Male Fashion Advice

I've had 3 suits from them. All purchased for weddings. I live near a flagship store in NYC, so my in store experience has always been good. They were able to offer very quick turn around times for in house tailoring which was nice. I don't have any experience with their shirts as I usually find Speir and Mackay to be the bets bang for buck dress shirt. Because I work in tech, I don't really have a lot of experience with durability of repeated wear, but I think their tailoring service does allow reinforcement of the pants if needed. Not sure if it's easy to buy 2 pairs of pants to go with a suit jacket though.

You pretty much sum up the reasons for why I am looking for feedback and experiences.

I'm looking for trousers with a fit that I like and can buy repeatedly, I have low to no need for a jackets.

Trousers now days are so insanely tapered and slim fit that it's hard to find something that doesn't sit like spandex over my calfs and stays half way up after you have been seated. Trying to mitigate this is exactly the reason for me looking into SS. Also being insanely warm and easy to break into a sweat makes me look for fabrics that breathe as much as possible with a somewhat looser fit overall in shirts. I know the preference on looser fit is somewhat contradicting towards the general consensus on how clothes should be cut and fit. But I still believe that a pair of trousers should "fall down" to full length when you rise from a seated position without being stuck halfway up you calfs.

I have shirts sorted out from another brand with fit and finish that I like and share your sentiment in regards to their shoes as well.

I booked an appointment with them a couple of weeks ago to take measurements for trousers and while I wouldn't say I was underwhelmed I was slightly hesitant in regards to the service and advice I received from my "appointed style advisor". I told him about my preferences and reasoning behind looking for MTM going in but didn't really feel he took it into consideration.

He took out a pair of pants and a shirt (shirt smelled B.O to be honest! Ok it's hot and during summer and while I myself didn't smell like fresh roses it didn't feel like a great experience) and told me they fitted good and as expected and that I could go with those sizes directly. I objected and pointed out the fit of the trousers fit over my calfs and he said something along the lines of "Well you could add a little fabric there if you wanted but otherwise they are good" and he added a little to the measurements there. Didn't really care for the shirt either but since I'm not looking for shirts I just ignored that.

Of course my body could be a perfect fit for their models but in all honesty, going for a MTM appointment only to get to hear that you fit into a standard size/model kind of kills the point of MTM. Especially when I have pointed out my preferences beforehand.

I haven't ordered anything yet since I am in all honesty too cheap to buy a pair of standard size trousers pants with the extra markup and added time for delivery that MTM adds, I might as well buy them off the rack instead or try and look into the option of doing a "in store tailoring alterations" to their of the rack trousers instead.

I see this as a process of finding measurements, fit and cut that I am comfortable with and that it will most likely take me 2-3 pairs of trousers before I am satisfied. But also as a process of finding a "style advisor" that I am comfortable with and gets my preferences, not one that only want's one out the door and is thinking of commission solely.

Hopefully it is worth going through the process but for now I am a bit hesitant and thinking if I perhaps should go all the way and go for a real tailor instead.

Could also be that my personal preference is ill fitting oversized clothes and that when I am comfortable I look like a slob but in that case I need to find a tailor or "style advisor" that I connect with and that has the balls to tell me that to my face and help me along they way. I didn't really feel like that was the case with my visit now.