Sue Set Free: the Boss' Last Night

I've been in an open marriage for a while now, and one of the guys, Leo, I'd picked up at my husband's direction had turned out to work for the company that was buying the company I worked for.

When he was down, visiting our office, I'd met up with him for a couple of adventures. I hadn't seen him for a while.

Out of the blue, I got a text from Leo, telling me that he was going to be in our office the following day. Excited, I told my husband, Dave, that I was going to be having an interesting day tomorrow.

In the morning I got up early and took a long soothing bath. I may have masturbated for a while, but I didn't let myself cum.

I dressed in Leo's hold ups, thong, push up bra and heels, covering it all up with a short wraparound skirt and a tight white blouse.

Dave whistled at me on my way past him to the garage. I blew him a kiss.

When I got to work I was buzzing with anticipation. I blew Ken, the security guard, a kiss on my way past.

"You look hot," Emily said as she arrived. "What am I missing?"

"Nothing," I said, "this was just on the top of the pile today."

I knew she didn't believe me.

A short while into my work day, Leo texted me again to say he wasn't going to be able to see me during the day and to come to his hotel this evening. I was a little bummed, but it did mean I could concentrate better on work.

I had a bunch of stuff to be sent out, but I'd missed the post pickup. I figured I could drop it off at the mailroom and catch the afternoon pickup. I picked up the envelope.

"I'm going to run this down to the mailroom," I told Emily.

I saw her eyebrows raise.

"Philip?"

"No," I told her, "just dropping this off."

On the way down in the elevator I started to feel a little frisky. Usually when I head to the mailroom, it's been to see Philip, but he wasn't working here any longer.

I walked through the opening elevator door and headed down towards the mailroom. As I passed the little security camera on the ceiling, I had a thought. I lifted the back of my skirt up so I could feel the cool air on my bum as I walked.

I dropped the envelope off and turned back. I dropped the back of my skirt, lifting the front. As I walked towards the camera, I unbuttoned my blouse.

I let go of my skirt and held my blouse open as I passed the camera, then I stopped and dressed myself again. Rather than get on the elevator, I walked through to reception, where I headed to the security desk.

"I've left you a present on the security camera," I told Ken as I got to the desk, then I headed back towards the elevator.

I glanced over my shoulder and saw him head towards their little office.

I almost skipped back to my desk and went back to work.

At the end of the day, I collected my stuff and headed down to my car. Ken was still at the security desk, and I veered over to say "hi."

"Did you see my present?" I asked him quietly.

He smiled at me, "yes. I'd love to see that in person some time."

I checked the time on my phone screen.

"I've some got time now," I said.

Gary, the other security guard, obviously had no idea what we were talking about.

"I'm going to take a quick break," Ken told him, getting up from the desk.

He led me over to their office, Gary giving us an odd look. Ken unlocked the door and ushered me in. He closed and locked the door behind us, and I put my bag on the chair by the desk. I put my phone on top of my bag, Ken behind me.

I lifted the back of my skirt up to my waist and wiggled my bum at him. I heard him chuckle.

I turned to face him, then lifted the front of my skirt to show him my thong.

He watched as I unbuttoned my blouse, and I untucked it from my skirt. I reached behind me and unhooked my skirt, remembering he liked me in my blouse last time. I draped my skirt over the back of his chair.

"Wow," he said, "you look incredible."

I smiled at him... I like compliments.

I reached for my blouse and took it off, putting it over the back of his chair.

"Oh my."

"Do you want me to suck you off again?" I asked him.

I like Ken, but he's had prostate surgery. He can't get a hard on, and his orgasms are dry.

"Would you?" he said, "I haven't managed to cum again since the last time you did that. My wife isn't interested."

He looked sad, but brightened up when I unhooked my bra, taking it off.

He reached for his pants, undoing them and pushing them down to his thighs.

I turned the chair around and sat down, reaching for his cock. I like playing with Ken's cock as it stays soft, whatever I do. I'd found it gets bigger but stays soft. It doesn't even leak pre-cum.

I ran it over my face, and sat up straight to wipe it around my tits. He groaned.

I bent my head down and sucked it into my mouth, running my tongue around it as I pushed it around my mouth. I sucked gently, running my fingertips over his balls.

I spat it out.

"I have an idea," I told him, standing up.

He watched as I pulled my thong down and stepped out of it. I turned my back to him and bent over his chair. I reached between my legs and took hold of his cock, pulling him to me. I held it up against my pussy.

"Fuck me," I told him over my shoulder.

He held my hips and started thrusting like he was fucking me. I held his cock between my labia with my hand, and it just thrummed against my clit on the in stroke.

I could feel myself getting more and more turned on by the time Ken started shuddering and I knew he'd cum.

I turned around and sucked his cock into my mouth to clean it off again. I sat up and looked at him brightly, and he looked back down at me fondly.

"I should probably get dressed," I said with a slight laugh, retrieving my panties.

"That was amazing," he said, pulling his pants up. "I wish I could get my wife to do that."

I was hooking my bra back on by now.

"Is there anything I can do for you?" he asked.

"No," I replied, "I'm actually just off to see one of my guys. You're great, as I don't need to get cleaned up afterwards."

He sniggered a little at that. He was dressed by now, and watched as I buttoned up my blouse, then pulled my skirt around me and hooked it up.

"I should probably be going," I told him and gave him a little kiss.

"Thank you so much," he said, unlocking the door.

"I'll see you tomorrow," I said brightly as I headed towards the door. I left him to explain what we were doing to Gary.

It was getting dark as I got to the hotel, so I parked under a light near to the entrance and headed in.

I did my best sexy walk up to Leo where he was standing at the bar. He had an appreciative smile on his face and he mimed clapping as I got to him.

He reached out and pulled me to him, holding me tight. We kissed, hard, and his hands roamed down to my bum, squeezing it as he held me up against him.

I lifted my foot, putting it on the rail of the stool behind him. The inside of my thigh was against his hip and he slid his hand down my leg, then back up, underneath my skirt.

He stroked the back of my thigh, his fingers grazing against my thong.

"Is that a pickle in your pocket or are you pleased to see me?"

He laughed at my weak joke.

"I'm looking forward to seeing that pickle in your mouth," he said.

I batted my eyelashes at him and felt myself blushing.

"I got you a drink," he said.

I put my leg down and backed up a bit. There was a drink on the bar, and I took a sip. A lemon drop, which I like.

We chatted, with him touching and stroking me and me teasing him whenever possible. His company were definitely buying our company and he'd decided to stop seeing me so I wouldn't have to quit or anything.

I was a little bummed, but it would be nice to not have to look for a new job.

"Well," I told him, "we can at least have one last evening together, can't we?"

"Of course," he said, "it's not being announced until tomorrow."

I downed my drink.

"So shall we get on with it?"

He laughed and took my hand, leading me over to the elevators. We kissed while we waited and when the bell dinged we broke apart and got in.

Our hands were quickly all over each other as we made out until the elevator stopped at Leo's floor. It had gone quite a long way up.

We left the elevator and headed towards his room and at one point he stopped me. He swept me off my feet in his arms and kissed me. He started walking forwards, carrying me towards his room.

"My key is in my shirt pocket," he told me.

I had one arm around his neck helping support me and used the other to reach into his shirt pocket, grabbing the key card. When he stopped at a door, I slid the card through the reader and opened the door.

He carried me into his room, kicking the door shut behind him.

He carried me over and tossed me onto the bed.

He walked backwards, taking off his jacket.

"Hey," he said, "would you check out that view."

I turned to look at the window, and when I turned back, he was looking at me.

"Asshole," I said.

"No, seriously," he said, "it's even a great view out of the window."

I clambered off the bed and walked to the full length window. We were pretty high up, and it really was a great view. You could see for miles.

I felt Leo come up behind me, taking my hands and putting them on the window, spread apart but just above head height. He held them there as he kissed my neck.

He let go of my hands and I left them there. His hands came around my front, unbuttoning my blouse from the top. When he got to the waistband of my skirt, he pulled it out, leaving it wide open. He reached up and took my left hand, sliding the sleeve of my blouse out of it, then put my hand back on the window.

I looked out into the night as he did the same with my right hand, taking my blouse off me.

His hand was on my left side, just below my bra, as he put my right hand back on the window. His hand slid down my arm to my side. When his hands were roughly at the same level, they both slid down to the waistband of my skirt. He slid his hands to the hook and clasp, undoing it. I felt his hands moving as he unwrapped my skirt, leaving me in just my lingerie.

He kissed my shoulder as he unhooked my bra. He lifted it away from my chest, taking my left hand off the window so he could unhook the strap, then my right hand so he could remove it entirely. My hands were back on the window as I gazed out into the darkness.

His hands went to my nipples, teasing and tweaking them as he massaged my tits.

I moaned slightly when he let go, his hands sliding down to my thong. His thumbs hooked into the waistband and he slowly slid it down my legs to my feet.

He lifted my left foot and carefully unhooked the thong from my high heel, and he put it down about a foot to the left of where it had been.

He lifted my right foot and removed my thong completely, putting my foot back down further to the right than it had been. I was now just wearing hold ups and high heels.

His hands ran up the insides of my legs, swooping around go grab my bum.

"Stay there," he whispered in my ear, making me shudder with anticipation.

I stood, looking out and wondering if anybody could see me.

A few seconds later there were a couple of flashes reflected on the glass and I assumed he'd taken some pictures of me standing there. I remained in position and waited.

I felt his hands on my bum, massaging, and one went around to my hip, holding it. I felt his cock slide between my bum cheeks, forward to my pussy, and start sliding back and forth. His other hand went to my hip so he was holding me in place.

I could feel his cock getting wet from my sopping pussy and he suddenly dipped his hips lower, allowing his cock to slide up inside me. I groaned, pushing my bum back against him as he thrust in and out of me. His hands went from my hips to my tits, playing with my nipples until they were almost painful, I was that turned on.

My orgasm crashed over me and if Leo hadn't helped hold me up, I would have collapsed to the floor. My hands left the window and went to my knees. Leo, bless him, stopped humping at me and just held me while I came.

He helped me over to the bed. He was completely naked.

When I got my breath back, I was lying on my back and he stood at the edge of the bed between my knees. My feet were dangled over the side of the bed.

I moved towards the edge of the bed, causing Leo to back up a bit. I stood up and turned around, bending over the bed. I put the side of my face on the bed and reached behind me, pulling my bum cheeks apart.

"Are you offering what I think you're offering?"

"Uh huh," I replied.

I'm not a fan of anal, but I know guys love it. This was probably my last time with Leo and I wanted to blow his mind so he'd remember it.

I felt him behind me, sliding his cock through my labia a couple of times. I felt him slide it up to my hole, then gently push it in. I worked on relaxing and pushing back at him, and the head slipped in. His hands went to the top of my bum and he slowly pushed his cock all the way in.

He slowly slid his cock in and out of my bum, and I relaxed as I adjusted to it inside me.

I let go of my bum and brought my arms around so I could support my top half off the bed.

I started pushing back against him, and Leo got more comfortable thrusting into me. I could feel his urgency, and with a roar he held me tight against him. I squeezed my bum as I could feel his cock pulsing inside me - emptying his balls into me.

"Stay there," he said as he pulled out.

I stayed bent over the bed and there were a couple of flashes as he took pictures of me again.

"Come on, let's get a bit cleaned up," he said.

I stood up, putting my hand over my bum to catch Leo's cum, and waddled to the bathroom behind him.

He dumped a couple of washcloths into the sink.

"Bend over," he said, and he used one of them to carefully clean my bum while I pushed to squeeze his cum out.

Satisfied, he dropped the cloth in the bath and grabbed the other one out of the sink and meticulously wiped his cock clean while I watched.

I followed him out of the bathroom and over to the bed. He pulled me over as he lay down, and we laid wrapped around each other together, kissing and stroking each other.

"That was amazing," he said, "I didn't expect to fuck your ass."

"Well," I said, "I didn't want to set a bad precedent."

He kissed me.

"I had wanted you to suck me off, but this was way better."

"Oh right, I was supposed to have your pickle in my mouth."

I was playing with his soft cock in my hand.

"No," he said, "I'm too relaxed now."

I snuggled up against his chest and closed my eyes, listening to him breathing.

"Can I take these shoes off if we're going to take a nap?"

"No," he said, phone in hand, "how about we order some room service and maybe you can get a pickle in your mouth after all."

I'd had quite the busy day so far, sexually, but I wanted to make him happy for this, the last time.

"Sure, " I said.

"Oh hi," he said into the phone, "can we have two chicken salad sandwiches, please? Oh, chips."

He looked at me. "Do you want some wine?"

I shook my head. "I'm driving."

"Just a couple of Cokes then. Yup. Yup. Thanks."

He hung up and looked back at me. "Ten minutes, tops."

"Can I put on a robe?"

"Really?" he said as he sat up. "Do you need to?"

"I guess not," I told him. "Can I at least put my underwear on?"

"Well," he said, "I'll meet you half way... you can put your thong on."

I pulled myself off the bed and went and found my thong on the floor. I stepped into it and pulled it up to my waist.

"How's that?" I asked him.

"That looks great," he said, getting up.

He came over to me and we kissed as he played with my tits. I held his cock, sliding my hand up and down the shaft until it started to harden again.

There was a knock at the door.

"Can you get that?" he said to me, letting go of me.

He was heading towards the bathroom. I headed over to the door. I opened it and peeked around the edge. There was a hotel employee there, with a tray.

"It's room service," I called out.

"Well, let him in," Leo called back.

I took a deep breath and decided to pretend everything was normal. I opened the door.

"Come in," I said, as the guy saw me and almost dropped the tray.

I reached out to help steady the tray. I just hoped there wasn't anybody else in the hallway.

The guy came in and I let the door close behind him. I took a look at him... he was probably older than me, maybe even older than Leo.

He put the tray down on the desk as Leo came out from the bathroom. Wearing a robe. He gets to wear a robe, while I have to be here in just a thong and stockings.

"Thanks for bringing that up," said Leo, signing the receipt. "Busy this evening?"

The guy was standing there, openly staring at me. I did my best not to look nervous, or to cover myself up or anything, but I felt myself blushing. And getting turned on again, which made me more embarrassed, which made me blush more.

"Not really," the guy said. He'd unloaded the tray and now held it in front of him, to, I figured, hide his erection.

"I wonder," Leo said, "could you help us out for a few minutes?"

"Uh, sure, what do you need?"

"Well," Leo said, "I wanted to shoot a video of my friend Sue here sucking my pickle, if you know what I mean, but we recently got done fucking her in the ass," the guy sounded like he was choking slightly, "so I'm going to need a while to recover. I want the video for her husband."

The guy looked at my left hand, obviously for my wedding ring. He turned and looked at Leo.

"I'm asking if I can video her sucking you off," Leo said.

He looked at me again. "OK."

Gee, such enthusiasm.

Leo went and picked up my phone. He moved over to be alongside us. He lifted the phone up and pointed it at us.

"OK," he said, "off you go."

I glanced at Leo, then turned back to the guy. I reached out and took the tray from him, leaning it against the leg of the table. I went back to him, standing close. I picked up one of his hands hanging limply by his side and put it on my tit. He immediately started massaging it, his fingers brushing against the bar going through my nipple.

I reached down and undid his pants, unzipping them. I pushed them down past his hips, and they slid down to his thighs. I reached for his tighty whiteys, sliding them down too. His cock poked out over the top as I slid them down, and I caught it.

I slid my hand up and down his cock as he squeezed my tit. It didn't feel unpleasant.

"Why don't you take her panties off?" Leo suggested. I hadn't expected that,but hey, it was his show.

The guy let go of my tit, reaching for my waist.

"Just a second," I said, and turned around.

He pulled my thong down, to around my calves, then started feeling my bum. I wiggled my legs to get my thong down to my feet, and I picked up my feet to step out of it. I lifted the other foot and kicked my thong over towards Leo, and I heard him chuckle.

After about a minute of having my bum felt up, I turned back around to face the hotel guy. He looked down at my pussy.

I squatted down, sitting on my heels with my knees outside his legs and reached out and caught the guy's cock. I figured this wasn't going to take too long, so I leaned forward and licked the head. I heard him groan.

I slid my tongue down the underside and licked his balls. I held his cock along my nose to my forehead as I did this.

I slid my tongue back up his shaft until I got to the head, where I put it in my mouth, sucking gently as I ran my tongue around it. I slid my face towards him, sucking his cock into my throat, until my nose was against his tummy. He started moaning.

I started a rhythm, sliding my mouth up and down his cock. I gently tickled his balls with my fingertips.