I was startled and lost my focus on Sofia. I looked over to see who had tapped my shoulder, and my heart dropped. It was Isabela. "There you are; I couldn’t find you guys," she said out loud. I stopped thrusting into Sofia, but Isabela quickly pushed me forward, saying, "No, no, don’t stop now! You must always finish what you’ve started."
Sofia turned around. "Oh shit, I’m so sorry, Isabella," she said in a panicked voice. "We will talk after," Isabella replied. She rubbed my shoulders to encourage me to continue. I proceeded to thrust into Sofia and watch her ass jiggle.
It was slightly awkward having my boss present while I was having sex. However, Isabella’s soft hands rubbing my shoulders relaxed me. I just couldn’t believe what was happening. "You guys shouldn’t be doing this while on the job, but I’ll admit, it’s really hot to watch," Isabela said.
I was close to cumming and Sofia noticed. She quickly turned around and got on her knees because she knew I liked to finish in her mouth.
However, what happened next surprised me: Isabela ripped off the condom and began jerking me off. I looked like a deer in the headlights. Isabela just smiled and told me to focus on Sofia. Sofia was loving this and let a few moans escape her mouth as she started blowing me.
Sofia looked up at me with her beautiful, lustful, and wanting eyes. The sensation of having my cock stroked by Isabella while Sofia's mouth sucked me off was too much. I erupted! My cum shot into Sofia’s mouth, onto her lips, and left a few dribbles on Isabela’s fingers. Isabella put her fingers in Sofia’s mouth and told her to lick them off. Sofia obeyed.
"Guys, I know you’re young, feeling hot, and have raging hormones flowing through you, but you can’t do this anymore!" Isabella said in a stern voice, "You’re on duty and receiving pay for these hours. You must either use your breaks or wait till you’re done working to engage in these activities." She had a serious look on her face. Sofia and I stood before her naked with our heads down and apologised repeatedly. We promised Isabella this would never happen again.
"As punishment, you each have to work an extra hour today and tomorrow," Isabella said. We nodded and accepted. She then gave both of us a light smack on the ass. "Clean yourselves up, put your clothes back on, and get back to work," she said.
We could tell she was disappointed in us, but as she walked away, Isabella added, "Thank you for the show; it was hot to watch!"
Sofia and I looked at each other, stunned. We couldn’t believe what just happened. "Did Isabela just jerk you off into my mouth?" Sofia asked. I was too shocked to reply. We got dressed and went back to work. We both felt awkward but distracted ourselves by cleaning.
The rest of the day was quiet. I was thinking about Isabela the whole time. I couldn’t believe my boss had jerked me off. It was only for like 5 seconds, but it felt amazing. We continued working and completed the extra hour. Afterwards, we met up with Luca and Nina for dinner.
"You did what????" Luca asked surprisingly. "You got a blowjob from that hot athlete, ANNNNNNNNND Isabela jerked you off????" He added. I could tell he was jealous. Not because I experienced it all with Sofia, but because I experienced it with Mila and Isabela. "Dude, you are so damn lucky! That Croatian athlete is so fucking hot!! I wish I got a blowjob from her!!!" He exclaimed with a slight sadness in his voice.
Relax, baby; they are here for 2 weeks. There’s enough time for you to enjoy her as well," Sofia said to comfort Luca. She grabbed Luca’s head, gave him a quick kiss, and he smiled.
"I really can’t believe Isabela did that," Nina said. "You guys got off easy. I guess Isabella likes you guys, so a small punishment isn’t bad." She added.
A while later, Julia and Mattheo joined us at the dinner table. They told us how much fun they had yesterday and how they were enjoying the resort. "It’s a surprise to see people have sex around you. Oh, and not to mention all the beautiful topless women," Mattheo said. Julia shouted, "Mattheo!" while giving him a soft elbow.
"Yeah, well, did you hear Timo got a handjob from Isabela?" Luca blurted it out.
"What? Really? She is super hot man! She reminds me of a prime Monica Bellucci" Mattheo responded. Julia seemed uncomfortable with us talking about sex and stuff and quickly changed subject. "Are any of you guys free tomorrow afternoon? We want to explore that beach you guys went to earlier," Julia asked.
[Luca] "No, sorry, I have to work in the afternoon."
[Sofia] "Same here."
[Nina] "I’m free."
"Yeah, me too." I responded.
[Julia] "Great! Do you guys want to join Mattheo and me? We can go together."
[Nina] "Yes! Great idea! Sounds fun!"
"I’m down," I said to Julia. I was thinking to myself about what happened the last time we were there. ‘Maybe let’s not mention that to Julia right now.’
[Nina] "Great, I’ll ask Isabela if she can take us there again!"
I honestly loved the idea and couldn’t wait to hang out with Julia a bit more. Mattheo too; we got along well.
[Julia] "Maybe I can ask Olivia and Manuel to come along too!"
I was a bit disappointed to hear that. I would have preferred just the four of us hanging out. I was unsure, and before I could voice it out loud, Nina responded, "Yes! They will probably be free; ask them too!"
We finished eating, continued chatting, and confirmed the plans for tomorrow. We were all a tad tired from the day before, so we decided to call it quits and head to bed.
Once I got to my room, I laid in bed thinking about how lucky I was and the amazing time I’ve had so far. I reflected on my hot experiences with Mila and Isabela. I was in disbelief. Slowly, my eyes failed to stay open, and I dosed off.
The next morning, I woke up to my alarm ringing in my ears. My bed was cozy, and I wanted to linger a while longer, but I had to get ready for work. I took a shower, completed my morning routines, put on my uniform, and went down for breakfast. The buffet area was quiet. I filled my plate and ate. I was nearly done with my food when Nina approached and sat next to me.
"Good morning, Timo," she greeted me while eating her toast. "Good morning," I replied. We chatted about our plans for later today. She was eager to hang out with Mattheo and Julia. She liked them both and may have a soft spot for Mattheo.
We noticed Julia and Olivia were sitting together a few tables over, but we decided to stay put. Nina knows that I'm not particularly fond of Olivia. ''I think I need to put you two on a boat and have you fight it out or something,'' Nina said to me. I chuckled, but she wasn’t joking around. She wanted us to get along.
I could tell Nina was genuinely disappointed because Olivia was one of her good friends. To make her mood brighter, I said, ''Maybe I’ll try talking to Olivia this afternoon at the beach.'' Nina gave me a big smile. ''Yes, do it! I bet you will get along once you get to know her, she replied. ‘I doubt it,’ I thought to myself.
Isabela approached our table. She was wearing a short dress that showed off her sexy legs and complemented her striking body.
[Isabela] "Good morning, guys. I hope you had a good rest." I felt awkward and couldn’t look her in the eyes, but Isabela acted normal.
"I could have used more sleep," I responded.
She smiled back at me.
[Isabela] "So, Julia tells me you guys are going with them to the beach."
"Yeah, we’re all meeting in the lobby this afternoon," I replied.
[Isabela] ''I need to hang out with you guys more often, but I have a lot of paperwork to do."
[Nina] You should join us.
[Isabela] "I can't join you today, but maybe next week!''
''Aww, that’s unfortunate, but we understand,'' I said.
[Isabela] ''I really wish I could come; do you guys have any plans in the evening?'' Isabela asked.
[Nina] ''No, we have no plans. Julia and Mattheo are going on a date, and Olivia and Manuel were going to some café with others."
[Isabela] ''Great! Do you guys want to come over tonight for some drinks? I will ask some of the other staff too! ''
[Nina] ''Sounds great; we are in.''
[Isabela] ''Perfect, I'll be done around 7pm; see you guys later."
After everything that occurred yesterday, I'd love to hang out more with Isabela. I still felt awkward, but equally excited. She began walking away, and I couldn't stop myself from checking out her perfect ass. ''Stop staring at your boss, you perv,'' Nina teased. Sorry, it's hard not to stare," I replied with a smile.
After breakfast, we headed to the pool and worked. A lot of people were having breakfast outside, and it was busy. Once the morning rush settled, Nathalie and Chris showed me around the bar again. They taught me how they prepared cocktails, how much ice to use, how to measure, and more.
Nathalie showed me how to use the tablet to take orders, and I learned a bit of Spanish from her too. It was fun, and we practised making and mixing drinks. I enjoyed working with Nathalie. She was always nice to me.
Nathalie told me that her husband was visiting, but she had a few shifts left. That must have been the man I saw with her the other day through my window.
Around 12:30pm, I was getting ready to make my way to meet the gang. Isabela approached me. ''Where are you going?'' She asked. ''Oh, to the lobby to meet Julia and the others," I responded. ''Don't you remember the deal we made yesterday?''
I had completely forgotten I had to work an extra hour. Sorry, Isabela, I forgot." I said it with a sad tone in my voice. She noticed my disappointment and said, ''Sorry, Timo, but I have to keep my staff in line." She added, "But I feel bad disrupting your plan, so instead, I will bring you to the beach after you finish work."
''Yeah? That would be great!'' I said excitedly. ''Great, meet me at the lobby around 1:45pm okay?'' She said this as she walked away. I admired her ass again.
I texted Nina that I was going to join them later, and that they shouldn't wait on me. I continued working at the bar for the remainder of my shift. When I was done, Nathalie and Chris told me to have fun at the beach, and I headed to my room to change.
On my way back, I ran into Sofia and Luca, who were about to start their afternoon shift. ''Are you coming to Isabela’s tonight?'' Sofia asked. "Yes, I am. Are you two going?" I asked back. "Yes!! I heard Nathalie and her husband will be there too," Sofia said with a smile. "Awesome, I’ll see you guys tonight," I said to them and continued to my room.
As promised, Isabela met me in the lobby, car keys in hand, promptly at 13:45. "Ready to go?" She asked with a smile. "Yes, I am," I said eagerly. We hopped in the car, and she drove us towards the beach.
"I'm sorry I had you work overtime," Isabela said. "No problem, it's not your fault. Sofia and I knew what we did was risky, but we were just... you know?'' I stammered. She had a cheeky smile and said, "Yes, I was young myself too, you know? She then chuckled. "But it's nice to see you all having a good time. It's important to me that everyone get along. From what I have seen, YOU are having the time of your life, Timo!" Hearing that made me blush. Yes, I am. I'm having a lot of fun here on the island, and I’m lucky to be working with you as well."
''You know, when I first saw you, I thought you were going to be a quiet type, but you have been making friends rather easily. I'm really proud of you,'' Isabela said in a sincere voice.
I was flattered, and it was nice to hear that from her. But she was right; when I first came to the resort, I was the quiet type. I still am sometimes, but this place, the people, and the experiences have all helped me come out of my shell and made me more confident.
We arrived at the beach shortly after, and I thanked her for driving me. "Did you bring condoms?'' She asked teasingly. I turned red. "I'm kidding, have fun! I’ll pick you guys up later." And she drove away.
Part ten is a bit long so I had to cut it in two :)