Convincing My Crush to Go on an International Golf Trip With Me

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  • เผยแพร่เมื่อ 4 ก.พ. 2025

ความคิดเห็น • 263

  • @alexanderwachtmeister4650
    @alexanderwachtmeister4650 3 หลายเดือนก่อน +1435

    I think we all know, it’s time for a date without the brothers!

    • @jamesthorner2555
      @jamesthorner2555 3 หลายเดือนก่อน +37

      That won't generate the views though

    • @stephenpennington7041
      @stephenpennington7041 3 หลายเดือนก่อน +52

      And without the camera

    • @korkunge
      @korkunge 3 หลายเดือนก่อน +31

      As i wrote above she has no interest at all, this is all for views nothing else sadly.

    • @parlans5593
      @parlans5593 3 หลายเดือนก่อน +6

      I think the chemistry between them two is interesting But can anybody tell me, is the distance between these cities really a problem?!⛳️👍✅🇪🇺♥️

    • @brantuga9915
      @brantuga9915 3 หลายเดือนก่อน +2

      @@jamesthorner2555who cares

  • @AugustCavalli-t4n
    @AugustCavalli-t4n 3 หลายเดือนก่อน +523

    Love to see Anna and Tim together. They seem to have a great chemistry together

  • @cameronmcandrew9745
    @cameronmcandrew9745 27 วันที่ผ่านมา +21

    I Randomly found the first video of you inviting Anna to a round and I am catching up on the videos in sequence, this is the most wholesome series of videos I have seen in so long.

  • @michaelmora5334
    @michaelmora5334 3 หลายเดือนก่อน +185

    You guys are so genuine and down to earth. This Chanel will be growing a lot more! Stay grounded like you are guys 🥳🥳 awesome to see

  • @kendall6030
    @kendall6030 3 หลายเดือนก่อน +141

    So nice of Par 5 Escapes to sponsor/gift the trip/expedition. Fun times! Thank you for sharing. Anna is such a good sport and seems to do better when given these competitions.

    • @JesusSavesSinners
      @JesusSavesSinners 3 หลายเดือนก่อน +4

      Anna likes Tim. Being a Good Sport has NOTHING to do with it. If she didn't like him there would not have been 1 video let alone 3 of them.
      She Immediately said Yes to the 1st Video and the other 2 as well. She is very Interested in Tim. They have a lot of Natural Chemistry together.
      Before the 1st Video they Golfed together. It is not like he was someone she didn't know. This whole thing happened because they are BOTH very much Interested in each other.

    • @Nitidus
      @Nitidus 3 หลายเดือนก่อน

      ​@@JesusSavesSinners You've got to be delusional if you think this is for anything else other than exposure. Then again, your username suggests your quite familiar with delusion.

  • @21staz
    @21staz 3 หลายเดือนก่อน +58

    Such a wholesome channel - Anna’s reaction after sinking that par putt was so cute

  • @hentrux5852
    @hentrux5852 3 หลายเดือนก่อน +44

    I sat here the whole video smiling because you guys just have such a positive vibe. I really enjoy your videos and because of you I fell in love with golf, too.
    And Anna has such a great charisma, she fits perfectly in your videos. Would love to see you guys in Germany, greetings from Münster🫶

  • @JamesPound
    @JamesPound 3 หลายเดือนก่อน +50

    I'm so happy to see part 3 for this. I've been wondering if there'd be one. It's thanks to you two that I watch golf videos every day now.

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน +3

      That means a lot, thanks James!!

  • @TriTran-qz5bv
    @TriTran-qz5bv หลายเดือนก่อน +7

    Tim is a really sincere guy, and i can see Anna has a comfortable and genuine vibe. No red flag is seen so far. Hope this couple make it to the end. They look cute together👏👏👏

  • @krazyserb_
    @krazyserb_ 3 หลายเดือนก่อน +99

    Did they go to dinner?? We need the update!! Great vid lads, keep up the good work.

  • @PaulHopton-x2v
    @PaulHopton-x2v หลายเดือนก่อน +8

    It's not about the golf even though it was awesome!! To hit shots while on camera is insane!! But seriously Tim.... she's such a sweetheart... a real KEEPER!! Good luck buddy...treat her well !! Anna you are awesome!!!!

  • @MicrowaveOvenVideo
    @MicrowaveOvenVideo 2 หลายเดือนก่อน +15

    11:50 I adore the way she leans into him, it makes these dates actually feel like they may actually have some chemistry

    • @DavidCobb-uc4qr
      @DavidCobb-uc4qr หลายเดือนก่อน +2

      At 8:50 she pulled away from the hug so hard I thought she may fall down the slope. Surely she has watched the previous episodes and knows his feelings 100%. Girls aren’t usually drawn to a ‘sure thing’. Exercise in futility here I suspect.
      Watch, wait, and see.

  • @layton3391
    @layton3391 3 หลายเดือนก่อน +21

    Just found this channel and loving the 3 dates videos haha, and I love how in the last video Anna didn't hit like somewhere near a single good shot and now shes cooking this video

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน +5

      Yeah she played great in this video!! Thanks for watching!

  • @marksuttonmalyangapa3562
    @marksuttonmalyangapa3562 3 หลายเดือนก่อน +8

    You brothers have a genuine, humble camaraderie with each other. Anna is also very sweet. The way that you guys giggle at & with each other is fire 🔥 adorable

  • @amandakennedy7963
    @amandakennedy7963 3 หลายเดือนก่อน +31

    Love seeing Anna again time for leaving the camera at home and see what happens!

  • @bradstone6093
    @bradstone6093 หลายเดือนก่อน +3

    We need more it's been so long I'm invested now you can't leave me hanging like this 😂😂😂

  • @WindozeFree
    @WindozeFree หลายเดือนก่อน +6

    TIM!!!!! This girl is INTO YOU bro! Trust me, I've been married for 13 years, and I can somehow magically tell now. Take Anna out on a NON-GOLF date! She deserves it and you deserve her sweet company. Don't let her get away thinking that you're only "dating" her for the videos! (minute 13:33) Girls are patient, but that patience does run out. Even if you have to fake the confidence, ASK HER OUT!!! This may sound harsh, but it's for your own good...AND ANNA'S. Peace! : )

  • @WhiteLlama
    @WhiteLlama 28 วันที่ผ่านมา +4

    The wedding video is going to hit HARD

  • @seoul08
    @seoul08 19 วันที่ผ่านมา +2

    I don’t play golf or know anything about any kind of golf content but I am rooting for these two people to be a couple so unbelievably hard rn

  • @Leah-v9t
    @Leah-v9t 3 หลายเดือนก่อน +6

    Tim and Anna’s chemistry is the cutest and strong.. I wanna see more of them ❤🥰 maybe time Tim marrying her will happen after fact 😍🫣

  • @gabrielvelasquez4121
    @gabrielvelasquez4121 3 หลายเดือนก่อน +7

    my favorite golf channel, love the good vibes the boys always bring!

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน

      Ah thank you so much! Thanks for watching!

  • @michaelhegarty788
    @michaelhegarty788 3 หลายเดือนก่อน +12

    Wonderful to see the guys having so much fun in Castro Marim Golfe & Country Club Algarve Portugal 🇵🇹 beautiful views across the river Gudiana into Spain..3 Great 9s ; the Atlantic, Grouse & the Gudiana course.

  • @DirectorLJ
    @DirectorLJ 2 หลายเดือนก่อน +3

    As an older fellow, who's been around the block a few times, Anna is a complete 100% winner/keeper! Don't screw it up! Ha! And it's really time to lose the wing men. They've done great work, but their work is done! Good luck, you two.

  • @caillouz2
    @caillouz2 3 หลายเดือนก่อน +22

    Well done lads. Way to send it and put out a banger! Keep it up

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน +2

      Thank you for watching!!

  • @better_than_nothing
    @better_than_nothing 3 หลายเดือนก่อน +4

    For those that live in the US, flying from the UK to Portugal would be like flying from Boston to Miami. It's not a huge deal. It's still awesome they got a sponsorship and Anna said yes. I wish Anna would start her own channel.

  • @johanterblans8266
    @johanterblans8266 3 หลายเดือนก่อน +11

    I just love the brothers looking for any spark! They isn't in it for the golf!

  • @1984TarpeN
    @1984TarpeN หลายเดือนก่อน +3

    I'm really not a person who enjoys golf. But have seen all these episodes now with their date, and I really hope they find each other as more than just golf friends, I think they could be a great couple together, :)

  • @EScottCritchlow
    @EScottCritchlow 3 หลายเดือนก่อน +3

    Love this. She is so trusting but you seem very very trustworthy. Good luck with Anna. She is beautiful. You guys are an amazing match. This is coming from a Tennessean in the USA. Very best of luck to you two.

  • @stevewarmbier1960
    @stevewarmbier1960 2 หลายเดือนก่อน +1

    Found your chanel last night. I am another non golf person, but it has been fun watching you guys play matchmaker with Annaand you brother. They seem wellmatched and feel like they've been together a long time. Here's to making that a reality.

  • @henriksndergaard2699
    @henriksndergaard2699 3 หลายเดือนก่อน +3

    You guys are awesome. I love your daily chase to 18 pars videos on insta and these longer format videos. Keep it up! :)

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน

      thanks for checking out the youtube videos too!

  • @joevano
    @joevano 3 หลายเดือนก่อน +32

    This is so genuine…

  • @JayJoJonny
    @JayJoJonny 3 หลายเดือนก่อน +18

    Shout out to Par 5 Escapes, you win!

  • @quincycullina9236
    @quincycullina9236 3 หลายเดือนก่อน +201

    How did the no camera dinner date go?

    • @lionelgerrard10
      @lionelgerrard10 3 หลายเดือนก่อน +39

      the like and no reply means theyre gonna get married

    • @vforhim4544
      @vforhim4544 2 หลายเดือนก่อน +1

      @@lionelgerrard10 type shii

  • @rakshit3515
    @rakshit3515 3 หลายเดือนก่อน +3

    I've been watching this series while having dinner, keep em coming

  • @JonnyPlaysGolf
    @JonnyPlaysGolf 2 หลายเดือนก่อน +2

    Class, good on par5 Escapes for making it happen too! Great stuff guys!

  • @cap3332
    @cap3332 3 หลายเดือนก่อน +3

    Way to go Par 5 Escapes!! Send this group to Arizona for the next golf date week!! ⛳️

  • @tim205Mi
    @tim205Mi 3 หลายเดือนก่อน +2

    Luvin the channel guys! Been great fun so far 👍👍🍺 oh and Anna & Tim are perfect together! await the next instalment! lol

  • @rodeny0rtman850
    @rodeny0rtman850 3 หลายเดือนก่อน +4

    It’s about time. Thanks to the sponsor “Par 5 Escapes”. I like how down to earth you all are. Thanks too, to the camera man!

  • @lionlyons
    @lionlyons 3 หลายเดือนก่อน +16

    Tim needs to take Anna on a date somewhere OTHER than a golf course, WITHOUT his brothers in attendance!

  • @louisstreb
    @louisstreb 26 วันที่ผ่านมา +1

    I’m so hooked! 😂😂

  •  3 หลายเดือนก่อน +2

    I love how Tim has the "rich man laugh". I have nothing to do with golf, but I am really enjoying your videos, keep up the good work

    • @planetocean
      @planetocean 3 หลายเดือนก่อน

      there's a rich man's laugh?

  • @barryschulman979
    @barryschulman979 3 หลายเดือนก่อน +4

    I am trying to understand why I cant stop smiling when I see tim and anna together. Do they realise they have the whole channels subscribers hoping they make it?

  • @charlesrichard4370
    @charlesrichard4370 2 หลายเดือนก่อน

    Went to subscribe cause y'all content is refreshing, entertaining and well done and saw you are very underrated. Proud to be the 37.... thousand sub !

  • @Clixyl
    @Clixyl 3 หลายเดือนก่อน +9

    I always wondered If you are from Germany because of the slight accent and finally I get my answer, what a reliev. Great Video

    • @marcel_stinks
      @marcel_stinks 3 หลายเดือนก่อน

      I was picking up American/Australian/British accents roled into one accent

  • @AnthonyP73
    @AnthonyP73 2 หลายเดือนก่อน +3

    If Anna and Tim aren't officially a couple by now, they sure put on a good act of being one! Fingers crossed!

  • @ianbergman965
    @ianbergman965 3 หลายเดือนก่อน +4

    Nice Work 11:46 averting your gaze.... what a gentleman.

  • @nikomonsoon5722
    @nikomonsoon5722 3 หลายเดือนก่อน +3

    More Tim & Anna, please!!

  • @Martiaamb
    @Martiaamb 3 หลายเดือนก่อน +8

    Been watching since the first golf-date, pretty entertaining and fun!

  • @rune__-po6yw
    @rune__-po6yw 3 หลายเดือนก่อน +1

    I get so happy watching this. You guys are awesome!

  • @olliewaite4493
    @olliewaite4493 3 หลายเดือนก่อน +4

    Tim doesn’t know how hard the boys are rooting for him

  • @markallen4123
    @markallen4123 2 หลายเดือนก่อน +1

    This is a nice friendly competition! Anna is a great sport!

  • @danuel4474
    @danuel4474 3 หลายเดือนก่อน +1

    These videos are so entertaining please more!

  • @HowLegit
    @HowLegit 12 วันที่ผ่านมา

    Tim gonna owe these guys for life

  • @Elvatrenni_413
    @Elvatrenni_413 3 หลายเดือนก่อน +3

    Portugal, really the place for golf. Such beautiful courses there.

  • @marvindunze8482
    @marvindunze8482 3 หลายเดือนก่อน +16

    Hugging on someone elses putting line is the ultimate insult and I am all for it 😍

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน +1

      😂😂

    • @bobbytabernacle
      @bobbytabernacle 2 หลายเดือนก่อน

      It's a miracle she didn't kick that ball haha

  • @ash2rach2002
    @ash2rach2002 3 หลายเดือนก่อน +1

    Anna is so lovely and proper cute to boot.
    Her TikTok channel is fantastic.
    Great video guys......more of this please.

  • @dannybrown5680
    @dannybrown5680 3 หลายเดือนก่อน +3

    great vid love the chemistry

  • @cameronturnan9497
    @cameronturnan9497 3 หลายเดือนก่อน +7

    Come to the US for the next golf date! Y'all made a birdie so I hit that subscribe button 💪

    • @cheekygolfclub
      @cheekygolfclub  3 หลายเดือนก่อน +2

      We're coming to the US in december!

  • @kyledevaughn3848
    @kyledevaughn3848 3 หลายเดือนก่อน

    Just subscribed! This is only my second time watching one of y’all’s videos, and I’ve enjoyed watching both of them. Hope y’all will keep up the entertaining content, God bless!

  • @LakesTrees
    @LakesTrees 3 หลายเดือนก่อน +9

    The best golf dating series on TH-cam

  • @mikecopen
    @mikecopen 3 หลายเดือนก่อน +2

    After this third one, I find myself trying to conjure up the spirit of Samuel E. Wright….”Kiss the Girl” for gods sake!!!! Love these videos!

  • @FrancoisVanTonder
    @FrancoisVanTonder หลายเดือนก่อน +2

    Wee whant to seeeeeee more about Tim and Anna

  • @allyssonblacks8173
    @allyssonblacks8173 3 หลายเดือนก่อน

    okay, i just watch the all serie hahahaha now i need see the dinner date...

  • @mediaaccount6218
    @mediaaccount6218 หลายเดือนก่อน +2

    Im not into golf but this is a fun watch

  • @phnml8440
    @phnml8440 16 วันที่ผ่านมา

    Even tho we all know its for content and publicity its actually quite entertaining and fun to watch!

  • @bunkerboysnz
    @bunkerboysnz 3 หลายเดือนก่อน +11

    I’m on team love!

  • @Schyluer
    @Schyluer 2 หลายเดือนก่อน +1

    Brothers killing it as wingmen

  • @basebilljr07
    @basebilljr07 3 หลายเดือนก่อน +31

    Next video should be Tim and Anna go on an actual date not on a golf course and not with Ben and Nic tagging along!

    • @mrsumptuous9329
      @mrsumptuous9329 3 หลายเดือนก่อน +1

      That’s not really content tho that’s a genuine date between two people who want their privacy

  • @telecasteroil
    @telecasteroil 3 หลายเดือนก่อน +1

    This is awesome, you’re both great together….

  • @drewpromwong
    @drewpromwong หลายเดือนก่อน

    34:26 the sky is beautiful

  • @Chris_PerthWA
    @Chris_PerthWA 3 หลายเดือนก่อน +3

    Love Anna

  • @DanielTanguay-l6i
    @DanielTanguay-l6i 3 หลายเดือนก่อน +3

    This is great, more people need to see how cute Tim and Anna are

    • @brent5027
      @brent5027 หลายเดือนก่อน +1

      You can totally see they are smitten during the phone call

  • @Bankesy85
    @Bankesy85 3 หลายเดือนก่อน +9

    Dont know why but i love you boys

  • @bb-fe9ur
    @bb-fe9ur 3 หลายเดือนก่อน +1

    Good video, she is a sport for doing this. I was entertained by it and they seem to have some chemistry 🤞👍

    • @JesusSavesSinners
      @JesusSavesSinners 3 หลายเดือนก่อน +1

      A Sport??? She Really Likes Tim. She is getting to play Golf which she Loves and is getting the opportunity to Know Tim. It is a Perfect situation for her.

  • @peterkulczycki6244
    @peterkulczycki6244 3 หลายเดือนก่อน

    I think we all know, it's time for the "you're such a good friend" chat. Great video again guys.

  • @CLANKGOLF
    @CLANKGOLF หลายเดือนก่อน +1

    Hey guys, love the content.... I cant help looking at Ben and thinking it is Stuart from Big Bang Theory...!

  • @stjoelawyer
    @stjoelawyer หลายเดือนก่อน

    I stumbled across this several months ago and watched the first two. I’m not watching the trip. These three boys had great parents. I come under the impression that the young man going on these golf dates is shy and possibly the youngest of the three. His two older brothers are trying to And still confidence. Hopefully, the relationship with Ana can work out for the two of them eggs it appears as if it does. One of them may need to move from one city in the United Kingdom to the other city so that they can make a life together and have two really super uncleswho will probably also have spouses with good moral and strong ties to their family. Big shout out to parents.

  • @gallopingnuns6732
    @gallopingnuns6732 3 หลายเดือนก่อน +3

    Come on guys. The UK isn't that big. There should have been a few train rides to Anna's neck of the woods by now!

  • @tun6006
    @tun6006 2 หลายเดือนก่อน +1

    I'm invested lol

  • @This_isNotAThing
    @This_isNotAThing 24 วันที่ผ่านมา +1

    team love

  • @thepineappleburster4439
    @thepineappleburster4439 28 วันที่ผ่านมา

    Well well well, what an eagle setup by the bro’s at the end!

  • @parra29
    @parra29 2 หลายเดือนก่อน

    this video reach to a spanish guy that didnt play golf once. The love move and inspired the world. Sub here!

  • @Reversewin
    @Reversewin 3 หลายเดือนก่อน +1

    Didn't want to see you THIS happy, Tim.

  • @abhandarkar
    @abhandarkar 2 วันที่ผ่านมา

    She is such a wonderful girl, no unnecessary games!

  • @timwhelan4347
    @timwhelan4347 3 หลายเดือนก่อน +1

    Great video. Wonder if things go well, if Anna will join Cheeky Golf Club. Even if in an unofficial capacity. Look forward to finding out what happens. Also be great to see you playing golf in another random country. Could be some really 'interesting' golf courses out there.

    • @stephentaylor6617
      @stephentaylor6617 20 วันที่ผ่านมา

      Golf with Anna should be a honorary member of the Cheeky Golf Club at worst. Anna should be a regular member for her help in growing this channel.

  • @christianshinya4084
    @christianshinya4084 3 หลายเดือนก่อน +1

    Love it boys! 🔥🔥

  • @strinhinottawa
    @strinhinottawa 3 หลายเดือนก่อน +1

    That super awkward handshake at the beginning was class.

  • @reg5334
    @reg5334 3 หลายเดือนก่อน +1

    i made the first odessey 2 and 3 ball putter head molds in Canada

  • @zacharymorford1846
    @zacharymorford1846 3 หลายเดือนก่อน +2

    So much fun watching your golf and interactions. So sweet!

  • @jhtwenty
    @jhtwenty 3 หลายเดือนก่อน

    yeah portugal my lovely country hope you enjoyed

  • @TechEtrix
    @TechEtrix 2 หลายเดือนก่อน +1

    Never watched golf before, but your videos are highly enjoyable!
    I'm definitely rooting for the two!
    Just one small note: maybe look into color grading for your drone footage. The quality of records is nice, but colors look really flat and not too vibrant. Should be an easy fix in your editing software!

    • @TechEtrix
      @TechEtrix 2 หลายเดือนก่อน

      Und ich dachte mir doch glatt, dass ich da einen Akzent raushören kann ;)

  • @renehasp
    @renehasp 2 หลายเดือนก่อน +1

    All three episodes were beyond sweet and romantic!!! More dates with Anna, please.

  • @francoisg1393
    @francoisg1393 3 หลายเดือนก่อน +3

    Anna is perfect

  • @mikestarcher
    @mikestarcher 28 วันที่ผ่านมา

    We want to see more videos like this

  • @Justin-ju8ef
    @Justin-ju8ef 2 หลายเดือนก่อน +1

    Best wingman ever 👏

  • @RichieOne123
    @RichieOne123 2 หลายเดือนก่อน +2

    Where is the Link for the dinner video??

  • @LiamBeanComedy
    @LiamBeanComedy 6 วันที่ผ่านมา

    I’m not really into golf, no idea why TH-cam decided to show me this but you guys were sweet together

  • @TheBachCelloSuites
    @TheBachCelloSuites 3 หลายเดือนก่อน

    Great video! Great spinner!

  • @Steven-tn1qr
    @Steven-tn1qr 3 หลายเดือนก่อน +2

    Hi, i have now enjoyed watching all three date videos.
    Greetings from Switzerland, Geneva!
    Should you come near my beck of the woods, i would love to learn golfing with such nice people and enjoying upclose the cuteness and romance from this radiant couple on a course here! Looking forward to your next adventures

  • @t_w_7821
    @t_w_7821 2 หลายเดือนก่อน +1

    Anna is very pretty!