Daren‘s Business Trip 4 [asslicking][assfucking][office][buttplug]

This is an outbreak of the regular plot into a business trip to Vancouver, where Daren meets Mary and enjoys a few days of his business trip with her.


This is a multi-part story of the many sexual adventures Daren encounters with several women.

The stories contain mainly anal play, ass fucking, blowjobs and butt plugs.

If you’re under 18, please close this site and leave.


The next morning, I woke up quite early after a good night’s sleep. I heard Mary’s shower running already and decided to do the same, grabbed some fresh clothes and jumped into the shower.

A few minutes later, I was ready for the day, dressed in business casual, standing in the kitchen preparing some coffee when Mary came out of her bedroom and my jaw dropped almost to the floor.

She was dressed all business classy, black heels, black see through tights caressing her beautiful legs. She was wearing an ultra-tight pencil skirt, shiny white in color hugging her tight waist and full sexy hips and ass, ending just above her knees.

Tucked inside her high waist skirt was a black, sleeveless turtle neck pullover that cupped her full breasts nicely, a golden necklace dangling in between her titty’s.

Her blonde hair was tucked into a bun, leaving only a few flicks freely waiving around her face. Her big blue eyes were highlighted by thick mascara and her lips were painted in deep red color.

“Good morning, Daren!” she smiled at me.

“Good morning, Mary, wow, you look stunning!” I complimented her.

“Thanks, you look very handsome too!” she smiled.

While making the coffee, I remembered the gift I brought with me for her and quickly disappeared into my room. Back in the kitchen, Mary was scamming through some of her mail on the kitchen counter when I came close and put the large shiny butt plug onto the counter next to her.

“I forgot, I brought a gift for you!” I smirked at her while finishing our coffee’s.

Mary’s eyes were hooked on the large, shiny plug.

“It is, quite big,” she whispered.

“I think it will give the finishing touches to your classy outfit,” I smirked, handing her a cup.

She looked at it a few minutes, her face turning into a horny mess over time, until she put her cup on the counter, lifted her skirt up a bit and started to pull down some white lace panties slowly towards her ankles and finally stepped out of them and bent to pick them up.

She put them on the counter next to the plug, where I grabbed them and inhaled deeply, holding them on my face, looking straight in Mary’s eyes.

“Before we leave, I think I need a treatment from your tongue, Daren,” she sexily whispered.

Oh yes, I needed that too, I thought.

I went over to the living room, took off my blazer and laid myself on the floor on my back. She first looked confused, then got it and came closer to me while pulling her skirt over her waist, exposing her cleanly shaven pussy and turned around.

What came to my sight where two fully round and firm ass cheeks.

She stood over me, her heels on both sides next to my head and spread her ass cheeks with her hands, lowering herself down until in a squat position, her ass only a few centimeters away from my face.

I put my hands on her hips where her skirt was resting and pressed her body down on my face, her asshole directed straight on my tongue.

As it touched, I kept my tongue still for a moment and Mary released a deep breath:

“Uhhhhh, fuck!” she panted.

I placed my hands on top of hers and started to spread her cheeks even more, opening her tight hole slightly as I started to lick around her puckered hole.

“Ah, shiiit, oh god!” she hissed while her ass started to move around on my face.

After a while, I made my tongue hard and started to push inside Mary’s asshole.

“Oh god, yes, yes, ah, fuck, that’s good, that’s fucking good, keep doing this, oh, yes!” she moaned while she started to bob her ass on and off my tongue, trying to get my tongue as deep as possible into her tight whore hole.

This was beautiful, I thought.

This classy business woman, dressed up professionally but hot, was squatting over my face in her living room, her skirt pulled up all the way over her waist, pressing her slutty anal hole on my face.

“Oh god, oh my god,” she started again while impaling her ass on my tongue.

“Oh god, Daren, this feels so good, but, I feel like such a nasty whore doing it, uhh, I feel like I shouldn’t be doing this,” she embarrassedly panted.

I kept fucking her ass with my tongue a bit more until I said:

“You’re a classy, successful and beautiful woman, Mary, who let’s face it, is just a nasty anal whore at the side, and a man’s gotta love that in a woman!” while watching her little anus clench in my view.

“Oh god, oh god, I guess I am, this is so good, fuck!” she relaxed a more and started to fuck herself on my tongue again.

“Oh my god, fuck, fuck, fuck, this is so good, my god, your tongue is amazing in my ass, I’m such a dirty butt slut, Daren” she moaned.

“Yes you are, now enjoy it and make yourself cum with your nasty ass on my face!” I hissed in between my licks.

“Oh god, yes, yes, oh my fucking god, I’m such a whore, oh god, Daren, keep doing this, yes, yes, don’t stop, fuck my ass with your tongue, yes, deeper, oh god, I’m coming, I’m coming, I’m coming ohhhhhhhhhhhh ffffuuuuuuccckkkkkkkk!” she screamed while my tongue was being sucked into her asshole and a hard orgasm rolled over her.

As she relaxed, she got up and was about to undo my pants when I said:

“No honey, I’ll keep that for later and you just have to live with the fact that you used my face this morning to fuck your slutty ass and get yourself off!” I smirked at her, standing up myself.

Mary walked over to the kitchen counter, looking at me embarrassed.

I stood behind her, caressing her bare ass cheeks, taking the large plug into my hand.

“This is so embarrassing, but I can’t help myself, Daren” she whispered while I put one finger in her ass while standing behind her.

“Don’t worry Mary, do you like my finger in your ass?” I whispered close to her ear from behind.

“Uh, yes, my god, I do, I love it!” she whispered back.

“Now, let’s put my gift into you and finish your classy business woman appearance, shall we?” I whispered while putting the large plug to her lips.

She accepted and started to lick on it, trying to put the whole thing inside her mouth but It was too large to fit.

Once covered with enough saliva, I withdrew it from her mouth, withdrew my finger from her ass and told her:

“Spread your cheeks, love, will you?”

Standing leaned against the counter, she spread her firm ass for me and soon I was pressing the large plug inside of her ass.

“Ohh god, it is so big,” she panted.

“You like big things in your ass, don’t you Mary?” I teased.

“Uhh fuck, yes I do, oh god!” she moaned while the thick part was stretching her ass a lot.

“And what will this plug remind you off later, Mary?” I asked again teasing while pushing the plug further in until it got sucked in completely.

“Oooohhh, fuck, ah, it will remind me of your cock in my ass and that I’m your dirty little anal whore” she embarrassedly panted.

“Correct!” I whispered, gave her a sharp slap on her bare ass and pulled down her skirt.

“Now let’s go, I want to see your office and check out where in your building I can fuck you properly” I whispered.

We gathered our things, I put her white lace panties in my trouser pocket, and as I was walking behind Mary, I saw her struggling to walk straight with her large plug in her ass.

Once arrived at her office premises, we walked through the building and everyone seemed to know me and greeted me politely.

I also noticed a lot of beautiful women working for Mary and as she caught me starring at some of them, she squeezed my butt hardly, giving me a smirk.

Once inside her office, I started to walk around it and checking out every corner of it, until Mary confusedly asked:

“What are you doing?”

“I’m just checking out where to best drill your ass in here,” I casually responded.

Mary’s cheeks immediately went red and she embarrassedly touched her plug from behind.

“What’s our schedule for today?” I asked her, changing the subject.

“Well, we only really have that one meeting in half an hour,” she responded, emphasizing on ‘half an hour’.

“So, I figured you have a nice carpet in front of your couch, Mary” I smirked at her

“I guess your knees won’t take damage as the fabric of the carpet is so soft!” I stated calmly.

She tensed a bit first, then her eyes widened, and she gave me a slutty look.

“Do you agree with me Mary?” I teased her.

She nodded, went to her office door and locked it, then went back to the couch area where she dropped on her knees, put her upper back on the seating area of the couch and started to pull her skirt up over her waist again, revealing her bare ass, plugged asshole and her black tights that ended just before her butt.

“I noticed you don’t wear panties Mary, why is that?” I teased.

“So you can fuck me easier,” she whispered, her face looking at me over her shoulder.

“And how and where do you want me to fuck you?” I asked, smirking at her.

“In my ass from behind on my knees on the floor, just like the whore I am, Daren” she whispered.

“Fuck yourself with your plug for me, twenty times, before that, I won’t touch you!” I teased.

She took her plug in her fingers and pulled, leaving a pant while it passed the widest part and popped out of her tight ass. Then, she pressed it back on her anus, closing her eyes at the size of the plug until it popped back inside.

This continued for a few minutes until her ass was stretched enough to let the plug fuck her nicely.

“Oh god, please, I’m ready,” she panted while fucking her ass furiously with the plug.

I stood up, went over to her and she placed the plug on the carpet next to her, spreading her cheeks with her hands, exposing her used asshole, her head resting on the couch.

I gave her a few sharp spanks before my hand found her hair bun and harshly took it inside my fist, making her back arch. I took my hard cock out and pointed it at her tight rear entrance and pushed.

“Yessss, ahhhhh” she panted.

“Yes what?” I teased, resting with my cock buried in her ass.

“Yes, fuck my ass!” she groaned while pressing her ass on my cock.

I slowly started to withdraw my cock and pressing it back in the full length.

“Oh god, oh god,” she whispered.

“Yes, faster,” she demanded.

“Oh god, yes, harder, oh, fuck, yes, harder and deeper, please,” she moaned.

I took her hair with one hand and her hip with the other and started to work my cock in and out of her slutty ass in a good pace.

“Oh yes, fuck, that’s good, fuck me, fuck me like the slut I am, Daren, use my ass, oh god, your cock feels amazing in my butt, fuck” she panted, breathing heavily.

“Where’s my cock Mary?” I hissed while plowing away.

“Uhh, fuck, in my ass, yes, uh” she whispered.

“And where are you, Mary?” I continued.

“Ah, in my office, on all fours on the floor, taking your dick in my ass, ahh, fuck, yes, harder!” she moaned.

I picked up the pace now, being close myself and was hardly drilling Mary’s ass.

“Yes, yes, yes, ah fuck, oh god, fuck, yes, I’m close, fuck that’s good, take me, fuck me, fuck my ass, yes, yes, oh god, oh god, oh god, oh my fucking goooooodd!” she screamed while having another hard orgasm which made me shoot my morning load deep inside her ass.

“Ahhhhh fuck you’re tight!” was all I could scream while filling her ass up.

As I relaxed from my first orgasm, Mary took her plug and popped it in her ass, sealing the cum load deep inside.

“Oh god, that was too good, I’m such a whore, Daren!” she panted, still on her knees.

“And now you’ve even got my spunk in your slutty whore hole, don’t you?” I teased.

She embarrassedly got fully clothed again and whispered:

“I fucking need your cock in my ass all the time, you’ve made me such an anal whore, Daren” she whispered while giving me a smirk.

We left her office and were walking towards one of the large meeting rooms, my eyes on that hot milf’s ass carrying my load inside.

The meeting went through quickly and I was pleased that we had a big deal with her firm coming up which was great news to bring back home and also ‘intensify’ our business relations meaning more opportunities to go on business trips meeting Mary.

As we left the room, Mary’s mobile started to ring with an unknown number.

Mary smirked at me and answered:

“Hello?”

“Oh hi, Chloe” Mary gave me a wink.

“Yes, I know, oh yeah definitely, I agree!” she happily chatted away, giving me a sexy look.

“This afternoon? Yes, it’s Friday anyway so we’ll be there early!” she continued.

“Okay, just come over and wear, you know…” Mary told her.

“Cool, see you there, bye!” she finished the call.

I looked at Mary confused and asked:

“So, who’s Chloe?” I smirked.

“Oh, that’s the girl who’s going to lick my ass while you take her slutty ass!” Mary smirkingly replied.

“Ah, right, that girl,” I jokingly answered, knowing it was the hot waitress from the restaurant the other night.

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