Chapter 3: Dad Makes a Bet at the Restaurant

Finally, Friday arrived and somehow or another my dad managed to take off work early. My mom had traded her hospital shift for another and so she was home already when my dad arrived. She had everything packed so as soon as he got home, we loaded the SUV and were on the road.

The trip to Cleveland was rather uneventful, especially when you consider how many of our road trips went. It was like we were all on our best behavior in anticipation of my dad and my “date”. I didn’t even masturbate on the way so that alone should tell you how serious I was about reserving the atmosphere!

We checked into a downtown Hilton hotel where my dad had reserved a suite. It was a bit of an extravagance but it made me feel special somehow. My mom had originally planned on visiting one of her friends that lived in the area but she had changed her mind at the last minute, deciding that she would rather watch the two of us having fun. It was a bit voyeuristic but then my mom often watched the two of us having sex at home. It was EXTREMELY rare for her to join in. She seemed to prefer watching her husband and daughter enjoying themselves and then be with each of us privately some other time. It was fine with me as having sex with my mom as compared to sex with my dad was like trying to compare night and day.

AS they unpacked I quickly ducked into one of the bathrooms where I carefully took a shower so as not to mess up my hair that I had paid over $100 to get done earlier in the day (well, dad’s credit card actually paid for it). Normally my hair is so straight and lifeless but tonight I wanted it to look more bouncy and yet sophisticated at the same time.

Fortunately, my wardrobe already had the perfect “little black dress” so I hadn’t had to go out and buy a new dress although it was tempting to do it anyway. A girl can NEVER have too many dresses! The dress was classic and simple, yet looked elegant because of its simplicity. It was solid black and hugged my body like it was custom form-fitted just for me. It was strapless and barely covered my boobs, showing as much cleavage as my c-sized boobs could produce. It stayed just as tight all the way down to my ass, clinging to me like fresh Saran Wrap. The bottom hem was no more than a couple of inches below my butt, threatening to reveal a thin black thong if I did much of anything more than just stand up straight.

My legs were firm and tan after the hours I had spent on our deck this summer so I wasn’t wearing any hose. On my feet were some killer heels with five inch stilettos. I say “killer” partially because they made my legs and ass look great but also because they absolutely killed my feet when I wore them. Oh well, the sacrifices a girl has to make to look good for her date!

My mom came in as I was making some last minute adjustments to my outfit. I saw her behind me in the mirror, giving me a good look-over.

“Well, I guess you look slutty enough, even for your perverted father,” she mumbled under her breath. I knew she was just joking, well, at least about my dad being perverted. As for me looking slutty, I certainly HOPED I did after all this work! What was the whole point of the outfit if not to be my dad’s slutty date for the evening?

When I stepped out of the bathroom, my dad was waiting for me in the living room area of the suite. I entered the room and he let out a long, loud wolf whistle.

“Wow Kelly, you look REALLY hot tonight!”

I walked slowly over to him, my hips moving and legs crossing as I tried to be as sexy as I could.

“Think the other guys will be jealous?” I asked him seductively.

“Shit, I would say so,” he replied. “Damn, I’m tempted just to stay here tonight!”

“Now John...,” my mom intervened, wagging her finger at him

“OK Mary, I know. Don’t forget, it WAS my idea to do this tonight after all.”

It was getting past eight so we decided we had better get going. First stop was some steak place that my dad loved. They had a branch in Pittsburgh he loved to go to so it was a no-brainer for him when he made the reservations for tonight.

On the way through the hotel lobby, I walked with my dad while my mom trailed a discreet distance behind as if she wasn’t associated with us. My dad put his arm around me and just before we went out the front glass doors, he turned to me and leaned down to kiss me. It wasn’t very long but enough for everyone to get the idea we weren’t just business associates. The valet even winked at my dad as he handed him the keys to our SUV which was now waiting for us. He must have been pretty surprised when my mom hopped in the back seat. Oh well, I guess we would be providing the gossip for the valet staff tonight!

At the restaurant, my dad parked and my mom stayed in the back seat while the two of us made our way to the entrance. The concierge found our reservation and as he gathered the menus to lead us to the table, I noticed he gave me the once- over. I smiled at him and he discreetly looked away but I could only imagine what he was thinking about me being with this older guy for the evening. Did he think I was his girlfriend, an escort or maybe even a prostitute? Of course, he would never know the truth about us. No doubt the option that I might be this guy’s daughter never even crossed his mind from the slutty way I was dressed not to mention he couldn’t have missed how my dad kept fondling my ass as he led us to our table!

My mom entered the restaurant alone a few minutes after we were seated. I could barely see her but we were close enough for me to see that the concierge seemed surprised when she asked for a table for one. Small wonder as how often does a good-looking forty-year-old woman go to a fancy, expensive restaurant all by herself?

Earlier in our hotel room, I found it interesting that my mom chose to leave her wedding ring at home while my dad had kept his on. At the time I wondered if my mom had plans to do a bit of teasing herself. Of course I knew she would never actually DO anything with another guy, but that didn’t mean she couldn’t have a little fun leading some poor guy on to think that she might. For my dad, I think it gave me a bit of a thrill for people to see his wedding ring since I wasn’t wearing a ring, obviously, so anyone with even a passing interest would have to think that he was cheating on his wife. Even though I knew he would never even consider such a despicable act, it still didn’t mean he couldn’t enjoy the notoriety. After all, fantasies are NEVER bad!

My mom was led to a small table at the side of the restaurant almost opposite from us, making it all but impossible for me to see her clearly and I had to assume she was having the same problem. Oh well, it was still good enough to know we were there and since the rest rooms were on our side of the building, she had a ready-made excuse to pass by now and then for a closer view.

One nice thing was that since I’m now over 21, my dad can order wine AND I can drink it - legally. Although normally I’m not a big fan of anything alcoholic, a good glass of wine that compliments dinner is OK now and then. Actually, my parents have allowed me drink a little wine during dinner since I was just a little girl but it was never enough to get me drunk or even a little tipsy. At parties, I’m strictly a Diet Coke girl as I hate beer!

The wine guy (or whatever their fancy title is) brought a bottle and a stand to our table where I sat back and dutifully watched the little ritual. I had my legs crossed with the leg closest to him crossed over the other such that my skirt exposed my bare thigh as well as the majority of my ass to him. He pretended to be looking down at the bottle but his line of sight was clearly on another vintage. I wasn’t sure what was going to pop first - the cork or his pants!

My dad ordered dinner for the two of us and later as we talked, I tried to see who was around us and what they were doing. Most of the people seemed to be business associates, guys for the most part on expense accounts. There was an older couple celebrating a wedding anniversary, probably their fiftieth from the looks of them. A couple of teenagers rounded out the crowd, the boy evidently trying to impress his girlfriend but instead just looking out of place and silly in the process. Well, for his sake I hoped she made the exorbitant bill worthwhile after dinner. I remember my mom’s advice when I was dating - it’s not polite to let a boy take you to a nice restaurant unless you’re willing to blow him afterwards as a thank-you.

“God, you look incredibly sexy tonight Kelly,” my dad said in a low voice over the candle glowing in the middle of our table.

Believe it or not, I actually blushed! He was making me feel like a princess, all dressed up and feeling so sexy here with a man that everyone thought was cheating one his wife. Actually, most people seemed to be ignoring us except for one table where four guys who looked to be in their late twenties and thirties were obviously well past their first round.

“I think those guys like you,” my dad whispered to me, trying not to be overheard or appearing to look at them.

I grinned at him and glanced over at their table. They didn’t even bother pretending to look away as two of them actually smiled back at me while the other two just leaned their heads back and rolled their eyes. God, talk about a bunch of drunk letches! My dad must have caught me looking over at them as he leaned over the table with that grin on his face he gets whenever he’s about to ask me something naughty.

“So what do you think?” he asked me in a teasing voice, “How many of them?”

I had to cover my mouth to keep from breaking out laughing. Leave it to my dad to turn this into something naughty.

“Dad! Is that all you ever think about?” I replied, practically choking on my words as I struggled to get them out without bursting with laughter.

“Well, you of all people know the answer to that.”

“Hey, I thought YOU were supposed to be dating ME tonight. What’s this about me doing these guys anyway?”

He reached out and I let him take my hand in his. In doing so, I had to lean over, exposing my cleavage for him to see - as well as anyone who wanted to take a closer look.

“Awwwwww, don’t worry, I’m the only one who’s going to fuck you tonight, don’t worry.” he reassured me. THAT took me a bit by surprise, in a good way as I was starting to wonder whether or not he might have other things on his agenda. What was the story then?

“So what are you talking about then? You want me to just blow them?”

“Well, why not? Tell you what ... I’ll bet you can’t get all four of them to cum before our entrees arrives.”

My dad squeezed my hand and looked into my eyes. God, he was serious!

“Just look at them dad ... they’re drunk. You SURE you want to bet on that?”

My dad just looked at me, his mind going to work as he seemed to be deciding what direction to take at this crossroads. It had been intended to be just a night out between the two of us so this didn’t exactly fall into the scheduled itinerary. I waited silently for his decision.

“Well, it would have to be all four of them but I’m sure you can handle that. It’s the ‘before the entree” part that I think would be a challenge - even for you baby.”

Damn! My dad was essentially daring me to suck them so how could I turn away from such a thing? Oh yes, my dad knew his daughter all too well. Had he just bet me, I might have turned him down and gone on with dinner. But now he was DARING me, for all practical purposes questioning my ability to turn those guys on quickly. Under the circumstances, how could I do anything but accept the dare if I wanted to defend my honor and reputation?

“Well, what about just three of them? What of one of them is married or has ED.”

My dad chuckled at that. As a skilled lawyer he recognized a weasel answer when he heard one and he wasn’t about to let me get away with it. Oh well, I had to at least TRY.