As a submissive crossdresser, I seek out humiliation, but one of the most intensely humiliating events of my life came about as a complete surprise to me and it made for some odd feelings that I'd never had to contend with before.  I had met Veronica at a show in the local college Rat and we seemed to hit it off.  We dated a few times before we got to where sex was inevitable and we got into some heavy petting of each other's private parts.  She jerked me off nicely and despite the fact that I'm really small, I thought it went okay.  I managed to give her a couple of nice orgasms, so all seemed well.   I expected that I would have to fess up to my "interests" within the next couple of dates.  A week later, we were invited to a party at the house of these two guys she knew.  Ned and Paul were a couple and they had also invited Kent and Mickey.  Veronica was the only woman there.  I'm not sure how it happened - I figured the next day that I'd had too much to drink.  It was very unlike me, but I passed out.

 

Somehow, Veronica got me transferred to the car, but she was unable to rouse me and get me into her apartment, which was over a Greek Restaurant on Main Street.  The next morning I awoke in the back seat of her little car with a tongue made of Astroturf and no memory of what had happened the night before.  Veronica had me come in and she fed me some breakfast, then I was sent on my way.

 

I tried calling her each day for the next week, but I got the machine and no callbacks.  I wondered what I had done to incur her wrath, but my mind was a blank.  Then, finally, a Wednesday night the following week, Veronica called and asked if I'd like dinner.  I went to her house and there were Kent and Mickey.  Kent was a bodybuilder type and Mickey was one of those guys who could drink all night and still look like he worked out all the time.  I felt decidely spindley next to these guys.  We had an indifferent meal, then Veronica called us into the living room for the evening's entertainment.  A video tape came on and it was the party the previous week.  Uh-oh I thought.  Now I'm gonna see what an ass I made of myself.  But I hadn't done anything weird or stupid, I'd merely passed out quietly in the background about five minutes into the tape.  That's when the "fun" began.

 

Ned had the camera; Paul, Mickey and Kent came into frame around me.  I was comatose.  Slowly, they began to undress my prostrate form. 

 

I stirred in my chair, somewhat angrily, as I watched them matter-of-factly strip me on the tape, giggling the whole time. I was about to jump up and start yelling when Kent to grabbed some duct tape and, while Mickey held me down, Kent taped my arms to the arms of the chair.  Tight!  "Just sit and watch," Veronica said with a smirk.

 

When they got my pants off and lowered my underwear, they had all stopped to make fun of my little dick.  Veronica told how she'd almost laughed in my face when I pulled it out on our previous date, but then it got her mad.  The very thought that I had believed myself worthy of her favors was ludicrous and she went on in a detailed fashion as to how totally unsatisfying the whole experience was.  The guys all laughed their asses off and commiserated with her.

 

Watching this now, after the fact,  I was doubly humiliated. But they had just been getting started.

 

They put pantyhose on me followed by a pair of panties, long pink nylon bloomer type panties and a pink lacy bra.  They took turns putting makeup on my face and a blonde wig on my head.  Then they stood around posing for Polaroids with their dicks pulled out, rubbing them against my face, pushed against my pursed lips, pushed through to smear a hint of precum across my front teeth.  Then they put me into a nightgown.  Kent pulled my lips out and wrapped them around his cock.  Ned slapped my face.  Mickey and Paul bent me over and posed me with their dicks at my anus.  It looked at one point as if they'd penetrated but I remembered no pain from that following day.

 

Next, they took a couple of bowls of warm water and gently lowered my wrists into the lukewarm fluid.  Within a couple of moments, my bladder let go.  They caught it perfectly on the tape as the urine went down my legs inside the pantyhose and leaked out at my ankles.  Then they all took their dicks out one more time and started beating off.  They shot their loads on my face and I even licked at some that landed on my mouth.

 

I sat there taped in the chair witnessing my own total humiliation, carried out without me even knowing.  I was beyond embarrassed.   I was beyond mortified. 

 

Veronica came around in front of me.  "Look, it's not like you had enough of a dick to be a man, so I made you my bitch," she said.  "And I got you some young studs to make you feel better.  And you got some serious cum action, honey."

 

I watched as the party went on; every so often, someone came over to me and checked to see I was breathing.  They put things on my head, they put things on my little pecker.  Finally, to illustrate the idiocy of me thinking I could have sex with her...she asked Ned to get it ready for her, so he took my slender, short shaft into his mouth and he gently sucked and nibbled and gently chewed and within a moment or two I was about as stiff as I was gonna be.  Veronica lowered herself on to me with the camera in close and my tiny little tool disappeared into her.  She rode me like that for a while, before climbing off in disgust.  "Not enough there to scratch an itch," she said and again her boys all laughed and consoled her.

 

Eventually, the tape ended and, with Kent and Mickey making it clear that any attempt on my part to hurt Veronica would result in them pounding the living shit out of me, I was released.  Veronica got right in my face and laughed at me.  I was really angry although at the time I couldn't understand why.  This was just the sort of treatment I craved, so now that she'd given it to me, why wasn't I falling down at her feet? 

 

Later on, I think I figured it out.  I think it was a small vestige of my masculinity rearing its head combined with my unhappiness that I hadn't been allowed to enjoy and contribute to my own humiliation.  It was like I had been gypped.  But for whatever reason, I was mad and I did the first thing that came to my mind.

 

"Oh, God, Veronica, I'm so sorry."

 

Well, she went on about how I should be and I kept talking and finally she realized that what I was saying wasn't exactly what she thought I was saying.  And so she put it to me point blank.  "What are you talking about?"

 

I explained that I had had no idea that there would be any sexual contact between us and I would have told her before we did anything and I was so sorry and I would never have hurt her for the world.

 

Her boys were starting to see the tables turning and they seemed to relish the idea of the joke being on her.  Maybe they'd been recipients of Veronica's wrath and were ready to see a little turnabout but, as I continued, I saw a very definite smile come over Kent's face.

 

"What the fuck are you talking about?" Veronica screamed at me.

 

I had made it to the door now and, just before I turned to go, I said, "You shouldn't have put me in you, Ronnie.  You'll need to see your Doctor, now, but it probably won't show up for a while."

 

"What won't show up?" she was screaming.  She tried to hold me there but she couldn't do it alone.  I left.

 

A few months later I got a call from Kent.  He told me that Veronica still went to her Doctor once a month, demanding tests for all sorts of sexually transmitted diseases.  Kent told me that the "boys" thought that the torture was appropriate but that if I had really given her something fatal, they would kill me.  If it was just herpes, well, then that would teach her a lesson.  Then he apologized for what they had done to me and said Veronica had found out I was sub from a girl at school that I had dated and she'd set the whole thing up to humiliate me.  They did this to a lot of guys that she dated but they'd gone farther with me, since they knew I was a masochist.  But, it was all in fun and he hoped I'd forgive them.  So, I told him the truth about what I liked and explained how I had gotten mad and why I thought I had done it.

 

"So, you didn't give her anything?" he asked laughing.

 

"Not unless you can catch pubic dandruff from contact."