Ubi,
What's your gym routine look like? I have a fat friend who is concerned about losing weight and having loose skin. My personal opinion is that he should be more concerned about [random negative health risk of obesity] than loose skin, but... *shrug* I've been telling him if he just lifts heavy and eats well, he'll end up looking good.
I would echo your concerns. That is what got me started. I would rather be alive and active with loose skin than a dead full skinned fatty.
Anyway, 5'9" started at 283 lbs in June 2013. So lost around 105 lbs in 16 months. Don't think it was too fast, some could argue going over 1lb. / week increases risk of loose skin.
First 9 months of weight loss wasn't a gym, just getting my shit together. I did Keto / Bulletproof diet and DDP Yoga at home. Started at 2 - 3 times a week and peaked around 5 times. The program is small to start, you do 20 - 30 min routines that build you up to a grand finale 50 minute routine. That got me to around 220-230.
March of this year I started doing BJJ 3 - 4 times per week. Usually 1 - 2 hours per session of various physical activity. I haven't figured out a great way to track it, but it is stretching, light cardio / warm up, drilling (light activity), and rolling (super going-to-die activity). Class composition varies based on the mood of the instructor. Weight started absolutely
meltingoff at this point. Just to maintain weight while doing BJJ I could eat around 2.7k - 3k calories per day. I stick to 1900 calories and I lose generally 1.25 - 2 lbs. per week.
I have stretch marks (stomach, love handle area, lats a bit). I don't really care about stretch marks at the moment. They are kind of like badges of honor for a fat guy now thinner. I have loose skin around my stomach and a little on my upper thighs towards deeze nuts. I do not think the skin on the upper thigh is going to be a problem at all, it seems to be tightening up as time goes on without a problem.
The stomach is the problem area. Picking things up without a shirt on is the worst of it. General day to day walking around I just have a bit of a gut that hangs off of my abs and whatever the V / lovehandle muslces are, delts? It is an odd scenario, if my skin was tighter I would have a more pronounced gut as it would be held out in front of me. Instead it just hangs down a little further and is flatter against my body. If I remember when I get home I will snap a pic, it isn't terrible given where I came from, but I don't like showing it off.
Besides, just tell him he is still going to wear clothes when he is thinner. This is me around 10 lbs. ago wearing a coat my wife bought me 7 years ago and I have never been able to fit into. I am going to look better than I did in my 20s pretty soon. The only person that will really see loose skin is my wife and she would also rather me be alive and thinner even with some loose skin.