The Annex Hotel

"The devil made me do it.........bless his heart!!"

The three men politely chuckled at Fritz's comment. The semi-private room had attracted some looky-loos, having witnessed one  very  rough spit-roast of the steward, who was struggling to stand. 

"Rest a minute Fitz, "

Fritz was nicknamed Fitz when he was five, it stuck. His tantrums were legendary at his  pre-school, thus the nickname, which followed him all the way through high school. Of course in high school  it had been amended to Fitz the fag. At eighteen, giving himself an off year before college, he ended up in LA at a bar called the Black Hole, where he was offered a job. The following week he was being a steward to a couple at the hotel. 

He took the interview based on the sketchy description given by the man who recruited him. Once at the hotel, he walked out when the details were revealed, only to return fifteen minutes later (the time it takes to walk around the block) to find Lyric where he left him. This time Lyric was holding a pen over the contract he had printed in Fitz's short absence. "How's you know I'd be back?"

Lyric flashed a smile, "They always come back"

In the party room Fitz asked to be excused from further service, unhappily Alex agreed and called for a replacement. Fitz was required in a suite on the second floor at midnight, he felt a couple hours of kegles, a shower and douche would put  him back in  shape for the steward assignment. 

Fitz loved sex of any flavor, the rough fourway was no problem. He just didn't expect it to be quite so rough. The three men were mutants in the cock department, but he weathered that storm with flying colors. He made all three have intense sounding orgasms and even accommodated when they asked him to Jack off for them.

Suite 269 was at the end of a long hallway with seven or eight suites on each side. Reaching his destination, Fitz ran a mental checklist to insure he didn't come unprepared. Satisfied, he pushed the buzzer. Another steward, Max, opened the door  , "Hey Fitz " then conspiratorially "Wait til you meet  these guys. This is gonna be fun!"

Max and Fitz shared a dorm room with four other stewards; the two had shared stories, a friendship that eventually formed into  a more-than-friendly bond.

Fitz heard the shower, both guests most likely in there at once. 

"Come on Fitz, come meet our guests" Max was way too eager. Fitz decided something was up. 

In the large steam shower two bodies could be seen through the opaque glass. Pulling Fitz with him, Max opened the shower door and both stewards joined the guests. 

The guests were naked of course, and eerily familiar. 

"Hey Fitz!"

"Uh....hi...you've been here before? It seems I've seen you ...."

"Fitz!! Fuck man!! You don't recognize me? The first guy you ever fucked?"

"No......Cameron?.....but...". Fitz did not remember the body he was looking at. About his height and weight, curly ginger hair, a great looking dick, and a 34" bust. "But...."

"You knew I wanted to do this, Fitz. I wanted it for as long as I can remember. You told me to go for it, you even went with me to the clinic."

Fitz's  smile occupied the boys whole face. With open arms he embraced his old friend. 

"Damn!! Cam, those things are hard. Poking holes in my chest!!"

"Yeah. A downside but what the hell, nipples are still super sensitive. Sergio likes to chew on them" with a chuckle, Cameron pulled his boyfriend next to him. "This is my boyfriend, Sergio. Sergio, this is Fitz, the first guy to fuck me"

Sergio was strikingly handsome, Latino with golden skin, dark hair cut into a fade, tasteful patch of black chest hair, and no dick. 

"So we finally meet, Cam's been talking about you forever. " this new boy gave  Fitz a lascivious look over   " Maybe I'll get some of that ,too"

Fitz was intrigued, the boys were to be his first experience with trans men. "Well, Max and I both belong to you for the length of your stay. We are 100% at your command"

The four were destined to get along fine. Showering didn't last long at all; tumbling together into the bedroom, the four jumped onto the bed still soaking wet. 

"I want you in all my holes, Fitz. Maybe I'll be bottom with three dicks in me. "

Max and Cameron had fallen together with lips meeting in a deep passionate breath sucking  kiss, grinding their growing dicks against one another.

"Hell yes!!  The kinkier the better. You know we can order up any equipment you want from the dungeon. "

The evening began with a challenge to see who could orgasm the most times. Not able to  choose an appropriate reward, it was decided a punishment would be more suitable. Each boy would be doing his best to make the other boys cum. Max and Fitz figured they'd be shoe-ins for the championship. 

Sergio was laid on his back, ankles held back far enough his butt was straight up, while Cameron found the prone boys mouth for a prolonged kiss, max and Fitz descended upon Sergio's ass and fleur. It seemed like moments after Max began sucking Sergio's clitoris, he had induced a short but intense orgasm. Sergio was awarded one demerit. A dry erase pen was used to make a single slash mark on his forehead. 

Cameron moved to Fitz's side so he could alternate eating and fucking Sergio's asshole. . Max continued working on the boy's clitoris, but moved in closer so his dick was practically laying on Sergio's face. Taking the hint, Max's dick was being sucked. 

Fitz turned his body around and backed up to Sergio's ass, bending his dick back he put it in, Max wasted time abandoning the quivering clitoris and imitating Fitz, plugged his dick in Sergio's upturned fleur. Together, Fitz and Max  double fucked the glistening holes, to Sergio's loud delight. Cameron relieved the stewards when their knees hurt. The three were triple fucking Sergio while they all enjoyed the absurdity of the scene. Sergio began groaning as the fucking sped up and yelped as Cameron especially drove his thrusts as deep as he could. 

While the boys fucking didn't notice, Sergio had been diddling his clitoris after Max's rapid departure. His shuddering and stiffening body betrayed  another orgasm. Another demerit. 

Cameron was feeling kinky, producing a three foot long double headed dildo, he inserted one end into Sergio's butt along side Fitz's dick; he then shoved the other end into Fitz's asshole. Both boys were now yelling at the penetration. Max squirted lube on both buttholes, then stuck his dick in Cameron's ass. 

Fitz was loving this, the dildo in his ass was a pleasant surprise, it rubbed against his g-spot perfectly. He was going to be close to cumming pretty damn quick. 

Fitz had been working at the hotel for six months, at first he wasn't sure he was cut out for a life centered around sex. It turned out to be the perfect solution to the demands his parents made of him. Go to school or go be gay somewhere else, in  so many words. 

Max was responsible for convincing Fitz to stay and give it an honest chance. These words were whispered after Max gave Fitz an earth shattering orgasm. How could he refuse?  

Cameron and Sergio stayed at the hotel for four days, one of those days happened to  be VIP party day. The last day of their stay they were invited to join the party. 

The four boys didn't only fuck the whole time. Trips to the rooftop pool and spa, whole days playing video games, watching porn and laughing at all the bad acting, and sleeping evened out their stay. They took their meals via room service, were almost banned from using that food delivery system after kidnapping the boy who brought the food. They kept him for two hours, making sure that when he left he had three loads in his cute ass and the memory of giving a guest who was also a trans man several powerful orgasms. He was ordered to deliver his "gift" to Lyric.  

This practical joke was in response to one played on the boys in Fitz and Max's room.  A new steward was sent to the boys room bearing a gift from the front office. The boy arrived, turned his back to them and asked them to remove the plug in his ass. When removed, the boy attempted to push out the contents of his "playground " (cleaned, douched rectum), a quantity of wrapped Hersheys kisses popped out. Unfortunately the boys body temperature had rendered most to liquid. . An unsightly stream of chocolate spewed from his asshole. 

The boys laughed for a week, and of course they ate the chocolate as well as those which had melted. 

Though Alex had made it clear no more practical jokes would be tolerated, when Fitz sent gummies to Alex and his boys  in the butt of an agreeable steward,  nothing more was said about practical joking. The gummies had been cannabis infused and strong. 

Fitz and Max were often claimed together as room stewards.  They worked well together and showed it in the hotel's steward catalog. They were shown solo and together; the "together" profile showed them in slave bondage: hogtied, plugged, gagged, chastity, the works. It wasn't often they were tasked with being sex slaves to a guest, but they were always up for it.

Room 200 was one of five rooms outfitted like a home dungeon. The bed has restraints attached to each corner. Upper and lower. A sling hung over the bed, the walls featured specially build pillories, St Andrew's crosses, and shelves full of accessories of all kinds. 

Fitz was working this room, as usual he arrived before the guest in order to present a proper welcome. The steward-bellhop opened the door to admit Master Ivan and his three "slaves". Three young men, naked, on their hands and knees were led by leash into the suite with a handsomely dressed older man. 

"Welcome to the Annex Hotel, sir, I am......."

"Young man, let me correct you here, there is nothing you can say that I want to hear. I have this room for three days during which time you will supervise these slaves" The man set a laptop on the handiest surface and pulled up a screen headed "Daily Routine " under which was a list. 

"Follow the routine and I'll return in three days to retrieve them from their .......vacation "

Looking at the now kneeling boys, "Present!"

All three boys turned around, placed their forehead on the floor, their butts raised high as in "presentation ". The man touched each boy, caressed their perfect cheeks, then dug a finger into each boys asshole and  put the finger in his mouth. "Ah.....berry....it must be Thursday."

Without another word the man turned and left the suite. 

Fitz looked at the laptop screen, "Some vacation! " the boys were still on their knees, Fitz saw three cute butts all showing their holes. "Stand up guys, let's see what's .....going on....here" Fitz was flustered, this was a first. He's been steward to masters with subs or "sons" but never slaves. This was uncomfortable and he really didn't want to be here. 

Standing, all with hands clasped and heads bowed. One boy was porcelain white, light brown close cropped hair, smooth body, in chastity as were the other two. ; the boy in the middle was clearly Latino, bronze skin, close cropped brown hair; the third boy was ebony, hairless body. All three boys were handsome, had muscles but not ripped, normal bodies. 

"Well guys I'm Fitz, I guess I'm here with you for the next three days. What are your names?"

The boys stayed mute, "Can you speak?"