Leslie was suddenly awoken, feeling something tickling one of her nipples. She opened her eyes and found Amy and Ana standing over her, giggling and waving a feather.
“Rise and shine, sleepy. It’s five minutes until we’re on duty,” Amy remarked.
Leslie sat up and yawned. She reached for the table next to her bed but her hands came up empty. She then realized that she hadn’t even bothered to take her choker off before collapsing the night before. She slid out of bed and stretched, before putting on her sandals.
“Any word on what the agenda is today?” Leslie asked after letting out another yawn.
“None, as usual,” Amy lamented. “All Ed said is he thought we’d have a lot of fun, so take that as you will.”
Leslie made her way downstairs and found the usual morning milling of the owners and pets. She walked outside and found Jacob chatting with a couple of other owners as she had the day before.
“Good morning, Leslie. I hope you had a good night’s rest. You had an eventful day yesterday,” Jacob grinned.
“I couldn’t wait for sleep to cum,” she remarked, making sure to pronounce “come” in that particular way.
Jacob let out a short laugh. “I bet. You’ve been quite busy on this trip, not even including the planned events.”
“Oh? A lot of the pets seem to be taking advantage of getting to know each other. It has been wonderful to see,” Nazmiye Karadağ, Rahmi’s owner, concurred.
“Yes, Megumi has been trying to see if she can hang out with everyone,” added Megumi’s owner Rieko Shinkai.
“Megumi and I are sharing a room, but I haven’t had much of a chance to hang out with her yet,” Leslie commented.
Jacob glanced over at Leslie. “You don’t have a passport yet, do you, Leslie?”
“Ah, no I don’t.”
“That’s okay. It’s easy enough to get. I’m sure I can help you apply for one. It’s something you should probably have in this job anyway. We can start on that when we get back,” Jacob noted.
The group continued to chat until it was time for breakfast, which ended up being eggs Benedict. Leslie, as usual, found it exquisite. She had eaten more good food since starting this job than she perhaps had in her entire life up to that point.
After breakfast, everyone was herded to the front of the house where the caravan of Suburbans was waiting for them once again. Leslie ended up sharing a ride with Andre, the second time she had ridden with one of the boys the day after having fucked him.
“We seem to keep bumping into each other,” Andre smirked as he sat in the backseat next to Leslie.
“Well, I’m not sure I’d describe the last time as ‘bumping’,” Leslie replied with a laugh.
“So, are you a student?” Andre inquired.
“What? Oh yeah. I’m, ah, starting my junior year in a couple of weeks. “What about you?”
“I am starting my second year soon. I came up here from Brazil.”
“He was one of three applicants to the pet advertisement I put out,” added Rosemary Douglas, Andre’s owner. “I ended up interviewing all three and I must say Andre impressed and charmed me quite a bit during his interview.”
“Yeah, I can see that happening,” Leslie smiled. “He is easy to talk with.”
“That should help you with the ladies on this trip,” Jacob chuckled.
Andre just nodded as if to acknowledge that it perhaps already had.
The pair cheerily chatted during the long car ride across the city, before finally arriving in what Leslie thought looked like some sort of designated commercial area. The Suburbans lined up in such a way that they obstructed anyone’s view of the passengers getting out and into the building.
“No way! How did you even get permission for this?” Leslie asked incredulously upon seeing where they were.
“The glories of private property and knowing people with connections,” Jacob grinned.
Leslie looked around. They were now inside an indoor go-kart facility. It also featured a lounge area with a small bar as well as other entertainment.
“This is nuts!” Leslie chatted excitedly. She had always wanted to go go-karting, but her friends were never all that interested. Now she was going to be given the chance, and in the strangest way possible—while naked.
“What about the workers here? Won’t they ask questions?” Leslie inquired.
“I’m sure they’ve been made well aware of the sensitive nature of this visit. Also, I have a feeling many of them won’t object.” Jacob nodded towards a couple of boys working at the location, whose eyes looked like they might pop out of their heads.
Leslie giggled. “Yeah, I suppose they won’t complain about the scenery.”
The group decided to split into two groups of six for the first two races. Leslie was in the initial race along with Samuel, Ida, Elias, Lisa, and Megumi. Leslie grabbed a helmet and sat in the car. She then, with the help of one of the boys she saw earlier, got buckled up.
“Uh, I’m sorry,” the boy apologized as he accidentally brushed his hand against her bare clavicle as he helped her buckle in.
Leslie chuckled. “It’s okay. Just enjoy yourself today too, okay?”
“Uh, sure…” he replied, definitely unsure of that prospect.
The karts did a slow lap around the track to make sure they were all operating correctly, before lining up to start. A girl then dropped a green flag, indicating the start of the race. Leslie pressed the gas gently at first, unsure of how much she needed. However, several of the other carts started quickly getting away, and she pressed harder.
She was using this first race to get used to handling the kart, using the twelve laps to figure out how best to attack each turn. Finally, the race ended with Leslie finishing in fifth place, only ahead of Megumi. Samuel just edged out Elias for the win. Leslie unhooked herself and took off her helmet, carrying it over to where Jacob was watching.
“How’d you like that?” He asked as she arrived by his side.
“It was fun. I’ve never gone go-karting before, so I kinda had to get used to driving these things.”
“It looked like you got a good handle on things by the end, though,” he smiled.
The second group then got prepared to race. Leslie tried to pay attention to which cars Ana and Amy were driving so she could cheer them on. The second group got the green flag, and the sound of the electric motors filled the building. Ana’s kart shot out in front, swinging around the first couple of turns, Ana’s hair fluttering out the bottom of her helmet.
Leslie started jumping and clapping in excitement as she watched Ana pull out to a significant lead over everyone else. She expertly turned the corners as she easily crushed the other riders in her group. Leslie skipped over to her as she pulled aside and exited her kart.
“That was amazing!” Leslie excitedly congratulated Ana.
Ana pulled off her helmet and was beaming. “Thank you! I guess my experience karting with my brothers came in handy,” she beamed.
“Maybe you can give me some tips,” Leslie laughed, hugging Ana.
Ana giggled. “I can try I guess, but really just practice is the best way to get better.”
Everyone then decided to do an all-girls and an all-boys race. Leslie got into her kart and prepared to go. Ana was going to be the clear favorite to win, but she hoped she could more confidently drive in this second race.
The green flag dropped and Leslie pressed the gas more confidently this time. She soon found herself in the middle of the pack battling with Nikki and Helena. However, Leslie made a few mistakes near the end, allowing both girls to pass her on the final couple of laps, landing her in fifth place out of eight. Ana, once again, finished on top.
“Darn, I thought I’d do better,” Leslie frowned after parking her kart and exiting.
“It was only your second race. You’re honestly not doing that bad,” Ana reminded her as she gave her a hug.
The group then stepped to the side to watch the four boys race. Leslie could feel the testosterone in the room as the men were trying to size each other up and taunting each other about who was going to win.
One of the workers—the girl waving the flag—appeared to be particularly interested in this race, and Leslie grinned.
The race got started and all four boys took off and stuck together around the track. It was a fierce and competitive race, with none of the guys wanting to get left behind, shamed for all time as a go-kart loser. In the end, Andre took a risky turn in front of Elias on one of the last turns to pull ahead and take the win.
“That was cheap,” Elias smiled as he congratulated Andre on his win.
“Whatever it takes, man, whatever it takes,” Andre replied with a giant grin.
Different groups continued to race, as others went off and ate lunch or played with some of the other entertainment available. Leslie and Ana decided to split a small cheese pizza during their lunch break. Leslie observed some of the other goings on as well. She grinned as she spotted Ida and one of the young male employees slip out of one of the back rooms. She also spotted Elias and the flag girl chatting between races, the girl having a giant grin on her face. Leslie wouldn’t be surprised if they found themselves in some storage room later as well.
Leslie raced a total of six times, with her best finish being third. She also tried using some tips Ana gave her in the process. After a couple of hours, it was time for the final race.
“Owners race! Owners race!” Samuel and Andre started yelling, soon followed by everyone else. Finally, the owners relented and they all piled into karts. Leslie waved at Jacob as he rode by during their warm-up lap.
Soon the race started, and the karts went speeding by. The pets started yelling and cheering for their owners as the karts flew around the track.
“Go! Go! Go!” Leslie screamed, jumping up and down as Jacob progressed through the field. She was almost yelling herself hoarse as Jacob took the lead with only a couple of laps to go. “Come on! You’ve got this!” Leslie excitedly cheered as Jacob led the group on the final lap.
Then on the next to last turn, Hugo snuck the nose of his cart inside of Jacob’s, passing him. “NOOOOOO!” Leslie cried as Hugo took the lead before swinging around the last turn, leaving Jacob in second.
The owners parked their cars and Jacob walked off the track.
“You were so close!” Leslie exclaimed, happy he finished second, but sad he couldn’t win. She ran up to Jacob and gave him a hug, which appeared to catch him off guard. He tentatively patted her on the back, before Leslie let go.
“Yeah, he got me there at the end,” Jacob smiled.
“Don’t feel too bad. I’ve passed many a racer on that last turn here over the years,” Hugo grinned, coming to shake Jacob’s hand on a good race.
Leslie decided to get a bottle of water before going back to the cars. This time she and Jacob ended up riding with Ida and her owner Timothy Tucker.
“That was crazy. It was kind of surreal being in a place like that while being naked,” Leslie excitedly remarked as the cars got moving again.
“Oh, we’re just getting started today,” Jacob replied, grinning back at her.
“Now what are we doing?” Ida inquired.
“Oh, you’ll see,” Jacob simply answered with another grin.
Ida and Leslie chatted during the half-hour car ride to their next destination. Leslie asked about what Greece was like, and she was happy she was getting to talk to several of the pets from other places in the world.
Leslie was amazed to hear that while nudity wasn’t exactly commonplace in Greece, it was far less frowned upon. She explained it wouldn’t be uncommon to see someone naked at a beach or spa area.
“Anything like that would probably get you arrested here, which is why I’m so amazed at what we just did,” Leslie explained.
“That’s a shame,” Ida lamented. “So that is why we had to go all the way out to an island to go to the beach naked?”
“Well, there are some nude beaches in California,” Jacob jumped in. “As you’ve seen, influence can still allow you to get away with some things, but certainly not everything. I’m sure even we would get in trouble if we let you all lose naked in downtown LA, for example.”
Once again the caravan pulled up to a nondescript building, forming a line to block the view of any pedestrians.
“Alright, let’s see what we’re doing this time,” Leslie half-mumbled as she and Jacob walked into the building.
What met her gaze was a roller skating center. It seemed like a relatively modest one, but one just the same.
“No way!” was, again, the only real reaction Leslie could have. This time it looked like the only person working was the owner, who was busy chatting with Hugo, which was obviously how they were able to rent out the place for the afternoon.
“You better go up and get your skates,” Jacob reminded her.
“Oh yeah, right,” Leslie murmured as she walked up to the counter. It had been four or five years since she last properly went skating and she hoped it would come back to her as she gingerly stepped out onto the rink. She slowly moved forward, the technique coming back to her pretty quickly. Soon enough she was skating around with ease. As usual, It was a different experience doing this naked.
“Uwaa!” she then heard someone call out. She looked and saw Megumi sitting on her butt a couple of feet from the side of the rink.
“Are you okay?” Leslie asked, offering her hand to Megumi.
“Yeah, I think so. I thought I would try skating without clinging onto the railing and…” She didn’t need to finish the thought as the results were self-evident.
“Can I help at all?” Leslie offered.
“Ah, arigato. Thank you.” Megumi laughed, grateful for the offer.
“Here, take my arm,” Leslie remarked as she offered her arm, Megumi taking hold of it. “Now let’s slowly move forward. Just try to keep your balance, okay?”
“Hai,” Megumi replied, nodding her head.
The pair took a slow lap around the rink with Megumi holding on for dear life to Leslie. “See, it’s not too bad. You just need to learn how to keep your balance and you’ll be good,” Leslie reassured her.
The pair did another lap around the rink and this time Megumi seemed to noticeably improve.
“Thank you for your help. I will try to go without using you as a support,” Megumi commented as she tentatively let go of Leslie’s arm.
“There you go! You got it. Just go slow at first and just do more as you feel comfortable,” Leslie reassured her.
Leslie skated for a little while more with Megumi before becoming satisfied that she had a handle on things before deciding to spend the rest of the time skating around with some of the other pets until it was finally time to go.
By then it was after 5 p.m. and Leslie was wondering if there was going to be more to the day or if they were going back. She piled in the car with Jacob along with Nikki and Hugo, waiting to see what was going to happen next.
The caravan once again headed west, and Leslie occasionally looked out at cars passing on the highway next to them, their passengers unaware she was riding alongside them naked behind the vehicle’s tinted windows.
After about another hour’s drive, the caravan pulled up to another building and it was clear that they were not heading back to the mansion quite yet.
“Bowling?!” Leslie exclaimed looking out the window to see where they were.
“This was a special request of Nikki’s,” Hugo remarked with a grin, glancing back at the two pets.
“I still don’t get how you’ve done this,” Leslie just shook her head toward the two owners in the car. Jacob just grinned back.
“One of the advantages of having a lot of business connections in the area,” Hugo explained, proud of what those connections had let him do on this trip.
It had maybe been a year since Leslie went bowling, but she felt like she should still be competent at it. The group was randomly divided into four teams of three. Leslie ended up getting put with Ana and Rahmi.
Leslie and Ana excitedly celebrated being put on the same team and found a lane to play on, and Rahmi soon joined them. The trio had already hung out earlier, being on the same volleyball team the day before.
“Hello ladies,” he greeted with a grin.
“Hey, Rahmi. I hope you are as good at bowling as you are at volleyball,” Leslie teased him.
“I guess you’ll find out,” he teased back.
The trio started their first game, with Leslie getting two spares and a strike in the first five frames, opening up a good lead over Rahmi, while Ana struggled to figure out exactly how she should throw the ball.
Rahmi started charging back in the second half of the game, throwing three spares in a row. Leslie started to get worried as her lead quickly evaporated and really became concerned when she only bowled a nine in the ninth frame but Rahmi bowled a strike.
“Yes!” Rahmi celebrated, pumping his fist.
Leslie grabbed her ball, knowing she needed at least a spare in the tenth, but ended up only bowling an eight. Rahmi had to bowl the worst frame of his game for her to win now.
He lined up and released the ball. Leslie’s heart sank as she saw the ball’s trajectory. It hit the pins, getting an eight. He had won. She didn’t even watch as he left an open frame for the first time in the second half of the game. It didn’t matter. He won by a score of 132 to 125.
Finally, Ana was up on her final frame. She released the ball and bowled her first opening nine of the match. She hadn’t even so much as gotten a spare yet, but now she had a real chance.
“C’mon Ana! You can do it!” Leslie cheered her on. Ana looked visibly nervous at the possibility of finally being able to knock down all ten pins in a frame for once.
Ana released the ball. It just clipped the last pin knocking it down. Leslie got up and hugged Ana.
“Yay! You finally did it!” Leslie celebrated. Ana almost went back to her seat. “Wait, you have one more throw. It’s the tenth frame!”
“Huh? I do?” Ana asked, confused.
“Yep. You get one more toss if you get a spare in the tenth. Don’t ask. Bowling is weird,” Leslie laughed.
Ana knocked down eight more for a score of 79.
“Man, I had that game!” Leslie once again grumbled.
“I bet you can’t beat me next game either,” Rahmi challenged.
“Oh yeah. I was beating your ass for most of that game. I bet I can!” Leslie accepted.
“Hmm. If we’re betting on this, what is the cost for the loser?” he pondered out loud.
“The loser has to do whatever the winner says on the car trip home,” Leslie confidently suggested. She was not going to lose this game, so she wasn’t afraid to propose a bet she might regret losing later.
“Deal, then. Enjoy the trip home,” Rahmi answered with a grin.
After grabbing something to eat at the diner behind the lanes, the trio set up for their second game. The game did not start well for Leslie. She ended up trying too hard, and by the halfway point, she found herself with a considerable point deficit.
“He did it to me in the first game, I can get him back in this one,” she tried to encourage herself. But she could feel that her technique had fallen apart. She was going to try to concentrate on bowling properly again.
Her renewed concentration helped as her bowling started to improve significantly, resulting in three straight spares. However, Rahmi wasn’t going to be so easily beaten, getting a spare of his own in the seventh frame. Heading into the ninth frame, she had cut into his lead considerably.
Leslie leaped to her feet at the start of the eighth frame as Ana finally was able to toss a strike—and on the back of her first spare of the game, as well. She ran over and hugged Ana in excitement. Ana was hardly a good player yet, but she was improving.
In the ninth frame, Leslie swore to herself as she only bowled a six to add to her latest spare, and then again when she left one pin on her second throw, resulting in her first open frame in the second half of the game. However, some hope crept back into her as Rahmi had an even worse frame, bowling a six. She was now only seven pins behind going into the tenth frame.
Ana bowled first, finishing with a score of 92, a fair improvement over her score of 79 in her first game. Once again, Leslie got up and hugged her in congratulations for her improvement.
Leslie then grabbed her ball and let out a sigh. She needed at least a spare here. She let the ball loose and it looked good. It hit the pins, leaving only the 10-pin remaining. She gave herself a little fist pump. Her heart was beating fast. A spare here would give her at least a chance. She threw her second ball. Her heart skipped a beat as it looked like it might gutter before reaching the pin, but it just clipped it, giving her the spare she needed. Now she just had to throw a good final ball, and then hope to hang on.
She tossed the ball and again hit the 1-pin a little too head-on. She dropped seven pins, giving her a final score of 116. It was a little worse than her first game, but it was still okay for her. She then did some quick math in her head. She had ten pins to play with. As long as Rahmi did not throw a spare or strike, she would win.
Rahmi threw his first ball. It missed to one side and left four pins—but they were four gettable pins: a 2-4-7-8 configuration. Leslie held her breath as Rahmi lined up for his second ball. The ball went down the lane. Her heart suddenly sank as it plowed into the 4-pin just at the right angle, knocking all of the other pins down. The best she could hope for was a tie, and that was if Rahmi just straight-up gutter-balled his final bowl, something he hadn’t done all day.
And, of course, he did not, sealing the victory with an eight and a total score of 124.
“So it looks like you couldn’t keep up with me after all,” Rahmi gloated after the final score tally popped up on the screen. “Looks like you’re mine on the car trip home,” he added with an additional grin.
“Yeah, I did make that bet didn’t I?” Leslie groaned.
“I’m sure it won’t be too bad,” Ana tried to console her.
However, to Leslie, whatever Rahmi was going to have her do didn’t concern her. What was the worst he could do? Have her fuck him? It’s not like she hadn’t already fucked two guys already this week. It was more her pride that hurt. She thought his comeback in the first game was a fluke. She was so determined to show him up that she fell apart in the first half of the game so badly that by the time she recovered it was largely too late.
Everyone else wrapped up their games as Leslie turned in her rented shoes and found a place to pout until it was time to leave. She was still mad at herself for letting herself get so worked up about the game. Soon enough, everyone was outside piling into their respective SUVs.
“So I heard you lost a bet to Rahmi while bowling,” Jacob remarked, looking back at her as they got settled in the car.
“Yeah,” Leslie just sighed in return.
“I can’t wait,” Jacob grinned, which Leslie just returned with a glare, although the glare was directed at herself more than him.
The cars started moving and Rahmi spoke up. “Okay Leslie, get on your hands and knees on the seat and give me a blowjob, while also getting yourself off. Maybe you’ll give a passing car a good show, as well,” he ordered with a grin.
Of course, the tint on the windows was good enough that it was doubtful anyone would get a show, on top of the fact that it was night. Nevertheless, Leslie sighed as she grabbed Rahmi’s semi-hard cock with one hand while she reached with her other hand to rub herself. She slowly lowered her mouth over him.
She found that she had to concentrate on staying up, as the occasional shaking of the car sometimes threatened to throw her off balance as both of her hands were currently occupied. She rubbed her tongue against Rahmi’s cock as she thumbed over her clitoral hood. Rahmi reached his hand under her and started running his fingers around one of her breasts.
She felt Rahmi get bigger in her mouth as she continued to work, letting out a couple of sharp breaths as she also got worked up from her masturbation. She started to get excited thinking about what Rahmi might have her do. She hoped it would be something a bit more creative, or at least different.
Rahmi pushed her head down on top of his cock. Fortunately, Leslie was able to adjust using her deep-throat training. She slowly bobbed up and down, taking his full length into her mouth and throat, only pulling off long enough to breathe.
“Do you think you’re ready?” Rahmi finally asked after a few minutes.
Leslie nodded in the affirmative while still sucking his cock.
“Alright then, get up and turn around, while staying on your knees and elbows,” he directed.
Leslie pulled off of him. “Can I at least get off of them to move?” she asked with a laugh.
“Yeah, that’s fine,” he chuckled in return.
She then shifted so she was now facing the other way, looking out the window with her ass facing Rahmi.
He then got on his knees behind her and rubbed his hands over her buttcheeks. “I love your ass, by the way,” he complimented, causing Leslie to slightly blush.
He then slowly pushed himself into her, causing her to gasp, and she put a hand up on the door to steady herself. He started pumping in and out, increasing his pace until he seemed to find a good rhythm. Leslie continued to gasp as his cock rubbed against her G-spot.
“Call me ‘daddy’,” he then demanded.
“What?” Leslie asked out of surprise between gasps.
Rahmi then slapped her left ass cheek. “I said call me ‘daddy’.”
“Yes, uh, D-daddy,” Leslie complied.
“Mmm. Good. What do you want me to do?” Rahmi then asked.
“I want—I want you to fuck me hard!” Leslie replied.
Rahmi slapped her ass again, slightly harder this time. “You didn’t call me ‘daddy’. What do you want me to do?”
“I want you to fuck me hard, daddy!” Leslie cried out.
“Does daddy’s girl deserve to be spanked?”
“Uh-huh.”
Rahmi gave her another spank. “And why’s that?”
“Because I’ve been a bad girl, Daddy,” Leslie gasped out. The feeling inside her was starting to get intense.
Rahmi slapped her again. The pain from the slap seemed to just add to the growing feeling within her.
“How many people have you fucked on this trip already?” Rahmi continued to interrogate her.
“Let—let me think,” Leslie tried to count up everyone. Samuel on the plane, Nikki in the shower, then Ida, Andre, and Lisa the day before. “S-six, including you, d-daddy!”
“Hmm, I think you deserve a slap for each one.” He then slapped her ass six more hard times. “Such a naughty girl. Fucking six people in three days, tsk tsk tsk.”
Leslie couldn’t hold back the feeling of all the sensations and teasing. She moaned as she tensed up with an orgasm seizing her.
“Orgasming already? Such a naughty girl,” Rahmi remarked, before giving her ass another hard slap. Leslie started to feel sore, but she didn’t care as the orgasm gripped her. After a few moments, the feeling released, but she was still hanging on for dear life as he continued to fuck her.
“You want to fuck all four guys on this trip, don’t you?” Rahmi continued.
“Y-yes. I want to fuck all four of you, Daddy!” Leslie then got the image of all four guys gang-banging her in front of everyone, and it turned her on even more.
“Do you want Daddy’s cum pumped inside of you?”
“Y-yes, daddy! I want your cum deep inside of me!” Leslie could already feel another orgasm starting to charge towards her, and she grabbed onto the door and seat to prepare again.
Rahmi gave her another slap on the ass. “Such a bad girl, wanting daddy’s cum in her. Only bad girls want that.” He slapped her ass again. “You wish we were doing this in front of everyone, don’t you? Getting fucked and humiliated in front of everyone.”
“Ye-yeaaaaa…” Leslie started to reply but the second orgasm slammed into her, cutting short her reply. She tried to hang onto whatever she could as her body seized up again.
“Another orgasm. Such a dirty girl,” Rahmi slapped her ass hard again, “and you didn’t call me daddy again.” Another slap.
Leslie’s eyes felt like they might have rolled into the back of her head before the orgasm finally subsided. She gasped for breath. “I-I’m sorry, daddy.”
“Daddy’s about to cum soon. Do you like that?”
“Please cum in me, Daddy.” Leslie was hot and sweaty. She could feel herself building up again, and it was only a question of whether he finished before a third orgasm hit her. She felt like he was getting close because he suddenly stopped talking quite as much, as if he was having to concentrate more himself, now.
Then suddenly, he pushed himself in her as far as he could, and he released his cum inside of her, squirt after squirt. Leslie let out a gasp, falling to her forearms. Finally, he appeared to be finished and slowly pulled out.
“Oh look, you’re dripping. Again, such a bad girl,” Rahmi remarked as he gave her ass one final slap.
Leslie was on the verge of crying. Not out of pain but because this was a completely new and almost overwhelming experience. She had orgasmed hard twice, and the spanking and other play just added to it. She finally flipped over so she was on her back, still catching her breath.
“Well, that was definitely a new experience for you, Leslie,” Jacob remarked with a grin.
“He’s good, isn’t he?” Rahmi’s owner, Nazmiye, then added.
“You did well,” Rahmi smiled down at Leslie. “That completes your bet, good job.”
Leslie smiled and gave him a thumbs-up. She was still recovering and she was sure they were probably still going to have them do something once they got back to the house so she spent the rest of the car trip resting up.
Indeed, once they returned, Hugo announced a game of Capture the Flag. A course had been set up while they were out during the day. There were two sides, marked off by tape, and small flags for each team to place.
He explained the rules: anyone tagged in enemy territory had to freeze until unfrozen by a teammate—and then had to run back to their own territory to be eligible again. No one could be within ten feet of their flag unless actively chasing a member of the opposite team. The first team to get the enemy flag back to their base wins.
One of the owners randomly split everyone into teams. Leslie volunteered for flag protection duty as she was still recovering from her car adventure and figured it would be, hopefully, the most relaxing role of the night. That was partially true, as the teams took a while to maneuver to get enough people tagged to be able to attack the other’s flags. In the first game, Leslie didn’t have to worry at all as Elias was able to distract the other team’s guard for long enough to allow Nikki to grab the flag and bring it back to Leslie.
“Congrats! Team one wins the first game!” Hugo announced. After a ten-minute break, the teams got reshuffled and they played again. Leslie felt she would guard one more time, then maybe actually try to capture the next game.
Elias and Nikki got put on the same team again, but this time the opposing team. Leslie decided she would make sure they didn’t do the same thing to her as they did to the guard in the first match. She had seen how Elias had baited the guard into chasing him, allowing Nikki to grab the flag, and was determined not to do the same.
She was standing guard when she noticed Nikki starting to approach her from one side. Leslie shifted and tried to get between Nikki and her side’s flag, trying to make sure no one else came from behind. Nikki ran close, then backed off, seemingly trying to bait her. It was tempting to try to tag to freeze her, but Leslie knew it was a trap. It would be better if another member of her team came and reinforced her.
Then suddenly Elias appeared from the other side, and Leslie tried to run around to get in his way. He reached for the flag and missed, getting tagged by Leslie in the process. Nikki tried to use the distraction to grab the flag, but Leslie reached over just in time to tag her as well. At this point, the other team’s only unfrozen player was their flag guard, and it was only a matter of time until Leslie’s team was able to unfreeze all of their players and capture their flag.
They started a third game and Elias and Nikki once again were placed on Leslie’s team. However, this time Leslie decided to play a more forward position. After she and Megumi were able to pincer Andre and tag him, Leslie decided to help her side on the flag capturing, only to get tagged and frozen herself by Amy. In the end, the other team won after Lisa caused Ana to slip trying to protect their flag, allowing her to grab it and run it back.
The group played a fourth and final game, with Nikki and Elias finally getting split up. Lisa was on flag duty this time as Elias tried to act as a decoy while Ana and Leslie went after the other team’s flag, which was guarded by Megumi.
This appeared to be the most evenly split match so far, with people continually getting frozen and unfrozen. Eventually, however, Nikki outflanked Lisa, grabbing Leslie’s team flag, and just escaping to win the final match.
“I’m exhausted!” Leslie remarked, sweat beading up on her. Indeed, it had been a very activity-filled day.
“No kidding,” Nikki laughed, as she waved the flag she was holding in victory.
Everyone only had a few minutes of free time before their midnight end of shift, so everyone rushed to the bathrooms to take quick showers to allow everyone their chance.
Finally, Ana, Leslie, Amy, and Megumi returned to their bedroom, their on-the-clock time over for the day.
“I’m tired, but I’m still buzzing from everything we did today,” Amy commented, lying down on her bed. “I know I should get some sleep, but I’m not sure I’ll be able to for a while.”
“Yeah, I know what you mean. What was everyone’s favorite thing to do today?” Leslie inquired.
“Well, the go-kart racing, of course, for me, since I beat everyone at it,” Ana laughed.
“That was awesome! You were great at that!” Leslie congratulated her. “For me, actually, maybe the same. The bowling was fun, but it would have been a lot better had Rahmi not beaten me in both games.”
“I heard you lost a bet to him on the way back. How did that go?” teased Amy.
“You can probably guess how that went,” Leslie laughed, eliciting a laugh from everyone else as well.
“Mine was probably the skating. I loved doing that as a kid. It was kind of a throwback,” Amy added her opinion.
“What about you, Megumi?” Leslie asked, noticing that she had been mostly quiet so far.
“I think I enjoyed the bowling the most,” she softly answered.
The group then lay there silently for a few moments before Amy spoke up again. “So any ideas for what to do while we struggle to go to sleep?”
Ana sat down on her bed, setting her collar on the nearby table, and laughed softly. “I can’t believe we still have energy left after today.”
“Well, some of us do,” Leslie teased, glancing at Megumi. “You look like you’re already halfway asleep.”
Megumi smiled faintly, closing her eyes. “I’m just listening.”
Amy propped herself up on one elbow, her eyes getting a glint of playfulness in them. “Since we’re all still pretty wired… maybe we need to burn off some energy before bed.”
Ana chuckled. “What do you mean? Like more games or something?”
“Not exactly.” Amy grinned mischievously. “I was thinking something… more fun.”
Ana blinked, looking puzzled, while Megumi’s lips curled into a knowing, amused smile.
Leslie smirked over at Amy. She had an inkling of what Amy was suggesting. “More fun, huh?”
“You know, another team activity.” Amy then slipped off her bed and grabbed the travel bag that was next to it. She unzipped it and then pulled out a large plastic bag. Amy then opened the plastic bag and presented a couple of items that were inside: a large, purple silicon strap-on and a long pink, silicon dildo. “What do you gals say?”
“Oh lord,” Leslie laughed upon seeing the objects. She watched as Amy also took out a small vibrating wand as well as a rabbit vibrator.
“Okay, a quick lesson for those of you who may not have used many toys before,” Amy began as she set the collection of toys down on the bed. “Always use water-based lube. Silicone lube can break down silicon toys, although it is fine with toys made of other materials.” She held up a tube of lube that she also brought with her. “Clean your toys with antibacterial toy cleaner or warm soapy water. You can even boil them if the material allows for it. And since we’re sharing, condoms are non-negotiable. And…” she flashed a wink, “…play nice.”
Leslie made a note of this, and reminded herself to research more about this herself. The only toys she had used herself were on herself and her one time with Sophie. But it wasn’t out of the question that they might be integrated into her events in the future, so proper maintenance and etiquette would be good to know.
Amy tossed the dildo vibrator toward Megumi, who was sitting up in her bed at this point, deftly catching it. “Your choice on who to use this on.”
Megumi gave a tentative look over toward Leslie. “Leslie, may I?”
Leslie gave out a little chuckle at Megumi’s asking permission as if there was any doubt about the answer. “Yes, of course. How do you want me?”
“If you want, you can put a pillow under you,” Megumi remarked, standing up and walking over to Leslie’s bed.
As Leslie grabbed one of the many pillows in the room and stuck it under herself so that her hips were elevated, Amy considered her options, finally settling on the magic wand. “Alright, Ana. I think you’ll enjoy this.” Amy then walked over to join Ana on her bed, tossing Megumi the bottle of lube and a condom along the way. Megumi then sat on her knees at the foot of Leslie’s bed, slipped the condom on the dildo, and then squeezed a bit of lube on it.
Megumi pressed a button on the vibrator and Leslie could hear the faint buzzing as it vibrated in the air.
“Otagai ni tanoshimimashou,” Megumi remarked with a slight smile as she pressed the tip of the vibrator against Leslie’s pussy, causing her to let out a gasp.
“That—that pattern? What is it?” Leslie asked. She had noticed it immediately on the first day: Megumi’s pubic hair had been intricately carved into some symbol. Leslie figured it must have taken a lot of work and maintenance.
Megumi continued to run the tip of the dildo up and down Leslie’s pussy as she answered. “Oh, this?” She motioned toward the symbol, “it is the kanji for ‘Ai,’ or ‘Love’ in English. One of Shinkai-sama’s—my owner—stylist does that for me.”
“I’d imagine it takes quite a bit of work to maintain,” Leslie observed.
“Ah, yes. It does. But it is also unique.”
Leslie let out a chuckle. “I bet it is. I think it looks amazing.”
Megumi blushed. “Ah, thank you. I can let you take a closer look later if you’d like.”
Leslie glanced over at the bed next to her and watched as Ana was already wriggling around as Amy used the magic wand on her. However, her concentration was soon broken as Megumi inserted the vibrating dildo into her.
Leslie let out a gasp. She’d never used a vibrator quite like this before, and the vibrations gave her a unique sensation. She instinctively started to squeeze and twist her nipples with her hands as she started to arch her back. Whenever she opened her eyes, she could see a look of intense concentration on Megumi’s face as she thrust, twisted, and turned the vibrator inside of Leslie, looking for the combination of movements that elicited the best responses.
Leslie felt Megumi was doing a very good job at this. All the movement made Leslie almost feel like she was getting a “3-D” experience inside of her pussy: not just the thrusting in and out and occasional changes in angle but the vibrating, twisting, and other movements that weren’t present or possible when fucking a penis. There were, of course, missing sensations as well. It wasn’t so much a better or worse experience as much as a different experience.
Leslie reflexively raised her hips as she felt herself get ever closer to that release. She was heaving breaths out, feeling the tingling creep up through her body. She then finally let out a big gasp as she could feel everything in her pelvic region squeeze. Leslie felt a rush of blood to her head as she rode through the sensations, her muscles finally releasing after a few seconds. She collapsed flat on the bed and caught her breath.
“That looked enjoyable,” Megumi grinned down at her as she turned off the dildo and started to roll the condom off of it.
“Uh, yeah, it was. Thank you,” Leslie replied, adding a slight nod.
Megumi tossed the condom into a nearby wastebasket and then smiled at Leslie once again. “Dōitashimashite.”
Leslie looked at the other bed, where it appeared Amy and Ana had already finished, Ana having sat up, also catching her breath.
“Wanna swap partners?” Amy grinned now that everyone seemed finished with the first round.
“Ah, sure,” Leslie breathed.
Megumi slid off of Leslie’s bed and walked toward the unused collection of toys. Megumi then grabbed the strap-on and buckled it on, sliding a condom over the end. “Are you interested, Amy?” she asked with a smile that looked far too innocent for the question she was asking.
“I thought you’d never ask,” Amy chuckled as she slid off of Ana’s bed and tossed the magic wand onto the pile of toys and picked up the rabbit vibrator and tossed it toward Ana. “I think it’s your turn to give.”
Ana caught the toy and then looked at Leslie. “Uh, you okay with this?”
Leslie just smiled and nodded at Ana. “Sure, why not? Why not orgasm over and over again today?”
Ana chuckled as she crawled onto Leslie’s bed where Megumi had once been. “Let me know if anything feels off.”
“You’ll do fine, Ana, don’t worry,” Leslie reassured her, spreading her legs again to prepare for the next round.
The rabbit vibrator was shaped specifically to vibrate both the G-spot and the clit at the same time, although Leslie had never used one before. She laid back and closed her eyes, and heard the device turn on and off a couple of times as Ana was figuring out exactly how it worked. Megumi tossed Ana another condom to slip over the penetrative part of the toy before she gently slipped it into Leslie, who let out a slight breath upon feeling it.
“I think I’ve figured it out,” Ana remarked, and Leslie just had to chuckle inside at her continued insecurity, even though she was doing just fine. But she understood how Ana felt. She’d likely feel the same way if she had been thrown into such a situation less than a month into her tenure. Heck, she was almost two months through herself, and it was still a bit overwhelming.
Leslie heard Amy gasp and she looked over and saw Megumi starting to plow into Amy from behind with the strap-on, both of them on their knees on Megumi’s bed, with Megumi reaching around and grasping Amy’s breasts as she thrust. However, her observations were cut short by Ana turning on her vibrator, causing an immediate set of sensations within Leslie.
“Oh god!” Leslie initially let out; her parts already somewhat sensitive from having gone through one orgasm already.
“You okay?” Ana cautiously asked.
“Yeah, I’m great!” Leslie breathed and nodded toward Ana. She already started feeling out of breath and the combined sensations against her clit and G-spot were already causing her to feel very tingly. Ana was holding the handle of the vibrator, ever-so-gently moving it around, causing the vibrations to hit slightly different spots.
Leslie could feel herself get flush again. She couldn’t help but try to raise her hips. It felt like her entire groin area was getting tickled all at once and there was nothing she could do about it. She suddenly felt a feeling almost as if she needed to pee.
“Oh, Jesus!” Leslie was able to spit out as the orgasm rocked her hard.
“Ahhh!” Ana cried out almost at the same time, and she felt her slide off the back of the couch.
“Oh my!” she also heard Megumi call out in amusement. She must have looked over to see what was going on, although Leslie was still in the finishing throws of her orgasm, her eyes shut. It felt like it had only taken her a literal minute to orgasm.
The feeling finally released Leslie and she tried to catch her breath, the vibrator having gotten dislodged when Ana slid back. She looked down at Ana, whose front was now slightly wet.
“What happened?” Leslie asked, still recovering and somewhat out of it.
“You squirted all over the place,” Megumi chuckled with amusement. I think we’re going to have to change your bedsheets.
Leslie propped herself up on her hands and looked down at the end of the bed and, sure enough, there was a giant wet spot. She then fell back onto her back to catch her breath. “Well, we can do that when we’re done, I guess,” she chuckled.
She hadn’t squirted before in her life before this trip, and now this was the second time in three days, and she felt this one was bigger than the first. Ana briefly exited the room and came back holding several towels. She put one down on the bed where the damp spot was and used another to wipe herself off.
“Sorry about that,” Leslie laughed as Ana did.
“It’s no problem. I should have planned for that.”
“It’s alright. I’ve never squirted before this week or else I might have warned you.”
Ana grabbed the vibrator and turned it off. Leslie almost hoped she’d ask if she wanted to keep going, but Ana seemed satisfied with the result. Leslie then turned to watch Amy and Megumi. They had now switched positions so that they were both on their sides, with Megumi still fucking her from the rear, similar to the spooning position, with hands still squeezing Amy’s breasts and nipples.
Leslie was amused by Amy’s face, which contorted into various different expressions as Megumi continued to work. Megumi may outwardly appear and act quiet and reserved, but it was quite clear that when it came down to things, she was as talented and aggressive as any of the other pets in attendance at the retreat.
Amy and Megumi then shifted around again, with Megumi sitting on the bed and Amy riding her reverse cowgirl. Megumi had a face of total concentration on her as she had when she was fucking Leslie with the dildo. She took her task of giving pleasure to her companion quite seriously, it seemed. Finally, Amy let out some moans and arched her back as she was put in the throws of an orgasm.
“That looked like fun,” Leslie laughed as Amy slid off of Megumi and Megumi turned off the strap-on.
“Yeah, it was,” Amy said with a giggle, brushing the hair out of her face. “It’s one of my favorite toys, although it’s not often I get it used on me.”
“Do you want to try it on next? I think it’s time for you to give anyway,” Megumi smiled, sliding the condom off the strap-on and unhooking it.
“Uh, sure, I guess. How does one use it?” Leslie replied. If nothing else, this was turning into an interesting demonstration of how to use different toys.
“Strap it on. You can adjust it using these straps if you need them. And, well, act like you’re a guy, I guess,” Megumi chuckled.
Leslie slipped off the bed as Megumi handed her the strap-on harness. There were two different straps that went behind her which clipped closed, and small straps that one could adjust. She put it on and played with it for a couple of minutes until it felt like it was on securely.
“There are two buttons on the base that control the vibrations. I’d just suggest clicking them both once for now since you’ve never used one before. The nice thing about this one, though, is you can feel the vibrations come back through the harness too,” Amy explained with a smirk. “You and Ana can do that. I need to repay Megumi.”
Leslie then walked over to Ana, the cock on the strap-on swaying around as she walked. She had to laugh to herself, wondering if this was what a guy with a hard-on felt like when he walked around. “Ah, you ready?” Leslie asked.
“S—sure. Do you want to do it any particular way?” Ana asked, blushing slightly.
“I was going to ask you that.”
“Uh, normal, um, missionary is fine. That might be easier for you too.” Ana then slid onto her bed and laid on her back, her knees bent and splayed apart.
Leslie crawled on top of her, trying to pay attention to where the strap-on was hanging. “Is this what guys have to deal with?” she laughed, eliciting a similar laugh from Ana.
“I don’t know. Maybe?”
Leslie pressed the two buttons and she felt the vibrator start up, feeling the assembly vibrate against her. It wasn’t direct stimulation, but she could still feel that it gave her a bit of a tingle.
“Okay, I’m starting,” Leslie said as she held the shaft and slowly inserted it into Ana, who let out a gasp. Leslie started slow, trying to get a handle on how smoothly it slid and how stable it was. As she continued, she started to increase her pace.
She looked down at Ana and watched her as she fucked her. She was amused as Ana’s face switched between a variety of expressions.
Ana then reached her hands around Leslie’s back and pulled her down so that their faces were next to each other. “Leslie…” she gasped out.
Leslie found that she wasn’t perhaps in the best position to do this, but it was good enough, and she continued to thrust, although she wasn’t able to get full penetration given her positioning. But she found a rhythm that seemed to satisfy both herself and Ana.
“I’m going to…” Ana then gasped, and Leslie could feel her nails start to dig into her back while Ana started to wrap her legs around her. Leslie found this position to be somewhat uncomfortable, but it helped push the strap-on further in. Ana then started letting out several soft gasps as she continued to squeeze Leslie, before finally letting everything go, relaxing back on the bed.
Leslie sat back up and pulled the strap-on out, pressing the buttons until it turned off before rolling the condom off of it.
“You two looked like quite a cute couple,” Amy giggled from the other bed, her and Megumi having concluded what they were doing.
Leslie looked back down at Ana, who was sprawled out, sweating and flushed, trying to catch her breath.
“I think she may have had enough,” Leslie chuckled as she unbuckled the strap-on and tossed it toward Amy before sliding off of Ana’s bed.
“I think it’s your turn to experience it,” Amy smirked at Leslie after catching it, “and maybe Ana can help out Megumi as well. She’s mostly been giving. I think she needs to receive some more.”
“That’s good with me,” Ana softly remarked from her bed, raising her arm in acknowledgment. Leslie had to laugh at Ana’s soft response to not having to get worn out orgasming even more.
“Alright, Leslie. Now I get to show you why I like this toy so much,” Amy laughed as she strapped it on and prepped it. “Get on the bed on your hands and knees. Uh, how much do you like spanking?”
Leslie chuckled at the question. “Uh, I’ve not done it much, but it was okay the time I tried it,” she replied as she got into position.
“Good, because I like to do it a lot, but I know it’s not everyone’s thing,” Amy said as she got on her knees behind Leslie. “Ready?”
“Yeah, I think so.”
Amy pressed the buttons several times and then promptly inserted the strap-on. Leslie almost yelped at the suddenness of having almost the entire length shoved in her immediately. She thought she could feel different parts of it vibrating in different ways. Amy immediately started thrusting quickly, landing a quick, hard slap on Leslie’s right cheek soon after.
Leslie fell to her forearms, grabbing the bed sheets as if they were going to give her any support. Amy was fucking her as roughly as a guy would, shifting her hips around to change the entry angle ever so slightly as she did. Amy slapped her ass again, this time harder.
“I guess I need to hit harder. It’s not good until you start yelping from it,” Amy remarked with a tone of exhilaration in her voice. She smacked Leslie’s ass even harder this time, the smacking sound ringing through the room.
“Ah!” Leslie let out; this time unable to keep from yelling from the feeling. Amy’s slaps were starting to show that her ass hadn’t fully recovered yet from the spanking Rahmi had given her in the car earlier.
“That’s better,” Amy laughed, followed by another slap of equal intensity, but this time on the other cheek, followed by another yelp from Leslie.
Leslie might have had a bit of a break since her earlier orgasms, but it didn’t take long for her to start building up again. Leslie started alternating slapping each of her cheeks every few seconds, slapping even harder when Leslie finally seemed to get used to how hard she had been slapping.
“Your ass is getting nice and red now,” Amy chuckled before landing yet another hard slap.
As with the car ride, the pain was adding something new to the mix of sensations Leslie was feeling, but the combination of Rahmi’s spanks earlier and Amy’s spanks now was making it even more intense than before. But she couldn’t spend much time thinking about it as her body started to race toward another orgasm. Amy slapped her ass another pair of times and Leslie thought her buttcheeks felt like they were burning. She was on the cusp of crying, both from the slapping and from the orgasm. Then it finally hit.
Leslie grasped the sheets and let out a loud moan as she tried her best to stay up. She felt like her mind went white as her face pressed against the bed. Finally, she came out of it and started to catch her breath. She felt the vibrator turn off inside of her before being withdrawn.
“Good girl. You did really well. I’d like to have fun with you again sometime,” Amy chuckled. “So, does everyone think they are worn out enough to get some sleep now?”
Leslie didn’t know how anyone else answered, but she let out a weak “uh-huh.”
After a few minutes, she finally rolled off of Amy’s bed, found a change of bedsheets and swapped them out on her bed, before finally crawling into it.
“I can’t believe tomorrow is our last day already,” Ana remarked as the lights finally got turned off in their room.
“I wonder what they have planned for us tomorrow,” Megumi mused into the darkness.
Leslie’s mind was beyond wanting to think about that at the moment. How many orgasms had she had on this trip? She had lost count. She felt like it might be close to a dozen at this point. She wasn’t quite sure how much more she could actually take.
But she didn’t have much time to dwell on it as she quickly fell asleep for the night.
