New Roomie (Part 24) [anal][quicky][office][secretary]


This is a multi-part story of how my girlfriend’s friend (Rachel) turns out to be an anal slut and our numerous adventures together as she becomes my roomie for six weeks. This story contains blowjob, butt plugs, anal play, assfucking and cheating.

You can go from here or read the series where Rachel and I have all sorts of dirty things going on. If you’re under 18, please close this site and leave. Note: English is not my first language so please excuse any mistakes and let me know if you’ve enjoyed it and whether I should continue.

After that sensational ‘dinner date’ at Ann’s place, I was completely exhausted and passed out in my bed right after I came home.

I slept deeply and as I woke up, I felt unnaturally refreshed.

I got up, showered, had a coffee, closely watching my watch to be on time in the garage to return the favor to Ann.

Once in the garage, I went straight to her car and waited for her to join me. Soon, the door to her apartment building opened and I heard sharp noises walking towards me.

“Click, click, click, click, click,” her high heels echoed in the empty garage.

When I got a glimpse of her, my breath was taken away for a moment.

Back to her classy business look, Ann was wearing black heels, accompanied by black tights caressing her long legs.

What followed was a dark blue pencil skirt hugging her womanly hips and a light blue shirt tucked inside the skirt, which ended high up on her waist.

She was wearing her thick, black-framed glasses and decent red lipstick, her hair tucked in a professional bun at the back of her head.

She looked classy, firm and professional, not at all like the whore she was, I smirked to myself.

Once she was close, she clicked her key and the trunk of her SUV opened automatically, showing the large, open space.

As she came close to me, she kissed me and whispered:

“Good morning, fuck boy, we have to be quick, I don’t have much time,” winking at me, as she leaned over the load platform of her car, pulling up her dark blue skirt high over her waist.

The same purple thong from last night appeared, running through the middle of her beautiful ass and as she let it drop to the floor, her purple plug was shining at me in between her cheeks.

She spread her cheeks and pulled on the plug until it popped out and she left it lying beside her in the car.

“You know what you have to do, darling!” she commanded.

My dick already bursting hard, I undid my pants and she immediately grabbed my shaft and pointed it at her rear entrance, which was already well lubed for me.

I grabbed on her waist and shoved my cock right into the base, making her squirm at the sudden intruder:

“Yes, oh my god,” she panted.

I didn’t say anything as I knew what she wanted me to do and started to fuck her. I fucked her good, fast and deep right from the beginning.

“Uh, uh, uh, uh, uh, uh, uh, uh, uh, uh, yes, fuck me,” she hissed, pushing back her ass on my cock with each thrust.

“Oh my god, yes, take me,” she panted.

“Take me like the nasty whore I am, oh fuck, yes, yes, give it to that slutty milf ass, yes, yes, ohh,” she moaned, her voice echoed in the garage as well as the fast paced slaps I was causing, as I hit her ass cheeks with my legs and body as my cock disappeared completely in her tight ass with each thrust.

“You’re a dirty ass slut, Ann,” I panted breathlessly while drilling her butt hard.

“Yes, yes, oh my god, fuck me, I’m a dirty girl, fuck my whore ass, please, harder, harder, yes, oh my god, oh my god, oh my god!” she hissed, coming close already.

I grabbed her hair into my fist, pulled her up arching her back and picked up my pace, even more, slapping her ass cheek with the other hand with each thrust.

“Smack, smack, smack, smack, smack, smack,” now my spanks echoed throughout the garage.

“Oh my god, don’t stop, take me, yes, fuck me, oh my god, I’m close, I’m close, I’m ohhhhhhhhhh fffffuuuuuuuuucccckkkkkkkkkkkk!” she screamed into her car, gripping my dick hard with her ass, as her orgasm rolled over her.

This caused me to cum as well and spurt after spurt, my morning load landed in Ann’s ass.

I remained impaled in her ass a few seconds, enjoying the hot view. I couldn’t believe this incredibly sexy milf wanted me to plow her ass like that.

She stepped out of her panties, put her plug back inside her ass sealing my load, adjusted her skirt and while handing me her tiny thong, she whispered:

“That’s how you fuck a dirty milf in her ass before work! That was amazing!”

She kissed me, disappeared in her car and drove off. I placed her thong right on my nose and inhaled deeply.

That woman was amazing.

I too got into my car and soon after arrived at the office.

I saw Ellen’s car parked and after I fucked Ann in my office yesterday and Ellen was listening to it the whole time, I got a little nervous about how she’d react to it.

I carefully went inside the building and tried to avoid passing her office but as soon as I entered my floor, Ellen peaked out from her office and greeted me:

“Good morning, Daren, do you have a minute?” she asked in a happy voice.

But I froze, not knowing what she was about to do.

“Good morning, Ellen, ehm, well, I have an early meeting and…” I tried to talk myself out of this.

“It won’t take long, promise!” she smirked.

Oh dear, what will happen now, I thought.

“Lie down on the floor, Daren,” she instructed as the door closed behind us.

Oh okay, just the ‘normal’ procedure, I thought. She stood over my face, lifted her yellow pencil skirt over her hips, and let her white thong fall directly on my face.

I inhaled deeply while thinking what a tasty piece of ass she was, my cock instantly hard again. Then, she squatted down on my face, putting her asshole directly on my mouth. I followed the routine and was soon licking and fucking my boss’ ass furiously as she started to release deep growls of pleasure:

“Uhhhhh, yes, that’s what I need, fuck yes, lick it, fuck it, yes, yes, oh my god” she panted while squatting over my face.

This continued for a few minutes and I thought that I really enjoyed it, even the domination that I only was allowed to do exactly this was driving me crazy, but I still wanted to fuck her badly.

“Oh my, yes, keep doing that, yes, oh my god…” she exhaled, close to her relief.

Then she surprised me:

“Get out your cock, Daren!” she instructed.

“What?” I muffled from under her ass.

“After yesterday afternoon’s ‘call’, I need to know!” she hissed while opening my trousers herself now.

As my cock sprung out of my boxers and was pointing into the air, she leaned forward, her ass still on my face, giving me a few sucks, coating my cock with her saliva.

I continued to lick and fuck her ass furiously with my tongue and she almost came, when she withdrew her ass from my face and moved forward, only to lower herself down to where my cock was.

At first, it took some pressure for her ass to accept my dick in it, but soon it passed her tight anal ring and she buried my dick to the base in her ass in one go and remained in that position.

“Uhhhhhhh fffuuuuuuuucckkkkkk!” she moaned as her ass cheeks touched my thighs and belly, her ass clenching around my cock as she had a hard orgasm impaled on my cock.

As she came back to breath, she withdrew herself again and was now kneeling beside my body.

She leaned over my cock and buried it in her mouth in one go, deepthroating me only once, and then withdrew herself off my cock, licking it clean from the base to the tip.

She then stood up, pulled up her panties and fixed her wardrobe.

“It is really good! I’ll reconsider our little arrangement soon,” she smirked and kicked me out of her office, my cock still throbbing hard.

As I was walking back to my office confused, I asked myself, If I just fucked her ass or not or what the fuck just happened in there.

I was so lost in my thoughts that I completely missed greeting Linda and as I was sitting in my chair, she knocked on the open door.

“Ehm, Mr. Davies, Ellen just texted me, I, I should…” she stopped, closed the door and got on her knees.

Then, slowly she started to crawl in my direction and as she reached my desk and was looking at me from below my table, whispered:

“She asked me to give you a blow job,” she shyly whispered while opening my trousers and wrapping her lips around my cock that just been in Ellen’s ass for one thrust.

She was looking deep into my eyes while sucking me furiously.

Oh my god, my boss told my secretary to suck her ass off my cock.

As Linda was deepthroating me, gagging on my hard shaft and me thinking about the whole situation, I started to shoot my second load of the day deep into her throat:

“Uh, my god!” I hissed while releasing myself into her.

Linda swallowed everything while impaled on my cock and as I finished, she wrapped her lips tightly around my shaft at its bottom and slowly withdrew herself from it, cleaning it off completely.

“Wow, that was great Linda!” I panted.

She smiled and said:

“Good morning Mr. Davies,” stood up and went back to her front desk.

I relaxed from the confusions and the sensations of this morning and did some prep work for my business trip to Vancouver, asked Linda to book flights and hotel and followed my usual work routine.

A few hours into the day I noticed Linda was deep in her thoughts at her desk. I opened my Skype messenger and texted:

“Linda, anything particular on your mind today?”

“Well, to be honest, I can’t stop thinking about you and Ms. Summers…” she replied, blushing as I watched her through my open door.

“Do you want to schedule a business meeting for yourself?” I replied, adding a devilish smiley at the end.

“Yes please, if that’s ok,” she answered, peeking at me shyly through the door.

I stood up, walked to my office door, pressed the ‘do not disturb’ button that Linda turns on once my meetings start and happily started to talk to her:

“Good morning Ms. Walter, I believe we have a meeting today, don’t we?” I sheepishly greeted her.

Linda looked confused at first but then played along:

“Good morning Mr. Davies, indeed we do and I’m afraid I don’t have much time, so this needs to be as efficient as possible!” commanding, she walked passed me straight to my office.

I smiled on the inside, this would be fun.

As I closed the door, Linda has already passed my desk and was now in front of the big window, getting down on all fours.

She lifted her grey business skirt over her hips and showed me her pink thong, partially covering her plug.

She pulled the thong down to her knees and was pulling on her plug which soon popped out of her tight ass and came to rest in between her knees at the office carpet.

As I made my way over to her, my pants and boxers dropped to the floor, my cock hard as a rock at the sight of that beautiful bare ass in front of me, cheeks spread by her own hands.

I knelt behind her and my tongue found its way into Linda’s asshole.

“Uhhhh, ffuuuck!” she panted, as I was having my way with her ass on my tongue.

Then, she inhaled deeply and said:

“Mr. Davies, I’m afraid I really don’t have time for much management talk, can we please get to the point?” she tried to sound firm.

“Yes, Ms. Walters, of course, we can,” a big grin appearing on my face.

I grabbed the lube from my top drawer, lubed up my cock good and was back behind Linda in an instant.

I squatted down over her, grabbed her hair into my fist and spread her right cheek with my free hand, pointing my cock directly as her cute butthole and slid in in one go.

“Fuuuuuck!” she hissed as my balls touched her dripping pussy, my cock fully buried in her perfect butt.

I didn’t wait long and started to withdraw myself almost completely before shoving my dick back into her ass and kept my pace going.

“Yes, uh, uh, yes, fuck, oh my god, harder, fuck me, fuck me, dammit, fuck me harder!” she commanded.

I picked up the pace as instructed and made my hips thrust extra hard into her each time.

“Oh my god, oh my fucking god, keep going, yes, yes, yes, oh my, fuck me, just like that, yes,” she hissed in extasy.

This was awesome, my pretty little anal virgin assistant has become a dirty anal whore within days, I thought while keeping the pace up, breathing hard.

“Common Mr. Davies, give it to me, fuck my ass, drill me, yes, oh my god, yes, don’t you stop now, I’m close, ffuuuck” she was now moaning loudly.

This was sensational I thought.

“All right Mr. Davies, I’m close, fuck me harder, deeper, yes, oh my god, oh my god, yes, uhh, uhh, ahhhh, ahhhhh, ffffuuuuuckk, yes, yes, yes, ohhhhhh, ohhhhh, ahhhh, oh my gooooooddd ffffuuuuuuuuuuuccckkkkkkkk!” she screamed as her orgasm made her legs shake under me and I released my load deep inside her ass.

As both of us regained ourselves back, I put the plug back into her ass and said:

“That’s a little giveaway from the firm,” and gave her a hard spank on her plugged ass.

She stood up, stepped out of her panties and readjusted her skirt, put her panties on my desk and sheepishly said:

“That’s a little giveaway from me!” and grinned devilishly.

“Oh and, maybe your assistant can take care of that mess?” she whispered, pointing at my cum covered dick and left the office, only to come back a few seconds later.

She walked around my desk and knelt in front of me, taking my cock into her mouth immediately and started to suck on it good, slurping down any cum remains from it.

Wow, what nasty world was I living in, I thought and enjoyed the blowjob while sniffing her panties.

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