A Holiday to Remember Ch. 02

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The holiday continues, but with a surprise.
3.3k words
4.67
16.6k
12

Part 2 of the 6 part series

Updated 06/10/2023
Created 04/23/2021
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Married69
Married69
259 Followers

James woke to the sun shining through the partially opened curtains. He lay for a moment remembering the events of the night before.

He rolled over to see Anna lying on the other side of the bed. Last he knew she was resting on his chest; she must have rolled away in the night.

She was facing away from him, showing him her bare back. He shuffled over to the other side of the huge bed putting his arms around her and cuddling her tightly.

"Mmm, good morning." She said sleepily.

"Good morning to you." He replied kissing her neck and down her shoulders.

She rolled over to face him and gave him a perfect soft kiss on the lips.

"Did you sleep well?" He asked her.

"Yes, I did thanks. How about you?" She replied shielding her eyes from the sun. "Could do with a coffee though, my head is still a little foggy."

"I can do that." He got out of the bed, walking over to the coffee machine, putting on his boxers along the way.

"How do you take it?"

"White with a sugar please." She was getting herself out of bed, using the time when his back was turned to smooth out her hair and cover herself with her dressing gown, she hadn't noticed that he could still see her though in the mirror and was watching her happily. She went over to him, putting his arms around him and hugging him tight.

"I really didn't mean for last night to happen. I don't want you to think I'm that kind of girl who just jumps into bed with any guy. I don't know what happened, I just wanted to be with you."

He turned round to face her, cupped his hand on her face and kissed her softly. "Don't worry about it. I'm not thinking anything of the sort. I'm happy about last night. It was amazing. "

"Good. Can I ask you something though? Was last night a onetime thing for you?" She asked him speaking quicker than usual as she did when she was nervous.

"It wasn't no. Well, I mean we still have almost two weeks here."

She smiled at him obviously happy with his answer.

"Oh yeah, is that what you think?" Smiling at his cheekiness. "Well in that case we should probably go see Ceasar and book a table for tonight."

"I thought you wanted to be discreet. Last night you were worried about him seeing you coming out of here this morning."

"Well, I'm not going to be wanting to sneak out every time I spend the night with you. Also, I think if I walk across to my room now dressed like this he will know anyway, no point in hiding it." She said seriously.

He smiled to her, he couldn't help it, she came across so cute and innocent it was such a turn on for him.

"We got plenty of time, its only just gone 8am. Coffee first."

They sat out by his private pool, both dipping their toes in the cool water while drinking their coffees.

"What are you thinking for breakfast?" She asked him as her stomach gave a little growl of hunger.

"I'm so sorry, I hate when it does that." She said

"Don't apologise, its cute." He gave her a little kiss careful not to spill the hot coffee on her. "We could get room service."

"No, let's save that for another time. How about the restaurant by the pool, that's where I went yesterday?" She asked.

"That's fine with me. As long as the champagne is cold and coffee is hot, I'm happy." He told her.

"I need 15 minutes to get showered and get my bikini on, then we can go sit by the pool?" She asked downing the rest of her coffee.

"No problem. I will come out with you and see which restaurants are available with Ceasar."

They both left the room without any comment from Ceasar except a slightly embarrassed "Good morning senor, senorita"

Anna went to her room to get herself sorted while James got the availability of restaurants. He then headed back to his room to shower.

It didn't take either of them long. Within 15 minutes she was back knocking on his door and he was thinking about how she had done the same but quieter the night before. She was dressed in shorts and a t-shirt and what he guessed would be here bikini underneath.

"I'm going to come back and grab my pool stuff. I'm hungry."

"OK, let's go." Then headed off together, feeling Ceasar the butler watching them go.

They had a great breakfast together, the staff keeping them topped up with champagne and strong coffee. James introduced her to taco pastor, a pork filled taco he had tried the day before. She inevitably ate all of it, forcing him to go back for another for himself.

"If they keep giving me this much champagne everyday, I'm never going to be sober here." She told him seriously.

"Hmm, that might not be so bad." He replied with a wink.

"Oh, you don't need me to be drunk. Although I admit I am more confident after a few."

"Believe me, you really don't need to be self-conscious or anything with me. The truth is," he leant in closer so no one else could hear. "I want you again now already."

"Later. I promise. Last night was just for starters." She said secretly.

When they had finished eating, it was already almost 9.30am so he headed straight to the pool to reserve them a couple of loungers as she went to get her pool bag.

As soon as he approached the loungers with towels the young Mexican girl, Elsa, came running over to help him.

"Good morning James. Can I help you again?"

"Thank you very much Elsa. Just those two please." He said pointing at the two closest loungers.

"Will Anna be joining you again today?" She asked innocently.

"Yes, she will be here in a few minutes." He replied.

"She is a lucky girl, I will get you both drinks as well. Same as yesterday?"

"Yes, please that would be great."

"Of course James, go take a swim and it will be all set it up when you come back."

Anna came back within a few minutes. When she returned, he swam over to her, pointing to the loungers that he had selected.

He watched her as she stripped off her clothes and stood in her bikini, it was a different and smaller one from the day before. He could see much more of her breasts as now, the bikini on just covering her nipples. When she removed her shorts, he saw they were just as skimpy, only just covering her pussy. She looked stunning.

She joined him in the pool, shivering as her toes touched the cold water. They only stayed in the pool for a short time, getting out as soon as they saw Elsa return with their drinks.

They spent the morning as they did the day before drinking cocktails and laughing together but this time Anna kept checking her phone.

"I'm sorry I'm not all the way here. I keep waiting for Cara or Danni to message to say they are leaving. I actually missed a call from them about 6am this morning." She said

"Oh yeah they are arriving today. What time are they meant to be here?" He asked her.

"Oh, we got all day together, they probably won't be here till after 11 tonight, they will probably eat and then crash out as I did that first night."

"Well do you want to eat with them? I know we spoke about dinner together, but I don't want you to feel that you have to." He said earnestly.

"No, I want to eat with you. They will get room service; a few drinks and they will pass out pretty quickly." She told him clearly.

"OK, well we got a choice, Mexican, tapas, or the French restaurant. You pick." James asked, deciding to be a gentleman.

"Let's go to the French restaurant. I read online that it's meant to be great and very romantic." She said.

"Brilliant."

They spent the rest of the morning enjoying their drinks and time together. The more time they spent together, and drank, they became more comfortable with each other. At first, she barely touched him in front of others, now they were hugging and kissing in the pool as if no one else was there.

At one point Anna wrapped her arms and legs around him, kissing him passionately while others swam around them.

"Let's go somewhere more private" He told her.

She didn't bother to answer him just untangled herself from him, took his hand and led him out of the pool.

They dried their bodies quickly as if they were late for a meeting. They quickly gathered their things and headed back to his room.

The second he had closed the door she dropped her things and wrapped herself around him tightly, kissing him and rubbing his cock through his shorts.

She slowly kissed down his chest as she went down to her knees. She grabbed the sides of his wet shorts, yanking them down to reveal his already semi-hard cock. She took hold of it in her hand gently pumping it back and forth brushing the tip with her tongue.

She stopped suddenly, turned around and walked deeper into the room. James stepped out of his shorts, and followed her into the room, reaching out to grab her sexy body.

She wriggled out of his fingertips giving him a cheeky smile.

"Be patient James, I'm going to take a quick shower." He looked shocked as she said this. Was she really going to leave him here? His cock was already throbbing, wanting her touch again.

She took a step towards the huge shower lifting her arms behind her, pulling free the cords of her bikini top. She let it drop to the floor as she stepped over it, opening the stall door. She did the same with her bottoms, pulling them off, and turning to face James who could only stare at her naked body.

"And I want you to join me." She told him sternly.

He was already in behind her as she turned the water on them both. Before he closed the door, he could have sworn he heard her phone vibrating from her pool bag.

He held her tight from behind kissing and biting her neck. He put his hands up to her breasts feeling her nipples harden under his tough hands.

"Mmm" She purred into his ear as she pulled his head down and around to kiss her.

He caressed her breasts under the warm water, feeling his cock resting between her tight ass cheeks. He pushed his hand down her stomach forcefully running over her wet pussy.

"Oohh." She moaned as she slightly leaned over resting both her hands against the wall.

He moved his hand to the side, spreading her legs wider so he could properly rub her pussy. He continued to nibble and kiss her neck as he attacked her hole with his finger and rubbed her clit with his thumb.

"Oh my god, please keep going. I can feel your cock rubbing my ass. It feels so good. I'm going to cum." She panted at him, her breath fast and hard.

He wanted to see her cum. He grabbed her side and turned her around so that she was facing him. Continuing to play with her pussy, he pushed her back against the wall pinning her in place. She reached out and grabbed his cock, feeling its girth in her hand, but couldn't concentrate on anything else except what James was doing to her. He continued to finger her deeply, pushing her closer and closer to orgasm.

She gave herself over to him and his control, closing her eyes as her orgasm exploded inside her. She panted into his ear, holding him tightly, digging her nails into his back. As she was hit with wave after wave.

It took Anna a couple of minutes to get control of herself and get a firm grip under her feet again. She quickly took control, this time, pushing him against the wall, kissing him firmly.

"My turn." She said quietly, looking down at his cock.

She started by getting the shower gel and applying a large amount to his body. She started by rubbing his shoulders and then moving down to his chest, covering him with soapy bubbles. She continued downwards taking his cock back into her hand. She took special care of his cock, covering it in shower gel, jerking him off the whole time.

"Damn that's good. If you don't slow down though I'm gonna cum right here."

"Well, we wouldn't want that. Yet." She breathed into his mouth, her lips millimetres from his. She reluctantly stopped her hand actions, reaching up to pull the shower head down rinsing off all the bubbles.

"Go and get onto the bed. I will be just a second." She told him.

He gave her another long kiss, roughly brushing his tongue against hers. "OK, don't be long."

He got out of the shower picking up a towel as he left. He wrapped it around himself, and left the shower room, never taking his eyes of her naked body.

He quickly dried himself off, getting into the bed as she had told him. He heard Anna shutting off the water and the sound of her rubbing herself down with a towel. She came out a minute later, not bothering to cover herself at all.

"I thought I said ON the bed. I don't want to see you covered up." She said harshly, trying to keep a straight face.

She pulled the covers off him, so he was fully exposed, his cock had not lost any of its hardness. She seductively crawled on the bed moving up over his legs. When they both heard her phone go again.

"Ignore it." She said plainly. She didn't waste any time in licking the length of his cock. She started low at the base, moving her wet tongue slowly up to the tip looking him straight in the face.

"Do you like that?" She asked him, not waiting for an answer before licking his hard member again.

"Yes, I do, your tongue feels amazing." He told her honestly. He loved the feel of her sweet tongue and lips over his entire body, not just his cock, but he wasn't going to tell her that just yet, he didn't want her to stop.

She sat up for a second allowing him to see her naked body over him again as she pulled her hair back behind her. She lowered her head back down, this time taking his cock right into her mouth, working her way up and down it slowly.

"Oh god yeah." He whispered mostly to himself.

She looked up at him, seeing him staring down at her with his cock in her mouth. She moved her mouth faster up and down his cock, sucking as hard as she could, never letting her eyes leave his. She didn't want him to cum quickly, but she also wanted to give him a great time. The shower together had been unexpected and incredible.

She carried on sucking his cock as hard as possible till he reached down to stop her.

"Unless you want me to finish like this you are going to have to stop." He told her.

She moved further up the bed, as she did the previous night positioning herself over his cock. She was about to guide his dick into her when he grabbed and rolled her over so that he was on top. She gave a small shriek of surprise but then giggled as she realised what he was doing.

"Oh, so you like to be on top do you?" She raised her arms behind her head, looking him right in the eyes. He reached between them guiding his cock to her opening. She gave a sharp intake of breath as he entered her, pushing himself deep inside. She reached up, pulling his face to hers to kiss him with such strength that even he was surprised.

"Cum for me." She whispered to him. "Please. I want to feel you cum inside me again."

After the shared showered and blow job he couldn't hold out much longer. Within a minute he was already feeling as if he was on the verge on finishing. He tried to pull away from her, but she wrapped her legs around his back keeping him in place.

"No. Don't stop. I want you to cum."

After a final few thrusts he let go, releasing his cum deep inside her. She held him in place grinding his cock inside her, making him cum more and more.

He collapsed right there on top of her, completely spent and relaxed. He kissed her softly, slowly rolling over next to her. She moved herself straight over to him, resting her head again on his chest.

They may have drifted off, they weren't sure, they mainly lay in silence enjoying their time together. They booked a table for the restaurant that night for 7pm, what was becoming their usual time.

"Can I get you a drink or anything?" He offered her.

"No thanks but if you don't mind, I'm going to go back to my room and get showered and dressed for tonight." She told him.

Taking a large gulp of water straight from the bottle, he watched her as she got off the bed and put her bikini and clothes back on.

"Shame to see you dress but yeah I need a shower and shave and stuff myself. You going to come knock when you are ready again?"

"Yes, I will but I really need to talk to you about something." She said with trepidation.

"OK that doesn't sound good." He had grabbed some shorts pulling them on to cover himself.

"No, it's fine, honestly. I just need to tell you something tonight. We can talk during dinner." She said. She was happy to wait. She wasn't sure how he was going to take it, it wasn't too serious but he might not be happy with it.

"OK." He said slowly, starting to feel nervous. "Just please tell me you're not about to say you have a boyfriend, or husband, or girlfriend or anything?"

"No, no, nothing like that. I promise. I'm completely single... just trust me, I will tell you tonight." She promised him.

"OK, I can wait. I'm curious though." He told her.

"I promise James, its nothing too serious I just need you to hear it from me." She gave him a kiss of reassurance.

He walked her to the door, opening it for her and turned back to face her. She gave him a final kiss and slowly backed out of the door. She reluctantly released him, turning to leave, when she saw her friends staring at them from the other side of the block.

"Anna, there you are, we have been calling, we managed to get an earlier flight. Hang on, are you and he..." Cara said to her, a look of deep surprise on her face.

"Oh, this isn't good. No No No." Anna turned to face James, a look of horror on her normally beautiful face. "James this isn't how I wanted you to find out."

"Find out what, what do you..." then as he saw her other friend he began to understand.

"Danielle, what are you going here?" James said to her genuinely surprised.

"Hi Jim." Danielle said.

"I asked you not to call me that. Why are you here? Did Alex send you?" He asked her.

He turned to Anna, she looked so small and diminished. "Is this that you wanted to tell me? That my ex's sister was one of your friends?" He asked her more surprised than upset or angry. "Hang on, did you know who I was? This whole time? Is this some sort of a set up?"

"James, please let me explain. It's not what it looks like."

To be continued.

Married69
Married69
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3 Comments
AnonymousAnonymousalmost 3 years ago

I think I will wait until you've posted all your parts. Stringing it along like this, especially after a decent first part can get annoying. I get trying to create tension and drama, but to leave things hanging each time and then having to wait a long time between parts isn't fun.

stewartbstewartbalmost 3 years ago

Will wait to read chapter 03...Enjoyed 1 & 2. Following comments are for our friendly Literotica workers. I dislike seeing a new story not marked as a multple as this was in the daily list...but it can happen...so I continued and at the end of chapter 2 since it said under the author listing "A 2 PART" (I peeked)...surprise! ... thier's a 3rd chapter. Get with it Literotica.

LenardSpencerLenardSpenceralmost 3 years ago

Promising. This could go a number of ways. Looking forward to reading what you chose. Cheers.

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