Chapter 1 - The Fateful Planning

 

It was a warm summer afternoon in Minnesota as Carrie arrived for her appointment with the travel agency that she discovered on social media. Looking to book a special trip for her best friend Jennifer's 40^th birthday celebration for both of their families to enjoy in January, she was especially excited about escaping the Midwest's typically cold and snowy winter month. While today's weather in mid-September was sunny and hot, she knew it wouldn't last. It was the perfect opportunity for the two families to enjoy some quality time together in a tropical location when winter was at its harshest at home! On a mission to book an unforgettable trip for her friend and both of their immediate family members, she was very excited.

The two families had been inseparable for the past decade or more. Bristling with anticipation and a peculiar sense of intrigue, she parked her car and proceeded to the travel agency's glass storefront office. The online article that caught her attention read; 'Do you like warm sunshine, deep blue skies and white sandy beaches that will deliver adventures and experiences that will change your life? If so, call Victoria at - Unconventional Travel Adventures @ 555-2469.' There was something about the way the advertisement read that struck a chord in her.

Once inside the very welcoming office space, she spotted a female figure sitting behind a large desk toward the back of the space. As her eyes adjusted to the indoor lighting, Carrie could see the 30-something woman, with a beautiful mane of long, flowing, deep red hair as she stood up to greet Carrie. Stepping toward Carrie with a big smile on her face and her hand extended to shake, she said, "Welcome... you must be Carrie?"

Oddly captivated by the sight of the imposing, yet gorgeous and surprisingly tall goddess like creature with penetrating green eyes and an alluring smile, she responded timidly, "Y-Yes, I-I am," as they shook hands.

"My name is Victoria. It's so good to see you! Please, come sit with me over here," she said as she motioned to a large conference table in the center of the space.

Preoccupied by the woman's eye-catching top that appeared more like a corset than a blouse, Carrie's unblinking eyes couldn't help but pause on the woman's plump, DD breasts that strained to stay contained within the garment. Taking a noticeable breath, she followed the sexy 5' 10" tall woman to the large table. Finding herself even further captivated by the charming woman's shapely ass and long, sexy legs that extended flawlessly from the hem of her very short skirt, Carrie quivered unexpectedly as she watched Victoria step-along atop a pair of black, 4" heeled sandals that had her standing upwards of 6' 2". Victoria was a stunningly sexy vision - a vision that made Carrie tingle with intrigue and curiosity.

That said, Carrie was no slouch herself. At 42-yrs old, the alluring blonde stood 5' 8" tall, with long, mostly straight, sandy-blonde hair that hung past her impressive jutting breasts. A beautiful, fun loving and bubbly mother of two lovely children, she was not blessed with the body of a runway model but was still a very attractive and desirable woman. Looking like a typical wife and mother, she had beautiful hazel eyes, a captivating smile, and an alluring figure for her years and having two children. Naturally adorned with impressive breasts that needed only a little help from a bra to protrude outward, she also had a firm ass and nicely toned legs for a woman of 42-yrs. She rarely failed to capture the attention of any man she might meet. While very happily married to her college boyfriend Paul for 22 years now, she'd been experiencing an inexplicable fascination with sexy women as of late; to the point where she was starting to question if she might be a little bi-sexual?? This was something she spoke about rather cryptically with Jennifer, her most trusted friend in the world, as she gently probed for some level of acceptance.

Dressed somewhat scantily herself due to the summer heat, Carrie wore a sleeveless top over a thin bra, a short skirt that showed off her slender legs and 2" heeled sandals that had her nicely manicured toes on display. She could feel Victoria's eyes sizing her up too as they arrived at the table together. Overwhelmed by the awkwardly stimulating moment, it brought an unexpected chill of excitement to Carrie's body, causing her impressive nipples to become erect and stick out through her flimsy bra and blouse.

Motioning for Carrie to sit first, Victoria quickly and intentionally sat quite close to her. As intended, Victoria was able to easily reach over and cover one of Carrie's hands with her own.

"I'm sorry honey, is it too cold in here?" asked Victoria as she glanced down briefly to Carrie's burgeoning nipples while gently caressing the top of her hand.

Caught off balance by the woman's unexpectedly sensual touch and embarrassing question, she began to blush as she lowered her eyes and replied, "N-No, No, I'm fine. I'm sorry... I just caught a bit of a chill."

Smiling, Victoria responded, "No need to apologize, my dear. You have a lot to be proud of there."

Enamored by the sensuous woman's attentions and mystical appeal, Carrie almost forgot why she was even there. Preoccupied now with all she was feeling in the moment, she didn't quite know what to say or do next.

Recognizing that Carrie was caught in her hypnotic web of appeal, she knew it was time to get down to the business at hand before Carrie got spooked. Slowly releasing Carrie's hand now, her big smile remained as she asked, "So what brings you here to see me today, darling?"

Collecting her thoughts, Carrie smirked as their eager eyes met, and she said, "I'm looking to book a special trip for a close friend and our two families - nine people in total."

"I see, nine people, that's a good size party. Will this lucky group include you?" she asked with a tone of excited anticipation.

"Uhm, Ahhhh, yes... and my husband too."

She wasn't sure why she felt compelled to mention her husband and not her son and his wife, but she did.

"Well, isn't that nice... Your husband is a very lucky man to have such a lovely and dutiful wife..." Victoria quipped with her big smile still beaming.

"So, is there a range of ages in your group? And does everyone have a passport?"

"Umm, yes, we do have passports! And the trip is for my friend's 40th birthday. Four of us are pretty much early 40's, and the other five are younger, early twenties."

"Ohhh, very good. Now, can you be more specific on gender and age, that way I can be sure you're getting the best experience for your likely interests and the greatest package discounts available!"

At first the question felt odd, but if there were special packages that could save them some money, she was all in.

"Hmm, let's see. Well, there's me, I'm 42, and my husband Paul is 44. My daughter Kara is 18, my son Kevin is 22, and his wife Sabrina is 21."

Pausing as she thought a bit, she then continued, "And I already told you my best friend Jennifer's age. Her husband Jason is 43. Their son and daughter-in-law are also coming. Their son Justin is 21 and his wife Kaitlynn is 20."

Smiling as she was quite pleased with her memory, she continued, "Kevin and Justin have been best friends since they were about 8-yrs old. The two of them and their significant others are extremely close. They share a house, and they do almost everything together. I want to be sure there are activities for them to enjoy, along with my daughter Kara."

"Wow, that's great... thank you for sharing! I expect I'll be able to get you all a fantastic deal that will appeal to all of you! Do you all like warm, white sand beaches and watercraft activities?"

Exhaling with delight, Carrie responded, "Ohhhh, YES we do."

"Excellent! The destination I have in mind right now has some great opportunities for some thrilling adventures for just these demographics.

"I suggest we start your journey at a beautiful resort hotel on a secluded island in the tropics. From there, you'll be able to take day, or overnight, catamaran trips to several neighboring points of interest on other exotic island destinations. I might even suggest a 'girl's night away' at one of the spa island resorts. Just the breathtaking catamaran trips alone make the island-hopping trips a worthwhile experience.

"And... you'll all get to interact with fascinating native folks who will leave you with memories for a lifetime!"

Smiling in response to what she heard, Carrie responded, "Yeah, that sounds perfect! Now, what are we talking about in the way of cost?"

"Well, that will take me a little time to figure out, but I have no doubt that you'll all remember this trip for a very long time, my dear..."

Still smiling, Carrie didn't catch the odd tone in Victoria's voice or the look in the woman's peering eyes, as she responded, "Well, that's the plan! But I do need to know how much this island adventure will set us back before I can commit to anything."

"I understand. Just give me a day or two to assemble the perfect package for all of you! I'll drop it in the mail with all the details. Once you get it, take a close look at it and call me with any questions. If we can seal the deal in the next week or so, you'll all be on your way to an experience you won't believe!!"

Taking Carrie's hand once again, Victoria prompted the still enamored woman to her feet, faced her, gave her an unexpected hug, and said, "A happy client is a client for life."

Feeling Carrie starting to return the hug, the two remained in the oddly sensual embrace for about 30-seconds. She could feel Carrie's quickening breath on her neck before slowly releasing the lovely sandy-blonde woman from her arms.

"And darling, if you have any questions that you would rather have answered in person than over the phone, feel free to make another appointment to come back and see me... OK?"

Trying discreetly to take in the sight of the redhead's incredible figure one more time, she responded, "Yes... Yes, I will. I look forward to getting the information Victoria. Thank you."

Feeling Victoria's peering eyes scanning up-and-down her body as she walked toward the exit door, Carrie couldn't believe what just happened, nor what to make of it. While she was happily married to Paul for many years, it was the occasional encounter like this that made it impossible for her to shake her growing bisexual curiosity. There was something about Victoria that triggered a level of attraction greater than ever before. She was already contemplating her return to the travel office as she walked out the door, and that was making her wet!

Back in her car and feeling rather happy with herself, she was heading for Jennifer and Jason's house to share her good news and excitement. She just knew they would be thrilled at the idea of such an adventurous and memorable family trip to celebrate Jennifer's 40^th birthday!

Pulling into their driveway, she was nearly bouncing on her feet as she approached their front door. Like she always did, Carrie just opened the door and let herself in.

"Hello... Jennifer... it's Carrie!" she called out. "Are you home!"

Emerging from her studio office at the back of the house, Jennifer responded, "Hello girlfriend. What's up!"

Wearing a very comfortable flower print sundress, Jennifer looked incredible, as she always did. About to turn 40yrs old, the 5' 8" bombshell brunette was a stunning creature! Blessed with a model's shapely body, large firm breasts, perfectly toned legs, sexy eyes and a captivating smile, men often gawked at her in awe. She knew how attractive she was and how much her husband Jason lusted for her even after 21+ years of marriage, and she still enjoyed and cherished Jason's infatuation with her!

"Oh boy... Do I have some news for you and Jason! Is he home?"

"No, he had to run downtown to drop off some presentations to a client. He should be back in an hour or so. What's got you so hyped up?"

Jennifer and Jason owned their own architecture and engineering studio. They designed homes and investment properties for some of the most influential folks in the surrounding communities. Visiting clients with updated designs was not uncommon for either of them.

"I just met with this lovely woman at 'Unconventional Travel Adventures' about our big celebration trip for your 40^th birthday. She has some great ideas, and is putting together a package just for our group. I'm crossing my fingers that it's going to be quite the trip... and affordable too."

"Really... all of us, huh?"

"Yup! You, Jason, me, Paul, Kara, Kevin, Sabrina, Justin, and Kaitlynn - the whole gang! I felt a real connection with this agent... She's putting together a fun filled package that will cater to our diverse ages and interests."

"Hmm, you don't say."

"Yeah, and once she has it put together with all the details and discounts, she's going to drop it in the mail to me."

Snickering, Jennifer quipped, "You mean email?"

"No... No, she said she would drop it in the mail... I know, that's odd, isn't it."

"A little, but that's okay. I'm sure they have their reasons."

"You know, I really liked Victoria at the agency. I think we really hit it off. We made a connection of some kind."

"Okay, well I guess that's good. Was she cute?" Jennifer asked with a smile and a wink.

Carrie had been making some rather cryptic comments to Jennifer about her bisexual curiosity as of late. Jennifer had an uncanny way of reading people, so she knew something was simmering in her best friend. Uneasy with digging too deeply into Carrie's private thoughts and desires, she generally let her friend's comments pass with little reaction, but not this time.

"Umm, well... Yeah, I guess. She is quite attractive, not sure I'd say cute as I would typically envision cute. She's tall, almost imposing, with big red hair and a killer body. For the lack of a better way to say this; she has a bit of a domineering persona, which I found oddly intriguing," Carrie responded with a twinkle in her eye.

While sensing the opportunity to draw out more from her best friend, she opted to stay focused on the trip. With her husband not at home, Jennifer wasn't sure she was ready to open that box, just yet...

"I see... so, what kind of 'package' are we looking at?"

"Let's see, how did she put it - a beautiful resort hotel on a tropical island with lots of fun and adventure to be had on neighboring islands too!"

"Really, that does sound nice. When will you know about the costs?"

"In a couple of days when I get the info, I suppose."

Smirking a bit, Jennifer continued, "OK, then let's have a glass of wine while we wait for Jason to get home. I'm sure he'll be excited to hear about things so far."

After spending the next hour or so enjoying their wine and chit-chat, Jason finally arrived home. Spotting Carrie's car in the driveway, he walked in and said in a chuckling tone, "Hello ladies... I hope I'm not interrupting anything!"

Jennifer's husband was 43-yrs old and stood 6' 2" tall. He was a very handsome, well-built man, who worked relentlessly at keeping himself in exceptional form. He had short dark hair, broad shoulders and chiseled facial features that made his eyes and smile even more alluring. He was more reserved and quieter than his wife Jennifer, which made them the perfect pair.

He was also a very well-endowed man with an aura of confidence that made him a very capable and desirable partner in and out of the bedroom, which Jennifer boasted about to Carrie at every opportunity. He and Jennifer were inseparable on many levels.

"Oh honey..." Jennifer quipped playfully, "Carrie has some exciting news to share, sweetie."

"Yes, Jason... I've started planning an exciting vacation package for the nine of us to get away and celebrate Carrie's 40^th birthday in style! I'm working on a tropical island adventure with that new 'Unconventional Travel Adventures' agent downtown."

"Hmm, that does sound interesting," replied Jason. "Who doesn't like a tropical island vacation when you live in the Midwest."

"I know, right! Victoria, the agent I'm working with has assured me it'll be an experience of a lifetime, with unimaginable fun!"

Appearing excited, for as excited as Jason gets, he quipped, "Very nice. When you say the nine of us, we're talking about yourself, Paul, Kara, Kevin & Sabrina... me, Jennifer, Justin & Kaitlynn, right?"

"Yup, and I'm told there will be exciting things to do for us and the kids alike."

Nodding his head in apparent approval, he asked, "And what's the cost and actual dates?"

Smiling, she replied, "We'll know about the costs very soon, but I did suggest the trip be in January, over Jennifer's birthday. The details will be coming to me any day."

"Hmm, I'm looking forward to hearing more about this adventure!" he commented as he sat down to have a glass of wine with the two beautiful women.

***

A few days later, Carrie received the information from Victoria. Anxiously opening the package and reading through it, it looked incredible. Excited beyond words, she couldn't wait to get with Jennifer and fill her in.

Calling Jennifer on the phone, she started in quickly, "Jennifer... I just received the travel package, and it looks better than I expected! You're not going to believe it!"

"You don't say... Go on girlfriend, give me the highlights."

"It starts with a private jet to the main island resort. Can you believe it, a private jet!"

"Wow, that is amazing," Jennifer responded with a bit of skepticism in her voice.

"I know... From what I'm reading, this is a standard amenity for this package with a group of ten or more, but Victoria managed to get it for us at nine!"

"Hmm, that's nice, but what's this all going to cost? As you know, we're all still dealing with the kids' college expenses. We can't go too wild here."

"I know, I know," Carrie mumbled as she fumbled through the pages to be sure she had the number right.

"It's $2000 each, all inclusive! You can't beat that with a stick!" she chirped excitedly.

"Wow, that is an awesome deal. That's airfare, accommodations, food and drinks, correct?"

"Yup, and according to this, we all get one island excursion adventure at no additional cost!"

"Holy crap, that's a good deal. Book it, girlfriend. I'll let Jason know the details when he gets home. We're all in!"

Giggling with excitement, Carrie responded, "I'll finalize the deal with Victoria tomorrow. And what do you say we surprise the girls with the spa island getaway deal one night?? What a treat that will be!"

"Oh yeah, that's a great idea. Let's do it!"

"Okay, I'll see if we can arrange for that in advance. In fact, I'm going to stop by to see Victoria to close the deal and inquire about that."

"Do you want me to tag along?" Jennifer asked.

"Well, you can if you want, but I think I can take care of things just fine..."

Sensing that Carrie really didn't want any company when she visited Victoria, Jennifer said, "Okay, I'm a little busy tomorrow anyway, so I'll let you handle the details."

After hanging up with Jennifer, she immediately dialed Victoria.

... "Unconventional Travel Adventures, this is Victoria speaking, how may I serve you!"

"Vicky, this is Carrie calling..."

Abruptly and rather sternly, the woman interrupted Jennifer, "My name is Victoria, NOT VICKY!"

Taken aback by the sternly awkward exchange, Jennifer collected herself and said, "I-I-I'm sorry, my apologies, Victoria."

"Apology accepted... I had a hunch I would be hearing from you soon. What can I do for you, sweetie?" she responded in an unexpectedly sweet and cheery tone this time.

Still a little unsettled by the original exchange, Victoria's new tone ran a warm tingle up her spine as she envisioned the tall beauty smiling into the phone.

"Umm, I-I would like to come by and finalize the travel arrangements with you?"

"Ohhhh, excellent, my dear! Can you be here in 2-hours?"

"Ahh, well, I suppose so..."

"Very good. I'll be waiting. And don't be late, darling," Victoria quipped in a surprisingly seductive tone.

Increasingly perplexed by her growing fascination with the alluring redhead, she replied, "I-I won't. See you shortly."

Hanging up the phone, Carrie found herself reaching a new high with her female curiosity. There was something about the way Victoria carried herself and spoke, that sparked something inside her. In fact, it was suddenly rising to the level of guilt as her curiosity began to feel more like desire. What if things got carried away? Would she be able to keep that secret from Paul? Would another woman be cheating?

Confused, but driven by her churning feelings, Carrie put on a short little sundress over her tiny undies and decided to skip the bra. Going braless was not something she did often given the size and age of her girls, but her breasts were rather firm, and her sundress had some modest support, so it felt okay today. Slipping on a pair of 3" sandals, she stood in front of her full-length mirror to admire herself. Turning left and then right several times to get a full view, she was quite pleased with the look of her 42+ 'wife / mothers' body in the skimpy outfit.

With butterflies in her stomach, she took off for the travel agency. Arriving there in about 30-minutes, and right on time, she took a deep breath and entered the establishment with her tiny purse in hand.

Sitting at her desk just like the last time she was there, Carrie watched Victoria stand and walk toward her with a big smile on her face. Dressed in a very low-cut blouse this time, Victoria's extraordinary cleavage was out for all to see. Wearing a short leather skirt that barely covered her womanly parts, Carrie's unblinking eyes were mesmerized by her approach. By the time Victoria was within 20-ft., she could feel her nipples stiffening in the presence of the captivating woman. There was no mistaking her apparent attraction to the gorgeous creature.

Reaching out to shake Carrie's hand, Victoria couldn't help but notice her blossoming arousal. She would have been disappointed had she not seen Carrie's salacious response!

"Come, let's sit over here and close this deal," she quipped as she led Carrie by the hand.

Sitting very close together again at the big table, Victoria was still holding Carrie's hand as she said, "You're either pleased to see me, or it's chilly in here again?"

Blushing once again, Carrie thought she would skip answering that question... She was too embarrassed by the truth.

"Are you not going to answer me, honey? Where are your manners?" Victoria inquired with a soothing yet suggestive smile on her face as she waited for Carrie to respond.

Realizing the beautiful woman was not going to let her skate on the very personal question, Carrie stumbled a bit, "Well, Ummm, I-I-I guess it's a-a bit of b-both," as her eyes drifted downward to her lap.

Slowly releasing her grip on Carrie's hand, she responded joyfully, "Well, I'm pleased to hear that!"

Sensing that Carrie was embarrassed by her own obvious excitement, she elected to refocus on the business at hand. She didn't want to scare away the beautiful wife and mother.

"So, you like the vacation package I proposed?"

Raising only her eyes, Carrie quipped, "Y-Yes, we d-did."

"Great, I thought you would! So, let's close this deal and finalize things, shall we?"