Last week, I wrote about my anxiety over an upcoming group bike ride in northern Portugal, and the shockingly thorough suggestions for coping strategies that I found using ChatGPT’s AI.
My anxiety had ramped up because:
- I hadn’t been on a bicycle in 17 years.
- I have balance issues.
- I’d never been on a mountain bike.
- I’d never been on an electric bike.
- I’d never ridden a bike on unpaved, dirt trails, not to mention on cobblestones and narrow, hilly, twisty Portuguese roads.
- I’d never done a group ride.
- The group of 20 riders were my avid cyclist boyfriend’s cycling buddies and their spouses.
The “ChatGPTherapy” session was helpful, and friends and boyfriend were reassuring.

Armed with all this support, I went into the ride knowing I didn’t have to be fearless, flawless, or fast (ChatGPT’s affirmation). I could do as much or as little as I wanted. It was OK to be me.
The Ride
We drove to Esposende, Portugal, north of Porto, the day before the ride. After a bit of sightseeing in the charming nearby town of Viana do Castelo, we met the group in our hotel’s bar for cocktail hour. Within the first 20 minutes, three spouses — all of whom were bike riders — told me they weren’t going on the group ride because the trail “is too much.”
“If you haven’t been on a bicycle for a while, this is not the ride for you,” said another rider. By the end of the evening, a separate small group had formed to go sightseeing instead of going on the ride. Initially, I decided to be part of that small group. But then, after sleeping on it, I decided to try the ride until it became too dicey for me, and then stop. It was important that I gave myself permission to stop.
I’m proud of myself. I pushed through my fear and crossed a long bridge with a lot of car traffic. Boyfriend and all the other riders were protective, patient, and encouraging. So kind! I saw some lovely and picturesque small villages, and I managed not to fall as I steered my heavy bike downhill on a few curvy cobblestone roads. I still found the e-bike scary, as it would suddenly kick in pedal-assist and speed up when I didn’t want it to.
Then we finally reached the dirt trails.
Oh, hell no. No way. Nope. Não.

After completing a little less than half the ride, I stopped, found a road with car traffic where boyfriend could lock up the bike, and I called an Uber. Boyfriend wanted to return to the hotel with me, but I finally convinced him to go catch up with the group once my Uber arrived. My introvert (and chicken) self appreciated the me-time back at our beachfront hotel.



Even though I did not finish the ride, I’m happy I did as much of it as I did. Afterward, some of the regular cyclists said I made the right call. “This wasn’t a route for a beginner,” said one of boyfriend’s cycling pals who wanted to reassure me. “Parts of it even had more technical difficulty than what we usually do on our weekly rides.” All of the experienced riders wanted to make sure I didn’t feel bad about quitting. I definitely did not. I now know I have no desire to be a dirt bike rider. A road bike and paved trails for me from now on.

Source: ChatGPT
The Trip
I enjoyed the entire two-night trip. We had beautiful weather that was perfect for cycling, driving, and sightseeing. The hotel was well located, and we enjoyed some good food at area restaurants.







Thank you for reading, and thank you to all for your kind words of encouragement as I fretted about this bike trip. I tried, folks. I tried.

May this weekend find you trying something new and celebrating your effort. ❤️
All images are my own, except as noted.
The Hot Goddess
Instagram: retired_rewired_inspired
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Great job conquering your fears and and not giving up. And also giving yourself permission! I haven’t ridden a bike in years and have never ridden an e-bike ever lol, so yeah, it looks like you definitely made the right call haha! You should be super proud of yourself and thanks for always inspiring! 🙂 Have a great weekend!
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Melissa, thank you so much for this virtual hug of support! ❤️
I am happy I tried… and happy AF that it’s over 😂🤣
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I’m happy you gave us an update! It sounds like you had a great time and overcame your fears with a little help from ChatGPT. Next time you’re in that area, check out Valença. It’s a very charming place.
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Thank you so much, Melanie! ❤️
I am putting Valença on my travel list now.
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I love this (as usual) and the clips and photos make for a nice interactive experience! (Minus the anxiety but also minus the deliciousness.) 😂
I came across something surprisingly inspiring today. This woman on YouTube mentioned it’s ok to take a break from the constant healing and introspection and self-improvement, that we do not have to identify as a project which needs fixing all the time.
Sounds appealing, right? I wonder how to start this journey.
I’m going to email you later, I want to propose something to you.
❤️ from 🇨🇦
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Thank you for your comment, Claudette ❤️! And yes to taking breaks from all of it, for sure! Life is hard enough. I’m learning to be more compassionate with myself, though it’s not a linear journey.
Hugs to you from Portugal 🇵🇹 🤗
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Oh Natalie, I commend you for trying!! After hearing what the spouses said the night before I would’ve bailed 😂 You’re so much tougher & courageous than you give yourself credit for ❤️ Thank you for sharing “all of you” with us!!
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Thank you so much, Sharon ❤️! I was this close to bailing, believe me. Yikes!😨😅
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Kudos for both trying and trusting yourself to stop when you did Natalie. And how nice that the group encouraged and supported your choices. And you got to enjoy a beautiful trip.
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Thank you, Brad! Yes, exactly. So many positives to be grateful for. ❤️🙏🏾
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Wait a minute. Amazing looking drinks and a beachfront hotel. Oh, Natalie, you made the perfect call. Yup, I would’ve been done too. Ha, ha. Congratulations for giving it a try. Who knows, maybe next time? Thanks for taking us along for the ride.
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Thank you, Brian! I think enjoying cocktails by the ocean is more my speed 😂.
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I’m right there with you!!! Glad you made the most of it!!
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Bravo for giving it a serious try, Natalie, and an even bigger bravo for knowing when it was time to bow out and having the strength of your convictions-the courage – to stop.
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Thank you so much, Jane ❤️
I was lucky to have such supportive folks around me — IRL and in this virtual community 💕
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Okay, Okay. I agree 100% with everyone here – Brava! But I gotta say that sobremesa sure does look scrumptous. 🙂
ps-it was fun to hear you in the vid clip!
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100% on the sobremesa! Yum! Thank you for your kind words, as always, Laura 💕
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Woohoo! You faced your fear and did it anyways! I’m glad you had so much support. Very wise of you to decide to walk from time to time. Those trails looked very rough! Go, Natalie, go 💕
Deb
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Omg, Deb. Yikes. Thank you for your Badass vibes, WB ❤️
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Natalie:
I think you are a badass and far braver than I ever could be. So when I read last week’s post, I thought, just say no, but you made the effort, and proved to yourself that you could. Your boyfriend’s response was perfect and really demonstrated his concern for your well being.
Thank you for being vulnerable and sharing your experiences. I can only hope that I will have as much courage in conquering my fears.
✌🏽&🙏🏽
Jametta
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You are so sweet, Jametta! Thank you for always encouraging me ❤️. From what I can tell, you are a badass who’ll soon be taking Portugal by storm 🥳🥂
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Amazing! Good job, Natalie. The crème brûlée looks so good.
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Oh, it was amazing! 😋 And the trip was great too. 🚵♂️ Thank you for your support, Edward!
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You’re very welcome.
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Yay! This is definitely a win. I thought the cobblestones looked dicey and you flew over them. Brave woman.
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Ah, thank you so much, Rebecca! ❤️ There definitely were some dicey moments on those cobblestones 😂.
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You hit the right balance between exploring something new & difficult and knowing when its time to stop & relax
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Thank you Anand ❤️! It can be difficult to find that balance at times, but I’m happy with how everything turned out this time.
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It sounds like you had all the fun you could possibly have. A harrowing ride is as mentally taxing as it is physically and you were smart to acknowledge your limits. What a blessing to have a supportive companion who encourages you. From the looks of the village roads, you don’t need to go off road to develop technical skills!
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Judy, thank you so much! ❤️ I thought of you during the ride, and your previous comment about riders being supportive. You were right!
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Good for you, Natalie for doing what you could and stopping when you gut shared that too. “I’m going to step off 😂’ No sense being like too many I know right now and falling and breaking something. I’d be with you at the beach with pool in hand! 🤚🍷
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Thank you Cindy! ❤️ I find myself more accepting of stepping off with each passing year 😁. Cheers to knowing our limits and listening to our guts! 🥂
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You’re most welcome. Cheers to that.. I agree!!! 💕
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I love this, Natalie! You showed up — and then listened to yourself. I love that you tried. Thank you for sharing this courageous effort and beautiful pictures. Incredible!
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Thank you so much for this, Wynne! 💕
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Good for you! Yes, that ride way beyond beginner level. Glad you had fun on the rest of the weekend! I agree with you about paved roads and pathways to bike on. I’ve recently been able to start riding my bike again, first ride out was shorter, just to get the feel of it again. I found that my back has aged more, so I need the handlebars to be higher, and I’m getting a new padded gel seat so my bum will be comfortable.
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Thank you, Tamara! ❤️ Yes to high handlebars and padded gel seats! I even got a gel seat cover to go over the gel seat for extra cushioning. Kudos to you for riding again 🙌🏾!
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Thanks! Kudos to both of us! Gel seats are great!
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I love that you were able to conquer this!
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Jody, thank you so much! ❤️ I appreciate your stopping by, and your kind words.
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I am unsteady walking my bike on terrain like that!
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Yes!! So am I!
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Next time you’ll know to skip the bike and go straight to the drink! (and beautiful views). You really are a fantastic writer, especially when you make me laugh. One of my swim aerobic friends said to me last week, “You know, you really aren’t much fun!” Oh boy! I better ask ChatGPT for lessons on how to be more fun. LOL PS: I also loved your “in Natalies years” referring to the length of time you have been dating your BF. You crack me up!!
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I needed that drink, too!!! Thank you so much for your kind words! ❤️ I’m happy you enjoy reading THG. That makes me smile.
Maybe your swim aerobic friend could ask ChatGPT what fun is. Or perhaps for lessons on how to be a friend??
That does give me an idea about asking ChatGPT to outline a syllabus for a how-to-be-an-awesome-girlfriend-at-65 course. I need all the help I can get if I’m gonna make it to 9 Natalie years.
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