Seeking CMNF Arrangement (PM bdt147 for possible M roles)

[GillianHampton]

Seeking CMNF Arrangement (CLOSED)

Advertisement on a BDSM Seeking Arrangement Website

Seeking CMNF Arrangement
WM seeking SWF for live-in arrangement. Will be nude at all times in my presence--stocking and heels allowed and provided. Free sexual use of your body is expected. May be shared with others to include EWS parties. Light bondage, edging, forced orgasms. I enjoy name calling, so no snowflakes. In exchange I will provide room & board, tuition, and repayment of any student loans existing at the time of signing a contract committing to one year of service to me. If interested email me and include nude selfie.

Sir,

My name is Gillian and i have just finished my sophomore year here at Emerson, and i just turned 20. i'm a writing major minoring in publishing. i have a scholarship, however the tuition is capped at my freshman year so all i need to make-up the difference.

i moved to Boston from a rural Midwestern town and was raised with traditional values. Living in the city has opened my mind to all sorts of new things. Some good, some bad. One of which is how expensive it is to live on your own. i have also seen things of a sexual nature that offend my traditional values--and yet leave me aroused. Therefore i am seeking an arrangement that meets my financial needs while allowing me to explore my limits sexually.

i hope you are not looking for a girl who is experienced because i am not that girl. i have only slept with one boy and he was the boy i dated from last spring until winter break this year.

i have included the required selfie.

xoxo,
Gillian

i attach my selfie and with a thundering heart i press send and await a reply.

 

[bdt147]

It was a little after four when I locked the office door and returned to my desk. I usually don’t close until five but I was anxious to have some privacy. It’s just me and my intern, Gillian, and I sent her home early. She seemed a bit off today for some reason. Perhaps she was a bit under the weather because she definitely had a hard time staying focused today.

I hired her two weeks ago, a writing major from Emerson who just finished her second year. She was smart, motivated and a very hard worker. Her demeanor reflected her Midwestern, conservative roots. Reserved, polite almost to a fault. She still insisted calling me Mr. even though I told her my name was Ed. And the way she apologized after coming back to work from the gym in her exercise gear. I really didn’t mind especially the way her ass looked in those tight yoga pants. But I always kept things professional around the office never mixing business with pleasure. I thought she had a lot of potential and I would never want to interfere with that.

I took pleasure in helping young writers. If it weren’t for my mentor, I know I never would have achieved all my success. Five NY Times best sellers, three movies, one an Academy Award winner all by my fortieth birthday. Now at 50, I’ve got all the money I’ll ever need so I spend my time acting as an agent for young writers, editing their manuscripts and submitting them to my contacts at the various publishing houses. Besides, all my creative juices for the last five years have been devoted to satisfying my carnal needs and proclivities.

Now that I was alone I could check and see if I had any responses to the add I placed on the BDSM chat room I frequented. It had been two months since my last “tenant” Elise had moved to Seattle so I was desperately seeking a suitable replacement.

After sitting at my desk, I logged on the site, entered my password and found one message in my mailbox. There was an attachment with the message so I opened that first. I asked all respondents to include a selfie since, as shallow as it might seem, looks would be the determining factor. I clicked on the attachment hoping that I wouldn’t be disappointed.

“No,no,no. This can’t be. Holy fuck, what am I going to do.”

The ever growing bulge in my pants told me exactly what to do. I started typing.

Hello Gillian. For someone who claims to have such little experience, it appears from your photo you have the potential to be quite the little slut. If and that’s a big if, I decide you can be that slut, you’ll have to accept everything I throw at you with pleasure. Since you were the first to reply, you’ll be the first to be interviewed. I’ll contact you again with a date and time. Since you’ll be my little slut and cum dump, please come to your interview dressed to impress.

I was just about to hit “send” but stopped. Was I ready to go down this path? I already knew I wanted Gillian. That ass, I knew I just needed to give it a good hard spanking. But could we function in the office? Let me see how she reacts tomorrow, I thought, as I pressed send.

 

[GillianHampton]

i receive the message, pulling me away from a story i was writing for class. i squeal with glee and write back:

Sir,
i will do my best to please you and be the best slut and cum dump you have ever had. Speaking of, should i go to the doctor and get on birth control or have an IUD inserted? i have never been on birth control of any kind.

As for the interview, i have the perfect pair of stockings and high heels in mind. i eagerly await further instruction.

I know exactly what to wear and pull out a blazer dress i just got back from the cleaners...

 

[bdt147]

After sending my message to Gillian, I tidied up my desk before shutting things down for the evening. Once I got back home, I’d check my mailbox and see if there were any more applicants. Perhaps there would be someone else who looked promising that would persuade me from entering into a situation that may backfire.

Before logging out, I had to take one more look at Gillian’s selfie. I could feel my cock grow even harder as her image filled the screen. A myriad thoughts bounced around in my brain. Was this the same young woman who came to work dressed so as to hide rather than accentuate that sexy body? Was this the same young woman who spent Wednesday afternoon seated at her desk rather than get up and display her ass in those skin tight yoga pants? Fuck, I thought, the things I want to do that body, use it for my and whom ever else I would choose pleasure.

The ping of an incoming message jolted me from my thoughts. It was from Gillian. I could feel my fingers tremble with anticipation as I clicked to open it. I quickly read it and read it again just to make sure what I saw. Yes she embraced the opportunity to be my slut and eagerly awaited further instructions.

I pushed my chair away from my desk and leaned back against the wall. What the fuck am I getting myself into? I had absolutely no contact outside of my house with his three previous tenants. Also all three had some previous experience in the lifestyle Gillian was about to enter. Did I want to take on a woman who knew nothing of the level of sexual depravity she would be subjected? Did I want to be in a relationship that would cross over into our work lives?

All it took was another look at my screen to answer those questions. That picture, the seductive tilt of her hips, her full lips and breasts convinced me it was definitely worth the risk. I needed to find out just how hot her sexual flame burned. Now how could I arrange this interview with out scaring her away.

After a couple minutes of thought, I hatched a plan that just might work. Gillian was to meet with a new writer, Eric Aldridge, tomorrow is at 3 to review his manuscript. This was her first major assignment and would not miss it for the world. I would make sure we kept Eric in the office until 5. This just might work, I said to myself as I began to type my reply.

Gillian,

I will interview you tomorrow at 5:30 at Mario’s Wine Bar. Don’t be late or the interview is off. I will answer all your questions at that time. If you pass the first part, there will be a physical inspection. I require all my applicants to be completely hair free. You also will be graded on how you are dressed. Remember 5:30 sharp.

After making sure the message was sent, I shut my computer off and let out a deep breath. Since Gillian would be working until 5 and Mario’s was a 15 minute walk from the office, she would be forced to wear her interview attire to work. I wasn’t quite sure how I’d handle the rest but I thought I’d just wing it. Either Gillian would accept his offer or quit.

I anxious to see how she would handle interacting with Eric dressed like a slut. He was a very successful lawyer, 35, handsome and single. His manuscript showed a lot of potential but it was raw and needed work. Gillian offered some very good insights and I thought this a great learning opportunity for both of them. Perhaps it might work out outside the office as well much to my advantage.

All this thinking had my cock straining against my jeans begging for relief. The wet stain of precum on my boxer briefs was a bit uncomfortable but I fought the urge to free the seven inches of rock hard cock and stroke my self to orgasm. No, I wanted
to be locked and loaded tomorrow, hoping to send Gillian home from her interview wearing a load of hot cum somewhere on her body.

 

[GillianHampton]

i look at the instructions for tomorrow. i can't make that! i have to come home and change, if the review session with Mr. Aldridge! Those things can go as long as three hours! i pause to think my way through the problem. Okay. i can do this. i'll go to my morning class, come here and change into my outfit and wear it to work. i'll just tell Mister that i have a date after work. It's professional. Sort of.

i spend the rest of the night making sure that all hair was removed from my body, my skin as smooth as possible.

***

i wake-up excited and try and focus on class. Doesn't work--i can't keep my mind off the Stranger's messages. i re-read them several times. i get to my apartment and shower. Carefully i apply my make-up. i enjoy the sensation of nylon against my skin, enjoying the sight of each stocking as i pulled them up both legs. The rubbery grip as the hold-up lace tops hugged my thighs.

My feet sliding into my high heels. Then it's decision time. Bra & panties for just work and take them off before the interview? Or commando like i plan for the interview? i decide on going commando.

***

i'm relieved that Mr. Aldridge arrived early. Mister was off all day and it made me uncomfortable. He kept looking at me, and when i'd ask if everything was okay he said everything was fine in an unconvincing tone. Does he know i'm wearing nothing under this blazer-dress? Are my breasts jiggling too much? Did i make a mistake?

As i met with the lawyer to go over his manuscript i had to be careful, a few times when i leaned over i'm pretty sure he got a good couple of looks at my bare breasts. Could Mr. Aldridge be the one i'm interviewing? Could this be a test? Just in case i let him have one last look before my phone's alarm went off. i excused myself from the meeting and he walked me to the street. When he turned left away from Mario's i felt a little disappointment--but then some excitement. Who is this mysterious interviewer?

i arrive at Mario's a little more than 10 minutes early and start to open the door...

 

[bdt147]

I woke up the next morning with a throbbing erection, much like the one I fell asleep with. I reached for my IPAD and brought up Gillian’s selfie again. My God, I thought, that ass, that body, just think of all the pleasure it would bring me. My mind was made up, Gillian would become my next tenant. The only question was would she accept my offer.

Knowing it would be useless and frustrating to go to the office this morning, I decided to go for a run and relax until noon. If I went in, all I would do would be look at the clock, anxiously waiting for Gillian to arrive. Running usually gave me an opportunity to think and I did need that time to sort this all out and decide how to approach Gillian this afternoon.

It was almost 11 when I settled into my lounger on the deck with a cup of coffee. While running, I weighed the pros and cons of a relationship with Gillian. While none of my previous tenants ever set foot into my office, Gillian would be there every day. It could lead to some awkward moments, but the thought of seeing her busy working in nothing but heels and stockings, or having her suck my cock while hiding under my desk made it worth that risk. My next problem was how to set up the interview. I would see how the day progressed before settling on a strategy.

I got in around noon and tried to do some prep work for this afternoon’s meeting. Gillian usually got in at 1 so I wanted to be able to go over her edits before meeting with Eric. The meeting was hers, I would not be involved so I wanted to make sure she and I were on the same page. I wanted to minimize my contact with her anticipating that she wouldn’t be wearing the usual jeans, over sized button down blouse and Nike’s.

Right at one I heard the office door open, the click of high heels on the hardwood floor, and the sound of a chair wheeling into position behind a desk. Gillian would always say hello or knock on my door to announce her arrival but not today. I waited about 15 minutes before venturing out to talk to her.

As I stepped out into the outer office, I saw Gillian seated at her desk, absorbed in the notes I had left for her. There was an almost immediate bulge in my pants as I caught a glimpse of the lacy top of her black stockings. A hint of pale white skin appeared as the hem of her dress crept well past mid thigh. I could see a plunging neckline well down her breast bone, revealing an ample amount of cleavage.

“Hi, Gillian. I see you got my notes. Let me know if you have any questions. If not, I‘all walk Eric over to the conference room when he arrives and then let you two have at it. “

I quickly turned and walked back into my office not waiting for a reply. It was clear from the expression on her face Gillian was a bit self conscious about her appearance. As hard as I tried for the rest afternoon, I couldn’t stop myself from going out and look at her. I know there was a bulge in my pants and wondered if she noticed. She kept asking me if I was alright but I know my answer did not convince her. I was happy Eric arrived early so I wouldn’t embarrass myself any further.

However, I did on occasion walk out and glance in on their meeting. They were engrossed in work but on two occasions I saw Eric sneak a peek down her dress. Gillian seemed oblivious but I couldn’t help but think she knew what effect that dress and her appearance would have on him. And me.

It was getting near five so I took one final walk through the office. It appeared Gillian and Eric were wrapping things up. I saw Gillian reach across the table to point something out. It was clear her exaggerated bend forward was done on purpose, no doubt revealing her nice tits. I scurried back into my office and waited for them to leave.

I heard them talking and then the door close. When I didn’t hear anything or anyone, I looked out my window and saw them walking down the street towards Mario’s. It was decision time for me. I waited for another ten minutes before pulling out my phone to text Gillian.

Gillian. You need to come back to the office right now. You don’t want to be late for your interview. Mister.

 

[GillianHampton]

My jaw drops as i read the message. i let the half open door go and it closes. My mind doing the calculations. i made it here, normally a 15 minute walk in my Nikes in 20 because of the heels. i have ten...no nine minutes. How in the Hell am i going to make...

A ride share driver pulls up to the curb to drop off a couple, before they can shut the door i run up and lean into the car. This time i'm using my tits to get what i need. i put on my most flirty smile. "Hi, Sir," I push an errant strand of hair from my face. "i just need to get back that way. It'll be a five minute drive, i'll give you $20."

The man smiled at me. "Honey, you can put those jugs away. They won't work on me, I pitch for the other team. But $20 is $20, hop in."

i had to suppress a laugh as i slid into the seat. Once settled i dug through my purse as he flipped a U-ey and took off towards the office.

***

Five minutes later i'm standing outside Mister's door. It's 5:28. As soon as the outside door was closed i removed the blazer-dress and lay it neatly on my desk. Leaving me in only my thigh highs and heels. My entire body on display for my boss. This cannot be happening. How could i not know it was my boss? Do i really want to mix work and sex? Still, it would make the lifestyle easier having my Boss and Master (or would he be Landlord or Sugar Daddy?) the same person. i knock on his door...

 

[bdt147]

It was 5:18 when I set my phone down on the desk and wondered how Gillian would react. Would she show up or would she call or text me to tell me she quit. My worst fear was realized when my phone began to vibrate on my desk. With a sense of doom, I picked it up. A huge wave of relief washed over me when I saw it was Eric calling.

“Hi, Ed, it’s Eric. I was just calling to thank you and Gillian for all your work, I’m really enjoy working with her and look forward to continuing.”

“Yes, she is a very astute young woman with loads of potential,” I said wondering if there was something else on his mind. There was.

“Listen,” he continued, I hope this isn’t too forward but do you know if she is seeing someone. “

So Gillian made quite an impression. Not surprising since the first time they met she was wearing a loose fitting sun dress that fell well south of her knees, no make up, her hair stacked in a messy bun. Her large round tortoise shell glasses had me wondering if she wasn’t moonlighting at the local library. I guess those not too discreet flashes of breast and display of leg had an impact.

“You know Eric, I don’t usually pry into my interns’ private life but I’ll ask her to give you a call. My guess is she’ll think it’s work related.”

Just then I heard my outer office door open.

“Eric, I just had a client walk in. I’m sure you’ll be hearing from Gillian shortly.”

I disconnected the call and looked at the clock: 5:28. There was no way Gillian made it back to the office on foot, especially in those fuck me pumps she was wearing. Perhaps she really did want the position.

There was movement outside in the office, some rustling of papers that sounded like things being rearranged on her desk. Then a knock on my door.

“Come in Gillian.”

My eyes did a quick double take as she stepped into my office in nothing more her thigh high stocking and heels. I don’t think my cock ever got harder faster as I stared at that magnificent body in front of me.

“Walk over here and stand in front of my desk. My, my Gillian. That selfie really didn’t do your body justice. I think you are just what I’m looking for.”

I got up from my desk and walked directly behind her. My rapid breathing betrayed my calm business like demeanor. I knew I had to have this for me and my sexual fulfillment.

“Before we go any further, you must pass the physical. Just stand here and relax as I examine you.”

My hands began to roam through her hair then down her neck and back. Her skin was flawless. I reached around the front and cupped her large full tits.

“These are magnificent,” I told her as my fingers walked up those luscious mounds and circled her nipples. After light tracing a few laps around, I grabbed each nipple with my thumb and forefinger and pinched until each grew stiff. Then I continued my journey down her smooth taut stomach. I stopped below her navel.

“Very, very nice, Gillian. All that time in the gym has paid off. Now spread your feet a bit and let me inspect those legs.”

I knelt down beside her and ran my hands up each leg starting at the ankle. The feel of her stockings as they clung to her muscular calves and thighs was making me get even harder. When I reached the lacy tops and the transition was made to her velvet like skin. My hands glided up her inner thigh and ended their journey just below her pussy. The heat coming from between her legs was palpable.

“Now I’m going to examine your ass and pussy. So spread your feet just a bit wider.”

Gillian opened up as told and my fingers crawled up into the steamy, wet swamp her pussy had become. She was completely bald and my digits had no problem probing every lovely inch of her sex.

“You’re quite wet and swollen down there, Gillian. Excellent. Now your ass.”

I dipped one finger into her wet opening to lubricate it before sliding it up to her pouty rosebud. There was no penetration just an exploratory mission to note just how tight it was. I kept thinking I’d be the first cock in there.

“Well, Gillian,” I said as I rose to my feet and walked behind me desk, “you’ve passed with flying colors.”

Taking a seat, I looked at that sexy body in front of me.

“Shall we continue?”

 

[GillianHampton]

So much is going through my head as i enter Mister's office. Is this really happening? What are the chances? Am i really going through with this with my Boss?

The touch of his hand delivered the answer to all of these questions. i obeyed without hesitation or delay. The rushed drive here and the emotions of this meeting, and the bold step of entering nude for him to see all of me had launched me into that wonderful realm of subspace.

The physical was as invasive as it was intimate and i found myself highly aroused. At this moment, i would do anything he requested of me. Even, as his finger lubricated my bottom with my own juices, bend over and take the one hole i had never been taken in. i let out a breath i didn't realize i'd been holding since his finger explored the space between my cheeks as he removed his fingers.

Only my eyes moved as i watched him move back to his chair, my legs still spread wide.

“Shall we continue?”

"Yes, please. Sir." i say with an eager grin.

 

[bdt147]

“Yes, please, sir.”

Gillian’s facial expression couldn’t hide her enthusiasm. My physical probing of her intimate parts was certainly invasive, but her erect nipples and soaked pussy spoke volumes on her acceptance.

“Excellent. I’m going to give you a very brief job description that will be just enough information for you to take home this evening, digest and allow you to make an informed decision.”

I paused for a moment to gauge her reaction. She remained standing in front of me and appeared eager for me to continue.

“So, just as my ad mentioned, your beautiful, sexy body will be mine to use in any way I want, to share with whomever I want, at any time I want. Basically you will be my little slut, whore when I tell you to be. Your lack of sexual experience is not a problem, in fact I view it as a plus. There will be plenty of on the job training provided.”

Once again I stopped and looked for any signs of Gillian growing uncomfortable. When I couldn’t detect any, I began speaking again.

“Please take tomorrow off and spend the time thinking about what you want to do. There are many, many more benefits beyond those mentioned in the ad that I will explain in detail should you accept my offer. I will be here in the office tomorrow expecting you to be here promptly at three with your decision. If you accept, I will expect you to dress appropriately for the job you will be committing to performing. I will answer all your questions and provide all the details at that time.”

When I didn’t say anything further, Gillian began to turn thinking the interview was over. The interview was but I wasn’t finished with her quite yet.

“Oh Gillian just a couple of more things before you leave. Eric called earlier and wanted to thank you for all of your help. He also asked if you were seeing anyone. So it seems your dress and all that leg you showed him today and the way you showed him those tits gave him the idea you might have a slutty side.”

I could see her cheeks color in embarrassment.

“Don’t be embarrassed Gillian. There are going to be times I want you to be a slut around other men. The problem is, today wasn’t one of them. One thing you going to need to learn is that there will be consequences for your bad behavior.”

I got up from my desk and walked behind her.

“Now I want you to bend forward at the waist, place the palms of your hands on my desk.”

Gillian did exactly as she was told, her magnificent ass staring right at me.

“Since this is your first offense, your punishment will be ten swats.”

I moved to her left side and using moderate force slapped her left ass cheek with my hand. A slight flinch was her only reaction as I continued to deliver four more swats each with increasing force. I moved to her right side and repeated the process.

I took a few steps back to admire my work. I ran my hand over the bright red patch that now was present on each cheek and felt the heat rising from it. I slipped two fingers between her legs. They were immediately drenched in a flood of her girl cum that flowed freely from her pussy.

My cock was straining against my jeans begging for relief. I couldn’t remember that last time I wanted, no needed, to cum so badly.

“Alright Gillian, I want you to turn around, get on your knees and suck my cock. Consider this a bit of a glimpse to what the job entails.”

 

[GillianHampton]

i consider your offer, since you're giving me a day to answer i decide to take the time. Although i am a little shocked that Mr. Aldridge had contacted Mister over my personal life. But given the nature of this interview--i should not have been.

The first slap refocuses my attention. Followed by four others that are harder, that i'm sure is leaving marks. Then it's repeated on the other cheek.

“Alright Gillian, I want you to turn around, get on your knees and suck my cock. Consider this a bit of a glimpse to what the job entails.”

i obey immediately and kneel without question. i can see his bulge straining against his jeans and i reach for it. Unbuckling his belt, unbuttoning his button before sliding the zipper down. i coax an amazing cock out of his briefs. It makes me smile and i hold it in my hands which suddenly look smaller. i lean forward and kiss the tip, enjoying the pearl of precum before sliding it into my mouth. My tongue sliding around the base of your shaft. i cup your balls and tease them gently. They hang heavily, full of cum. i look forward to it being in mouth, or on my face, or both.

It's not the best tasting thing to swallow--but i enjoy seeing a Man's expressions as i show him the cum on my tongue. Closing my mouth to swallow before opening it to prove. There is something incredibly intimate about swallowing which is worth suffering through the gross taste.

 

[bdt147]

A jolt of sexual electricity coursed through my entire body the moment Gillian’s tongue captured the drop of precum that hung like an icicle from the edge of the almost purple, bulbous head of my penis. I let out an audibly gasp as her hand fondled my cum laden balls. It had been over two weeks since I had cum last at Elise’s going away EWS party and there was a huge load screaming for escape. I began to question just how inexperienced she was as she lowered her head and her talented mouth began a rhythmical bob up and down my seven inch granite column.

“Of fuck,” I breathlessly shouted, “suck my cock you cum hungry whore.”

Gillian increased the speed of her head’s movement as her mouth glided up then down my shaft. I knew I wasn’t going to last much longer but I wanted to see if she could handle all of it. She had only made it half way down and I couldn’t wait. I grabbed a hank of her hair and pushed down until all seven inches disappeared into her willing mouth.

“That’s it you slut, take it all.”

The sensation of having Gillian consume my entire length pushed me over the edge.

“I’m going to cum you bitch,” I screamed, “Don’t you dare try to move.

An animalistic grunt preceded each of the three strong pulses that shot hot seed into her mouth. I heard Gillian gag just a bit but her mouth stayed the course. There was more left but I wanted to leave her with a reminder. I pulled her head off, pushed her face up against my throbbing cock as I stroked it once.

“This for you to wear home tonight.”

My cock pulsed and sent two thick ribbons of creamy hot jizz into her hair. They laid there like icing on a pastry.

“Now get up and open your mouth,” I commanded in a tone Gillian had never heard from me before.

I placed my hand under her chin as her mouth opened wide. The only evidence of me cumming was the frothy dribble, a combination of my cum and her drool, the oozed from the corners of her mouth.

“Very good, Gillian, you didn’t waste too much. Now I want to taste my cock in your mouth.”

I pulled her to me as my mouth invaded hers. My tongue probed deep inside as I tasted the distinct salty flavor of sperm. As our tongues began to duel, I reached between her legs and found her swollen pearl of pleasure. I began to rub her slippery nub as I savagely attacked her mouth.

Her body began to quiver then stiffen. I knew I had taken her to the border of release. One more step and she would fall into that chasm of orgasmic bliss. I stopped abruptly and pushed her away.

“Now go get dressed and go home. You have a lot to consider. Remember, three o’clock sharp here in my office. If you accept my offer I expect you to come dressed to start immediately.”

As Gillian turned and walked out of the office, I could feel my cock twinge as I stared at her ass still showing the effects of her spanking. I wondered if she was disappointed I didn’t make her cum. Well, that was all part of the job so she better get use to it. Her first duty was my orgasm, my pleasure. Was she willing to accept that? I’ll find out tomorrow at three.

 

[GillianHampton]

My mouth fills with cum and i eagerly swallow. That he had two ropes left to decorate my hair surprised me. i stood when ordered and felt a glow from his satisfied expression from his inspection of my mouth. i can feel a cummy drool leaking from the corners of my mouth, sliding down my face before dribbling onto my breasts.

His kiss surprised me. No Man had ever wanted to kiss me after i had their cock in my mouth--much less if they came. i closed my eyes and enjoyed the intimacy as his fingers found my warmth. Already primed, i found myself soon on the edge of orgasm. Just when i was about to explode, he pulled away.

With my marching orders, i left his office putting on my blazer-dress and left to think about his offer.

***

i stripped off the dress as soon as my apartment door was shut. My need so great that a few buttons popped off. My fingers found my drenched cunt. I needed to cum. Not just from my Boss' touch--but from the trip of shame home.

Twilight hid the cum in my hair and the trails on both sides of my face. However, the bus afforded no such cover. The guy behind me noticed, and soon i was aware of being filmed--livestreamed to some porn site.

"Oh shit! Look at this cum-dump slut! Who'd you just blow, ho?"


i blushed, but remained silent.

"Must be someone important if you're not talking. Was he married? C'mon, ho the public needs to know. Look, this bitch has cum in her hair! Oh! And check it out! Dribbling down her face! Bet it got on her...oh shit! She ain't wearing no bra!"

He pulled at my dress and got a shot of my cum splattered tits. This continued for about five minutes until he got bored and sat down. i hated and loved it at the same time. Part of me wondered if this were planned or just coincidence.

When i saw my stop approaching i remained in my seat, opting to get off a couple of stops down and walk back. The creep was still on the bus and i didn't want him to know where i lived.

It was a ten minute walk, my feet began to ache from the heels. But i enjoyed the looks i got as i clicked by in my heels. More than once i was cat-called and even propositioned, the would-be John offended that i was not an actual prostitute.

All of this drove me nuts. i needed release, so once nude i stumbled towards my couch and flopped onto it, my fingers seeking my needy cunt. i slipped out of my heels, enjoying my toes released from bondage. Soon i was cumming--pent-up sexual energy flowed through my body.

Was i allowed this release? Will i be punished? The thoughts come to mind as my body relaxes from the release. It was worth it--if he even asks.

***

Sleep came early, and i awoke early. i had until 3pm to give him an answer--but in my heart i knew the answer already. i knew the answer before i even left his office. The next day was my early day. As an intern my hours revolved around school and tomorrow as one of two days without a scheduled class i would've been at work at 7am for an eight to ten hour day.

***

It's 6:50-ish in the morning. The smell of coffee fills the office as i hear my boss enter.

i awoke around 4am and could not get back to sleep. i was too excited. Yes, he told me i could take the day to consider it. That i didn't have to report to him until 3pm. What he didn't say was that i had to take the day off. i slid out of bed, showered, and paid careful attention to my hair and make-up. i knew what i was going to wear. Something i bought right before i broke-up with my last boyfriend and never took out of its packaging.

And so i greet my Boss with a cup of coffee as he looks over me in my sheer lace dress, the panties left at home but paired with black thigh highs and heels.

 

[bdt147]

It was 4 in the morning when I finally decided that any further attempt at sleep would prove futile. Perhaps a run might help. I looked out the window. It was very dark and raining. There was always the treadmill. No let me just lie back down and try sort all this out.

It was amazing I didn’t get into an accident on the drive home. Thinking about all that had transpired in my office that afternoon coupled with the hard on that raged under my boxer brief, made concentrating on the road quite difficult. I thought a couple glasses of Merlot might take the edge off. All that did was get me slightly drunk and even more horny for Gillian than I already was.

As I leaned back in my recliner, I wondered what she was doing at home. I felt bad I didn’t make her cum because I knew she was right there. The thought of calling her and asking if she masturbated entered my mind. I let that go because it would be something I could find out tomorrow during her orientation. That is if there was an orientation. As much as I wanted her, I knew the ultimate decision would be hers. The rest of the night was spent tossing and turning, sleep eluding me as I tried to convince myself she loved everything that happened in my office.

The clock radio indicated it was now 4:30. Maybe if I did something work related, it may take my mind off of Gillian. I grabbed my tablet and checked my emails. Eric had sent me his revisions but there no further mention of Gillian. He might be a perfect future participant in Gillian’s sexual education. He was referred to me by my lawyer, Robert Lawson. Bob did all my legal work including preparing the NDAs I had all my interns and my tenants sign. He was among my inner circle of friends who enjoyed similar sexual proclivities. If I needed him to prepare a tenant version for Gillian, I’d ask about Eric.

I could work on this from home but decided to shower and get into the office. Gillian wasn’t expected until 3 and I’d probably be more productive there. There were far too many distractions here for me to keep focused.

It was a little before 7 when the aroma of fresh brewed coffee greeted me as I opened the door. I looked to my left and saw Gillian’s raincoat and umbrella on the rack. Why was she here so early? All kinds of things flooded my brain, all of them bad. Since her attire would signal her decision, I walked straight to my office and made no effort to seek her out.

I barely got settled when Gillian walked in with a cup of coffee. My cock sprang to full attention when I saw what she was wearing. A sheer, black lace body suit, black stockings and heels. Her perfect breasts and hairless pussy were clearly visible.

“Well, Gillian, it looks like I have your decision. I was pretty sure you made up your mind before you left last night. Was the trip home pretty uneventful? My guess is that it wasn’t. But you can tell me about that later. I do have a question though I need answered right now.”

Gillian looked a bit apprehensive.

“I know you left here unfulfilled shall I say. I did that on purpose. Now I need to know, did you masturbate last night at home?”

Her expression, like a child caught with her hand in the cookie jar, spoke volumes. I felt a surge of sexual electricity run through my body.

“You don’t need to say a word. You’re going to need to be punished again. Second offense so I must up the ante. Assume the position.”

The authoritarian inflection of my voice elicited an immediate response from her. She walked up and placed her palms on the desk. I stood behind her and lifted the flimsy material up around her waist. Her ass and pussy were now exposed. I loosened my belt and pulled it off.

“Ten swats, this time with my belt.”

Gillian softly whimpered each time the leather cracked across her cheeks. The sound of leather meeting flesh echoed off the walls. Small welts were visible on the bright red strips that replaced pale white skin.

“Now have a seat on the couch. I’m sure you’ll find the cushions will take some of the sting out.”

As she sat down, I pulled my chair up in front of her. I removed my trousers and sat down. My cock, it’s head glistening with a coating of precum, stared her in the face.

“Spread your legs nice and wide and show me how a slut makes herself cum. And don’t stop cumming until I tell you to.”

 

[GillianHampton]

You had to ask me that question. The one i knew was coming and dreaded. It was a relief when you did not make me speak the words aloud. To admit my misdeed. i assumed the position and your belt tasted my smooth flesh ten times. Each strike echoing through the room and my submissive soul.

The thing that surprises me is how calm you are. You're not aggressive or yelling at me. It's subtle shifts in your tone towards and away from authoritarianism. This is far more effective than raising your voice.

The sofa is uncomfortable on my welts, but as you said soon takes the sting out of my punishment. i slide to the edge and spread my legs for you, the hem of my bodystocking dress still around my waist from the punishment. i down and with my right hand spread my lips for you. Normally i wouldn't masturbate this way, normally i'm playing with a toy of some sort. Not only do i not have one, i want to give you a good show.

i lick two fingers on my left hand before reaching for my clit, slowly i tease it from under its hood. Soon i am moaning with pleasure and humiliation. One driving the other. No one has ever seen me do this before, a few boyfriends have asked to watch me and i've always refused out of shame. This time though, by showing up here dressed like this--refusal was not an option any more.

 

[bdt147]

As I sit watching Gillian’s fingers skillfully coax her pearly white button from it’s hiding place, I can feel my own need grow. The soft mewls of sexual ecstasy that flow from her mouth fill my office. I detect more than pleasure from those whimpers, I sense an element of surrender. It is as if she’s signaling that my voice will dictate her actions.

I was once told I was unflappable. Working with writers, a group who generally are very passionate, opinionated, and vocal about their work, taught me the slightest change in my voice’s inflection conveyed a sense of control. I wondered if Gillian picked up on that and found it almost reassuring that whatever I asked of her would somehow eventually be of great benefit to her.

With her legs splayed open before me, I have a great view of her beautiful pussy. It is completely bare. Her puffy labia, which are spread wide, glisten with her juices. The cloudy white color of her hardening clit contrasts sharply with the soft pink flesh that surrounds it. While I want to stroke my cock and cum with her, there is even a stronger urge to use my mouth and tongue to taste her sweet juices, to feast on her swollen sex.

“That’s enough, Gillian,” my voice ordering her to stop. “I can see you’re very good at playing with your cunt. I bet you came very hard last night.”

I got up from my chair and knelt in front of her. My hands slid up the insides of her nylon covered thighs and stopped when they reach bare flesh. I force her legs to open even wider. There’s a puddle of her wetness of the leather cushion.

“Fuck, Gillian, your pussy is soaked. Let’s see how easily these two fingers fit.”

I display the index and middle fingers of my right hand in front of her face before plunging them inside. They meet no resistance and disappear from sight.

“My god your tight. Now let’s see how you taste.”

I bury my head between her muscular thighs. My tongue licks the inside of her fleshy folds before making its way up to her clit. I slowly circle the base teasing it. Not wanting her to cum just yet, I reluctantly lift my head away from her pussy and crawl up next to her.

“Your pussy tastes so good, Gillian. Let me show you just how good.”

I lean over and invade her mouth with my tongue, driving it deep inside hers.

“Good isn’t it. Now let me finish what I started.”

I dive back in and begin my oral assault. I wonder if Gillian has ever experienced multiple orgasms. I wonder if she’s ever been pushed to her limits. I intend to find that limit right now and push her over it whether she wants to or not.

 

[GillianHampton]

I can taste my juices on his fingers. I close my eyes and suck his fingers as if they were a cock. I feel his head buried in my pussy as you eat me out. I lift my feet off the floor and hold my legs up high. I moan.

Then he is at my mouth. Pressing his lips into mine, I part my lips just as he pushes his tongue into my mouth. Our tongues dance for the briefest moment before he goes back to attacking my pussy with his mouth. Soon I'm moaning. Feeling myself building to an amazing orgasm. This isn't going to be so bad. I think about the arrangement. Trading spanks for amazing cunnilingus is not a bad deal!

I cry out as my first orgasm radiates from between my legs and spreading through my body shaking one high heel that clatters to the floor.

 

[bdt147]

The lustful grunts and screams that pour from Gillian’s mouth are like music to my ears. Nothing gets me harder than making a woman cum, hearing and seeing a woman in the passionate throes of orgasm. The animalistic sounds, the look on her face, the world could be ending but the only thing on her mind is the pleasure my mouth and tongue are delivering.

It’s hard to believe the woman thrashing about on my office couch, her legs a wide open V, is the shy, is the same reserved young woman who tip toed around the office wearing clothes that were more suited to a woman three times her age. Her orgasm bordered on violent, her entire body quaking so hard one of her sexy pumps fell onto the hardwood floor. My own cock throbbed in anticipation when her legs spread wider, inviting, begging me for more.

“You cum like a cock hungry whore, Gillian,” I tell her as my hands drift up toward her breasts. My fingers find her nipples straining against the flimsy, lacy material. I flick each until their rigid peaks stare at the ceiling above.

My hands linger on her soft full mounds before crawling back down until they find their home underneath her ass. I lift it slightly pulling it toward my face as it returns to the steamy swamp between her legs. This time I drive my tongue into her moist slit. I withdraw it slowly and begin lapping her puffy folds as I make my way to her button of pleasure. It’s even more erect, more prominent than before having fully emerged into the open. My tongue begins drawing circles around its base.

I pause for just a second and look up at her. Her eyes report nothing other than want, the well of pleasure growing inside.

“You want to cum again don’t you my slut. Or is it you need to cum again. Which is it, bitch?”

As I wait for an answer, I ram two fingers into her receptive cunt. I feel the walls of her pussy collapse around them as I curl them in a come hither fashion. They begin to search for that bump, her g spot.

“I’m waiting, Gillian,” my voice dripping with demand, “tell me.”