I at most maybe had a couple of "extra" pounds on me when I was 17 and went off to college. My mother served us a decent diet and was always on the look out for nutritional ideas. We were early adopters of triticale and my mother made us Cornell Triple bread which was enhanced with soy flour, wheat germ, and nonfat milk. She didn't serve a lot of mac and cheese and we didn't bring pizza home. Overall decent enough. As kids we weren't prohibited from eating other foods or having an occasional coke either.
I drifted down to 149 LB my Freshman year of college while doing 3 a day football practices . I wanted to be 150 as that sounded better. I also played one year of rugby until I injured my knee. Really rugby was a club sport and football was just small school stuff.
I did stop biking while in college although I hiked, rock climbed, and did some handball.
I slowly gained weight and yes had some beer and pizza along the way.

I had trickled up some to maybe 160+ (maybe close to 170 at times?) by grad school and just continued to slowly gain up to about 190LB. I had a summer alone while DW was out of town and lost maybe upwards of 25-30 lb eating a diet of bulgar wheat and veggies plus maybe something to balance the protein a bit.

After grad school I bought a bicycle and started riding again and caving and had ok weight of around 160-165 ish pounds. I took up bike racing for fun and did something like seven 200 mile one day rides. Even with activity my weight slowly crept up eventually to about 213 LB.

At age 55 I had a serious injury from biking and took early retirement and was at 213 LB when I joined WW at age 63. I was still doing biking up to 100 miles in a day sometimes but needed an actual program. I have done ok maintaining my weight but by no means perfect (who is?) for over 10 years now. During that time I have been as low as 152 LB and as high as about 169 lb with a stated "goal" of 165 lb. I have the program "memorized" in terms of what foods to emphasize and portions. For me there is no "magic" or magical science other than maybe persistence.

I weighed less than 180 lbs during my senior year in HS, 1981.
I recall a proud moment be able to bench press more than I weighed.
I know that's nothing by today's standards.

Then in college, I put on 20 lbs or so.
After college, I had a couple years of bachelor life. Not sure how much my weight fluctuated,
but upwards.

Once married (1987), the sedimentary lifestyle kicked-in full swing.
It didn't help that my wife like to eat a lot junk food as well.
During that time, I wasted hundreds of dollars on gym memberships. I could kick myself for giving
Bally all that money.

Ten lbs here and there. I tried not to look at the scale, but the
upward trend continued.
At one point I removed my wedding band because it became too tight.
I even bought a replacement band that was almost identical to the original.

Anyway, before I knew it I was in 300 land.
313 lbs exactly when I started WW (2011).
After 1 week, 4 lbs dropped off and I could hardly believe it.
They had a simple plan (PP) that was easy to live with in my opinion, and it worked.

Now I have two wedding bands, and the original one is actually too loose now.