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Soluuloi Love the question, and Besh started us off with a bang for sure! Rara is smokin in that title and they manhandle the fuck out of her.
The following titles have a reasonable size differential:
***Please note I placed in height order from smallest ladies to largest (Or largest height differential to smallest) as you progress down in list. I had to exclude some excellent titles as I drew the max height line at 5ft 1 inches.***
RCT-050 with 4ft 5inch Yui Fujisawa (This is one of her earlier titles, they spitroast her beautifully and she seems to enjoy)
NHDTA-048 with 19yr old 4ft 6inch Konoha (A personal favorite, in one scene she blows 8 huge black guys and they cum all over her after a relentless facefuck)
ZEX-095 with 19yr old 4ft 6inch Arisu Satou (She is flexible and takes both dicks pretty well considering she looks like a doll in between the 2 pipe layers)
SVDVD-604 with 22yr old 4ft 8inch Ayuri Sonoda (She loves it, nuff said)
SVDVD-177 with 22yr old 4ft 8inch Hiyori Mitsuhashi (I love the theme of this one, and she plays along with this convincing surprised/confused look. Takes both dicks like a champ)
KRMV-484 with 20yr old 4ft 8inch Rui Natsukawa (I don't care if the creampies are fake, love watching Rui get fucked over and over again)
KAWD-535 and Tokyo Hot n0949 with 22yr old <5ft tall Yu Ito/Yui Watanabe (Always thought she was a bit weird looking, but she is soo enthusiastic it is all good)
SNIS-185 with 19 yr old 5ft tall Mai Usami (I still find myself revisiting this one from time to time. Mai just loves dick even if it destroys her snatch)
KRMV-304 with 21yr old 5ft Saya Misaki (The double team leading to successive creampies is such a hot scene)
SDSI-010 with 21yr old 5ft Yui Shimazaki (This is Yui's third title and she LOVES getting double teamed)
DANDY 493 with 29yr old 5ft Marina Shiraishi (Seeing her get fucked and bukkake'd while thinking her kids are home drawing with crayons is a lovely contrast)
DANDY-400 with 21yr old 5ft 1inch Miku Abeno (Another fantastic DANDY line title)
NHDTA-309 with 19yr old 5ft 1inch Tsuna Kimura (Fav scene is when she blows 4 guys in a repair shop, but the bukkake at end is cool too)
JUFE-002 with 23yr old 5ft 1 inch Ai Hoshina (She is super hot and enthusiastic throughout)
DANDY 423 with 22yr old 5ft 1inch Aoi Shirosaki (Watching her get double teamed and creampied, then bukkake'd just never gets old. She is soo tiny and cute.)