The Baroness M. continued as my Submissive in training, she followed instructions for the most part. However she was not always forthright with me, an example was her posting to a social media site her activities. This would not have posed a problem, but since her activities took place while not in my presence. I kept track of her activity without her knowledge not letting on I was aware of her promiscuousness.
I had planned a Bike trip to the Outer Banks in late September, I began to think this would be a good training opportunity for the Baroness. Conversations were had, and the trip plans finalized. The day came for the trip I had already packed my saddle bag the day before, and once I was off work I rode down to pick her up.
When I arrived she met me in front of her house on the street. This street was a busy state route through the center of town. To my disappointment she was wearing shoes, jeans, a tight top and her Motorcycle jacket.
I said "This was un-acceptable, you know how I expect you to dress in my presence" pulling my knife out, I grabbed her by a nipple and sliced her top and bra off tossing it into the street. Next while still holding her nipple I sliced down both pant legs and through her panties also tossing these into the street. I made her take off her shoes "Now pick up your trashed clothing, go put on the thigh high leather boots, leather mini skirt and no panties, leather shelf bra and a tight zip front leather vest I had sent to you".
She then began to complain about not having enough space for all her clothes she had planned to bring. This was quickly corrected by telling her she was to only pack her make-up, personal hygiene, needed toiletries. Along with a pair of tight leather pants that zipped from the front too the rear and additional lubricant. She bowed her head and proceeded to collect her trash. Within 15 minutes she came out dressed as instructed.
"Does this meet your approval?" she asked in a condescending way.
"Yes it does, however turn around and bend over the bike." I said.
She turned reluctantly knowing full well that I had noticed she was not plugged. I lifted her skirt a tad exposing her beautiful behind fully and began caressing it. She started to moan as I would graze a finger between her cheeks as I pulled an inch and a half wide by twelve inch leather paddle from a thigh pocket on my leather riding pants. She was getting turned on with the rubbing until I took a whack on her ass cheek, then another and another until she was begging for me to stop.
"Where is your plug?" I asked.
Sniffling "I haven't had it in since you left that night a couple of months ago. I felt embarrassed having it in." she whimpered trying to apologies.
"You knew that was what I wanted, now you have started with some of your punishments."
She began to cry. I pulled from the bag in my tour pack a stainless steel locking expandable but plug. I took it and shoved it in her now wet pussy, twisting it getting it fully lubed. She took in a deep breath and tried hump against the plug in her pussy. I yanked it out and shoved it deep in her ass, she gasped while she protesting it going in so rough even trying to reach back and stop me. This was followed by additional whacks on her ass, for her to comply.
"From now on you will keep this plug in your ass until you need to defecate. I hold the key and will only unlock when you absolutely can no longer endure the pain from cramps. Am I making myself clear?"
She nodded, as I turned the knob to the plug expanding it to almost its full limit, then I locked it into position.
"Get on the bike." I demanded.
She gingerly sat down as the seat was already hot from the sun, as was her ass cheeks from her punishment. I mounted the bike and noticed she did not want to touch me or be close to me on the bike. I laughed and we set off for North Carolina.
The ride started off on a rocky note, but I knew she would come back around. We took state routes south to the Ohio River crossing into Kentucky and continuing our travel south. I stopped for fuel around Georgetown KY. She refused to get off the bike and stretch, so I grabbed her hair and started kissing her passionately forcing my tongue deep into her mouth working her tongue she soon responded back as I started to rub her clit.
The car at the fuel pump next us was getting quite a show. I took her to the point of almost Cumming but stopped and had her get off and stretch telling her to drink some water or electrolyte beverage. She got off and took a bottle of water from the tour pack drinking half of it before taking and shoving the opened bottle all the way into her pussy then proceeded to wrap a leg around me and rub herself against my thigh while I was pumping fuel into the bike.
"Do you like how wet I am?" she asked.
She had squirted the water into her pussy douching herself and letting it run with her already we pussy down my leg. I smiled at her and told her to get on the bike.
"I need to pee," she said.
"Squat where you are and go before getting on my bike." I told her.
She reluctantly squatted and pissed on the concrete next to my bike. I handed her a towel from the window cleaner box for her to wipe, then picked her up and sat her on the bike before kissing her again passionately. We hoped back onto the highway heading south, she was now more receptive leaning into me and trying to rub my cock through the leather of my pants.
As we were passing Lexington she pointed out the Kentucky Horse Park, wanting to stop and see. I took the off ramp and pulled into their lot, we dismounted and headed towards the entrance. We walked through the park seeing the exhibits and horses stopping to watch a demonstration by a farrier making shoes.
While we stood and watched, she reached for my cock rubbing and stroking it through the leather. She realized that no precum could leak through the leather, smiling I took her to a park bench nearby and sat having her kneel before me. She took my cock out and I pulled her head down and her mouth over it.
"Now suck me off, and swallow." I demanded.
She tried to make quick work of it, but I slowed her down savoring her sexy mouth around my shaft. Eventually I erupted a good load of semen in her mouth, holding her head down to make sure she swallowed my gift.
