Friends of Dorothy, an introduction to cruise ship life for gay travelers

by Stallaction

14 Oct 2020 2586 readers Score 9.0 (51 votes) PDF Mobi ePub Txt


Alex is excited about his first ever trip on a cruise ship. His parents had been on them plenty of times before, but he is now 21yo and the idea of drinking non-stop from port to port was going to be so awesome.

His parents paid for everything as part of his Happy 21st birthday present. Although they were staying in a very posh suite, they also managed to book him a very nice balcony room for his first cruise. No sharing for him! Alex was gonna get the privacy he'll need to meet lots of guys.

Having come out to his parents at 18yo, Alex was lucky his parents have been rather cool about having a gay son. His mom, Janet, even goes so far as to stalk Instagram profiles of cute guys and makes recommendations to Alex on possible boyfriends. It was cute and created a tight bond between the two. Robert, his father, has always been the easy going dad who doesn't give a shit as long as he gets good grades. 

After a quick check-in process, Alex and his parents boarded the mighty ship called Excellency. It was a mega cruise ship boasting a 5000 passenger capacity. It had 20 decks, including all the essentials like restaurants, bars, buffets, pools, and hot tubs. Alex was very excited about the Caribbean itinerary, which had plenty of stops on the best beaches. 

Since it was still a few hours before departure from port, Alex decided to enjoy the sun deck, beginning his first sunbathing routine for the trip. He bought the cutest red speedo, which would look gay as hell on some American beach, but he didn't give a shit. It was tight in the front and back, making his package and thick ass cheeks pop. He knew as a younger guy that it would instantly draw attention from any horny guy.

"Ahemm...don't go overboard on the tanning, Alex...you don't want to end up like a lobster before Day 2," chastised his mom. Janet looked at how slutty he was lounging there. She clearly knew why he was trying to show off the goods. Luckily, she thought it was adorable. Robert was well into his 3rd drink after only an hour. His favorite part of cruising was the unlimited drink packages. They all can drink as much as they like for about $300 per person...and he's gonna make the cruise company regret offering such a package. 

Alex, also on his third strawberry daiquiri, was reveling in getting buzzed before 2PM. As his parents walked away to find some lunch, he spotted two men also walking around in some tight speedos. His eyes bulged when he saw how handsome they both were. One was about 6'2" and had an excellent body. The man accompanying him was about 5'9", also in great shape, but also had the sexiest beard and lots of chest hair. Alex loved older men and seeing them walking in the distance suddenly perks his cock up.

Alex stood up and leaned onto the railing of the deck, pretty much targeting his vision towards the two men. Unfortunately he wasn't brave enough to approach them. It's hard to tell him two guys are actually gay or a couple...it's not like there can't be two straight guys who happen to be walking together...and wearing the gayest speedos ever...well maybe...

Having decided he had enough sun, he went back to his balcony stateroom. Then the intercom blaired that the ship was finally departing. The super loud horn roared through the air, followed by cheers and shouts from all the happy passengers. The vacation is finally beginning!

Alex had done a lot of research before the trip on what his cruise vacation will be like. The first thing he will need to do is attend the Friends of Dorothy gathering. He looked at the daily newsletter to find out the meeting location and time. Of course, it was at 6PM at the trendy martini bar called Shakers. In preparation, he decided to change into a cute preppy outfit, deciding the best impression is to be classy. Of course, it was all very form-fitting and his shorts made his ass look so perfect. 

Getting down to the bar exactly at 5PM like most socially awkward dorks, Alex sat at the . He ordered his fourth drink for the night, this time a classic martini. The bartender named Christopher, was a cute Filipino twunk. As he shook that martini, Alex thought how massive Christopher's arms were. Making martinis must be a great way to work out.

"There you go, Mr. Alex. Oh...I see it's gonna be your birthday tomorrow!"

Alex smiled and replied, "Yes, my family and I are on this trip to celebrate my 21st birthday."

"Very happy vacation present! You will have a lot of fun!" Christopher was so sweet. 

"Excuse me...did he just say it's gonna be your birthday tomorrow?"

Alex turned over to his left and he saw this guy sitting two stools to his left. 

"Oh, I'm sorry...I didn't mean to eavesdrop, but it sounds like a cool thing..." said the man. 

Alex quickly moved to sit next to the man and said, "Yeah...I'm Alex...nice to meet you."

"I'm John." 

They shook hands and then looked each other and their drinks. Apparently John liked dirty martinis.

"I'm here by myself, so it would be nice to make some new friends." John looked like he was maybe in his early thirties. He was in good shape and had dirty blonde hair. 

Then, another voice spoke behind them, "Well, well...hi boys!" The flamboyant speaker turned out to be this older gentleman, maybe in his 50's and he was accompanied by another also about the same age. They were the stereotypical flaming queen couple and it was clear they were here for the Friends of Dorothy meeting.

The four of them start chatting and getting their second rounds of drinks. By now, Alex was feeling his bladder fill up and he was getting more than a little tipsy. However, he kept drinking and conversing with his fellow gays. Within another 20 minutes, nearly 20 more gay men drop by to see who's gonna be on this cruise. Alex was surrounded by a mixture of men:

  • About half of them were over 40yo. All different shapes ranging from bears to straight-laced gentlemen. They all seemed to be veteran cruise junkies and some even knew each other from previous trips. It appeared that there was a close-knit group among them.
  • Then there were other cruise virgins like Alex. Three of them were under 30 and appeared to also be with their families. Although they didn't really spend too much time talking to Alex, he held out hope there was a chance to get to know them better.
  • Of course, that pair of guys from earlier that day also showed up. Alex's gaydar wasn't broke at least. They introduced themselves as Simon and Trevor; they were a gay married couple. Apparently two British guys who were also veteran cruisers. Alex felt like they were friendly and maybe there was a chance to perhaps socialize more.

Eventually, the gathering ended and Alex's parents came to fetch him for dinner. Both Alex and Robert have had more than enough drinks and stumbled their way to their dinner reservation. Janet ogled the various men who came to the FOD meeting and smiled about how cute was for his son to join this rowdy group. After dinner, they all became so exhausted on their first day. Alex dropped onto his bed and slept quite comfortably for the rest of the night.

On the next day, it was gonna be an entire day at sea. He decided to try out his spa package, which gave him unlimited use of the ship's spa suite. He was eager to go to a sauna and steam room for the first time...he had never done such a thing on land and he was hoping that it would turn out like a porn video.

When he got into the spa, he looked around and saw multiple men in the gender-specific area. It was then he saw an older gentleman walking out of the steam room butt naked. Apparently you don't need to wear anything in this area. Alex was already fantasizing about the possibilities. Shoving all of this clothes into a locker, he wrapped a towel around his waist and then went into the dry sauna. 

In the tiny dark room, there was only one man inside. Alex was nervous as hell, but he decided to sit next to the guy. He had his towel wrapped tightly, while the other person was sitting on top of his. Alex tried to take a look at his cock, but couldn't see much. He was trying to be subtle.

Alex turned again and took a longer look this time, first at that guy's crotch and then up to his face. However, he got surprised when the man looked directly at his face, apparently catching the young man gawking. He smiled back at Alex, ensuring that he wasn't offended at the stare. In fact, the man spread out his legs, revealing his big soft uncut cock. Alex was amazed.

Within a few seconds, the man's cock grew bigger and bigger, eventually measuring about 8". Alex couldn't believe how quickly that escalated. Unbeknownst to him, he also managed to pitch a tent...his hard cock poked out of the towel wrapped around him. The man saw how aroused Alex was and reached over to touch.

Alex's head tilted back and he moaned. He never knew how a man touching his cock could feel so good. Alex returned the favor and started jerking off the guy's big uncut meat. It then went to sucking and Alex went down on his cock with such expertise. The man perhaps didn't expect such a young guy could be so good at giving head. He grabbed Alex's head and fucked his throat. Within a few more pounds, the man shot his load into Alex's mouth, coating his insides. 

Alex had never swallowed cum before, but it turns out it tasted great. He kept sucking on the cock until it got totally soft and spent. It was then the sauna door opened!

It was a familiar face: Trevor. He caught the two totally screwing around and he laughed when he recognized Alex. The other man had shot his load and got the hell out of there. Leaving Alex in there with Trevor, there was an awkward silence.

"Humm, hi, Trevor...how are you doing today?" 

"I'm good, but I guess not as good as you..." Trevor teased. He was totally amused by how slutty Alex was being. 

Alex was flush red, but you couldn't tell since they were in a hot, hot sauna. The embarrassment left him short on words.

"That guy was rather hot. Did he have a nice cock?"

Alex immediately replied, "Oh my god, it was huge! He let me suck it just like that. I was in heaven." They both laughed so loudly. 

"But you haven't seen this..." Trevor whispered and unwrapped his towel, also revealing another beautiful uncut cock. Alex was in love with it, but was finally succumbing to the heat. He wanted to touch it, but instead declared, "Oh, I think I'm gonna pass out...I've been in here too long."

"It's okay, babe...just a break." Trevor wrapped his monster cock back up and let Alex out of the sauna. 

Alex was a bit unsure of whether he should do anything with Trevor, considering he was married to Simon and he wasn't sure if it was an open relationship. However, he was so stoked about the fact that guys seemed to be offering dick to him left and right. He would have never been the center of attention back on land. This cruise was turning out to be the best thing ever.

Leaving the spa, he decided to head back to his room. When he got there, he was greeted by a little monkey made from a bunch of towels. He had heard about them towel sculptures and it had a birthday card and a plate of chocolate-covered strawberries. It was the cutest birthday present ever.

He phoned his parents and told them about towel monkey. Janet and Robert had been relaxing in their suite for most of the day, but encouraged Alex to explore more of the ship on his own. 

So far, it has been a great trip. Alex now wonders what other kind of trouble he could get into while onboard.