OP I'm nearly 53 and have been single/no sex for the last 11 years.
I ended up being 7 stone overweight for reasons I won't bore you with.
I am now 3 and a half stone down (doing it without WL drugs and it's coming off very slowly at 1lb a week now).
I'm eating super healthy and only doing walking really as exercise.
I did plan to do some exercise to firm up the skin on the tops of my arms and legs but instead I have been lazy and been using Murad body resculpt cream which I have to say does seem to be working on my arms. So I started using it on my stomach and breasts as well.
My stomach seems to be recovering amazing well from being so overweight but of course there is time yet. I expect if I ever get to the right weight for my height it will be a little bit untoned and loose but I could be wrong.
Breasts I can see a difference in that they look looser and saggier. However I know doing arm weights can work the muscle under them as I used to do this so I may go back to this or I may not.
I had stretchmarks before from puberty/high cortisol some quite bad.
Have they got worse. I think they probably have but it's hard to tell. I mean if you have a billion stretchmarks, do you notice when you have a billion and ten.
Never had cellulite so don't seem to have any again although I would rather have cellulite that my stretchmarks.
I am debating given dating another shot if I can reach my correct weight. I haven't decided yet.
Will I be nervous getting naked with someone. Absolutely. More so than when i was younger but I was never that body confident anyway.
Like you though i am quite surprised at how good parts of me still look although i am still overweight so I suppose that could be helping.
I do feel more accepting of myself now I think and I feel sad at how I was so hard on myself when i was younger. No man ever made me feel bad about my body - I did that all by myself (self esteem wrecked by abusive, chaotic childhood).
You have placed alot of expectations by not meeting for ages but I understand how that can happen. I wouldn't send someone naked pictures but that's just me. If you are really worried why not send him a completely unfiltered naked one to show the real you.
However don't forget if you are actually sleeping together he will have smells, taste, touch and all kinds of things he does not have in a picture so I honestly doubt he will notice.
Plus don't forget men must be used to woman looking different naked to when clothed. Think padded bras and tummy tuck pants.
I wish you luck.