The Portland Trip Pt2.

“Well this is going better than I expected” I think to myself as I saunter off to the restroom, leaving her alone in the private room with her choice. I’m really not sure what she is going to do next. I have a good idea, but anything can happen. No I take that back, I know what is going to happen next. She will be waiting for me in the room. I can smell the hunger on her. Nobody has ever stood up to her like this and denied her in such a fashion. She loves every moment of it.

The question is rather, how long do I make her wait? Will the waiter come in before me and what kind of response will that bring about? How far can I push her? This is a first play date after all and in public, how far is too far?

When I slide back the false wall and enter the room, the first thing I notice is that her chair is empty. Hmm, maybe she took what was behind door number 2 after all? Then I see the back of her head just on the other side of the table. She is kneeling in front of my chair… excellent.

Closing the door I come around behind her and then, standing right behind her silent kneeling form, I place a well oiled boot between her shoulder blades and push her down to the floor.

“Do you give me your body and mind fully, to do with as I please, for the remainder of our time together?”
“Yes sir”
I remove my boot and take my seat in front of her prostrate form.
“Then kiss my boots”
There is something uniquely satisfying about the press of a woman’s lips against a well-polished boot, especially when I’m the one wearing the boot. Her head rises slightly from it’s resting point on the floor as she places her lips on the black surface of my boots. First a peck at the toe, then a longer kiss at the base of the ankle.
“Well done trinket, very good” I praise her as I stroke her hair.
“Now rise and remove your panties”
She stands with a wobble and takes a deep breath as she pulls the sheer black briefs from her hips.
“Now present them to me and tell me how you completed my last pre-date task.”
In addition to instructing her on what to wear and when to meet, the last message I sent her was a bit of a challenge. A task I wanted her to complete before our date. She was to have an orgasm while wearing these panties. This orgasm was to be at the hands of someone other than herself. I did not care who or how, just that it not be by her own hand.
“Sir, I’m…. sorry to displease you….but”, she stammers as she places the bundle of cotton in my outstretched palm. “My date last night was.. well she… um..”
“You failed my instructions?”
“Yes sir”, her eyes downcast.
Well so much for the have her kneel and tell me about the lesbian sex she had this morning plan. Time to let the evil bastard out.
“I am not pleased. Spread your legs, cunt.”
I reach between her legs and in one sudden and swift motion I shove the wad of black cotton inside her sex. Her eyes go from downcast to wide shock in a flash as her jaw drops open in surprise.

“Now sit and finish your dessert”
With a nervous gulp she complies. Her body twitches and wiggles against the chair as she comes to grips with the object inside her.
I on the other hand sit back in my chair and sip my coffee. My face a mask of indifference. Of course inside I’m screaming “HOLLY SHIT! DID I JUST DO THAT?! DAMN THAT WAS HOT!”

Coffee refilled, check paid, waiter heavily tipped and now we must leave out private little world and take our game out into the public.
“Stand, face me and remove your panties… again and give them to me”
With a shudder and smile she draws them out from inside her and places the now very wet bundle in my hand.
“Care for an Altoid? I ask casually”
“Please sir”
“Good”
I reach for the metal tin and the coil of rope in my bag and face her. Opening the tin, I place one mint in my mouth and savor it’s “curiously strong” bite. Then I take another and slide it inside her wet sex.
“Now whatever you do, don’t let that fall out” I say in a patronizing tone, as if instructing a child
“No… sir” she responds with a grimace as she presses her thighs together.
“Oh is that difficult to do? I ask with mock concern. “Here let me help you a bit.”
Taking the coil of rope, I quickly draw it around her waist a few times then run it between her labia, weaving it back along itself to make the tension between her lips quite strong. Once knotted off, I leave the loose end of the rope dangling between her legs. just lower than the hem of her skirt.

“Now be a good little trinket and fetch our coats while I wash my hands. I want you to wait for me in the lobby….and no you may not sit down.”

I must pause for a moment and tell you all just how delightfully evil it feels to turn the corner and see a lovely woman standing in an expensive hotel lobby making nervous chit chat with the hosts hoping that nobody will point out that there is in fact a coil of bondage rope dangling between her knees.

As we exit the hotel and enter the windy Portland afternoon, she leans up to me and pauses just short. One of the rules for this afternoon was that she was to not touch me with out first asking permission.
“Sir, may I take your arm?”
“Why?”
“I feel… so exposed”
“Good. Now let’s walk up a bit and grab this cab”

Once we reach Chinatown and the Classical Gardens I’m feeling pretty damn great. I think I have this worked out. As long as I appear to be in complete control and radiate that confidence, then she will do whatever I ask. Of course this also means I’m on constant watch. Looking at her, watching her responses (granted that has not been too hard, she has had an ear to ear smile on her face since the panty incident), looking at everyone who is near us, watching out for potential interlopers or distractions.

I take photos of her as we tour the gardens, slipping her into semi private spaces and making her expose her self as I snap away. She is well aware that we are being watched.
“That man is staring at me Sir.”
“I know, so are those 2 boys in the corner. They saw you pull your skirt up back there. Shall I invite them over for a closer look?”

By now the “no physical contact with out permission” rule is making her insane. I can see that she desperately wants to reach out, to touch me, to make that connection. I could put my arm around her, comfort her and she will feel less exposed, less naked. Or I make matters worse by leaning into close and whispering in her ear, my cheek but a faction of an inch from her lips. She clenches her fists and stomps her feet...she trembles with desire. Obviously she is a girl who is used to getting her way. Used to using her charms to get boys to fall over themselves in order to please her. Take this away from her and she is now powerless.

I should point out here that when snapping exhibitionist shots in a public space, one does not exactly have the luxury of time. No, well-framed and composed shots are really not the name of the game. We are shooing porn here, fast loose and frankly non-flattering in many ways. She knows that I’m not going to show them to her and that I’ll probably post them here. Further adding to her humiliation. The idea of it alone still makes her blush.

I snapped and taunted her for the better part of an hour, each time growing bolder till she found herself bent over an antique Asian desk while a group of tourists were not 5 feet away. NOT WORK SAFE

This has been fun, but it is time to finish the game. The weather is shifting and the hour grows late. Time to deliver the killing blow and make her humiliation complete… but that, dear readers will have to wait. I have rope that needs my attention right now.