Date Night
Added 2018-11-07 22:20:48 +0000 UTC
Annie pulled up to his house and turned off the car. She had to build up the confidence to go inside. She knew she was 30 minutes late and that there would be consequences to her actions. She didn’t even bother coming up with an excuse because he wouldn’t even bother to ask her why.
After a few deep breaths she climbed out of the car and made her way to the front door. Using the key he had given her she opened the door and stepped inside. She expected to be met with James’ wrath immediately and was unconsciously holding her breath.
There was nothing.
“Helloooo?”
She began wandering through the house in search of him. She was confused as to why he would be gone. She made her way to the kitchen where she found a note waiting for her on the counter.
Hello my beautiful tardy baby girl,
My time is precious and I will not tolerate you wasting it. I planned out a wonderful date night for us and I’m going to enjoy it whether you choose to show up on time or not. I have listed the address as to where I will be. You will come immediately. I can only imagine you have taken extra care to doll yourself up for me. While I appreciate your effort I would like you to make some adjustments to your appearance. Your hair needs to be in two braided pigtails. I’m sure you chose a wonderful pair of heels for tonight but you will be changing into the mary jane’s that are in the hall closet along with white ankle socks. I do not care if this doesn’t match whatever “look” you were going for. Whatever time you spent dolling yourself up will now be wasted much like how you have wasted mine. You’ll also see that I have panties laid out for you on the bed. Obviously you are to wear them tonight. Upon arriving at the bar you are to order a Shirley Temple and sit and wait at the bar until I join you.
See you soon baby.
Her faced dropped upon reading his note. He knew her all too well. She had spent extra time meticulously curling her long dark hair knowing how sexy she would look later after he had his way with her.
Begrudgingly she did as the note instructed. She had a simple black top with peter pan collar and matching pleated black skirt on. Paired with her curls and heels she looked like a vixen. Now wearing her mary jane’s and socks, along with her hair in adorable pig tails she looked more like a young girl coming home from school. The panties he laid out where horrible. They were simple full brief cotton panties with the words Tuesday plastered across the butt. She knew he picked these out especially to annoy her, not only for their childish appearance but because it was in fact Friday.
After she finished re-getting ready she hopped back into her car and drove to the address that was provided. Her stomach dropped as she pulled into the parking lot. It was a swanky bar and restaurant that all of her friends had been talking about non stop. She felt extremely under dressed for the location but knew that is exactly how she was supposed to feel. She made her way to the front of the establishment and was greeted by the hostess.
“How many people in your party?”
“Uhm it’s just me”, she said as she fiddled with the hem of her skirt.
The hostess looked confused as she clearly looked as if her parents would be accompanying her.
“Oh, alright then, a table for one?”
“I’ll just sit at the bar actually”
“You have to are 21 to sit there, I’m sorry”
“Oh I am”, she awkwardly stated and began to walk past the hostess to end this horrible awkward interaction.
She found a seat at the edge of the bar away from the other folks at the bar. The bartender came over to her giving her a smile that made her stomach flip. She knew she looked like a weird mix of a child and porn star. While the hostess might have mistaken her for a young girl, the bartender’s mind was definitely going in a more debaucherous route.
“What could I get for you?”, he asked.
“Just a shirley temple please”, she said with her eyes cast down.
He simply chuckled to himself and prepared the drink. He slid it over to her and asked if she wanted a little something in it to spice it up, on the house of course.
She politely declined and pulled out her phone as a sign that she wanted to be left alone. He took the hint and busied himself with other drink orders.
She had in fact received a text.
Hello baby, don’t you look adorable. Finish your drink and go take a photo in the bathroom of those cute little panties, make sure it’s a mirror pic and I want to see the seat of them as well.
She looked around the restaurant to try to spot James. She knew it would be impossible the place was incredibly busy filled with people out, much like her, for their date nights, however, theirs being a bit more conventional.
She sucked her drink down and made her way to the ladies room. She was hoping it was a single bathroom with a lock, however that was not the case. She went into a stall and waited until it cleared out. Once she heard the last person exit the bathroom she came out of hiding. She knew she had to act quick. She quickly turned around, flipped up her skirt and snapped her photo of her ass in the mirror.
Unfortunately for her it was not a private affair. Two women walked in and witnessed the spectacle. She was flustered at her face turned red. The women couldn’t help themselves from laughing. She pushed past them to leave and one simply called out to her that it was Friday not Tuesday.
Annie was mortified. She went back to the bar and sent her photo as requested.
Good girl. I hope you didn’t get caught, however I’m sure if you did those panties probably aren’t dry anymore. Just imagine if you had arrived on time we could be having a wonderful meal right now. But little girls have to learn the hard way. Order another Shirley Temple and await further instructions.
She did as she was told and half way through her second drink James sauntered up next to her. Her eyes lit up at the sight of him. He was dressed to the nines and fit in much better than she did. Hell, he could have passed as her father. He gave her a kiss on the forehead and sat down beside her.
“Are those panties wet?” He asked in a louder tone then she would have liked.
She simply shifted in her seat unwilling to answer the question. In response he simply slid his hand under her skirt to check for himself. He was met with a very wet pussy and his fingers came back visibly wet with her juices. He took his fingers and wiped them right under her nose so that she would have to smell herself for the rest of the evening.
“Disgusting”, he said with a grin, “That’s my girl.”
He took her hand and led her back to his table. He informed her that their food should be arriving shortly. At the table he had yet another Shirley Temple waiting for her. Drinking her third one she began to get sick of the overly sweet and bubbly drink. The waitress arrived with their food. Prime Rib and vegetables for him and macaroni and cheese with apple sauce for her. What she didn’t expect was two more meals also came out. She hadn’t even noticed the two other places set at the table.
As if on cue the two women from the bathroom came up to their table.
“You’re back!” He said as he pulled out the chairs for the two women.” This is Maria and Cora, good friends from work”
Annie simply gave a modest hello as her cheeks turned rosy yet again. She didn’t get a good look at them in the bathroom but these women were gorgeous. She guessed that they each stood at least a head taller than her. Both dressed in short dresses, which she guessed did not have dumb cotton panties underneath.
To add to her humiliation no one even bothered talking to her through the meal. She went completely ignored while the three of them continued on wrapped up in deep conversation. She really did just feel like a silly child at the table instead of his girlfriend.
By the end of the meal he suggested that they go back to Cora’s apartment for a night cap. She lived within walking distance of the restaurant. As they were getting up and gathering their things Annie quietly, to James, motioned to the bathroom with pleading eyes.
“Baby you need to use your words I don’t know what you want”
Annie resented the condescending tone he took with her in front of these women.
“I need to go to the bathroom”
“Oh sweetie you can hold it until we make it to Cora’s it’s just a few minutes away”
Annie had drank a total of 5 shirley temples and was becoming desperate. She tried to ask other times throughout the night but was constantly met with excuses as to why she should wait.
The walk to Cora’s was indeed a short one and Annie felt hope fill her as they got closer to the apartment.
“Do you mind if I have a smoke before we go up, I’m sure Maria wants one too” said Cora.
“Of course not.” said James.
Annie was going to burst. She was squeezing her legs together trying to hold her bladder. James noticed her little pee dance and pulled her into him. She loved his affection but now was not the time. She tried to wriggle free but he leaned into her ear and whispered for her to behave.
He gave her lower tummy a good squeeze and that was the hair that broke the camels back. She lost control. James let go of her and stood back to watch as Annie wet herself. The two women stood with their mouths gaped open. Annie could do nothing as the puddle grew around her feet, getting her shoes and socks wet. She couldn’t believe she was having an accident, and in front of strangers at that.
James’ demeanor changed instantly. He began apologizing to the women profusely stating that this has never happened before. Between their giggles the two women claimed that it was alright and that they understood. He apologizes and says that he will have to punish her for having such a childish accident. The two women agree whole heartedly that no one at her age should be having accidents.
The four of them go upstairs, James holding Annie's arm practically dragging her. He makes her take off her wet socks and shoes at the door so that she doesn’t track pee into Cora’s home. Cora and Maria take a seat and watch as James scolds Annie in front of them.
“How could you? I take you out to a nice restaurant with my friends and you can’t help but act like a little girl? You stood there and wet your panties like a toddler who can’t control themselves. And now instead of having a nice evening I have to punish you. Do you think I want to do this?”
Annie stood there and took her scolding. Her eyes were fixed on the ground while she fidgeted again with the hem of her skirt. Mortified, humiliated, and completely turned on, she knew this is exactly what James wanted.
He yanked her over his lap and began spanking her. Not too hard at first, but then the swats got harder and harder. He flipped up her skirt to expose the soaked Tuesday panties which was met with snickers from Cora and Maria. The wet panties made the spanks even more intense. Tears began welling in Annie's eyes as she received her spanking. Finally even her panties were pulled down and he was giving her quite hard smacks. He held down her body and grabbed her wrist to prevent her from getting in the way.
Finally it came to an end. Annie was a mess. James instructed her to go stand in the corner to think about what she had done.
“It’s a shame your nice evening was ruined”, said Cora.
“I knew she seemed a bit immature but I never would have expected she had accidents”, said Maria.
“I love her to bits but she can be handful sometimes. If only for a night I didn’t have to be taking care of a little girl but instead spending a nice night with a woman more my equal.”
“That sounds reasonable. Why don’t you relax and enjoy the rest of your evening with us. Maybe Annie can watch and learn a thing or two about how a woman and a man should enjoy a nice night”
That’s when it all clicked for Annie. The whole thing was orchestrated to a T. James had planned out every detail about tonight. These women weren’t just “friends from work” They were supposed to catch her int he bathroom and they were always supposed to come back here and they were always going to fuck her boyfriend in front of her. I’m sure it was just icing on the cake that she arrived late to their date night to add an extra layer to his fun. She had to give it to him, he was good. He knew exactly how to create a scenario that left her utterly degraded, belittled, humiliated, and extremely turned on. Annie’s pussy was visibly dripping at this point as she was standing in the corner listening to them seduce James.
“Baby you can come out of the corner now, I want you to watch and learn how a real woman treats their partner. Because I know what a depraved little slut you are you are going to touch yourself, but don’t you dare cum or I won’t hesitate to take you over my knee again”
Annie turned around to see Maria and Cora sharing James’ cock. Her hand gets to work on her pussy immediately as tiny moans escape her mouth. James motions for her to come closer to him. He yanks her by her hair and holds her inches from his face. Desperation overcomes her and she yearns for whatever touch he is willing to give her. He slaps her across the face and she instinctively says thank you.
He pushes her down onto the floor and she gets on her knees with her legs spread feverishly massaging her dripping cunt. She watches as the three of them strip in front of her and the real fun begins. Right before James slips inside of Maria he looks at Annie and simply says.
“Happy anniversary, baby”