Impress me little girl.”
She forced her head down on my cock, taking me into the back of her throat, with her nose in my pubic hair, and held me there. And held me there. And held. It felt amazing.
It felt even more amazing when I felt her gag and retch, but still she stayed down there.
She wimpered and tears started down her cheeks, but still she stayed down there.
Just as she began to pull back, I grabbed her head and held her there with my cock all the way down her throat. I expected her to madly tap my thigh (our pre-arranged signal from last time), and she raised her hand, but she didn’t tap, she held it there, her pride and competitive nature demanding she give me every last second she could. So I held her there as she struggled and gagged and retched and tears flowed.
I don’t know how long she stayed down there, but it was certainly the second most impressive deep throat performance I’d ever experienced (the first was just freaky, and will the the topic of a later story).
Eventually she tapped out and, rather than my normal bastard routine of holding her there for a few extra seconds, I immediately let her up. She came up gasping, but smiling with an filthily triumphant look on her incredibly youtful & usually innocent-looking babyface.
“Are you going to FucK me now sir?” she asked sweetly, but with a cock hardenedly filthy emphasis on the “f” and “k”.
“When I’m good and ready,” I responded and pushed her head back on my cock.
But in reality I was *so* very ready to fuck her.
After a moment, I pulled her up and bent her over my desk and pulled up her skirt. “Panties?” I asked in a disapproving tone. “I’m sorry Sir, I didn’t get a chance to remove them before I came here,” she replied as I pulled them down. “Ahhhh,” she exhaled as I slipped my fingers into her sopping wet cunt.
I quickly pulled off my belt, wrapped it around her throat and used the end to tie her hands behind her back, then used the “handle” created to pull her up so he ear was next to me mouth. “Ask me to fuck you,” I whispered. “Please fuck meeaaah!” she whimpered as I slid my cock into her to the hilt in two swift, hard strokes.
While luxuriating in her warm wet pussy, I reached into my desk draw and retrieved a small tube of lube I bought earlier in the day when we’d been planning this. I squeezed some on her ass and my thumb, which I slowly worked into her ass as I pulled on the choke/handle and fucked her cunt.
By this, our third tryst, our dynamic was well established. I spread her ass with my thumb while I fucked her cunt and choked her with the belt. Given where we were, she was quiet; but her pussy was dripping. “You know where it’s going next don’t you?” I asked. “Yes please, Sir” she whispered as my cock pushed against her quickly yielding anal sphincter. She groaned loudly as my cock penetrated her ass in one long, slow but relentless thrust, all the way to the hilt – but she quickly issued a muffled yelp and quietened down when she remembered where she was (my colleagues were far enough away that I doubt they heard, but she was a good girl for being conscious of being quiet).
“That’s it,” I teased, “stay quiet. I’m going to use your holes however I want and you are going to: Stay (thrust). Fucking (thrust). Quiet (pull out of her ass and thrust back into her dripping pussy).
To her credit, she made only the quietest moan of pleasure when I surprised her with the switch. And she continued making only quiet groans when I switched back to sodomising her a moment later.
Once I was sure her ass was open enough to take it, I stopped caring about Alice and just enjoyed her holes, ass-to-cunt-to-ass, back and forth as my pleasure took me, choking her with my belt and using her as a kind of two-holed living fleshlight to build myself up to an orgasm.
Eventually, I felt that tell-tale tingling and what felt like a mountain of cum building up at the base of my cock. I executed my last switch back to sodomising her and pulled her up so her ear was next to my face as I grunted myself into it an eye-watering orgasm and ejaculated a river of cum into this tiny fit 19 year old’s perfect little ass.
When I had caught my breath, I lifted her up off my desk by her hair, untied and took off my belt hand-and-choke-tie. I slid my cock out of her ass to the sound of her almost-disappointed-sounding sigh.
“And now I believe you have a job to do Miss [surname],” I whispered imperiously.
She dropped to her knees and took me in her mouth, cleaning my cock as she reached under herself. Once my cock had subsided in her mouth, I pulled out and got dressed.
“Can I use your bathroom to clean up?” she asked?
“No,” I replied while handing her her panties, “you can go home to mummy and daddy with my cum leaking into your underwear.”
She gave me a shocked and disgusted look, but she put them on and let me walk her out of the building to the nearby train station. We chatted about her work and studies and my work as we walked, as if I hadn’t just comprehensively defiled her in my office. She even chastely kissed me on the cheek and waved goodbye as she went down the stairs to catch her train home, giving no outward sign of the puddle of my cum that had to be pooling right then in her cute little boyshort panties…
Source: reddit.com/r/gonewildstories/comments/6sr8zy/mf_kink_third_episode_in_my_unhealthy_fuckbuddy
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