Oldest Sex Friend

One of my oldest friends is a guy.

And no, we aren't secretly in love with each other. We don't have lingering feelings of romance. We tried a relationship together; twice, we just aren't compatible in that sense, that would have been great though.

But, we are attracted to one another sexually. So, if either of us are single, and horny, we'll go at it for days. I'm really freaking lucky.

Micheal, and I also like dares. Neither of us can pinpoint when we got so serious about them. But we're fiercely competitive people, and once the challenge has been thrown, we never back down.

Which leads me to the latest one.

I needed a job, the place I was working at couldn't keep me on anymore, and I was very lucky that they gave me a little time to job hunt. Micheal actually secured an interview for me at his office fairly quickly.

He got to my place at about 9 a.m. to pick me up, since my car was in the shop. There was a crazy smile on his face when I opened the door... Uh-oh

"No! I can't possibly be dared today! I'm meeting new people, and trying to get a job at the same time. Please, mercy." I begged, while literally getting down on my knees. He patted my head, and walked past me. "Coffee is done. Make yourself a cup." I said, and shut the door.

He made me a cup as well, and handed it to me. "Remember that party we went to a little less than two years ago?" he said, with a huge grin. I groaned loudly. Part of me had hoped he just couldn't top it, and moved on. How could I be so foolish!

"Oh good, you do remember daring me to fake an orgasm; loudly, Meg Ryan style. Well after that fun bit of embarrassment, I bought this, and I have been waiting for the day to use it." he said. I hadn't noticed that he had a tiny black bag with him, until he slid it across the counter to me.

Inside was a black lace panty. At first I was a little confused, then when I picked it up, and felt some weight to it, I knew exactly what it was. Another loud groan. I looked up, and saw him holding the remote for the vibrating underwear. "Those are the nicest ones I could find. Violet, I dare you to wear those from now, to when you're leaving my office." he said.

That was it. Challenge has been introduced. He can't be so cruel as to stand behind the door during the interview, could he? Gulp.

At least they were pretty. I got up, took off my panties, and put on the vibrating one. Took some time to get used to the little bump, but I did. He looked so hot watching me walk around. I won't admit it to him, but this whole thing had turned me an insane amount. "Can we test it out?" I asked, a little nervously.

Micheal bit his lip, thinking about it. He moved over to me, and kissed my neck. I guess I was over excited because I moaned very hard, and thrust myself against his dick. "Now I should say no. But I really want to see how well it works. You're going to cum all day, if I want you to." he said, while unbuttoning my top.

When he finally turned it on, it was blinding, especially since I was already really worked up. He kept me pressed close to him. I looked up to see him staring at the remote "Seems this thing has 8 settings. Right now you're on 2, I think I'm curious about 4." He said, while changing it. Setting 4 was insane.

My hand found a chair to hold onto, which he kicked away, and held me tighter to him. "You should get used to standing on your own while it's on." he said. Next I heard a beep, and the vibrations got even harder. Guess that was 5.

My hands went to his cock, and started stroking him outside his pants. Micheal was already hard as a rock, and breathing very heavily. There was another beep, and setting 6 sent me over the top. My neighbors had to have heard my screams. It was so fucking good, and he lowered me down and off. I was practically still cumming once it was off. "Fuck me. That was amazing to see." he said, while starting to kiss me.

"Can I fuck you? Please? I want you to cum in me." I said. He lifted me off my feet, and walked to my couch. Then I undid his pants, pulling his boxers down with it. Shoved him down, took off my skirt, and the panties. I got on top of him, looking right into his eyes. He was already so hard, and I was so wet, that he slipped right into me with no resistance.

I rode him as hard as I could. His hands were on my tits first, then they made it to my ass, where he squeezed me as hard as he could. The roughness of it gave me my next orgasm. Fuck, I love sex with him.

Just when I saw he was about cum too, I grabbed his face, and slowed my pace. His eyes snapped open, almost angrily. But I put my mouth to his neck, and bit a little. "Do not use it during my interview. I really need this job." I said, and I picked my pace back up. He growled something, threw his head back, and came deep in me.

Once we calmed down, we had to dress fairly quickly. The interview was at 11:30.

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The drive to his job was fairly quiet. Once my hormones were calmed, due to the incredible orgasms I just had, I became nervous. While I am a bit daring, I tend to go out of my way to avoid embarrassing situations. Here I was, being driven to one.

Micheal must have seen how nervous I was. "When it comes to meeting bosses, I won't use it. That does seem a bit too harsh." he said, with a little smile.

My shoulders relaxed greatly, and I felt myself breath again. "Thank God! Remind me to thank you properly later." I said.

Suddenly, my panties were vibrating, and I shouted in shock. Once I got used to it though, I could feel my next orgasm rising, and then he shut it off. "That was the end of my generosity. You should probably get ahold on that screaming. People might think something was wrong." he said, as we pulled into the parking lot.

After he parked, opened my door to let me out, I pulled him in for a quick kiss, and stroked his dick for a bit. "You will rue this day. It will take awhile to top it though, I'll admit. But, it will happen." I whispered into his ear.

He kissed me, hard. Working me up again was way too easy. "You know how much I look forward to your revenge." he said. Then he took out the remote, and put it on what must have been setting 1. "Until then, you have a meeting in 20 minutes. Hate for you to make a bad impression." He said. Giving me a little spank.

Walking to the elevator was interesting, but manageable. The slow rumble between my legs didn't affect my walking, only my thoughts. I kept thinking of the best way to control my reaction. A well placed yawn might work. But, I wouldn't want to yawn so much that they think I don't want to be there.

Once in the elevator, two other people walked in with us, and he raised the setting. I managed to change my shout into a sneeze. It felt so fucking good being pleasured while people were around, and they didn't know. They got off first, and then he turned it off. Micheal leaned over, licked my ear, and said "How was that? Almost cumming, with people around you? Do you like it?" All I could muster was a nod. "Wonderful. Once we get out, I need to go straight to my office, and get my files for a meeting. I'll see you later." he said.

The doors opened, and I had to get my game face on. He went left, and I walked straight to the main desk. They gave me a folder with paperwork to fill out, and directed me to the waiting area where 3 other people were also sitting.

Two pages into the form my panties started vibrating. I had gotten so into the writing, that when they went off I accidentally ripped the page with my pen.

I looked around, and found him speaking with three people in front of the main desk. His back was to me when I had to ask for a new page. "Certainly. Are you too warm Miss? You're very red." The receptionist said. Micheal raised the setting, and I managed to fake another sneeze. But, I doubt this fooled anyone. The vibrations were completely cutting my focus off, and I think I said my tooth hurt.

When I went back to the waiting area, the other people had moved to a conference room. Thank goodness, because once I sat down my orgasm was very obvious. Next I heard Micheal move away with his coworkers, and he shut it off. This was crazy.

I had just calmed down when he reappeared.

"Hi Violet, I'm Micheal. Please come with me." he said, with a wink. With sudden realization, plus I was feeling extremely loose after another orgasm I threw my head back, and laughed a little. Micheal is head of the office, second only to the actual boss. He always insists on interviewing, to be certain new candidates are good. I collected my things, and walked to his office.

What followed was the most professional I'd ever seen him. This was a completely different Micheal sitting across from me. His posture, his tone of voice, even his face exuded confidence, and authority. It was such a straight forward, serious interview, and such a huge turn on.

I never realized how busy a guy he actually was. People were in and out a few times asking him for help with this or that, and need several signatures. It somehow made me wet. Craziest thing is, he never once used the vibrator. And I was surprised with how much I wanted him to.

After half an hour, we were finally done. His assistant left the office, with all my information, and he walked around his desk giving me his hand to shake. I stood up, and took it. My hand actually tingled when he held it, and I'm sure if he felt it too, because we both looked at our hands at the same time.

I looked around to see if anyone was close by, and gave him a quick kiss. "This was a fun twist. Does anyone here know that you know me?" I asked, resting my hand on his chest. I desperately wanted to rip all his clothes off. He took my hand, and kissed it. "Only two people. And they already know you're probably one of the best candidates." he said. Again, I felt this tingle while he touched me, and I begin breathing a little heavier.

Next I moved closer to him, making sure there was no space between us. He actually got a little nervous, which made sense, considering his door could open any minute. I traced my finger across his cheek, lips, neck, and down his chest to the top of his belt. Micheal sucked in his breath a little. He reached out for his office phone, told his assistant that he'll be taking his 20 minute break, and not to be disturbed.

"Seeing you work, the way you hold yourself here. Turned me on." I said. Micheal started unbuttoning my shirt, roughly grabbed my tits, and kissed my neck. I pulled away only a little so I could rub my ass against his dick as I turned around. His breath was becoming very shaky. "I want you to fuck me on your desk Micheal. Keep your suit on though." I said. Feeling his hands on my hips move quickly to the zipper, and pull it down. I took my skirt, and the panties off.

Micheal turned me around to face him, he put me on the desk, and kissed me deeply. After the kiss we were shaking hard. He walked away, and locked his office door. When he stood back in front of me, I unzipped his pants. "Suck my dick." he said. I quickly put him in my mouth, and sucked him as thoroughly as I could. His rough moans always make me wet. "You have the most amazing mouth Violet. But, I need to fuck you more." I sat back on his desk, and he slowly rubbed his dick along my pussy, making my eyes roll back. Soon as I was dripping wet, he entered me effortlessly.

He slowly fucked me. Making sure to slam into me; hard, on maybe the third or fourth thrust. My mouth was wide open, and I know that I was moaning a little too loud when he silenced me with his mouth. His mouth was so hot on me "Please, a little quieter." he said. Slow, and hard, the whole time. Each thrust sent me into another world.

We had to be past the 20 minute break, when he pushed me down onto his desk, and started to rub my clit. That was it. I came so hard, that he had to cover my mouth to stop my screams. He finished deep within me, and then collapsed on top of me.

Luckily he has an another door to leave from. Wasn't really looking forward to the stares, and I can't say I blame them much. We were in there a really long time, almost an hour I think.

"Today was fun. I do believe we're even now." Micheal said, while we waited outside for my cab. He gave me a big hug, and a gentle kiss on my lips. There was a small shock when we kissed.

"I should hope so. Look forward to hearing if I got the job." I said, giving his butt a little squeeze. He looked like he wanted to pounce again, when the cab rolled up.

Once I was seated in the car I heard a sudden shout come from Micheal. I looked at him with a smile on my face as he pulled the vibrating panties out of his pocket. My driver asked if he was ok, and if he could step back from the car. "Nice try though. Until next time hun." I said.