"OK, but again... Lila needs her 500 dollars, haha. So... don't give Ashley the go-ahead yet, Derek, you know what I mean?"
"Oh, yeah, no problem," he answered.
"Again, David, don't get your hopes up, hun. Nothing would make Lila happier than for Ashley to become the new girl in your life, for you to have a relationship with her. The only kind of relationship a loser like you *can* have, which is being used by a girl you love, for as long as it's convenient for her, which could be a short time or a long time. That's not up to you. She could dump you any time she doesn't need you anymore, and she'd be right to do so, and you should love her for it. You can always come crying back to Lila. Haha."
"Yes ma'am," I answered. And despite the fact that she had just dealt me what most people would consider an absolutely devastating insult, I felt completely at peace with it. I felt she was right, and I felt I'd be *privileged* and *thankful* to be used by Ashley, if she so desired.
However, I wasn't quite prepared for the jealousy I'd feel about two weeks later when, to my surprise, instead of going out to LP, Derek and Megan had me drive to Ashley's house, and told me to come inside with them. Ashley's parents were gone for the evening, and their house had a fully furninshed basement where she entertained her friends; her parents rarely came down there anyway. I felt jealous because in addition to the four of us, there was this guy, Alex, who was about 25, and though he didn't seem to be Ashley's boyfriend, they had no problem flirting and touching each other.
Alex had already heard I was the group's "bitch boy", so he had no qualms about treating me like a little idiot from the get-go. And whenever he spoke to me directly (apart from giving some kind of order), he would move in close and use his body language to intimidate me, highlighting his superior height and build. He was basically saying, "I know I'm a real asshole but I dare *you* to tell me so."
Even Ashley, who was shorter than me (but just barely) and weighed less, was intimidating to me, so I don't know how Alex would think I would defy *him*. At any rate, I had it pretty rough that night as an errand boy, source of entertainment, and object of taunting and general abuse. Derek and Megan, on their own, could certainly make me feel like an idiot, yet they operated from a somewhat compassionate foundation. (And of course all night long, only Megan, through occasional "awww"s, expressed sympathy. She just couldn't help herself; she was that kind of girl.) But Ashley and Alex made no effort to temper their contempt for me, constantly barking orders, sending me up and down stairs to fetch, threatening me with physical punishment, etc.
When everyone's inhibitions were loosened up enough, I witnessed something which, honestly, a year before, I could never have imagined I'd ever see in my life, namely, a group sex scene. I think it was a brand new experience for Megan, too; she seemed nervous, but intrigued and excited enough that with Derek's coaxing, and Ashley's encouragement, she was able to ease into the activities.
At times Ashley sent me to stand in a corner and face the wall, and even before that she threatened that if she caught me trying to get a glimpse of her exposed tits, pussy, or ass, she'd have Derek, or Alex, or both, beat my bare ass with a belt. I feared an accidental offense was inevitable, because when I wasn't in the corner, everyone was ordering me around, having me move here and there, such that not accidentally seeing something was impossible. Plus I was pretty sure Ashley wanted to see me get beaten that night, no matter what, and the truth is, I wanted it to happen, because I was falling in love with Ashley and wanted her to be happy.
And yet, when it happened I didn't want it to be because I defied her orders and tried to peek at her goodies. As much as I wanted to see them (oh GOD did I want to), I also wanted her to see just how hard I would try to be obedient when she imposed a rule on me.
When I had moments enough, staring at the corner, to reflect, it occurred to me just how far I'd come under Lila's therapy that my primary mode for trying to impress a girl I liked would be obedience.
Needless to say, there did come an instant when Ashley, fully naked, jumped up from one of the sofas to walk somewhere, and I, from a position kneeling on the floor, holding someone's drink, happened to look in that direction at that moment. Her eyes met mine and she immediately stopped and pointed at me, saying, "Oh my god! He was just looking at my tits! Derek! Bitch boy was just looking at my tits!" Of course I'd averted my eyes instantly, and was saying, "I'm sorry, ma'am, I'm sorry, I didn't mean to." But I knew, it was punishment time.
I had to strip completely naked, and at first they had me standing in the middle of the room, with Alex holding one of my wrists up, and out, and Ashley holding the other, while Derek spanked me with a belt. When it had gone on long enough that it started to hurt pretty bad, I would call out in pain, so eventually I was first gagged with my own underwear, and then Derek's and Alex's were put over my head.
After a bit more beating, I heard Ashley say, "Oh god, that is fuckin' hot. Let's get him on the floor over here." Alex let go of a wrist, and Ashley pulled me to a spot in front of one the sofas, and told me to get on my hands and knees. Afterward, I could tell by sound that she and Alex had joined each other on the sofa in front of me, and she had Derek continue beating my ass as I stared into the relative blackness of a double-underwear hood, and screamed into my underwear gag.
Way past the point at which I'd started crying, I could hear sex sounds in front of me, and Ashley breathing heavily and saying, "Oh fuck... Oh my god I love listening to bitch boy crying while we do this. Ohhhh my god!"
Fortunately for me, it was Derek administering the beating, because even though, were it permitted, I would have begged him to stop way before he was done, he knew when I'd suffered enough. So at some point I was finally allowed to just stay on hands on knees, listen to Ashley and Alex fucking two feet from my face, and sob.
When they were done, both were saying, "Wheeewwwww!! That was HOT!" Then Alex said, "How ya doin' there, bitch boy? Did you like listening to that?"
"Yes, sir."
"Bet you wish *you* could get some action like that tonight, huh?"
"Yes, sir."
Then Ashley said, "Pfff, yeah! As if! Action isn't for bitch boys. By the way, turn sideways a little bit. Are you hard? Is your stupid little dick hard? Oh my GOD it is!! Ewwww! Oh, and look.. It's dripping! It's fucking dripping! Look at that!! Oh my god, that's disgusting, it's *dripping* on the carpet." She grabbed my head, managing to grasp the hair through two layers of underwear, and pulled me around so my head was over the spot where I'd dripped. Then she said, "Close your eyes! I'm gonna take these off your head, so close your fucking eyes! I better not see those eyes open!" Then she pulled my underwear from my mouth, tossed them aside, and pushed my head to the floor. "Lick that up! Get that off the fucking carpet, that's disgusting, lick that shit up! Suck it! Come on, suck it out of the carpet, that better not leave a stain there or I'll fuckin' kill you. Dripping on my fucking carpet. Bitch boys aren't allowed to drip, what the fuck's wrong with you!"
After I'd licked and sucked what was on the floor, she noticed I was still dripping and had me catch and scoop up my pre-cum, and put it in my mouth. "Now stop that! That's disgusting. Keep your fucking eyes closed," she said as she pulled me near the sofa. She had me sit on the floor with my back to the sofa, and, all the time grasping my hair, she pushed my head back onto it. Then she straddled me and put her knees right behind my head, and sat right on my face. "Now eat me out, bitch boy. I've got a pussy full of cum, and you're gonna lick every drop out of it out. Lick my pussy you little bitch."
If she thought that action would stop the flow of pre-cum, she was sorely mistaken. My cock twitched like a metronome and leaked like a faucet. I was kinda glad she was facing away from it, because I didn't want her to be distracted from what she was doing. My heart was practically singing from having my tongue in Ashley's pussy (even if my mouth was being filled with Alex's jizz), and feeling her grind on top of me, and pull my hair. I hadn't felt this thrilled since Katrina said yes to my request for a first date.