Every single chance Tori and I got, we went for a drive. It was definitely our thing. We loved it. We loved being together like that. We visited wineries. Made runs on various river roads through cute little old towns. Visited lots of parks. Most of all, we just enjoyed each other and grew deeper in our relationship.
Well, as our relationship evolved, so did our drives, and we progressed to our first road trip. We decided to make a weekend trip to Chicago. Tori had never been. It had been awhile for me. Chicago is one of my favorite places to visit. I absolutely love Chicago and couldn't wait to share some of my favorite places with her.
Friday morning we packed up a few things and headed out onto the highway. Anxious for what lay ahead. Tori was her usual self excitedly taking command of the music. Singing, laughing and poking fun at me.
"I like your haircut Daddy."
"Thank you. Do you think it's too short on top?"
"No, why?"
"I don't know. Can you get a good grip on it?"
Tori reached up and tried to grabbed the top of my hair, but wasn't able to get a good grip.
"No, but what the fuck for?"
"So you can pull me deeper into your pussy. I guess no oral sex for you until it grows out. Lucky for you my hair grows fast."
Tori laughed, " Hell No! I'm gonna grab you by the ears and pull you deep into this pussy. You crazy."
"You and that pussy make me crazy Tori."
We went on like this all afternoon until we pulled into downtown Chicago in the later that day. Fighting traffic. I had decided to splurge and booked a room at the Four Season's just off of Michigan Avenue. I got a good deal and wanted to pamper her. Tori loved the view of the downtown area, excited to begin exploring.
"What are we going to do first Daddy?"
"Let's go across the street to Water Tower Place and do a little shopping and I would like to get some popcorn from Garrett's. Then later tonight I want to take you someplace really different for a late night meal."
And that's just what we did. We leisurely walked around. I bought Tori a cute dress at Armani Exchange as we laughed and fooled around a little in the dressing rooms. We capped off our little shopping adventure with grabbing a little bite to eat and picking up some Chicago Mix popcorn from Garrett's. We took a short stroll down Michigan Avenue and back north again on Rush Street and hit some bars getting nice and lit.
As it got pretty late we caught a ride to my little surprise, Wiener's Circle. I had warned Tori that the Wiener's Circle was particularly known for their special kind of hospitality. Tori was anxious to join in. If you are not familiar with the Wiener's Circle, check them out on You Tube to see for yourself.
The Wiener's Circle wasn't too crowded. But, as usual it was rowdy.
As we got close to the counter holding hands ready to order, the girl yelled out "Aww Shit look at you two fuckers. Bitch, you really with this white boy?"
"Fuck yes," Tori shot back.
"Hell no. He rich or something?"
"No. But he rich with the dick."
"Bullshit. Ain't no way that white boy packing."
Very loudly and proudly Tori shot back, "packing nine fucking inches. Now get us a couple Char dogs and fries you jealous cunt!"
Of course I didn't say a damn word. Just stood there enjoying the atmosphere. Tori joking around with the other drunk patrons.
"That's right. Nine nine nine nine nine. All mine mine mine mine mine," she laughed out loud.
We had a great time eating, laughing and watching the on going hostile humor between the customers and employees.
"Wrigley Field is just up the street a bit. It's my favorite place on the planet, especially when the Cubs are playing the Cardinals. We'll have to come back up when they are playing. There is nothing else like it. The atmosphere is electric. It's one big party," I said.
"You know I'm not that into sports, but If I can get my drunk on and party with you I'm game," Tori replied.
"Cool. Another road trip then on the books," I laughed. "What do you say we head on back and crash."
On the ride back to the hotel, Tori was constantly rubbing my cock through my pants singing and laughing, "nine nine nine nine nine. All mine mine mine mine mine."
Once inside the room, I commanded Tori, "Get your clothes off now!"
Tori did as told. "What are you going to do to me Daddy?"
"You were flaunting me to everyone at Wiener's Circle, so I thought, we would give downtown a show."
"Oh shit."
"Now stand over by the window facing the city. Hands on the glass. Show everyone how sexy you are and how lucky I am."
"It's so beautiful Daddy."
I removed my pants and underwear. Got on my knees behind her. Pulled open her ass and began tonguing her asshole.
"Oh Fuck the feels good and nasty Daddy. Lick it. Stick you tongue in my ass. Yes."
I alternated between her asshole and her pussy. Taking my time. Enjoying every second of her beautiful responsive body. Licking up the juices from her pussy. Sucking her clit in and out of my mouth. Back to rimming her ass. Tori grinding more forcefully into my face. At one point she reached back and grabbed my hair and laughed as she pulled me deeper into her ass, "Yep, hair's long enough."
I started to pick up the intensity wanting her to come.
"Baby girl can you come for me and all of Chicago."
"Yes Daddy. I want them to watch me come."
"That's my good little dirty girl."
I attacked her pussy pushing her to give me that nut. We were working together now. Faster rhythm and intensity. Closer and closer she got. I sunk a finger into her ass that pushed her over the edge and she shook through an intense orgasm. Her pussy leaking as I tried to keep up licking it all.
"Now give me my nine Daddy!"
I was already rock hard and didn't waste any time. I stood and quickly as possible buried all of my cock into her and held still.
"Oh shit that nine is all mine. Shit Daddy I was getting so horny making sure they all knew that your big dick was mine. Jealous bitches. Now give it to me ."
"You dirty bitch. Take my cock while everyone watches"
"Fuck Yes Daddy! Fuck me hard."
No time for romance; just plain urgent fucking.
"You like showing off don't you baby girl?"
"Yes Daddy. But, I like fucking you more," she said.
"I'm getting ready to come and I want you to show everyone more."
"What do you mean Daddy?"
"On your knees,: I barked.
"Be my little porn star and take my come."
"Give it to me Daddy. Come on my face."
"Fuck, I've always wanted to do this. Here it comes. Ugh."
I stood over Tori jerking my cock excitedly as I shot a number of ropes of come onto her face and into her short cropped red hair.
"Fuck, it's so hot. Keep giving it to me. Mmmm yes, in my mouth."
I finally let up. Tori's face was covered.
"Turn to face the window and your audience baby."
"Jealous Mother Fuckers. Thank you Daddy."
"No, thank you baby girl."
We didn't rush to cover up, or even check to see if anyone was really peeping in on us. We were just comfortable to rest on the sofa. I retrieved a washcloth and cleaned Tori up. We took a shower together and settled into bed. Watching TV. Cuddling and falling fast asleep.
The next morning we ate breakfast and hit Michigan Avenue. Stopping here and there. Took our time in Neiman-Marcus. Tried to pick out everything we would want to have in our future country home from Crate & Barrel. All we need to do now is win the lottery to make that dream happen.
We made our way south along Michigan Avenue, across the Chicago River to one of my favorite places, The Art Institute.
I felt like a billion dollars walking around the Art Institute holding hands with the most beautiful thing in there. I took her to see my absolute favorite painting.
"Tori, in this next room is my favorite painting. Let me know what you think of it."
We walked into the adjoining room and Tori stopped dead in her tracks.
"You serious? This is that Ferris Bueller painting."
"I fell in love with this painting long before that movie came out. It's incredible."
"It's different in person. It's big."
"Now get up close and look at the points and how it's done."
We got up as close as we could and Tori marveled at the technique and time it must have taken to create this large masterpiece.
"It's much more impressive in person. Oh my God, It's beautiful."
We continued on hand in hand. Tori would get excited when she got to see works of art the she was familiar with. American Gothic and Nighthawks to name a couple.
"Before we go, there are a couple more of my favorites that I want to show you. They are not beautiful in their nature but they are beautiful in their detail and execution," I said.
I took Tori to see a couple of paintings by Chicago artist Ivan Albright.
"This one is commonly called 'The Door'. How bout we have this as one of our doors to our future country home."
"Oh my God. I don't know how to describe it. The absolute decay is freaky. Fucking cool. Dark. Ugly. Creepy. Really cool."
"I could stare at this all day. But here let me show you the last one of Dorian Gray. The old dude like me," I laughed.
"He is fucking ugly. Not like you Daddy. He is ugly and decayed just like the door painting. Sick and twisted, but, really cool."
"This was painted for a movie back in the day. We'll watch it some day.
We left the Art Institute and walked around Millennium Park for a bit. Then caught a ride over to Shed Aquarium. I've never been into fish or seafood in anyway and wasn't that interested, but, Tori really wanted to see it and got a big kick out of it.
"Daddy, we have done a lot of walking today. I'm getting tired and hungry as fuck. I want a big ass steak."
"I know just the place."
We then caught a ride up to Lawry's on Ontario.
I watched Tori's face light up when the overpowering smell of Prime Rib hit her in the face as we walked through the front door.
"Oh My God! Get me a table now," she laughed!
We were a pretty funny sight for the kind of old school crowd in the restaurant. Older white guy with a beautiful young black woman. Both devouring our Prime Ribs like hungry wolves.
On the walk back to the hotel we stopped at a couple of bars and had a few drinks loosening up and then back to the room.
Tori went into the restroom to freshen up while I crashed on the couch; not sure if I had enough energy for what I had planned next. But, Love and Desire always win out as I wanted to help fulfill one of Tori's needs.
"Tori, come over here."
Tori came over to the sofa I was sitting on with a curious look on her face, as she tried to determine the serious tone in my voice.
"Stand in front of me. Now, take your clothes off."
"Yes sir," she said softly.
