Because I only had one week to complete my very challenging list, some of it required some planning ahead, while some could be done spontaneously. The doctor condition was by far going to be the most difficult but as I mentioned in part one, I had somewhat of a plan to skirt the rules a little bit. The morning after my evening with Mr. H, I decided to call my doctors office to see if I could make an appointment. I was barely able to walk after the intense fucking from the previous night so a visit to the doctor was not out of the question. The thought was, do I attempt this with my regular doctor who had known me for years or would it be better to try at a walk in clinic with a stranger? Given that I thought it would be too odd to get a physical at a walk in clinic, I opted for my regular doctor. The appointment was set for two days later. In the meantime I would cross a simpler one off the list - condition #2: Paying for cab fare with favours.
I live out in the country about half an hour from the city so I figured that kind of time in a taxi would be ample to work my magic. The trick was, I would need to do it on the way home so that I could actually select a cab by hailing it down, rather than calling for one. I once was dared to flash a cabbie, only to have a middle aged, overweight female driver show up - kind of killed the moment. I decided to take my car into town, leave it in the parking lot of a restaurant or bar, have a few drinks to loosen up and then cab home and see if I could make it happen.
I was wearing a black sun dress with thin straps, no bra and some black panties and high heel wedge sandals that really made my bare legs look good. The dress cut low on my chest and showed off some nice cleavage. My breasts are large but firm, I'm fortunate they hold their shape even without a bra. Over the course of an hour, I sipped on some wine and built up the plan and some courage. Eventually I paid my bill and headed out. My city isn't huge so finding a cab can take some time unless you call. I walked up and down the block a bit, keeping an eye out. A few passed me by but I didn't see any great options, so walked another block and found a vacant one coming towards me. I stepped out and waved my hand and the cab pulled right up to me at the curb.
"Hi" I smiled at the driver. He seemed to be about fifty or so, decent looking face but a little bit of a beer belly. He smiled back and seemed pleasant so I hopped in the front seat.
"Where to?" he asked.
I gave my address and after briefly discussing the distance, we were off. I reached around behind me to grab the seatbelt and pushed out my chest while doing so, I wanted to see if he would steal a glance and of course, he did. He was very casual about it and didn't make anything obvious and I immediately felt pretty comfortable. It was still daylight out and we were making small talk and some light jokes about nothing.
"What have you been up to this afternoon?" he asked.
"Oh just down at????? having a few glasses of wine and enjoying the day." I replied.
"No boyfriend with you?"
"Haha, nope. Not today." I giggled with him. "Actually I'm just in the process of getting back together with a guy I've been with forever. I kinda screwed up so now I have to figure this out."
"Oh, I'm sorry to hear that" he said with real concern. "but, glad you're working it out and for now I'm honoured to drive you. I don't often get to spend much time with pretty young girls these days..and that's a far trip we are taking."
"Ya, I wonder what that will cost me...any idea?" I work in finance and am well established but sometimes I pretend not to have money in these situations, makes it a little hotter to be the submissive, broke girl dependent on the kindness of others ;)
He looked at the meter, "Well probably a good sixty dollars anyway."
I was silent for a moment.
"But I'll give you the best price I can figure out." he said, "You've been good company." He was smiling and looking over at me, innocently but still there was a little connection I thought.
"So do you get hit on a lot by drunk girls going home from the clubs late at night?" I asked jokingly.
He chuckled to himself, "No, not really. The drunk university crowd are too strange nowadays, I just tend to keep quiet with them. I get more people trying to make a run for it than I do get them trying to flash me for payment."
I laughed, "What would a flash be worth to you? A few bucks off the total?" I asked teasingly with no air of intent to what I said.
"Well, now that depends on who is flashing me I suppose." He laughed again. "Some of the people I see on a day to day basis you wouldn't want to see topless!"
I leaned back in my seat, bit my lip, uncrossed my legs and put my thumbs under the thin straps of my dress and pulled them up about an inch while looking at him super seductively. I batted my eyelashes a few times, "and what about me?" I said.
