should i be embarrassed???? - EDITED

okay so theres this kid who sits next to me in my 6th period and we've always been super flirty... anyways, we ended up meeting up on 05/05 and i gave him a blowjob and he fingered me a little and it was great. well yesterday (05/13) we met up again and this time we tried to have sex but we couldnt get it in...... was i too small or was he too big or both??? idk if i should be embarrassed or not because he still came while trying so it wasnt completely for nothing but???? help what should i do for it to fit next time? ps. not my first time having sex, but it is my first time since october!
--hey yall this is an update--
so yesterday (05/18) we met up again and this time we were able to actually have sex in case anyone was wondering 😂