Disclaimer: I don't own anything associated with The Nanny. Yet.

A/N I just wanted to do something really out there and different. I'm taking a lot of circumstances and just lumping them together in…High School…Let me know what you think!

High School Drama

Chapter 4

Their first official date was a very special evening of dinner and a movie. Then they took a short drive and watched the boats on the Hudson for a little while.

"Niles…" Chastity started after Max and Fran decided to take a little stroll. "I was very impressed with your performance today." Chastity snuggled into his side.

Niles swallowed hard. "It wasn't all performance, Chas." He sat her up to face him. "I know we haven't known each other that long, Chas, but…we've only got this year before Max and I have to go back to England…I don't want to waste…"

Chastity quieted him with her lips in a warm and gentle kiss. "I don't want to talk about you leaving, Niles."

"I won't speak of it again." Niles cupped her face in his hands and kissed her. Not the same chaste kiss she was used to, this kiss had urgency behind it. He ran his tongue along her lower lip begging permission to enter…Chastity opened her mouth to him and he deepened the kiss. She wrapped her arms around his neck and ran her fingers through his thick and slightly wavy hair. He pulled her tightly into his chest and she could feel his heart beating, pounding to match her own.

Fran and Max stopped next to a large tree in the small park by the Hudson where they were. "Frannie, I know we've only just really started getting to know one another, but…"

"It's ok, Max. I really like you…" Fran leaned into him against the tree. "Would you like to kiss me now?"

"Oh, yes." Max wrapped his arms around Fran's tiny waist and pulled her tightly to him and kissed her waiting lips.

Fran loved the way his hands felt on the small of her back and she nipped at his lower lip and his parted just enough for their tongues to meet in a sweet and youthful dance.

After their short walk, Max and Fran returned to the car where their friends sat watching the boats come in. "Niles, I think we'd better take the ladies home now."

Niles looked sidelong at Chastity and sighed. "I'd have to agree, Max." Niles got out of the car to allow Fran and Max entry to the back seat. "How about we go skating tomorrow?"

"Skating?" Fran asked in shock.

"Fran…" Niles frowned. "You've lived in New York your entire life and you've never gone skating at Rockefeller Center?"

Fran shot a look at Max… "Uhm…no! When was the last time you saw a Jewish girl on skates?"

"I could teach you…" Max offered. "If you like."

Fran easily relented. "Ok."

Niles and Chastity laughed. "Niles...can you teach me to skate?" Chastity asked softly.

"Of course, I can." Niles frowned. "You've never been skating either?"

Chastity turned a little red as Niles pulled out of the river park. "I've been, but I never really learned how…"

Niles heard something in Chastity's voice that made him a little sad so he didn't question any further. "Well, tomorrow you shall." He reached out and grabbed her hand and held it for the remainder of the drive to Fran's house.


The next afternoon the boys pulled up in front of Fran's to find the girls sitting on the front stoop waiting. "Hey…I thought we were supposed to come in and meet the folks…" Niles offered as he and Max got out of the car to greet Chastity and Fran.

"Oh, no way. Ma is in the middle of an exfoliation and that is not something I want you to learn about this early in our relationship." Fran and Chastity stood and greeted their boyfriends with a kiss.

"Are you ready for your skating lesson, Ms. Babcock?" Niles asked as he pulled the passenger seat forward for Fran to get in the back seat.

Chastity felt so self-confident with Niles. "I'm ready for you to teach me anything you want, Niles." Chas leaned in and kissed him lightly again and got in the car.

"Then let's get to the rink." Niles waggled his eyebrows at her.

Fran scowled. "Max…are you sure this is something I can learn?"

"Fran, gliding around on the ice can't be any more difficult that walking around in some of those shoes I've seen you wear." Max kidded her.

Fran playfully smacked his arm. "Hey! All of us girls can't be as blessed with height as Chastity here."

They had a lovely time skating after the girls finally got the hang of things. They went to the diner for dinner and took a short walk through Central Park. Everyone around them could see the burgeoning love between the two couples. They spent all their time together. Fran and Max and Chastity and Niles, the two romantic couples…but that wasn't the only division…Fran and Niles were the very best of friends, second only to Fran and Chas and Max and Niles of course…and Chastity and Max always had their heads together making plans…ideas for Show choir, mostly, but it was great fun for all of them.

When time came for the big Halloween costume dance, they were ready. Max and Fran decided to go as Rhett Butler and Scarlett O'Hara. Niles and Chas chose to go as Prince Charming and Cinderella. It was a fabulously fun evening. Neither couple won the costume contest, that prize went to the couple that dressed as Fred and Wilma Flintstone, go figure.

"I don't care if we didn't win the contest, I have my Rhett and I'll never go hungry again!" Fran announced to the friends at her table.

Niles and Chas were on the dance floor. "You know, Chas…I've never really thought of myself as Prince Charming material."

"You're my Prince Charming, Niles. My life changed so much the day you walked into it." Chastity kissed him lightly. "I've never been happier with who I am."

Niles blushed at her praise and looked away slightly thinking to himself, "I should tell her the truth. She deserves to know."

"Niles…are you okay?" Chastity noticed his distant look.

He smiled at her. "I'm great." Then with the flourish he's become known for he spun her out and back and dipped her deeply. Sadly Chastity had learned that it was also one of the ways Niles changed the subject.

That night back at Chastity's house, Fran was sleeping over, they were talking about how completely amazing their senior year was shaping up to be. "Fran…how do you know if you're…" Chas wasn't sure how to finish her question. It was a rather sensitive subject, especially with Fran.

"If you're ready to have sex?" Fran finished for her. Chastity nodded bashfully. "Has Niles tried to…"

Chastity cut her off sharply. "No, Fran! Niles hasn't been anything except a perfect gentleman with me. I just…"

"You're falling in love with him, aren't you?" Fran asked her friend.

Chastity shook her head. "No, Frannie, I'm already in love with him." Chastity sniffled a little.

"Then why so sad, Chas?" Fran got out of the twin bed she was in and sat on the edge of Chastity's bed. "Niles is a wonderful boy."

Chas looked up at her closest friend. "They're leaving, Fran. Niles and Max…they were only here for the school year. I love him and he's going to leave." Chastity's tears were real and Fran felt her own eyes filling.

"I know, Chas. I don't want them to go either, but we knew this would happen eventually. It's still so early in the school year. I don't want to think about it now. I just want to enjoy having Max here while he is." Fran's tears fell as well now.

Chastity nodded and they hugged each other tightly. "What about…the other thing?" Chas looked up again at her friend.

"Well, when I was with…Danny…I loved him…that's the only reason that you should ever…give yourself away like that." Fran explained. "I regret that I trusted Danny, but I loved him, so my decision wasn't wrong, just…unfortunate."

Chas sighed. "I do love him, Fran. I want to be with him…that way." Chastity looked down at her hands. "What should I do?"

"Chas…I know you can't talk to your Ma about this kind of stuff, so I'm just gonna play big sista for a little while, okay?" Chastity nodded. "Have you eva been to a gynecologist?"

Chastity nodded and spoke in very hushed tones. "Yes…Mother made me go just before I started high school. She was worried about 'public school'. Like the boys in private schools are any better." Chastity rolled her eyes.

"Good. Do you remember the doctor's name?" Chastity nodded. "Then maybe you should go and see him again. You'll need to go on the…"

Chastity interrupted again. "I'm already on the pill, Frannie. I told you, Mother doesn't trust my judgment or the boys in public school."

"Well, that's half the battle there. Geez, Chas, you been on the pill all this time and I neva knew?" Fran seemed a little put off.

Chastity laughed at her friend. "Fran, that's not the kind of thing a proper young lady talks about." Then Fran smacked her in the head with a pillow.

"Hey!" Chas scolded her. "I thought you were gonna help me?"

Fran and Chas lay sideways across Chastity's bed and talked for hours about, 'it'. Chastity had questions and Fran answered what she could. Stressing that what was most important was that she didn't do anything she didn't want to do.

As they both grew too tired to continue Fran climbed into her bed and Chastity smiled at her. "Thanks, Fran. I'm so glad you're my friend."

"Me, too, Chas." Fran pulled the covers up over her.

Chastity rolled on her side to face Fran. "After the Winter Formal, Fran. That'll be perfect. Don't you think?"

"It will be a very special night, Chas, no matter when it is." Fran offered. "I'm so glad you're happy Chastity, no one deserves it more than you." Fran reached across the space that separated the beds.

Chastity took Fran's hand. "No one but you, Frannie, no one but you." The girls released each other's hands and were soon in dream land.


The week of Thanksgiving break was difficult for the fabfour. Chastity had to spend the week away with her Mother and sister. Max and Niles' host family always spent the holiday in the Hamptons so the boys would be away. Fran got to stay at home with the entire Fine family, which was a punishment in and of itself. Fran loved her family, in small doses; Thanksgiving was a great big, triple scoop kind of dose. But the week was soon behind them and they were all back together again.

As the big Winter Formal approached, Chastity and Fran made plans. They went shopping and bought the usual formal attire but they stopped off at a few stores that most of the other girls wouldn't be going to. "Do I really need a fancy negligee, Fran?"

"I don't know, Chas…maybe you could wear that cute flannel numba ya Ma gave ya last Christmas?" Fran tossed out as she ran through the racks at Loehman's. "Ooohhh I think I found it. Here," Fran pulled the pale blue satin negligee off the rack and handed it to Chastity. "Go in and try this on.

Chastity sighed and did as she was instructed; after all, in this scenario Fran was far more experienced. "Oh, Fran it's beautiful, but I don't know, can I really pull this off?" She opened the dressing room door for Fran to peek in.

"Oh, Chas…you look stunning…you won't have to pull it off…Niles will." Fran winked at her friend who was now a deep crimson.

"Fran!" Chastity smacked Fran's arm lightly. "I haven't even told Niles. I don't know exactly how to bring it up."

"That negligee will take care of that part." Fran chided again.

Chastity groaned. "Fran…I'm serious…what do I say to him. 'Hey big boy take me to bed or lose me forever?'." Chastity started undressing and Fran sat and thought for a minute.

"That might work." Fran finally responded.

Chastity dropped down on the bench next to Fran and slipped her jeans over her slender legs. "Fran, I was kidding! That's a line from that cheesy Tom Cruise movie 'Top Gun'."

"Niles isn't stupid, Chas." Fran handed Chastity her blouse. "Just tell him that we have something special planned for after the Winter Formal."

Fran's words weren't lost on Chastity. "We?" Chastity looked at her friend. "Are you joining Niles and I…or are you planning something too?"

"Very funny, Chas. You know how I feel about Max. I wasn't sure I was ready but…I love him, Chas…I really do; more even than I loved Danny. I know this is right."

Chastity sighed. "Well let's go pay for this…we've got lots more plans to make."

"Have you decided where you want to…go?" Fran asked on their way to the register.

Chastity looked at her. "Well, I've told Daddy that I'm staying with you, since it's not the first time he'll never suspect a thing. You've stayed over a ton, so your mom won't suspect either. I thought we'd get a nice suite at a very grand hotel."

"What grand hotel?" Fran asked as they made their way out of the store. "And what do you mean a suite? I don't think we should be in the same…ya know…room."

Chastity thought for a second. "I have more than enough money to cover anyplace you'd like to stay. And I didn't mean in the same room you freak…I meant a suite it has a big living room kind of in the middle and two separate bedrooms."

"I know what a suite is, Chastity Claire." Fran was just a little indignant. "I just meant that it would probably be better if we just had two separate rooms. No chance for embarrassment that way."

Chastity froze for a second. "What chance for embarrassment?"


The winter formal was just a week away and Niles and Max were finally headed out to get their tuxedos. They worried at first that they waited too long, but most high school boys rented tuxes and Niles and Max thought they would just buy tuxedos since they could wear them again for the prom and at college in the fall when needed.

"Uh…Niles," Max started as they climbed into the car. "Has Chas told you anything about this special surprise they have planned for after the formal?"

Niles looked at Max like his was out of his mind. "No, Max…but do you really need to have it spelled out?"

"I didn't want to…assume anything…it didn't seem like the gentlemanly thing to do." Max cleared his throat.

Niles laughed. "Yet you assume that I did?" Niles laughed again. "Thanks, Max."

"No, of course not. I just thought that maybe Chas had told you more than Fran told me." Max faltered.

Niles feigned anger. "Are you suggesting that Fran is more of a lady than Chastity?"

"What? No!" Max sighed. "Come on, Niles…"

Niles laughed at his friend. "I think it's exactly what you hope it is, Max." Niles grinned in spite of himself, knowing he secretly hoped the same thing.

They drove on in silence for nearly five full minutes before Max stammered again. "Uhh…Niles…" Max swallowed hard.

"What's wrong with you today, Max?" Niles asked keeping his eyes on the road.

Max looked at his friend. He'd never really admit it, but he envied Niles a bit. He was always so confident, had such an easy way about him. He was comfortable in practically every situation, especially with…girls.

"Are you going to say something or just keep staring at my ear?" Niles finally broke into Max's thoughts.

Max sighed as Niles pulled the car into the men's clothier. The two young men entered the store and just as the salesman approached them and asked, "May I help you?"

Max turned to Niles. "I've never had sex before."


Max and Niles spoke very little until they left the men's shop with their tuxedos in hand. Luckily, the high end shop had a tailor on site to the minor alterations Max and Niles' needed. They were in the car and heading back to the place there called home for the present when Niles finally spoke. "Max…what exactly were you trying to tell me before?"

"I thought it was painfully obvious." Max's face was still red with the embarrassment from his outburst in the men's shop. "I've never done it. What if I do something wrong?"

Niles' couldn't imagine what Max did or didn't know, but 'wrong'…that seemed highly unlikely. "Max…listen…I think I know what has you worried and I don't…"

"You know that Fran isn't a…that she's been with…" Max just didn't know how to have this conversation even with his oldest and dearest friend.

Niles nodded slowly. "Yes, Max. Fran told me all about Danny. She loved him, you mustn't think less…"

"I don't! I love her…I don't care about before, none of that matters." Max wanted to make himself clear to Niles. "I just don't want to…disappoint her."

Niles felt for his friend. "I understand, Max. But I doubt that's possible, Fran loves you too. No matter what happens you couldn't disappoint her."

"I can't take that chance, Niles. Will…" Max's voice faded. He was desperately mortified with what he knew he was about to do, but he saw no other way. "Will you…help me?"

Niles was definitely the more experienced of the two, in that regards. He'd had an early experience with the Sheffield's pretty, older housekeeper. He was sixteen and feeling desperately low when his parents told him about their agreement with the Sheffield's. She'd comforted him and at the same time found some comfort in his young and willing arms. They spent many evenings in each other's 'company' and she taught Niles a great deal about life and love.

"Max," Niles started. "I'm not sure exactly what you mean…but I'll tell you whatever you want to know."

Max sighed heavily. He was glad that his friend was there for him. "Maybe we could go to the park and talk a while?"

"Ok, Max." Niles had always thought of Max as a brother and now he'd finally been called upon in that fashion rather than as friend or…servant.

Max and Niles spent a few hours chatting in the place they called 'the spot' when they were there with the girls. Max had questions and Niles had most of the answers. Niles gave Max a few suggestions and what could only be called 'pointers'. As they finally made their way back to car they were just finishing the last of their talk.

"Now, Max…" Niles wanted to be perfectly clear on this matter. "When Fran asks you where you learned to do that, and trust me…she will…whatever you do…don't tell her Niles." The two boys shared a hearty laugh and drove home singing along with the radio feeling better about themselves and their bond of friendship than ever before.