Nobody ever teaches you this. You pick a cut from a screenshot of someone whose face is nothing like yours, sit down in the chair, and find out an hour later. That is not a you problem, it is a missing-information problem, and it turns out a photo plus a good prompt closes most of the gap. What you are asking for here is not a verdict on your face. It is a read on proportion: where your width sits, where your length sits, and which shapes balance against that.
The quality of the answer is decided almost entirely here. A dim, filtered, arm's-length selfie gives it the wrong shape to read, and then it confidently describes a face that is not yours.
Open ChatGPT (the phone app is easier for uploading photos), start a new chat, attach both photos, and paste this. It works on the free plan. Notice that it asks for reasons, not verdicts: reasons are what let you disagree with it sensibly.
I have attached a front-on photo and a profile photo of me with my hair pulled back, taken in daylight. Act as an experienced hairstylist doing a consultation, and work from proportion rather than from compliments.
First, describe what you can actually measure from the photos: the relative width of my forehead, cheekbones and jaw, the length of my face against its width, whether my jawline is soft or angular, my hairline shape, and my neck length. Name my face shape from that evidence and say in one sentence which measurements led you there. If the photo is not clear enough to judge something, say so instead of guessing.
Then give me three haircuts that would balance those proportions. For each one, use the name a salon would recognise, describe the length, the layering and where the shortest pieces would sit relative to my jaw or cheekbones, and explain in one sentence which proportion it is balancing and how. Then give me two cuts to avoid, with the same kind of reason, and say plainly if a cut is only a problem for certain hair textures rather than for my face.
Before you finish, ask me the three things a stylist would ask that you cannot see in a photo: my hair texture and density, how much time I will realistically spend styling it in the morning, and whether I am growing my hair out or cutting it shorter. Then revise your three recommendations based on my answers.
You already did the hard part by taking a good photo. These four run in the same chat, which means the model is still looking at the same proportions it worked out above.
Using the same photos, tell me what brow shape would suit my face, working from the proportions you already measured rather than from a trend.
Cover the arch (soft, angled or straight), the ideal thickness relative to my features, and where the peak of the arch should sit relative to my eye. Explain each choice by naming which part of my face it is balancing, for example lengthening a rounder face or softening a stronger jaw.
Then tell me what NOT to do to my current brows: which direction over-plucking would take my face, and the one change that would make the biggest difference with the least risk. Keep in mind that brows grow slowly, so rank your suggestions from lowest to highest commitment.
Using the same photos, recommend glasses frame shapes for my face, and be specific enough that I could search for them in an optician's website filters.
Give me three frame shapes that work and one to avoid. For each, name the shape (for example round, rectangular, cat-eye, aviator, browline), say how wide the frame should be relative to the widest part of my face, where the top of the frame should sit relative to my brows, and whether the bridge should be low or high for my nose. Explain in one sentence what each shape is balancing.
Also tell me which frame colours would sit well against my hair and skin, and whether a thin metal or a thicker acetate frame suits my features better. Finish with the two-line summary I could read out in a shop.
Using the same photos, tell me which earring shapes and which necklines flatter my face and neck proportions.
For earrings, cover shape (studs, hoops, drops), scale relative to my jaw, and length relative to my chin, and say which combination lengthens my face and which widens it, so I can pick depending on what I want on the day. For necklines, cover crew, V, scoop, boat and collared shirts, and say which lengthen my neck and which shorten it.
Explain every recommendation by naming the proportion it is working with, and where two options do the same job, say which one is the safer everyday choice and which is the bolder one.
Using the same daylight photo, read my colour undertone and tell me what it means for the colours I wear near my face.
Say whether I read as warm, cool or neutral, and name the evidence you are using, for example the cast in my skin, the tone of my hair, and my eye colour. Be honest about your confidence level, since screen and lighting conditions affect this a lot, and tell me what a more accurate photo would look like if you are unsure.
Then give me eight specific colours that would lift my face, with a plain-English name and a hex code for each, and four that would wash me out. Finish by telling me whether gold or silver jewellery suits me better and why, and which hair colour direction, warmer or cooler, would sit more naturally against my skin.
Reading "long layers with a curtain fringe" and seeing it on your head are different things. Virtual try-on apps let you check the shape against your actual face before anything is cut or bought.
The point of all this is not to arrive with an AI printout and tell a professional their job. It is to arrive able to describe what you want in words they use, which is exactly the thing most of us cannot do.
Turn your top recommendation into a short brief I can say out loud to my hairdresser, in the language a stylist actually uses.
Write it as five or six spoken sentences covering: the overall shape and length I want, where the shortest layer should sit relative to my jaw or cheekbones, how the front pieces should fall around my face, how much weight to remove and where, and how I want it to sit when I do nothing to it in the morning. Include one sentence about what I do NOT want, phrased politely.
Then give me three search terms I can type into Pinterest or Instagram to find real reference photos of this exact cut on hair like mine, and tell me the one question I should ask my stylist about whether this suits my hair texture, since you cannot judge texture from a photo.