Answers from 18+.........my f*** buddy?

im in my late 20s and chubby. i was thinking about wearing the following to my call's house: spaghetti strap tank top, loose fitting pj pants or short boxer shorts, & flip flops. my hair, makeup, and nails will be done of course. he always wears his pj's when i go there, because its at night, so why cant i? lol. ladies...have you ever done this? men...would you like this? details would be nice if possible. oh and please dont judge, ill just report ya. thanks -)