Chronicles Of The Domcowboy Ch 05

"Where to next Cowboy?"

"Back to Colorado to drop you off and then I'm going to my brother's for Thanksgiving."

Jessie and I had been criss-crossing the country in my rig for the past 10 months. I really enjoyed her company and she made a wonderful wingman. The playpen in the sleeper portion of my cab was getting plenty of use. I thought picking up neady subs was easy before, but with Jessie as bait, we toyed with a new pet almost every day. Variety really is the spice of life. My reverie was interupted by Jessie continuing our conversation.

"I don't want to be dropped off."

"Why not?"

"Because the holidays depress me. My parent's were killed in a car accident right before the holidays when I was eight. I went to live with my aunt and uncle after the accident. They own the restaurant that I worked at before you swept me off my feet."

"Swept you off your feet? More like threw you over my shoulder, tied you up in my playpen, fucked your cousin right in front of you and then ravished your tight little body."

"Tomato, tomato Cowboy. Bottom line, I need a distraction during this difficult time of year. What's your brother like?"

"He's nothing like me."

"So he's intelligent and handsome?"

"Haha, remind me to give you extra spankings tonight. Your smart mouth can be used for more productive things you know. Anyway, my brother is seven years older than me. He runs the business side of our trucking company. He's married and has a 19 year old daughter that attends CU."

"Does he have a big cock?"

"You have a one track mind Jessie."

"Your point?"

"His stuck up trophy wife is always bitching so his dick is probably small."

"Have you fucked the wife yet?"

"You ask a lot of inappropriate questions baby girl."

"I'll take that as a no."

"Gabriella has always been very cool towards me. I don't think she likes my lifestyle. Dan often encourages me to describe my latest conquests when I visit. Just to piss Gabi off, I usually go into pretty graphic detail."

"Have you ever brought one of your conquests home for the holidays?"

"Nope, you'll be the first."

"I bet that I'll win them all over."

"Dan will love you, the bitch will tolerate you and Taylor will hate you."

"I take it that Taylor is your niece and let me guess, she has a mad crush on her Uncle Cowboy."

"Uncle Shane and yes, she looks up to me."

"So your name is Shane? You said that you officially changed it to Cowboy."

"I did, but I'm still Shane to family."

Fortunately, the weather held through the mountain passes and we pulled into my brother's driveway a day early. Jessie didn't seem the least bit nervous about meeting my family. She hopped down from the rig and marched right up to the front door. I grabbed our duffle bags and gave chase.

"Oh my God Cowboy! This house is fucking amazing."

"I guess my brother is overcompensating for his small penis."

Jessie rang the doorbell, but I pulled out my keys, pushed past her and let us in.

"Honey, I'm home! Better put some clothes on, I've brought company."

Crickets.

"Well Jessie girl, looks like the welcoming party didn't get the memo."

"We are a day early Cowboy."

"Good point. Lets get settled in."

I grabbed our bags and headed for my wing. Yes, I have my own section of this magnificent home. I call it the wild west wing. Jessie followed me like the puppy she had become, chattering the whole way.

"What the fuck Cowboy! You have an entire house within this mansion."

"You're exagerating little nymph. It's only a master bedroom and bath, tv room and kitchen. Hopefully, big brother remembered to stock the fridge."

I opened said refrigerator and hallelujah! a twelve pack of Coors was front and center. Instead of grabbing two and handing one to Jessie, I closed the door and walked my happy ass over to the couch and flopped down.

"Grab me a beer my little slut and come over here and suck my cock."

To my delight, Jessie did as she was told. The training was going very well. Jessie retrieved my beer, opened it and handed it to me. She then proceeded to strip for me and then sucked her middle finger seductively into her mouth. She obviously wanted me rock hard when she freed her new best friend from his confines. Then she hit her knees, spread her well muscled thighs and began to pleasure herself. Her right hand was working her mound while her left pinched her very erect nipples.

I was thoroughly enjoying her performance and my Colorado born beer. Although I had ordered Jessie to suck my cock, I was not about to interupt the show.

"Remember slut, no cumming until daddy gives you permission."

The tortured moan that escaped her puffy lips communicated that Jessie was not fond of this rule.

"Now crawl over here make me cum."

Jessie's hands reluctantly stopped their ministrations and hit the floor. She was so beautiful as she crawled towards me. Her head was up and she stared those big baby blues through my skull. The twins hung down and swayed seductively as she made her way to my feet.

Just as she reached for my engorged manhood, I abruptly got up, graabbed her ponytail and led her to the full length mirror on the wall.

"I want to watch you suck me off from a different angle babygirl."

Unbeknownst to Jessie, she was about to show her skills to my big brother. I had installed this two way mirror a few years back. Dan loved to watch me with my lady friends. He was witness to many a CU coed and more than a few married Boulder MILFS enjoying the Cowboy experience.

"That's it Jess, suck that cock. Make it good and hard for your tight little pussy!"

I could imagine that Dan had his own cock in his hand while he watched Jessie deep throat me. I was temped to shoot my load down her lovely throat but instead pulled her off my cock by her golden locks. Then I smashed her up against the mirror.

"Spread em Bitch! Officer Cowboy needs to check your pussy for hidden drugs."

I dug three fingers into her sopping cunt and rummaged around. Jessie made delightful mewing noises as I probed her. Then I knelt down behind her and probed both her holes with my tongue.

"Its a two-way mirror Jess. And big bro is on the other side watching you. He's got a front row seat and is going to see how I make you cum!"

My words put Jessie over the edge. She was such an exhibitionist. Her tits smashed against the cold glass and her head flew back as she came for her audience. Then I rose up behind her and drove my raging hard-on into her ass.

Her primal scream filled the room as I fucked her with animal ferocity. Her first orgasm released an avalanche of cascading after shocks. I felt my own release about to erupt so I pulled out of her ass, forced her on her knees and painted her face. I was pretty sure that Dan had painted his side of the mirror simultaneously.

I guess it was all too much for my little nymph. She looked up at me with the cum dripping from her cherub face and then pitched sideways as she passed out.

I picked her up and carried her to the shower. We had to get cleaned up before I presented her to the family. If all went according to plan, each family member would get to taste my special treat before the holidays were over.