silverfleet69
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I worked at an exclusive swinger resort on Ibiza [Part 64 unedited] Tier 2/3/4
🕑 Added 2023-10-25 18:41:58 +0000 UTCCatherine and Harold looked at each other, thinking about her offer. It sounded tempting, especially since they were both having a good time and didn't want it to end yet.
''I would love too, but we already booked our flight home tomorrow.'' Harold said.
''If you book with us right now, we will cover the flight cost, because we have rooms spare right now, it would help us out.'' Isabela said with a sweet smile.
''What do you think honey?'' Harold asked Catherine.
''We still have 2 weeks left before we have to work.'' she said, ''so let's go for it.''
''You know what, why not?'' Harold said and turned his attention back to Isabela, ''We'll take the offer!''
Isabela smiled and shook their hands, ''Great, let's start with your details then.''
Nina and I left the office so that they could have some privacy.
''That was a nice surprise! Looks like we'll get to have more fun with them.'' I said.
''Definitely, I'm excited! They are so much fun to be around with.''
''I told you, Harold can't get enough of your tight pussy.'' I said with a grin.
''Oh stop it Timo.'' she said as her cheeks turned red.
A few minutes later, they came out of the office.
''Alright, it's all settled, were not leaving tomorrow!'' He said with a happy face.
''Omg yey! Nina said and we gave them both a hug.
''It's great to have you both here!'' I said as I looked at the beautiful Catherine.
Isabela walked towards us and gave both Nina and I a hug, ''thank you for bringing these lovely new guests. One of our staff members will help you with transferring your stuff from your holiday home to the resort. When you guys are back, I think Nina and Timo are more than happy to help you find the way.''
Isabela had to head back to her office again, I'm sure she had lots of other things to do. Lee arrived and he had the keys of one of the vans in his hands, so he took Catherine and Harold back to their place so they could pick up their stuff while Nina and I waited in the lobby. We talked with Julia at reception until the English pair returned. Nina and I took over from Lee and we helped Catherine and Harold to their room with the luggage. Apparently, they booked one of the villas, they must have some good money because they are really expensive.
''Wow! This is incredible!'' Catherine said as we entered the villa.
''You'll enjoy this place, there are so many cool amenities.'' I said.
They looked out at the window towards the back yard with the incredible view of the sea. They had a similar kind of house before but this one is a bit more modern.
''This is going to be so great, we are so happy that we decided to stay. And I'm really happy that I will get to spend some more time with you two. That is the most exciting part.'' Catherine said and I was flustered.
''We can't wait to introduce you a bit more to our friends here and show you around more.'' I said to them.
''By the way that Lee guy was really sweet, I hope I didn't scare him off when I asked him so many questions about the resort he seemed a bit shy.'' Catherine said, ''is he also one of your friends?''
I looked at Nina and giggled, ''he is, Nina even gave him his first blowjob and took his virginity.''
Catherine's and Harold's eyes widened.
''No way, you are kidding me right?'' Harold said.
Nina shook her head and she was smiling.
''Well, the guy will probably never forget that first experience, I won't'' Harold laughed, ''it's really great that you have such a good relationship that you can do things like that. I think the world must be grateful that you share your wonderful girlfriend with others.''
''She is indeed, I'm lucky to have her, aren't I?'' I said and kissed her.
We helped them unpack and Catherine offered us a drink but I had to decline because we already had a few and we had work tomorrow. After we were done packing Catherine wanted to give us a tip but we declined.
''You already paid for our diner, so we can't accept that.'' we said.
''Oh no, I think I forgot to tip Lee for his help. It is customary to tip, right?'' Catherine said.
''Not really, I was told that it was tradition to tip by giving a blowjob, but looking back at it, I don't think that was true. Not that I'm complaining I got my first blowjob so that is something I can be grateful for.''
Catherine laughed and shook her head, ''So I should give Lee a blowjob as a tip?''
''I bet that he would love that.'' Harold said to his wife.
We would have loved to stay for a bit longer but we were all really tired and Nina and I had be up early for work so we said our goodbyes and told them we'll see them soon.
Nina and I went back to our room, changed into our nightwear and went to bed.
''What an evening!'' Nina said and she was exhausted.
''It's hard to describe how hot it is to see you have sex Harold, just the fact how hard he can believe it that he is fucking a younger woman that is so beautiful. That is like everyone's dream at that age. And the way you are enjoying it as well, the faces that you make are so cute. And the experienced people always give the best head.'' I said to Nina.
''So you like seeing me with older men?'' Nina asked with a grin.
''I definitely get why Luca thinks it's so hot.'' I replied.
''You also really like older women.'' she said.
''Yes I do, I think a lot of guys my age have a fantasy of being with an older woman. And it's still surreal to me that I'm actually living that fantasy.'' I said.
I gave Nina a kiss, ''You have no idea how amazing it feels that I can see you have sex with others, it's like a dream come true. I really love the whole exhibitionist thing and seeing you having sex with others is the ultimate turn on.''
''I love you so much Timo.'' Nina said and gave me a big kiss.
''Love you too babe.'' I said.
Normally this would be a great time to have sex but we were just both to tired so we hugged for a bit before we fell asleep.
The next morning, we woke up with our alarm clock and quickly jumped into the shower. Before we headed to the restaurant where we were joined by Sofia, Luca and Olivia for breakfast. It's still a bit weird to see Olivia alone without her boyfriend but I think she is doing well. We told the story of what happened yesterday and the other were just as excited.
''I knew you would be into older guys, you dirty girl'' Sofia teased Nina.
''So, they are staying on the resort then?'' Luca asked.
''Yes! We should hang out with them soon, I know for sure that they would love to hang out with you guys.'' Nina said.
''And I would love to hang out with that hot woman too, her tits are amazing and she is a teacher, right?'' Luca said, ''I can't believe you had sex with her, I'm a bit jealous.''
''Says the man who had a blowjob from Isabela.'' I replied.
''Touché.'' Luca said and chuckled.
I gave Nina a kiss after breakfast and headed towards the bar. Today I was working with Chris and Nathalie, and I was actually looking forward to my shift. I was greeted as usual with a high five from Chris and Nathalie gave me a hug.
''So, Timo, you have to tell me about that couple you hung out with yesterday.'' Chris asked.
''Long story short, we met them some time ago and we had some fun with them. They were going to leave today so they asked us if we wanted to have diner before they left. So, we did and we invited them over, and we had some fun with them again. And now they're staying on the resort and we'll have a chance to hang out with them some more.'' I explained.
''Isabela should give you a commission for that! First bar man, and now you're also hoarding guest? You're going for employer of the season.'' Chris joked.
''So you two are into older couples?'' Chris continued.
''Kind of, I mean we both like it but we also like couples our age haha.'' I replied.
''Don't get me wrong, she looked stunning. What was her name again? Corinna or something? I hope we also get to swing with young couples when I'm their age, that would be a dream.'' Chris said.
Nathalie giggled, ''you are getting way ahead of yourself Chris.''
''You're probably right.'' He chuckled.
The morning went on pretty quietly but the afternoon was a lot busier. Catherine and Harold came by the bar to say hello. They were amazed by the restaurant and the breakfast and they were now heading to the beach. It's was great to see them enjoy them on the resort and it gave me a sense of pride, because we invited them here.
''So, that's the couple you guys had fun with?'' Nathalie asked.
''Yep, they are from the UK.'' I replied.
''I'm fascinated that you guys like couples that much older.'' Nathalie said.
''You are also a bit older than me, and I really liked it with you.'' I said with a cheeky grin.
''Stop it Timo,'' she blushed, ''but they are like double our age, they look old enough to be your parents.''
''I know, but did you see her? She is such a bombshell, and like Sofia always says, Harold has that dad bod kind of vibe.'' I replied.
Nathalie laughed, ''I see were you're getting at and yeah, she is gorgeous I don't blame you.''
''Maybe you can also have some fun with them with Ramiro,'' I joked.
Nathalie chuckled, ''they are not really our type.''
''Georgia and I already called dips on the first foursome swap.'' Chris joked as he overheard our conversations while waiting the tables.
''You wish, Chris.'' Nathalie teased back.
''We actually had our first full threesome the other day.'' Nathalie said.
''Really?'' I asked, a bit shocked.
''We found this woman on an app and we invited her over and had some fun.'' She replied.
''Damn, that's great to hear!'' Chris said, ''Ramiro is a lucky man.''
''I know right?'' She joked and Chris went back to waiting tables.
''Did you like it?'' I asked.
''I did, I mean we did some experimenting with you of course but it was a nice experience. We also got a second date with her.'' Nathalie replied.
''That is awesome, good for you guys!''
I immidiately thought back to the moment I was getting a blowjob from Nathalie, how the fuck did that happen, it still feels surreal to me. To be honest a lot of moments are still hard to digest. That blowjob from Nathalie was honestly one of the best I ever had.
''Ramiro wants to have a threesome with another guy or he wants to watch, but like the full thing you know.'' Nathalie said.
''I would happily volunteer,'' I said kind of in a jokey way.
''Oh really?'' Nathalie teased with a sarcastic tone, ''I will keep that in mind.''
Damn, only the thought of getting to have sex with Nathalie was really turning me on and I felt myself getting hard. I could feel my face was blushing.
''Don't dream too much, back to work.'' Nathalie teased me.
I could see the smile on her face and she knew exactly what she was doing to me.
It was really busy at the pool bar in the afternoon so Nathalie and Chris were busy helping the customers and taking their orders. At one point Valentina and Salvio, the Argentian couple from the workshop arrived at the pool and almost everyone was looking at them. It almost felt like everyone went quiet and there was a moment of silence, but that could also just be in my head. They were both in their swimwear showing of their mythical bodies, they were definitely the hottest couple in the resort and they had a same sort of energy that Isabela had.
The women were literally drooling over Salvio and he was loving the attention. He was built like a god, he looked like one of those models in a cologne ad. Big strong and muscular but not overdoing it like some bodybuilders. Valentina had one of the most insane bodies I'd ever seen, one that you would see online but never in real life. She had an hourglass figure and her curves were absolutely insane, the fact that her breasts were so big was mind blowing. She had a nice tan and smooth skin with a perfect ass. They also oozed confidence because they both knew how hot they were.
They sat down at a table and Chris went over to them. He came back to me so that I could make the drinks,
''Georgia and I really want to have some fun with them but we are a bit afraid to ask. You know that I'm a confident man but there is just something about them.'' Chris said to me while I was making the drinks.
And he was right, it seemed that they were a celebrity couple and everybody treated them like that. And that's actually kind of funny because there are real celebrity couples that visit here.
It was amusing to see all the guests staring at them, I even caught Nathalie staring at Salvio as well and to be honest I also took a couple of glimpses at Valentina. But after about half an hour they left and it felt like the entire atmosphere changed and everyone went back to normal.
''Maybe you should ask him for a threesome.'' I joked to Nathalie.
''I wish, Timo.'' She chuckled.
Although it was really busy, I had a lot of fun this shift and my amazing colleagues make the work here so much better. I headed to my room to get changed before heading to the restaurant for diner. My shift took a bit longer so Nina was already there. I saw her sitting at a table with Olivia and Lee. I gave Nina a kiss before I grabbed some food.
I talked about work and the Argentian couple and we told Olivia about the fun we had with Catherine and Harold. Olivia was wearing a low-cut top and I couldn't help but admire her boobs, she looked lovely this evening.
''I can't wait for Manuel to get back so I can join in again.'' Olivia, ''honestly, I can really use some real sex instead of using toys.''
''I hope he comes back too, I know how it feels to not have sex for some time and not being able to join in.'' Nina said.
Lee seemed a bit uncomfortable with the conversation so he just kept quiet.
''So, you still talk to Manuel a lot?'' Nina asked.
''Yes, every day and we do have like phone sex but it's just not the same as you know.'' She replied.
''I feel for you girl'' Nina said.
I would have been more than happy to help Olivia with that, but I have to wait for Manuel to get back. Man, I just couldn't wait for him to get back, and no not only because so that I can have sex with Olivia but I genuinely miss him. But I also miss Olivia's mind-blowing body and the tension between us in the club didn't help.
''And how is your love life going Lee?'' Nina asked.
''Not much going on,'' he said, ''almost all the girls here already have a boyfriend.''
''How about Maddison?'' I joked.
''I rather jump off a cliff.'' Lee said.
''Come on, she isn't that bad.'' Olivia said and didn't seem to like his comment.
''I mean did you see how she treats Lee?'' I said to Olivia.
I didn't want to get into a discussion with Olivia again but it just had to be said because I don't get why Olivia defends her so much.
''I have talked about her behavior before and she was a lot nicer to you when we went out right?''
''She just didn't talk to me at all if that's what you mean by nice?'' Lee said.
''Okay but what about that girl from the restaurant? What's her name again?'' Nina said as she wanted to change topics because she felt the tension growing.
''You mean, Camila?'' Lee asked.
''Yes with the dark hair, she is cute.'' Nina said.
''Yeah, but I barely ever spoke to her, and I don't think you guys did either.'' Lee said.
''But I don't mind, I'm not actively looking for a relation right now, but I just hope to get the opportunity to get with one of the guests before the summer ends.'' He continued.
He still seemed shy talking about this but it was fun to hear.
''What kind of guest would you like?'' I asked.
''I mean, I would love to get with an older woman.'' he said.
''An experienced older woman?'' I teased him.
Like I mentioned before, I think ninety procent of guys our age have that fantasy. But there is something about a married older woman with in front of her husband that adds a bit of spice for me and probably for him too. Lee actually told us that he came here because he wanted to live out that fantasy.
And suddenly it came to my mind, how did I not think about this earlier? Catherine motioned yesterday that she wanted to give Lee a tip. If I could wingman him with Catherine, it would be perfect. I thought back about how Isabela helped me with Daniela in a similar way. Life would really come full circle if I can help him with this too. I don't know why but their is something really hot about helping guys life out their fantasies. Maybe it's because I also got helped in a similar way. I hatched a plan in my head and I would try to convince him during the rest of the meal.
''Oh I forgot to ask you Lee. The fridge is making some really weird noises in Harold and Catherine's villa. Do you mind coming over and having a look at it?''
I asked Lee after dinner.
''Sure, I'll check it out, no problem.'' He replied.
''Where are they staying?'' He asked.
''Follow us, we'll show you,'' I said.
Nina looked at me weird at first but she seemed to have realized what I was doing. We lead Lee to their villa and Nina knocked on the door.
''Good evening, Nina, Timo. Oh and Lee right?'' Catherine said, she seemed a bit surprised to see him here.
''Catherine, Harold, how are you guys doing?'' Nina said and we gave them a hugged, ''we are not bothering you, are we?''
''No, not at all.'' Harold said, ''please come in! Want something to drink.''
''We also brought Lee who helped you pick up your stuff yesterday.'' Nina said.
''Good evening, Mister and Misses?'' Lee said and was obviously nervous.
''You can call us Catherine and Harold dear.'' Catherine said.
''I heard that you have some problems with your fridge?'' Lee asked.
Catherine and Harold looked surprised, ''fridge?''
Fuck, I didn't think this through.
''Well, you wanted to give a tip to him for yesterday right?'' I asked Catherine.
Catherine frowned at me but she soon got were I was going and a smile grew on her face.
''Yes, yes! Harold, why don't you get a beer for him, he has been such a sweetheart.'' She said.
Lee now also got confused and looked at me, but Catherine put her arm around him and took him inside.
Harold came back and gave Lee a beer and we stood there for a while drinking our beers.
''So, you are a friend of Timo and Nina?'' Harold asked.
''We met at the resort.'' Lee replied.
''We were really happy that you helped us and Catherine wants to give you a tip.'' Harold continued.
''There is no need for that, I'm just doing my job.'' Lee replied.
I had a feeling this wasn't working, maybe this was a stupid idea after all and I didn't even knew if Catherine was interested.
''We heard it is tradition that you give tips in a different kind of way. So do you want a blowjob from my wife?'' Harold asked.
Oh wow, straight to the point, not bad Harold. Lee nearly spat out his beer, he didn't expect this at all. He didn't know what to say, and just stood there frozen.
I had to step in, ''she's great at it.''
Catherine blushed and she seemed a bit more shy than yesterday, it reminded me of the first time we had sex, where she was really nervous and it took a while for her to really open up.
Harold laughed and went to get another beer, ''So, are you interested? We really want to try this and I want to watch if you are okay with that.''
Lee was still trying to process this, ''sure...I guess..''
''Oh my god, I can't believe we are doing this!'' Catherine said.
''Welcome to the resort.'' I joked.
''Do you want to sit or stand?'' Catherine ask and she seemed as nervous as Lee was.
Lee still didn't know how to answer.
''Just sit down, that will be the easiest.'' Harold said.
''Do you want us to leave?'' Nina asked.
''No, it's okay.'' Lee said.
Nina and I stood next to each other and watched how Catherine was undoing Lee's shorts. She was moving a bit too slow and it was getting a bit awkward.
''Here let me help you.'' Lee said as he was pulling his own shorts and boxers down.
His cock popped out and was hardening and Catherine stared at it.
''Come on dear, have fun.'' Harold encouraged her.
''Can I touch it?'' Catherine asked Lee.
Lee nodded and Catherine put her hands around it.
''Oh, it's warm!'' she exclaimed.
She was still staring at it and stroking it for a bit. Harold walked behind her and he kissed her.
''Give that boy the best blowjob of his life.'' he said to her.
Catherine smiled at Harold and slowly lowered her mouth down to his cock. She started by licking the head, teasing him for a bit and she was taking her time. Then she opened her mouth and engulfed his cock and started bobbing her head up and down.
''There we go baby!'' Harold said, ''how does that feel?''
''Amazing!'' Lee replied.
''Don't hold back and grab the back of her head, she likes that.'' Harold said.
Lee did as he said and grabbed a chunk of her hair.
''Oh yeah, she loves that.'' Harold said and started rubbing her ass.
''I bet Timo knows that as well, right?'' He joked
I smiled at him and Nina was holding my hand and she squeezed it, she was also enjoying the show in front of us.
''Look him right in the eyes honey.'' Harold said, it seemed that Harold enjoys seeing his wife with younger guys.
Seeing you partner with another person doesn't seem like something you would get turned on by, but it's something you never think you would find hot until you try it. I know that it isn't everybody's thing, but there is a certain thrill about watching your partner and a lot of people we know said that also never thought they were into it until they tried it.
Catherine started increasing her pace while Lee started to fuck her face a bit, just like I did yesterday.
''She's great, isn't she?'' Harold said.
''Yes. Your wife is amazing!'' Lee replied.
He started to moan louder, and was breathing heavy.
''I think he is about to cum, dear.'' Harold said.
Catherine was bobbing her head at a crazy pace now and I could see her saliva running down her chin.
''Are you going to cum for her?'' Harold asked.
He was grabbing her ass and spanking her.
''Yes, I'm about to cum!'' Lee yelled.
''Cum in her mouth.'' Harold said.
Lee grabbed her head and pushed it all the way down while his cock exploded and he released his seed in her mouth. Catherine had some trouble swallowing it but she did it anyway.
Lee leaned back, his chest was rising and falling quickly.
Harold kissed his wife, ''wow that was so hot, I'm so glad you did that.''
Catherine smiled and she seemed to have enjoyed it a lot.
''How was that?'' He asked Lee.
''Unbelievable, thank you!'' Lee said.
Lee pulled up his boxers and shorts and thanked Catherine again and we talked for a bit before we headed out.
''You lucky bastard! You got a blowjob from a MILF!'' Nina said teasing Lee.
''Yeah, thanks. That was amazing.'' Lee said.
''What did you like the most about it?'' I asked.
''I don't know why but seeing her wedding ring while she was sucking me off was just so hot.''
''Glad that we could help you!'' I said before we parted ways.
Nina and I were really horny and we couldn't wait to get to our room. But Nina grabbed her phone and saw that she had 5 missed calls from Olivia so we wondered if there was something wrong, we called her back while we headed towards her room.
Comments
topfourpair
Loving the evolution to bareback swapping, and looking forward to hearing about dropping a load in Olivia. Also, loving the anal teasing and cannot wait to see how that plays out. Not as into the Harold and Catherine side quest, tbh, though.
Martin Mc Dill
Another great chapter, love the way timo played wing man for lee .your adventures while working there are something most young men would die for,and I feel so lucky to be able to follow your story. Thank you again for sharing this and i am really looking forward to the book as well.
