Jane Scotto

Jane Scotto Ch 6

In her excitement, Jane never questioned why Isabella was the one asking for her number to give to Chris.

Jane, still feeling giddy said, "No idea, he told me, but I don't remember. I was so surprised. He said I should wear something more than what I had on the other day at the beach, not that he didn't enjoy what I was wearing. Gosh, I haven't been on a date since, oh my God, since I was fifteen! The last date I went on I ended up pregnant. You don't think because of the beach the other day he thinks? Shit, I need to cancel this!"

Jane picked up her phone and was just about to push send when Tiffany grabbed the phone out of her hand.

"Don't you dare? You are going. You will have fun. Now come on, I will help you get ready. We need to get you all dolled up, not that you need any help to look like a model. What time is he picking you up?" Tiffany asked.

Jane thought 'I like this girl. She is strong and independent. Trevor found a good one, I hope for her sake it isn't just a summer fling. Plus, Christ look at that figure of hers. Six feet of gorgeous sexy lady, her and twin sister. I bet I could crack a walnut on both their asses. Tiffany certainly cracked Billy's nuts and Trevor's the other day.'

"He said he would pick me up at 1930, that's seven thirty, right? I am so nervous. What's wrong with me? It's just dinner. I can do, right?" Jane said to no one in particular.

"Come on, Courtney and I will help you get ready, we have plenty of time to find the perfect thing to wear." Tiffany said as she and Courtney grabbed Jane's hands and pulled her down the hall to Jane's room.

Fifteen minutes later Tiffany came out of Jane's room and said to the boys who were now sitting on the couch playing video games, "Billy, would you get Jane some liquid courage, she needs it, she is so nervous."

"Anything she wants," Billy said as he jumped up, got a glass, and poured some tequila for Jane.

Tiffany was wearing Trevor's football jersey.

Billy noticed Tiffany was wearing Trevor's football jersey and said, "Dude, isn't that your jersey?"

"Yep, she definitely looks better in it than I ever did. Football was just not my sport." Trevor said.

Back in the bedroom, Jane was a wreck. She was waffling between being excited about going on a date for the first time in over twenty years and wanting to cancel the date. She was terrified Chris only asked her out so he could fuck her.

"What was I thinking agreeing to go out with him? He thinks I am an easy piece of ass. A dirty horny slut that can't keep her legs together. I need to cancel." Jane was talking out loud as she wandered around the room one step away from a full-on panic attack.

Tiffany and Courtney were going through Janes's clothes looking for something sexy and just a little bit slutty for Jane to wear.

Tiffany heard Jane spinning out of control and stopped what she was doing, pulled Jane over to the bed, and sat her down.

"Jane, aren't you some high-priced attorney that deals with complicated contracts, rich demanding clients, and all that legal shit?" Tiffany asked.

"Yes, some of them are serious assholes and even though they're the customer they know that I am ultimately in charge of negotiating the best deals for them." Jane said.

"Well think of this date as the same thing. You are meeting a client to negotiate a new real estate deal, nothing more. If you don't like the deal, you walk away, nobody gets hurt." Tiffany said.

"God, he is so handsome, did I tell you how handsome he is? I completely melted when we locked eyes. The other day on the beach when we ran into each other I soaked right through my bikini bottoms he got me so wet. I felt like I was back in high school again and the hot popular boy was talking to me," Jane said.

Tiffany was about to respond but Jane cut her off.

"I just know he thinks I am a total whore. God, how could he not? He saw me and Billy naked. Oh fuck, he even saw me with cum in my hair and that big guy was telling him what a whore I was and that his friend and he already fucked me. Where's my phone, I need to cancel!" Jane said as she picked up her phone.

Tiffany grabbed the phone from Jane and said, "You will do no such thing girlfriend. You need to go. You mentioned earlier that you have never been like this before, right? That this is a sort of 'awakening' for you. So, enjoy it."

Jane just nodded her head.

"So, this is the new and improved Jane. There is nothing wrong with being a little bit slutty, right Courtney?" Tiffany said.

"It has never been a bad thing as far as I am concerned. I love letting my hair down and being naughty. So you are going on this date and if at some point you can't keep your legs together, so what? Get your brains fucked out by a handsome man. Nothing to feel bad about?" Courtney said, in an attempt to get Jane to relax.

Jane was still all over the place.

"Did I tell you I went to an adult bookstore the other day and was the center attraction in the glory hole room? I sucked and fucked I don't even know how many cocks. Shit there was one black cock so big I swear when he dumped his load in my cunt, I could taste it in the back of my throat he was in me so deep," Jane said.

Tiffany and Courtney looked at each other with wide eyes.

Courtney said, "Girlfriend, you and I need to hang out. You sound like my kind of fun."

Tiffany's eyes were as big as saucers listening to this powerful gorgeous woman that she just met, opening up to her and telling her about slutting it up in a glory hole room. As Tiffany listened to Jane rattle on, she thought that it was a bit too wild for her, but she wasn't about to tell Jane that.

Tiffany turned to Jane and said, "Don't mind her, she is a little rough around the edges, and although she rarely wears clothes, she has an excellent fashion sense. Only one issue Jane, you don't have anything sexy in the closet."

Jane said, "Oh, I bought some stuff yesterday, in those bags."

"Ok sexy lady, stand up and lose that camisole, let me see what I am working with," Courtney said.

Jane stood up in front of Courtney and stripped naked. She felt very self-conscious as Courtney looked her over from head to toe.

Courtney walked up to Jane and said, "Damn, you have a gorgeous figure. I don't know about this guy Chris, but hell, if he doesn't work out you can come back here and I will fuck you."

"Courtney, stop, she's nervous enough as it is," Tiffany said.

"WOW," Tiffany said, "I thought you might have a perfect body under those close, but perfect doesn't come close to describing you. You are gorgeous. I wish I had your tits, and that thigh gap. Yummy" Courtney said.

Jane giggled and said, "Yep you are sisters, Tiffany said the same thing. I never thought much of my tits. I mean I like them, but I never thought they were anything special."

"Oh, those puppies are special. WOW! We need to make sure your date gets a little tease of them tonight," Courtney said and Tiffany seconded the thought.

Jane liked these two sisters. They looked identical but their personalities were as different as night and day. In just the short time she had known Tiffany she picked up on what a romantic she was and that Courtney not only talked more like a Tomboy, but she carried herself like a Tomboy as well. Jane found herself becoming very attracted to both of them for different reasons.

It wasn't until then that Jane focused on what Courtney was wearing. Courtney was wearing a very sheer white top. Jane could see Courtney's dark brown nipples through the top, plain as day. The shorts Courtney had on weren't much more than an oversized thong and they were hugging her pussy so tightly she had some serious camel toe going on.

"How did you get past the boys dressed like that? I want to jump you myself," Jane said.

Courtney laughed and said, "My sister said she would kill me if I made any advances towards Trevor. I am only allowed to fuck him when she says I can. But that other young man out there is fair game, right? When I'm done with you, sexy lady, I need to explore that situation. I don't know if his shorts are too small, but he has something of interest in them."

Tiffany said, "Easy Sis, that's Jane's son."

"Oh sorry, I didn't mean....." Courtney started to say but Jane cut her off.

"No, you are right, he has a really big fat cock and knows how to use it. You should have seen your sister here, take it balls deep in her pretty pink cunt the other day. She was screaming like a total whore." Jane said as she felt slut Jane waking up and wanting to come out to play.

Jane was still standing in the middle of the room completely naked.

Tiffany said, "Ladies, please. Back to tarting up this sexy lady. So, what do you think, Sis? Can you work with this?" Laying out all the clothes Jane had bought recently with Sky and Juanita.

Courtney laughed and said, "I don't know, I kind of like what she is wearing right now. Damn, girl, your figure is fine as hell. Look at that ass."

"Well I have been enjoying your figure, as well as your sisters, but to be honest, why am I the only one naked?" Jane giggled and felt slut Jane was now back in the house.

Courtney didn't hesitate, she pulled off her shirt, pushed her shorts down her long legs, and stepped out of them joining Jane naked.

They both looked at Tiffany and she laughed, shrugged her shoulders, pulled off Trevor's jersey she was wearing, slid her shorts down her long legs, and joined Jane and her sister naked.

Courtney grabbed Tiffany and planted an open mouth kiss on her sister and the two of them started making out in front of Jane.

Courtney broke off the kiss and winked at Jane and then went over and kissed Jane while at the same time grabbing Jane's ass with one hand and massaging one of Jane's breasts with her other hand.

Jane instantly started moaning her approval as she felt slut Jane arrive in the room.

Tiffany realizing Courtney wouldn't stop said, "Girlfriend, Chris will be here in an hour, we need to get you ready for your first date in what was it, twenty-three years?"

That snapped Jane back to reality, but watching Tiffany and Courtney strip down naked and kiss each other as well as Courtney kissing and touching her had her juices flowing.

Courtney said, "OK, be honest, what kind of date is this? Are you just being nice and there is no attraction to this guy? Or is he someone you want to get to know and see where it goes? Or option three, he's dumb as a bag of hammers and you just want to fuck him?"

Jane didn't know how to answer that. Chris was handsome and she was very attracted to him from the first time she saw him, but then that first time on the beach she was attracted to every swinging dick that she could find. The other day with Juanita and Sky when they ran into him, she got that funny feeling in her stomach and could barely talk when she saw him again.

Was she just horny and mistaking that for being attracted to him. Thinking out loud she said, 'Damn he is one fine specimen of a man.'

Tiffany could see Jane mulling it over in her head and said, "Court, she is very attracted to this guy and wants to get to know him, but, and it is a big but, I think she would be up for a raunchy fuck session if that's where the night went. Am I right Jane?"

"Yep, that about sums it up. Plus, I haven't been on a date since I was in high school, so I don't even know how to act. I am so damn nervous," Jane said.

"Ok, I have the perfect look for you and that rocking hard body of yours. Very sexy, with just the touch of slutty." Courtney said as she rummaged through Janes's closet and mixed and matched some of the new clothes with the old.

Courtney had her looking sexy as hell with just enough cleavage to keep any man or woman hoping for a sneak peek at what was hiding under the blouse. Courtney wanted Jane to go without panties to match that she was going braless, but Jane said as she was already wet, she was sure if he kissed her she would flood her outfit.

The twins laughed at that.

Jane laughed and said, "Then again, it's not like he hasn't seen me naked."



Out on the couch, Billy said, "Damn, Tiffany is smoking hot dude and so is that sister of hers. They are identical. If Courtney's hair weren't short, you wouldn't be able to tell them apart."

Trevor said, "Well Tiffany is a lot more fun in bed. Courtney is fun though, but in a dirty slutty way. Very athletic and nasty in bed. She fucks you, not the other way around. I swear there were times the past couple of days I was glad they had to go to practice, and I could rest. When I agreed to go to Austin with Tiffany, I didn't realize the three of us would be together the entire time. To be honest I was hoping we could spend some time alone, without Courtney around."

Billy just shook his head and mumbled, "Lucky bastard." He hadn't paid attention to what Trevor was saying about wanting to be alone with Tiffany. Fucking hot twin sisters was all his cock heard,

"So, what's up with Isabella? You and her a thing?" Trevor asked.

"Yeah, I have spent the night there the past few nights. She is amazing. She is smart, beautiful, funny, and speaks fluent Italian, better than Jane and my grandparents. I want to be with her all the time." Billy said.

"I know that feeling. I feel the same way about Tiff. She keeps reminding me that at the end of summer when I go off to USD I am going to meet someone and forget all about her. I don't see how that can happen, like you, all I can think about is being with Tiffany," Trevor said.

"And Courtney, right?" Billy said as he punched Trevor in the arm.

"No, not all. Granted Courtney is hot and wild in bed, but I only screw her because Tiffany gets off watching me screw her sister. She says it is like watching herself get fucked. Which in a way, it kind of is, right? But honestly, even though they are identical, I am not attracted to Courtney other than physically. I just want to be with Tiffany." Trevor said.

The doorbell rang interrupting the boys and Trevor jumped up to answer the door.

It was Chris.

"Hey, how's it going? Jane is still getting ready. I'll let her know you are here. Billy go tell Jane, Chris is here." Trevor said as he shook Chris's hand.

Chris looked at Billy and it hit him that Billy wasn't some young stud Jane had met on the beach, he was something more. This young man was staying with her, both of them were. He didn't know what to think about that, but he found himself even more attracted to Jane suddenly and didn't want to admit why that turned on him.

Jane came out of the bedroom and both boys and Chris all went wide-eyed and almost in unison said, "WOW! You look amazing."

Chris was stunned as he looked at Jane. He was trying to act cool, but not doing a very good job. 'Get it together dude' he told himself. He knew Jane was attractive, hell he saw her completely naked on the beach and was slightly embarrassed that he checked out her pussy when she wasn't looking, but once they locked eyes, he couldn't take his eyes off of her and he knew he wanted to get to know her.

Jane looked up at Chris and she felt his blue eyes burn into her. She suddenly felt like that teenage girl going out on her first date both excited and nervous and she thought she might throw up.

Chris finally found some words and said, "Jane you look beautiful. I feel underdressed suddenly."

"You look very handsome yourself. Do you want to have a drink out on the deck? I hear it is a great place to watch a sunset." Jane said as she blushed. The last part shocked her and she thought, where did that come from?

"As lovely as that sounds, I have a reservation that we shouldn't be late for," Chris said as he put out his hand to Jane.

Jane took Chris's hand and she felt so nervous she was sure she was going to throw up. She just hoped it wasn't in his car.

Jane had always been a very self-confident and intelligent person. It led to her graduating second in her class from Berkeley School of Law. All of that confidence changed the first time she caught Victor cheating on her. The second time all but destroyed her confidence in her personal life. At work, she was a confident shark and she had buried herself in work since then, to keep from being alone and thinking about Victor cheating on her. Work was where she felt safe. No distractions or thoughts running through her head about Victor and why he had to cheat on her. As time went by, she found herself working twelve or fourteen hours a day, seven days a week, just to avoid the dark thoughts of Victor discarding her and their marriage.

Chris walked Jane out to his car and opened the door for her. She got in and her nervousness was getting worse, she was starting to shiver.

Chris got in the car and turned and looked at Jane and said, "Jane I have to tell you something."

Jane's stomach sank. 'Oh shit, he is going to say he only asked me out because he wants to fuck me. He saw my entire slut show on the beach.'

She wanted to jump out of the car but Chris said, "I am truly nervous. I haven't been on a date in, hell, I don't even remember the last date I went on one."

Jane laughed and said, "Really? Oh my God, I am so nervous too. I haven't been on a date since I was in high school."

That set both of them a bit at ease as Chris started the car they drove off.

They chatted as Chris drove. Neither one asked the other one any serious questions.

When they pulled into the private airport Jane was confused.

"Where are you going?" Jane said shocked and a little worried now. She didn't know anything about this guy, except he had seen her naked on the beach and that he was ruggedly handsome.

Chris parked the car and a young man dressed in a flight suit was there to greet them.

Good evening, Mr. Lombardi, she's all warmed up and ready for you, and your reservation is confirmed as you requested, then the young man gave Chris a wink. The way the guy winked and smiled at Chris and then looked at Jane, made her very nervous. What had she gotten herself into?

Then it hit her, 'Lombardi' Is he Italian? Does he speak Italian?

Jane pulled out her phone and was just about to pretend she got an emergency text when Chris smiled at her and said, "Have you ever been to Catalina Island? "

Jane stopped cold in her tracks, and it took a few seconds for it to register, and when it finally did, she said, "Not since I was a little girl."

"I have a buddy that lives out there and he has a restaurant that has a lovely view of the ocean. I thought it would be fun to dine out there tonight." Chris said as he smiled at Jane and put out his hand to her.

Jane took Chris's hand and locked eyes with Chris. She felt a wave wash over her and she thought, this man can do whatever he wants with me or to me.

Holding Chris's hand, she felt safe and finally asked, "But how are we going to get out there? I'm not sure my stomach can handle a boat ride right now."

As soon as she said it, she realized that was silly, they were at an airport. Get it together girl, Jane said to herself.

Chris held her hand as they walked through the terminal building and then out onto the tarmac.

Jane looked around and didn't see any airplanes and then she heard it. A helicopter came around the flight tower and landed about fifty yards away.

Jane squeezed Chris's hand, and he looked at her and said, "Have ever been in a helicopter before?"

"Once, in Hawaii, we did the volcano tour, but that was much bigger than that," Jane said as she pointed at the little two-seat helicopter.

Jane was squeezing Chris's hand harder than she realized when Chris said, "If it scares you, we don't have to go. We can go to dinner in town."

Jane wasn't about to back out, Chris was going out of his way to impress her. It had been far too long since any man tried to impress her like this. In her professional life, it was an everyday thing as the majority of the men she met professionally were intimidated by her and tried to make up for feeling intimidated by her. In her mind they should be somewhat intimidated, she is a successful managing partner of a very successful law firm, she also just happens to be extremely attractive.