After you have enjoyed the last Sissy Cruise entry from Ms. Lena you can read my entry in the blog train to find out what happens with the Sissy and the Captain!
Sissy Privileges
Since Sissy Amy was a repeat traveler with Sissy Cruise Lines she qualified for an event at which she would get to meet and have cocktails with the Captain of the cruise ship. This was a great honor for any of the guests, and Amy was thrilled to have this bit of recognition as a seasoned traveler to set her apart from the new girls she had met.
Listen to me read to you about the Sissy and the Captain.
What set her apart, even more, was the fact that this wasn’t the first time Amy had met Captain Steven. Nope, she had been on this very same cruise the last five years and met him each time after the first. Maybe it wouldn’t seem like anything extra special to any of the other guests, but Amy had a major sissy crush on the Captain. He had flirted with her the past two years, but she wasn’t sure if he just flirted with all his guests, or if it really was aimed specifically at her.
Ready for Action
This time Amy was going to be ready to flirt back. She’d had more sissy experiences over the last year or so, and felt that she could hold her own with someone as sophisticated as the Captain. He sure took her breath away when he was in his uniform, but she was ready to dress to impress for this cocktail party.
The party was to be held in the private living room next to the Captain’s quarters on the ship. It was just large enough to hold the 20 or so ladies who would be there with the Captain, but intimate enough that they would feel like the chosen group that they were.
Dressed to Impress
Amy hadn’t met the ladies attending the function, except in passing on this cruise. They ranged from the petite and delicate Susan to the majestic Donna. At about five foot seven, Amy was right in between the lovely ladies in height, and her slight build made it easy for her to shop for sissy clothing of all types.
Since it was a dress-up event, sissy Amy chose to wear her sleeveless blue velvet tea-length dress with the matching shrug. After all, there may be a cool night breeze! The seamed stockings and dazzling pumps she selected perfectly rounded out the outer appearance of the outfit. Holding it all together underneath was a sexy red over the bust corset with matching panties and a garter belt for those sexy stockings. Not only did she feel good, she knew she was looking her best, too. It was time to find out just what the flirting Captain intended to do.
Catching His Eye
As the small group of ladies mingled with the Captain, he did seem to be glancing sissy Amy’s way quite a bit. Whether it was her sparkling earrings and necklace that kept catching his eye, or her personality as she chatted with the other sissy gals, he soon made his way over to her.
His focus was solely on her as the party swirled around them. He asked her to please wait on the couch as he bade his guests farewell, as there was something he wished to discuss with her, as a seasoned traveler. She felt her heart pound a little as she knew there were a few other ladies at the party who had been on more than one cruise over the years. She wondered what he could possibly wish to speak to her about!
Intimate Seating for Two
Soon the Captain came back over with an unopened bottle of wine and two glasses. She noticed it was the same wine she had been enjoying at the party- had he noticed that? He sat down on the couch next to her and offered her a fresh glass of wine, which she gladly accepted. They chatted a bit and the Captain asked Amy if she was having a good time on the cruise. She assured him it was the best one yet, and to her surprise, he said he thought he could make it better.
Leaning forward to take the wine glass out of Amy’s hand, the Captain leaned in close and whispered: “Amy, I can’t quit thinking about you.”. Amy was quite taken aback when the Captain leaned into her and put his hand on her leg, scooting himself closer. She thought to herself “This can’t be happening! The handsome Captain making a pass at me?!”. Indeed, he was though. She would not have imagined this in her wildest sissy dreams!
Sissy Make-Out Session
He leaned in to kiss her, and soon she found herself on her back with the Captain leaning over her, making out like seasoned lovers. Eventually, the Captain broke away, breathing hard, and invited Amy to his bedroom, where they would be more comfortable. She was delighted at the invitation, and couldn’t quite believe this was really happening.
The handsome Captain was every bit as manly as Amy had imagined, she found, when he pressed against her and began to unzip her dress. She felt his girth and length and knew she was in for an amazing night of lovemaking that would make this Sissy Cruise one she would never forget.
Check out the next blog on the blog cruise from Ms. KayMarie!
Did you miss the beginning??
Click here for when Ms. Constance first welcomes you aboard the Get Girlie Cruise.
Talk to you soon!
This is such a wonderfully erotic recording, Empress Stephanie! Because I’m a dainty sissy who loves a man! Teehee!
I didn’t even know that you mistresses put out all these stories and audios in celebration of the Sissy School forum’s sweet sixteen birthday! You LDW mistresses are a creative bunch! Yay!
By the way, all the sissies and mistresses, don’t forget about the wonderful Sissy School forum!
Yippee!
Sounds as though Amy is headed out for a “three hour tour” but I’m sure she is hoping her tryst will last as long as the castaways were on that island. Apparently the Captain has set a course for the night and plans to run “full ahead” until he runs aground on the shores of “Amy Island”
“Land ho!” the Captain cries…(an odd thing to call Amy as they ARE on the ocean!)
Hopefully, Amy is prepared when it is time for the Captain to drop anchor! Another enchanted evening on the high seas aboard the SS SISSY!
little davey- I do think perhaps it was longer than three hours! The Captain had to return to his duties, though, so eventually, Amy went on her way. Thanks for stopping by- I love this response with all the innuendo!
Thank you, Ms. Stephanie, I am enjoying replying to all of these blogs. I am glad you liked my comments. I appreciate it
Ms. Stephanie, I always love your tales! What a lucky girl Miss Amy was. You’ll have to write a follow up post and give us more details about what happens in the Captain’s quarters that night… 😉 There are so many sexy possibilities for this sweet sissy!
Oh Mistress Stephanie I’m so bashful but the last couple of stops I have noticed a new passenger on the Sissy Cruise. Maybe she boarded just before Bingo night and I believe she passed by my door the other night. She isn’t bothering me, but mesmerizing me and has me sleepless… who on the high seas could this siren be?
Did you figure out our lovely new guest, little davey? 😉
Just so amped the lovely Miss Molly has boarded the Sissy Cruise. (Believe I caught a glimpse of her while I was “claiming” my prize at Bingo night.). Please tell me we can stay for another week! I’ve worn Mistress Brighton’s exercise ball down to a nub tinier than me (sigh) and my little bingo dabber is dry as a bone! (Sob). And (gasp) they are going to put my door back up! Oh well, I suppose all good things come in your end….er I hi mean come to an end!
Bwahahahaha.. I have to tell you that I got a lot of rave reviews from all the sissies that attended my ride a dick class, they just couldn’t get enough of their exercise balls, and it’s great practice for if and when YOU meet the captain. *eyebrow wiggle*
Ms. Brighton- those exercise balls sure were a great hit! I’m sure many of the attendees wanted to abscond with the equipment!
Thanks for dropping by!
I’m always happy to see the lovely Ms. Molly join us in our shenanigans! I’m glad you are having fun on the cruise and enjoying all the different activities little davey!
Ms. Molly- thank you for stopping by! We haven’t seen the last of Miss Amy! Much fun was certainly had that night in the Captain’s quarters!