Welcome mate.
I agree with tophat , loving the Mark Manson book at the moment.
I guess start small too, just getting out and appreoaching, not necessarily banging two girls every weekend straight away.
You are taking action though which is great.
Enjoy.

Agreed to avoid Topman, but you don't have to go nuts. Next, Debenhams, Penguin & dare I say it Marks & Spencers (Yes - seriously, they do awesome shirts) & Burtons all have good stuff. Take this from a guy who used to spunk a stupid amount on designer labels for years - i do alll my shopping on the above places.

Also try the following:

www.secretsales.com
Fashion sales, privates sales at BrandAlley. Designer Clothes | BrandAlley

These are websites which clothing lines send their unwanted stock to and you can buy at a knock down price. It's a bit of a hit/miss, first come - first served setup but you can sign up for email updates which lets you know what brands are upcomign in the sales. I've been buyig stuff off these sites for years now.

Cheaper clothes can look quite good when new but after a few washes they lose their shape / colour. Designer labels tend to source the best quality fabrics that last a long time and look better as they wear in.

My advice would be it's better to buy one designer quality item than 3 cheap ones. It also means that if you shell out on alterations to get the fit right it's money better spent. The fit is important. But it depends on your budget. Another way to save money is try to get one piece that goes with 2 other things you have. This is something girls are very good at...matching. Some store sales assistants will help you with this, especially a woman or trendy guy.

You can get ideas for style by looking at what other people are wearing, e.g. like those shoes, like that jacket, etc. You can see what works and go looking for similar things. You don't want to be completely generic but at the beginning if you're clueless this is a good way to get started with a wardrobe. Eventually you want to develop your own individual style and know what looks / feels good on you.

This is really for your own confidence when you need all the help you can get in feeling more confident about yourself. But you don't want to get too hung up on it. Just do what you can. If they see you've made an effort to look good that's more what girls will pick up on than the actual clothes themselves.

Work It Girl!

Serendipity you do talk waffle sometimes

Designer labels do usually use better quality processes and materials but so do m&s, debenhams, house of fraser and other department stores. With designer labels you may even find it counter productive with them not catering for different body shapes

Places like primark, top man, and maybe brttons a little, use cheaper materials and processes which usually don't fit anyone very well.

At the same time shop to what your budget allows, if you can only afford primark it's all good

I've got two relatives who have been working in the clothing trade (manufacturing) for 30 years. They do quality control and processes. What I said is what they've told me. They've worked for companies that supply M&S and designer brands as well as more mass market stuff.

I've bougnt £200 + designer shirts & jumpers. I've also bought items the same for £30. Other than a slight difference in quality as to how it feels, all your really paying for is the label.

Clothes are clothes.

I'd disagree to some extent there. You are paying for the label but you are also paying for better quality. Better fabric (the difference is obvious), tighter stitches, slim fit etc...

You pay between 20% and 35% for the label with higher end retail brands.

Sometimes I spend big on a few items, other times I hit Primark, Ink, Topman, etc.. and get a bunch of different stuff.

Check out kinowear blog. Found it a couple of years ago and they go quite in depth with spotting good quality and bad quality clothes, even from designer brands. Its quite good to know about trends and bits and bobs about upcoming brands which start off at cheap prices but high quality clothes