It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends.
Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serve them, naked except for my collar and tiny steel chastity cage. They all had great fun teasing meand examining my locked little peepee. As the evenings went on they'd take turns fucking my ass with strapon cocks and dildos, milking the cum from my swollen balls. I'd thank them by bringing each of them to orgasm with my mouth.
One night, as she was fucking my ass in the bitch position on a table, one of the ladies suggested that it was time for me to take the real thing. A discussion ensued, one in which was had no say. It seemed that this lady had a friend, black with a huge cock, bigger than any of the strapons or dildos I'd taken, and that he loved fucking the manhood completely out of little white boys like me. As the discussion went on I was filled with a mixture of excitement and fear. My caged little peepee was leaking cum on my belly. It was agreed that she'd call him and a date would be set for my deflowering party.
A couple of days later I was informed that the party would be the coming Friday night. All week long I was on edge wondering about my fate.
Friday eventually came around. Mistress gave me a bottle of Nair and a razor that afternoon telling me to remove all of my body hair and shave perfectly smooth. Half an hour later I was done. Just before guests began arriving she sprayed my lightly with some flowery perfume and applied just a hint of makeup to my face. She then had me put on some 4 inch heels and a silver anklet and practice walking in them, which to both our surprise I took to quite well. I quickly learned that it was easier if I adopted a more femine gait.
I greeted each of the guests at the door, naked except for my collar, cage and heels. The guests were mostly female, a few with boys in tow. Once inside the boys had to undress, house rules. I was pleased to see that all seemed so excited about the evenings events. At about 9 Eric arrived.
Accompanying him were two white boys, completely feminized in makeup, hairstyle and slutty clothing. Once inside the two white boys also removed their clothing revealing the tiniest shrunken little dicklettes I'd ever seen in person. And both had the beginning of boobies growing, with puffy nipples. As they turned around I notices that both wore butt plugs. I wondered if that was to be my fate.
Eric is a monster of a man. Well over 6 foot tall probably 250 lbs, muscular with a huge bulge in his khakis. He was very pleasant as he introduced himself, reaching down to give my little peepee a squeezes with his huge hands. He gently patted my ass saying we'd get to know each other better.
This evening I didn't have to serve refreshments. The other boys there took care of that task. That freed me to spend more time with rhe guests, all who delighted in telling me how the looked forward to seeing my tight white ass fucked. Many examined my locked little peepee and had me bend over so they could get a before view of my ass. It was all so enjoyable for them and humiliating for them. Likewise many of the ladiea were feeling up Eric to see what he'd be working with.