i did it when i was a kid like 12-15 maybe a couple times. still it was difficult only managed to get the tip in, though i once somehow managed to get about an inch or two. i think the trick though was having something above to help push your body. as a kid i had a bunk style bed for a while so used the ceiling to assist.
considered it a couple times since when super horny but my body aint what it once was and thought of tasting my cum post orgasm is unappealing. also my cocks only about 6/7 inches.