I think I should start off by saying I cheated previous chapter. It was supposed to be a bit bigger, containing something I teased a little if you look back on the previous chapter. Concentrate on Stefan's thought when Damon suggested their trip. Yeah there is an intention behind it. I was about to disclose it, but I guess you'll be in the dark just like Elena until the end of the chapter. It is a big as fuck chapter. Probably the biggest chapter so far.

Now let's start it off with a BANG! (By now you should know what that means…)

2 Months Later

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Elena woke up sighing and moaning. Damon had his lips on the delicate skin of her neck, while his multi-talented hands were roaming up and down her body. She arched her back against his chest giving his lips the access to her collarbone.

"Damon…" she sighed in the sensations he was evoking in her body. She turned her head towards him and he took that invitation and kissed her rosy lips feverishly.

"Morning sunshine." He whispered seductively when he pulled back from the kiss. Elena was about to speak when Damon's one of wandering hand finally found the route to her throbbing center. He softly starts to massage her pussy, before applying pressure on her rose button with the back of his palm as his fingers continued massaging her folds with her own juice.

Nothing satisfies him more than to watch the love of his life moan, scream and her expressions of pleasure because of him in the bedroom. Except when he is inside her tight canal, he feels like he's in heaven. He nibbled at her earlobe as she screamed his name.

She was so close. But Damon pulled his fingers away much to her dismay. She was about to whine when she felt him grabbing her upper thigh and pulling it up. She got the message and kept it in the air while he took hold of his length and positioned himself between her. Elena rested her legs upon his hips as he slid in.

He started with gentle but deep strokes. Slowly moving in and out of her deeply. Elena's head fell back further into the pillow and her eyes rolled back in her sockets with pleasure. He placed wet kisses on her neck and collarbone. His one hand on her stomach while his other arm was under her body, encircling her and pulling her against his chest. He used that hand to play with her breast, massaging them and squeezing them properly to intensify the pleasure.

They were both extremely close so Damon lifted her legs with his hand to spread her out. Just as he was about to speed up, Elena's phone rang. He took her phone and hang up not caring about the caller ID. He quickened his pace but his phone also started to ring. The he saw Caroline's name popping. "I'm regretting my decision of planning a group trip." He said huskily again not picking up the phone. Elena laughed through her pleasure filled haze. Her release was approaching and just one more thrust later she climaxed. Damon continued pounding in her before his release hit him and he filled her with his seeds.

Then his ringer went off again. Still trying to catch his breath he reached for his phone and answered. "What?" He said breathing heavily.

On the other line of the phone Caroline heard him breathe heavily like he ran a marathon, but she ignored it and continued. "We were supposed to leave at 10 it's 9:45 and you guys still didn't come out. I was about to pound on your door, but I figured sound-proof rooms work both ways." Well Blondie does have a brain.

"It's a fucking private jet, Caroline!" He yelled at her for ruining his post-orgasmic state. He saw Elena proceed to get out of bed after catching her breath and heading to get a shower while mischievously smiling at his state of frustration due to her best friend. Damon wanted nothing more than to follow her.

"What's taking you so long? Aren't you excited to go?" She hissed into the phone.

"I am excited to hang up the phone because I'm missing the chance of a fun time in shower."

Then it hit Caroline what they were doing. "EW! Gross!" She hung up immediately.

Stefan started to chuckle softly at Caroline's face and their banter. "This isn't funny. It was worse than having them sleep naked on the couch. At least they were covered and looked innocent." She sat down on their bed with a frustrated sigh.

"You can't blame them. If you weren't so excited to go to Hawaii, we would probably do the same thing they're doing." He said seductively. Caroline flushed slightly at the thought and leaned in to kiss him softly.

"So is this you're romantic way of saying I'm a neurotic person?" She teased him.

"No. You're just a bomb of excitement." He placed another kiss on her lips. "And I love it." He kissed her deeply this time. Their lips molding together as he took hold of the back of her neck to angle her mouth. Caroline pulled away and smiled at her boyfriend.

"I'm really excited about this getaway, like a huge family, all together just enjoying the beach and spending time. Then at night we can have our very own personal getaway." She drawled out the end part.

"I'm looking forward to it." He smirked.

"But that will only happen sooner if your brother and my best friend keep their hands off of each other for at least 2 minutes."

"They've been apart for 8 months and lived in misery and utter loneliness. We can't blame them for wanting to cover up for lost times." Stefan said.

"Now you're just making me look like a bad guy." She murmured.

"Well I guess it'll take us another two hours to get out. Because after they finally come out they're going to have a hard time leaving Sarah with Mrs. Flowers."

Mrs. Flowers was the housekeeper when Damon and Stefan used to live in Mystic Falls. She offered to help them take care of Sarah while they were gone. And Damon and Elena couldn't find any more qualified person than her.

"Then let's go down and give everyone company when they all huddle up in the living room. I hope Bonnie and Enzo didn't think we left them with Alaric and Jenna so we can have a good time."

Sure enough Damon and Elena were reluctant to leave Sarah for the first time.

"It's okay baby. We'll come back in a week okay. Mrs. Flowers is going to take care of you." Elena said while cuddling her close to her chest. But Sarah was busy playing with her mother's hair to take note of the outside world.

"I think you're more worried than she is." Jeremy snickered at her sister's protectiveness.

Damon returned back into the house and saw his little angel and melted. He softly approached them and kissed Sarah's head before saying. "All the bags are loaded and everyone is ready to go." He softly rubbed his hand down his daughter's back.

"Can we not go?" Elena asked afraid of leaving her alone.

Damon would've been tempted if he didn't plan a surprise for her that took him 2 months. But thank god Jeremy beat him to it. "Nope. No way. We are all going and Sarah's going to be fine. And Caroline would have your head in a gold platter for everyone of us to admire." Jeremy said out harshly.

"Jesus, okay I'm going." She softly let Mrs. Flowers take Sarah in her arms.

"You go. I need to say something to my daughter." Damon said earning the suspicious eyes from Elena. But she followed after Jeremy anyway.

Once they were out Damon again kissed Sarah's head and said. "Daddy will come back soon, honey. And I'm going to successfully do what I promised you okay. And then when we come back, we'll be altogether and I'll give you the perfect family everyone wishes for."

It was one of the most enjoyable flights of their life. There was no one to disturb, they could basically gossip, walk around, have the best food unlike any other airplane food and have a pretty comfortable sit. Damon specifically made sure everything was to the point. He always used his private jets for going overseas only for meetings and let other important officers also use them. But being the owner really had its perks and he no doubt enjoyed it.

After they landed in Honolulu, they were immediately taken to their resort by a speedboat, Cabana of Nirvana, which was built by the SRSA.

It was a 5 star resort, covering one of the twenty Hawaiian Islands. It has 20 huge cottages with a cabana in the front right by a very own private beach for each of them. The reception, main hall, club, restaurants and all the other resort essentials were inside a huge brilliant building in the middle of the island. There was at least 500-meter distance between each cottage. They had occupied 8 of the cottages. There were 6 couples and two individuals.

"This is so amazing!" Caroline squealed in excitement after they got out of the main building waiting for the golf carts that will take them to their cottage.

"The best part is that this resort is completely new. So we are kind of the first people visiting this hotel." Ric said proudly.

"I mean Damon may be a dick, but he does do great business and knows how to spend money." Bonnie concluded. Her hands intertwined with Enzo.

"Talking about me?" Damon came with Elena from the reception after doing the paper work.

"This is heaven right here." Jeremy said, glad that he got to have his own cottage to live in.

"You're welcome. SRSA does look deeply into innovations." Damon said arrogantly.
"Hey now. Don't get too cocky. You're forgetting that Mikaelson mechanical institute is 10 years younger than SRSA. But we're not far away when it comes to manufacturing innovations." Klaus said in mock seriousness.

Damon rolled his eyes and was about to say something when Elena's glare stopped him.

But Klaus didn't get that glare so he responded to Damon's silence. "What? You won't object to that?" He snickered. Then shrieked when Camille pinched him to stop talking.

Damon was about to answer when Elena stopped again. "Ok enough about work and business."

But Matt discreetly ignored her. "I just don't get how are all these clients or whatever they're called in business attracted to you guys. That's why I didn't go for my family's path and decided to be a doctor." Even though he said it with humor, there was a part of him that thought back to his mother.

"Oh you know Donovan, it gets more and more easier after each decade. You see women are running the world now with big business and pocket loaded with money but they do have a weakness like every other human being. Their weakness is a pretty face, loads of charm and masculinity. And as for us men, just let the beautiful ladies in the office handle them. Now you know how to 'attract' clients." He joked. He didn't actually believe in that. He was just giving Matt the answer to the blunt question of 'attraction'. You don't attract clients. You give them promises by being a good developer and showing them your working. In that process if they get attracted to you, that's some personal thing. In conclusion, Damon Salvatore believes in hard work to get people to invest on their projects.

But Elena seemed to take it seriously and whispered into his ears. "Good to know what happens when you're not with me." She then left his side leaving him dumbfounded. He was looking at her retreating back trying to figure out what she meant.

"Oh come on! It was joke! We don't attract clients." But she was already in the golf cart on her way to their room.

"Tsk, tsk Damon. Looks like you are not off to a great start." Alaric said in mock solemnness.

"Yeah I heard it's a bad omen. Let's hope you don't have to say goodbye to your plans." Stefan added with a worry expression, but was really trying to suppress his laughter.

Damon glared at them before literally running to the next golf cart.

After he left and everyone started laughing there heads off. But Matt whispered to Penny. "If you don't attract clients, how do you do business?" Upon hearing that she was doing a mental face-palm.

As soon as the cart stopped in front of the enormous gate he stepped out of it and fumbled with his extra keycard. He swiped the keycard across the machine to open the gate. The gate opened to reveal his beautiful and prodigious two-story cottage made out of wood-like structures and glass over the rocky sand of the beautiful beach of Hawaii. Out in the front were the stars of the resort. The cabana. About 10 meters away from the cottage was a long cabana with three sections, separated by a mass of white curtains that hang from the wood pillars. The fronts that were facing the beach were open. On the first section of the room were a white dining table and two chairs. On the top of the table there were three candles of different sizes surrounding a bunch of wildflowers.

On the second section, was a just king-size bed covered in rose petals on top and white fluffy white comforter made out of Egyptian cotton. Then on the last part there were two white sun lounges with a side-table in the middle. And Elena occupied one of the lounges.

The moment he saw Elena in one of the lounges he stiffened. He had to make things right with her. He truly hoped that being in the sun lounge with the breeze drifting on by and the blue water crashing in the shores calmed her nerves.

When he got near her, he saw that she had discarded her clothes in a leap beside the lounge and lay there in the blue bikini that was under her top. Immediately little Damon got the alert, but Damon knew he had bigger business to handle. Not that little Damon was small.

Before he could say anything, she spoke with a dominating voice he was not used to but still found it utterly sexy. "I was waiting for you and I don't like to be kept waiting."

"Um…Sorry?" He wasn't sure if that was for the question she asked that he failed to understand or his previous bad joke that caused her to run away.

"Mhm… Now I don't think a simple sorry would pay for it." She said getting up to face him with a seductive smile. "I believe you should be punished for saying such despicable things in front of your girlfriend about attracting other females."

That surprised him. He honestly thought her reaction was genuine and he screwed everything up. But here she was tempting him to no end to just take her right there.

"And what might the punishment be?" He asked with his signature smirk.

"You have three options to choose from. 1. You would not have sex with me the entire trip." Oh hell no. Damon thought to himself. There was no way in hell he would choose that for he planned to shower her with love and sex this whole trip. "2. You can spend the whole day doing whatever you want with me but at night after 8 you would sleep on the spare bedroom." That was also a no in his book, but better than the 1st option. But on the other hand cuddling after making love is something you can't miss on. "3. You will be my submissive now." She bit her lips as she said it obviously hoping that he takes the 3rd option. And he did not disappoint her.

The whole 3 days of the trip went on with romance, laughter and family. But it was the big day. The day Damon was the most excited and nervous about.

When Elena woke up at 12 o'clock in the noon, she expected her lover sleeping next to her feeling as spent as she was. But instead of him, she found a letter on his pillow. She sat up and reached for the letter. When she started to read she blushed.

My wild little kitten,

You have no idea how badly I wanted to be there by your side and ravish you over and over again, until our legs give out, but I had something much bigger and better for us. So in order to do that I had to leave. And knowing that what a little wild cat you are when it comes to sex, you're probably wondering what could be better than morning sex. You'll see. For now I want you to get ready and go to the hotel lobby where the female version of tweedle-dee and tweedle-dum are waiting for you with breakfast or brunch. They'll tell you the rest. P.S. You might want to hurry if you woke up late. I told them to sit in the lobby by 11.

Just like Damon said Bonnie and Caroline were sitting in the lobby fidgeting through their phones. She went towards them quickly.

"I'm so sorry I'm late." Upon hearing her voice they put their phones aside and stood up with a bright smile.

"It's okay, Damon already told us about the possible outcomes." Bonnie shrugged and hugged her.

"Well he did say more than we'd like to know." Caroline rolled her eyes remembering his not so prune gesture of 'She might be late because I fucked the shit out of her all through out the night.' Okay that's not quite what he said. It was more along the lines of, 'we were up till late at night. So I hope it won't be a problem to wait if she doesn't get up early. Which is quite unlikely to happen.'

And then her stupid blabbering mouth did not stop asking him why they were up. And his answer was a simple arrogant smirk and a wink, which Bonnie chose to ignore it's meaning. But she sure as hell couldn't because Damon seemed to make his hobby of teasing her idiocy and filling her too creative of a mind with pictures that made her want to put her fingers down her throat and throw up.

Elena was too caught up to try to figure out her meaning. "Okay so what are we going to do?" Elena asked, probably curious about what her boyfriend was up to.

"First we're going to have brunch. Second we're going to go to spa!" Caroline spoke the past part with extreme thrill. She was quickly reminded of the fact that Damon was about to do one of the best things in his life. She was so excited for her part of the task and so was Bonnie.

"Guys, do you know what Damon's up to?" Elena asked like it was some sort of world known conspiracy theory.

"No!" Caroline said it too fast causing Elena to raise her eyebrows at her best friend.

But before she could investigate further, Bonnie being the smarter of the two changed the subject. "We're not sure what he's up to, but I'm damn sure what he was up to last night." She pushed aside Elena's hair to expose her collarbone where there was a little oval shaped bruise, which she forgot to cover up in hurry.

Caroline gasped. "Oh my god! Is that a hickey?"

After having a big brunch and the best spa treatment of her life, she came back to her cottage expecting to finally find the man she so hoped to see. But it was still empty. She didn't want to get tensed all over again after such an amazing time at the spa and also because she truly believed that the outcome will be delightful.

She was not proved wrong when she saw a red bag lying on the bed with a note attached to it.

I had the girls choose all the contents inside the bag. And I was actually pleased with what they bought for the evening. I never thought they'll be able to choose so soon for all the five women have such different personalities. But I think they thought from your perspective. And one rule is that you must only wear the contents inside the bag. No outside clothing allowed. And be ready before 6.

See you real soon love.

At least this confirmed that everyone including Bonnie and Caroline knew about his plan except for her. Not that she didn't know after the hickey incident.

She took a look at the three bags in front of her before taking them into the dressing room. After she wore the complete out-fit in the bag, she couldn't help but admire her reflection.

On her feet, she was wearing a pair of Black Suede Platform Wedge. It had layers of artfully braided jute wrapped around the signature platform wedge of an eye-catching leather ankle-strap sandal in buttery soft suede.

Then she examined the beautiful dress of the evening. It of course matched perfectly with the wedge. It was a classic Boatneck Lace Sheath, knee-length, sleeveless dress. It had a sheath nude colored dress that was overlaid by the racy black lace. It had a zipper going all the way down to the hem making it easier to open.

Lastly underneath her dress were the undergarments. And that too matched her outfit of tonight. Damon wasn't kidding when he said they had good choice. The undergarment was although sexy, it was very comfortable. It was a black garden lace bra that had super soft cushion padding. The sexy lift of a push-up meets the coverage that is desired in a super soft bra. It had lighter Memory Fit for extra support as it conforms to the curves and a smoothing U-shaped back. It was matched with a black floral lace and mesh high-waist cheeky panty.

She took a last look at the mirror before proceeding to apply very light make up, because Damon likes her without it.

It was 6 PM when the bell rang on the big front gate. At first Elena thought it was Damon, but then she realized that he would've probably been inside with his keycard. She glanced at the screen by the door that showed her who was outside and surprisingly enough it was Jeremy wearing casual outfit.

Okay what is her brother's job in Damon's master plan? She slowly opened the gate to be greeted by a proud smiling Jeremy Gilbert. Elena raised her eyebrows in question when Jeremy in a very formal tone said, "I've been told to escort my lovely sister to her destination where a man is waiting for her."

Elena couldn't help but giggle at her brother's broken formal tone and the fact he was saying it like that in his casual t-shirt and jeans. But also at the fact that he came so far from that too forward for his own good rebel teenager. "Who might be that lovely gentleman you're talking about?" She asked in the same formal tone.

"Guess my lovely sister will have to find out once I escort her to her destination." He stretched his hand for her to take and Elena immediately placed it over his.

Then he whispered on her ears, "By the way I don't want to sound like your girl friends but you look amazing."

Jeremy accompanied her around the golf cart to the end of the island at the harbor. Elena saw that they were going along the shores and became more and more excited. Even the sun was about to set, so it made it all more picturesque. All of a sudden, the golf cart stopped. Elena looked at Jeremy in shock, but was taken back when she saw a blindfold on his hand. Damn you, Damon. It was his plan of course.

"Is that necessary?" she asked in a nagging tone.

"According to Damon, it is." Jeremy grinned before getting up and blindfolding her.

He gently helped her out of the boat and walked towards the shore. Elena felt the rough sound of ocean, waves and breeze. It was getting louder, which indicated that he was taking her towards the shore. All of a sudden her wedges landed on a hard wooden platform almost like a ship and Jeremy was still holding her. Then after a turn she lost the sense of his touch against her. She then heard retreating footsteps and was about to open her blindfold when another hand much warmer and gentle, which ignited sensations all over her body, rested on her hips. Then she felt his other hand going behind her head and untying the blindfold. As soon as it fell she was met with ocean blue eyes that had sparks of orange from the orange halo of the sunset. And before she could open her mouth to say his name, he swooped down and took her luscious lips in between his. It was a soft sensual kiss that set fire all through her body.

He then pulled back to allow them to catch their breath and leaned their forehead against each other.

"You have no idea how much I missed you." he said against her lips.

"I think I do." She pulled back to see his gorgeous face and body that was looking even more sexy with the grey suit, contrasting with the orange light, as they stood on the deck of a cruise, which had already started to wander through the ocean without her sensing it. That is what Damon's kisses and touch caused. She then turned around to see the beautiful sunset from the deck, as Damon moved to stand beside her, with his arms resting on the small of her back.

"It's so beautiful." She whispered. Damon heard it and placed a soft kiss on her temple. She turned and wrapped her arms around his mid-section and rested her head against his chest. He also wrapped his arms around her and rested his head on the top of hers.

"You look more beautiful than I imagined." He murmured.

Elena blushed and replied, "You also look dashing in this suit." And they remained like that, whispering sweet nothings until the sunset was over.

After the sunset he gave Elena the entire tour of the cruise and occasionally made out until Damon constantly had to remind himself that he had a purpose and not let her go anywhere near his suit pocket.

Elena was getting a bit impatient at his behavior of constantly stopping her from getting too intimate. That was so unlike him. Usually it was the exact opposite.

It was one of those heated moments when Elena was clawing at his suit to get it off. He just showed her the massive bedroom in the cruise and said all the things he planned on doing in here. So no one can exactly blame her for being so horny for this man. When she started to unbutton his suit his hands stopped her with his 5th excuse.

"I think dinner might be served now." Damon chose to ignore her annoyed huff and pulled her towards the other part of the cruise, where a nicely made table sat there. It was lit with white electric candles on the middle and aluminum bell jar over their food. He silently pulled the chair for her and she gently sat down trying to hide her annoyed expression. Why was he trying to stop? That was so unlike him.

He then removed the bell jar and the mouth-watering aroma of Chicken Marsala immediately hit her senses. Right then she forgot about everything else and thanked him for presenting such a delight in front of her.

Damon let out a sigh of relief when he saw her tenseness dissolve. He really didn't want her to be like that when he did that. And he promised mentally that after he done deed he would give her the most romantic and erotic ride of her life till now. But he really hoped that the group was able to finish everything by the time they're done with the meal. Suddenly Damon's phone dinged and Elena got out of her food stupor. Damon hastily checked his phone to see Stefan's phone. Everything is set, where are you?

He glanced up at Elena who again went back to eating silently. This wasn't what she wanted, but he's been acting strange. She didn't want to sound like a nymphomaniac, but it was clear as a day that he was hiding something. And the spoiled brat in her didn't like it. The main question that was lingering in her head was what was he waiting for.

"You are awfully silent this evening." He asked.

"It's nothing." God she really didn't want to sound like a horny sex addict. But being around him did that to her.

He moved forward to clutch her hand; "I want to show you something before doing the dirty. Believe me you have no idea how much I want to feel your skin against mine. But I can't let anything go further, before one last thing." He winked making her skin flush.

"What is it?" She asked.

"Finish your food and then I'll show you." he removed his hand and started to finish his food. He glanced from his side to see that the cruise was almost approaching the small circular gulf of the island, where everybody was waiting.

When they finally finished their meal, he got up and took her to the deck again. Her eyes were searching for that something he mentioned. She saw that they were approaching the island. She turned around to question him, but he wrapped his arms around her and pulled her closer to his chest.

"Enjoy the wind with me." He whispered in her ears.

"Are trying to be Jack Dawson from the Titanic?" She asked playfully.

"You and I both know I'm much more romantic than he was." she giggled and leaned against him.

Suddenly the ship stopped. She noticed that they were in the middle of the water-body encircled by land on three sides and over them there were millions of stars. She was about to turn around and question him, when she saw a spark of yellow come out from the front. It was a Chinese lantern going off into the air. Then another and another and another followed it, until the whole dark sky over them covered with yellow lights and stars.

She was laughing and smiling from ear to ear at the beautiful scene. Her body shook with joy and happiness while looking at the continuous flow of lanterns coming from those three lands. At that moment she registered that Damon's warmth wasn't surrounding her anymore. She turned around to watch his gaze on her like she was the most beautiful person on the universe. For him she was in that moment.

"Did you do all these?" She asked while her voice quivered in happiness.

He was silent, and just plain smiled, which gave her the answer. Elena was about to throw herself at him but she could see that the smile was slowly replaced by nervousness. "Elena there's something I need to tell you. Actually ask you." He said with an anxious voice, which in turn made her anxious.

"What…" Before she could continue, she saw him drop to one knee and take out a black box from his suit pocket with shaky hands and opened the lid to reveal a brilliant diamond collar split shank engagement ring over the precious 14k rose gold band. It had an eye-catching round diamond center stone. Collars of smaller round accent diamonds flank each side of the center stone, while additional accent diamonds line the graceful split shank. It was a unique and elegant choice, which he knew fitted her perfectly.

Elena gasped loudly unable to form any coherent words in her mind. Oh my god…this can't be…am I dreaming…

"Elena Gilbert, you are by far the most beautiful phenomena that ever stepped into my life. We had our difference that separated us for such awful period of time. In that period of time, I felt like a piece of me was taken away. It was my heart that you took away when you left. When I saw you, although I was kind of sour, I felt like my heart was returned back to me. But the conclusion that I fell upon is that you didn't take away my heart, you are my heart. The one who keeps me going, the one who helps me breath in peace, the one who makes me see the world in colors and the one that makes me feel alive. And nothing would make me more ecstatic than the privilege of being your husband, your partner and be forever yours. So will you be forever mine by marrying me?"

Yep it's done. Only the epilogue left. I know I should say that I'm sad that it's ending, but I can't. I'm glad that it's finally ending. The 14-year-old version of myself started this plotline, which is quite absurd compared to all the diligent Delena stories out there. But I had to go along with it. But I'll try to re-read all the chapters and re-upload it before starting the epilogue. Then I'll start the other story, which has a high possibility of having more legit plot. So you might want to be alert for it to arrive. I'm pretty sure when I'll turn 18, I'll look back at the 16-year-old version of me and do a face palm.

Also this chapter would have been nearly 10K words if I didn't cheat by omitting their time in Hawaii with the entire group and two smuts. And I always go big with the smuts, so that alone would've taken 1.5K words each. But don't be disappointed. You have a very easy option that is to ask for a one-shot in the review where I'll write all the omitted things in this chapter in full details. That is your choice. If I feel like that there is enough reviews, I'll write and post it. I promise.

The song used in this chapter's title is 'End Game' by Taylor Swift. I just love her so much. And this song's phrase fits like a glove for my chapter.