Somewhere between my third cup of coffee and my fourth attempt at graceful bending-over-to-pick-up-the-mail, I realized I owed the internet an update: I’ve officially spent eleven days living, working, and occasionally power-walking with the They-ology Wearable Anal Training Set (5 Piece) in rotation. Not eleven days of casual dabbling — eleven days of genuine, committed, spreadsheet-adjacent testing, because that’s the kind of dedication you deserve before you drop $79.99 on a five-piece silicone lineup from CalExotics. If you’ve been eyeing this set on Lovehoney and wondering whether “wearable” is marketing spin or an actual lifestyle claim, buckle up. I have receipts, opinions, and a newfound respect for graduated dilation.
What Exactly Is the They-ology Wearable Anal Training Set?
The They-ology 5-Piece Wearable Anal Training Set is CalExotics’ answer to the age-old anal-training problem: most kits either jump in size too aggressively or feel like you’re inserting a novelty pen. This set solves that with five silicone probes ranging from a friendly 1.7 inches up to 3.75 inches in girth, each one a measured, deliberate step up from the last. Every piece is 100% waterproof, has a flared base for safety (non-negotiable, people), and is made from body-safe, velvety-smooth silicone that doesn’t feel clinical or cold on first contact.
What actually separates the They-ology set from the dozen other beginner anal trainers cluttering search results is the “wearable” angle — the smaller probes are slim and low-profile enough to sit comfortably for stretches of time, not just a quick five-minute solo session. CalExotics even bundled in a training guide co-authored with Dr. Sherry Ross, a real OB-GYN, which is a nice touch of credibility in a category that’s usually all vibes and no vetting.
Key Specs at a Glance
- Pieces: 5 graduated silicone probes
- Girth range: 1.7″ to 3.75″
- Material: Body-safe, phthalate-free silicone
- Waterproof: Yes, fully submersible for shower or bath use
- Base design: Flared, retrieval-safe on every piece
- Included extras: Storage pouch and a training guide by Dr. Sherry Ross
- Price: $79.99 on Lovehoney (third-party retailers list it lower, so shop around)
Day 1 to Day 11: A Rough Timeline
I didn’t just unbox the They-ology anal training set and immediately go for gold. I’m not a hero, I’m a reviewer. My first two days were spent with the smallest probe, mostly to test the “wearable” claim during normal daily activity — sitting at my desk, walking the dog, pretending to pay attention on Zoom calls. By day four, I’d graduated to the second size, and honestly, that’s where the set’s design started to shine: the taper between probes one and two is gentle enough that you don’t feel like you skipped a grade.
Days five through eight were where things got interesting. The middle probe is the sweet spot for most beginners — big enough to feel substantial, small enough that you’re not white-knuckling the nightstand. I lived with this one the longest, both during solo sessions and a couple of partnered ones, and it consistently delivered a satisfying, full sensation without any of the “wait, why does this hurt” energy that cheaper trainers sometimes bring.
By day ten and eleven, I worked up to probe four. I’ll be transparent: I did not attempt the fifth and largest piece in this testing window, because rushing graduated dilation defeats the entire point of a training set. If you’re buying the They-ology set expecting to conquer all five sizes in under two weeks, recalibrate your expectations — this is a marathon toy, not a sprint toy.
“I actually forgot I was wearing it for a solid twenty minutes while doing dishes. That’s either a five-star review or a cry for help. I’m going with five stars.” — me, day six, texting my group chat
What I Loved About the They-ology Wearable Anal Training Set
- The size progression is genuinely thoughtful. Unlike some training sets where size two feels like a personal attack after size one, the increments here are logical and confidence-building. Your body actually gets to acclimate instead of white-knuckle-adjust.
- The silicone feels premium, not gimmicky. It’s velvety-smooth right out of the pouch, with none of that tacky, drag-happy texture that turns lube application into a full-contact sport.
- It backs up the “wearable” claim — at least for the smaller sizes. I genuinely wore probe one and two around the house for extended stretches without discomfort, which is more than I can say for most anal trainers that call themselves “wearable” purely for SEO purposes.
- Easy cleanup, zero drama. Fully waterproof construction means soap and water (or your favorite toy cleaner) gets the job done in seconds. No fussy hand-washing instructions or “do not submerge” warnings to memorize.
- The included guide is legitimately useful. Having a real physician’s input on pacing, lubrication, and aftercare made me trust the process more than a random pamphlet would.
Where the They-ology Set Falls Short
- “Wearable” gets a lot less true as you size up. The larger probes (four and five) are not something you’re casually rocking during a grocery run. Some Amazon reviewers echoed this exact frustration, and I’m inclined to agree — manage your expectations on the upper end of the set.
- No vibration, no motor, no bells and whistles. This is a purely manual, non-vibrating training set. If you’re hoping for a buzz alongside the stretch, you’ll want to pair this with a separate toy — it’s simply not part of the package.
- Price varies wildly depending on where you buy it. Lovehoney lists it at $79.99, while I found the identical set for roughly half that elsewhere. Worth comparison-shopping before you commit.
- It’s a one-and-done set, not modular. Once you’ve outgrown all five sizes, there’s no obvious “step six” to graduate to within the They-ology line, so plan your longer-term training roadmap accordingly.
Who Should Actually Buy This?
If you’re a true beginner to anal play, the They-ology 5-Piece Wearable Anal Training Set is one of the more sensible entry points I’ve tested. The gradual sizing removes a lot of the guesswork and anxiety that comes with picking a single toy and hoping you nailed the size. It’s also a smart pick if you’ve had a less-than-ideal experience with a toy that was too aggressive out of the gate — this set is basically the “walk before you run” philosophy in silicone form.
Where I’d steer you elsewhere: if you already have solid experience with anal play and don’t need the training-wheels approach, you might find the smaller sizes redundant and be itching to jump straight to a single well-designed plug or vibrating option instead. This set is built for the journey, not for people who’ve already arrived.
Final Verdict
After eleven days of hands-on (and other-parts-on) testing, my take on the They-ology Wearable Anal Training Set is a genuinely enthusiastic thumbs-up, with the caveat that “wearable” is more accurate for the smaller three pieces than the larger two.
The silicone quality, the thoughtful size progression, and the inclusion of an actual medical professional’s guidance make this feel like a set designed by people who understand anal training rather than one just cashing in on a trend. It’s not flashy — no vibrations, no app connectivity, no LED lights — but it doesn’t need to be. It does one job, and it does that job well.
If graduated, low-drama anal training is what you’re after, the They-ology set earns its spot in your nightstand drawer. Just go in with realistic expectations about the bigger sizes, shop around for the best price, and give yourself more than eleven days if you’re planning to work all the way up to piece five.
Ready to start your own training journey? Check current pricing and availability for the They-ology Wearable Anal Training Set (5 Piece) below.
They-ology Wearable Anal Training Set (5 Piece)