The Slutty Boss Gets Her Holes Filled at the Office Party

First-time double penetration for Angela on her last day at work.

This was my last week working at the firm before moving to a better position elsewhere. The company I worked for was having the annual sales kick-off meeting and a party followed it. I promised my old team that I’d join them as soon as I finished with some of the execs at the meeting.

After the meeting, I quickly went to the restroom to freshen up a bit. I was wearing a mid-thigh pencil skirt that embraced me in all the right places, a slightly sheer blouse, and a black blazer that made my breasts pop. It wasn’t the party look I wanted but after also checking my makeup, I decided I didn’t look too shabby and I joined the party.

The company booked an entire hotel for the party and as I walked through the crowd, everybody was excited to see me, especially the guys on my team as I was close to them. Even though I only intended to stay for a drink and leave, I had such a good time I decided to stay awhile. I was soon relaxed, laughing with the guys and enjoying the open bar.

“One last dance, Angela,” Jason suggested.

Despite my protests, he pulled me towards the dancefloor. I always enjoyed Jason’s attention and this last month, working until late in the night to make a smooth transition, wasn’t easy for my social and sexual life.

Jason rested his hands on my hips, gently, as we danced. Alan came from behind, and placed his hands on my stomach, each holding me close, dancing in a slow grinding movement. Kyle showed up and pulled me from their grasp, pulling me closer than Jason and Alan did, and pushed his thigh between my legs, grinding up and down. I admit, all this dancing and light flirting aroused me in a way I never thought possible.

Things went like this for a couple of songs, the guys dancing with me around the dancefloor, fooling around, even dancing with each other, swapping as we swayed past. We swapped again, this time Vlad came in really close, put his head on my shoulders, and placed his hand on the small of my back so that his fingers rested on my buttocks.

As we danced, Jason moved lower and lower, gently squeezing my ass with one hand while running the fingers of his other hand slowly up and down my back. It was Jason’s turn to dance with me, holding me closer I could feel his erection pressing against my leg and I started pushing against him, letting out an involuntary moan, enjoying his attention.

Vlad and Kyle suggested we all head over to one of the meeting rooms and share a bottle of tequila. The timing was perfect as things were getting pretty intense between my legs. Jason and Vlad stood on either side of me and both Kyle and Alan were on the opposite side of the table. We took turns sipping from the tequila bottle and chatting about different nonsense.

As this was to be my last evening with them and the tequila hit me pretty hard, I decided it was time for some fun.

“I hope we can still have some fun, even if we’re not dancing anymore,” I said as I leaned into Vlad, taking his left hand and putting it over my waist, and on my hip.

Alan and Kyle looked at me in shock, staring at us, open-mouthed. Jason caught up and ran his hand over my ass but got a bit more daring and started cupping my breasts with the other. I sighed as the two men caressed me, squeezing my ass and cupping my breasts in their hands. They became more confident as it became apparent I was more than eager to let them explore my body.

The nervousness of possibly being caught with my colleagues’ hands all over my body added to the excitement.

“Aren’t you guys going to join us?” I laughed and invited both Kyle and Alan to come over to our side of the room. “This is my last day with you so I’m up for some fun!”

Kyle came over and started to fondle my breasts and ass over my clothes while Alan decided to stay and watch, slowly rubbing his cock through his pants. Jason started to gently kiss and nibble on my neck and my pussy started to tingle with excitement as I enjoyed the attention of three men, while the fourth was now jerking his cock in front of me.

Reaching down, I took the helm of my skirt and slid it up over my thighs, inching my skirt up further until the small black triangle of my panties became visible. Two of them were squeezing my breasts a little harder, making me shudder as they pinched and twisted my hard, sensitive nipples, through my blouse.

I eased my skirt up over my bum, pulling it over my buttocks. Vlad took full advantage by letting his finger rub over the crease between my buttocks and I gave out a little gasp. Kyle came over as well and was now rubbing my thigh. I took his hand and guided his fingers up to my panties and between my legs, pressing his middle finger against the damp silk of my thong. He got the message and pushed his finger in, rubbing my pussy lips.

Alan quickly moved everything off the table as Vlad put his arms around me. I jumped into his arms, wrapping my legs around his back, and kissed him deeply, my tongue entwining with his. Vlad laid me down on the huge table and started kissing down my belly, then my inner thighs.

Both Alan and Jason got up on the table and unbuttoned my blouse, slid the straps of my bra down, and pulled it down, exposing my perky tits. Their eyes burned as they looked at me, devouring me as they probably wished for a long time.

Vlad took his pants off and pulled his boxers down. His cock stood up straight and without any warning he pulled my panties to the side, rubbed some spit on his cock, and entered me. I squealed in delight as I felt his cock inside. My whole body had been yearning for this, and the feeling of Vlad filling me, put my lust at peace.

I motioned Alan to come and kiss me and as he leaned in I grabbed his neck and stuck my tongue deep in his mouth. Kyle was all over my tits, sucking on my nipples while Jason came over my face, fully undressed and with his cock dangling over my face.

“Fuck,” I murmured as Vlad began thrusting. I wrapped my lips around Jason’s tip, swirling my tongue around it as Kyle and Alan got their dicks out and started stroking them.

Jason moved slowly in my mouth, careful not to make me gag. I reached out to Kyle and Alan and took their cocks in my hands, stroking along the rhythm of Vlad’s thrusting.

I suddenly felt Vlad’s cock pull out of me and Jason took his turn, moving around to the spot of honor between my legs. He rubbed his already wet cock against my slit, then slowly slid it inside. I squealed as he went deeper and deeper until he was fully sheathed in my body. Vlad wrapped his fingers around my jawline, pulled my head backward, and thrust his penis inside my mouth. I sucked on his cock, bobbing my head, moaning around the member inside of me.

“Angela, keep it quiet,” Kyle said as I started to moan louder and louder. The meeting room was a few meters down the hall from the event room, where the party was but the people outside could probably hear the noises inside.

I licked up and down Vlad’s shaft, eagerly, trying to give him the best treatment I could while Kyle and Alan kept thrusting their dicks in my palms. Jason started pushing deeper inside of me, his motions being accompanied by a loud slapping sound.

When Jason stepped aside, it was Kyle’s turn and he was next inside of me. He roughly flipped me onto my stomach, pulling my hips back. He delved deep, without any warning, letting out a low growl as he pumped in my pussy.

Alan came in front of me, his erect cock over my forehead. I opened my lips for him and gagged slightly as he pushed too far, going too deep in my throat as he started fucking my mouth. I took Jason’s cock in my hand, stroking him fast, my fingers sliding up and down his shaft while Vlad was furiously stroking himself as I cupped his balls.

“Boss, think you can take two at a time?” Alan asked me.

I nodded my head, accepting my fate as the company slut. Alan’s cock was bigger than the others and I was excited to feel him inside of me but I also didn’t think he could fit in my ass. If that was his plan.

Alan took his cock out of my mouth and came behind me, next to Kyle. He slapped my ass three times, in quick succession and then got up on the table, squatting over my ass. My back arched like a cat in heat as I felt his tip press on my tight hole.

“You’re so fucking wet down there, Drew! I’m having a hard time keeping my cock from flying out of your cunt,” Kyle said.

While Kyle went as fast as he could in my pussy, Alan slowly entered my longing anal opening. The pressure was intense, with some initial pain, but with greater pleasure overwhelming it as both men began their highly sexual invasion of my begging orifices. With a sudden push, he was inside my ass, widening my tight hole, thrusting in a little further, out, then back in until I felt him press against my ass with his cock fully inside of me.

My loud moans were quickly becoming high-pitched screams of ecstasy and I felt Vlad’s hand cover my mouth. If it weren’t for the loud music in the background, everyone in the event hall would know of the long-awaited sex orgy, now in full-blown session.

Jason pulled my hair back and redirected my face to his soaking-wet cock. I hardly opened my mouth when he forcefully pushed past my lips. I could tell Jason is close and I started licking the tip of his cock as I felt it pulse in my mouth. He pulled my head as hard as he could against him and started to shoot warm cum down my throat. I could feel the large volume of sperm being pumped into my throat and on its way to my stomach, as he spasmed hard.

“Oh my fucking God, yes!” he moaned and didn’t let me go until the last drop of cum was released and I swallowed everything like a dirty cum slut.

Not to be left out, both Kyle and Alan began, what sounded like, the beginning of their orgasms. Before I could get some rest, Vlad took Jason’s place in my mouth and began pumping away madly, pushing my head back and forth, as if I was his sex doll.

“Fuck, fuck, I’m cumming,” Alan groaned, continuing to thrust into my asshole, with deep strokes.

The big moment came for both of them, filling both my holes with hot, steaming cum, as I had never experienced before. I pushed my hips back at them, increasing the intensity all while Kyle reached below and started rubbing my clitoris.

“She’s close,” Vlad said, eagerly. “Just look at her!”

I was happy to suck Vlad’s cock, swirling my tongue around his head as the two boys kept pumping my cum-filled holes. I started bucking and writing and I screamed against Vlad’s dick, which seemed to do the trick for him because he started grunting and ropes of warm cum spurted into my mouth, again. He pulled out and I barely managed to swallow the whole load as he retreated to a chair nearby, watching the rest of the show while stroking his deflated cock.

“Fuck, boys!” I cried out as the two boys picked up their pace.

Rendering me unable to control my body, the orgasmic intensity hit me and I started squirting, hard and heavy, all over the table, screaming from the top of my lungs as I came.

“Don’t stop!” I screamed, not being able to control myself as I was now in total and complete orgasmic abandon with the two men still inside of me, bucking uncontrollably like a wild stallion. I had been fucked many times, but never simultaneously in my ass and pussy.

Now finished, Alan and Kyle pulled their cocks out, almost in a state of fear and shock from my uncontrollable outburst, and Alan slapped my ass before getting down from the table. I stood there, laying on the table, not being able to move for a couple of minutes as the boys laughed and giggled.

“You were magnificent,” Alan told me, awe in his eyes. “I never fucked a girl in the ass before.”

“Thanks, doll,” I managed to murmur.

As the boys were trying to clean around the room, I pulled my panties up and rearranged my clothes, squeezing my holes, to keep all that cum from leaking.

Suddenly, I heard the door open and saw Alice, our secretary, in the low light, come inside.

“Is everything ok in here?” she said cautiously and inquisitively. “We were out smoking and heard you guys screaming and moaning.”

We all started laughing and I noticed the boys were looking at Alice and started grinning.

“Up for some fun, Alice?” they all said in unison.