how is he the loser...she's playing with his cock and balls, tickling his ass, those slaps are invigorating not damaging and HE'S THE LOSER? I don't think so.
Just love that position that She has him in. i crave being set up for a night that will leave degraded and with extreme humiliation by having someone put me in chastity for about a month and during that time have me introduce Them to both Male and Female friends of mine that i have had fantasies in my mind about but that have no clue of my interest in Mature/Older Men or that i have a little dick, i would also be taken to various bars and clubs where i would be made to point out both Men and Women that turn me on. after that month i will be bound in a similar position but instead of that board i would have my wrists tied to the area around my knees so i would be in this same "legs up" position looking like i were holding my own legs open and i will have an open ring mouth gag so i can't talk but so my mouth will be kept wide open. Once bound and on my back i will be getting spanked and teased without being allowed to cum then i will be told that my friends and others that i pointed out will be showing up in about half an hour and when They come in They'll all see me bound and exposed in this way on the floor. i will feel so humiliated just to be seen like that but once They have all arrived i will again be getting spanked and made to tell all of Them how much i have lusted for Them over the years. It will go much further than this and i will never be allowed an orgasm, i will be spanked, have my nipples puled/clamped, have clothespins put on my little dick/balls, and to my horror have my never entered ass plugged with a dildo or strap-on in front of all of those people and then They will be invited to join in whatever They might wish to do with me including using me as Their sex toy, bound like this i will be helpless and my ass/mouth both exposed for use if anyone wishes.