Chapter 1
"Honey, do you mind if we play a new game tonight?" Stacey, my girlfriend of just six months, asked me rather abruptly as I trimmed my salt and pepper beard a bit to look more presentable for the New Year's Eve party that she had convinced me to throw on her behalf that year.
"What, during the party? Are you wanting to add some cosplay or something else to it?" I asked her, somewhat confused.
"Okay, here's the game. I hide under the covers shortly after the party, so be sure not to get too drunk, if you can avoid it, because I want you just sober enough to get it up. Anyway, I have my head under the pillow or covers or whatever, with only my ass and pussy and all that accessible. I would love it if you just took me, while I was there, face down with my bottom exposed. My snatch will be shaved, so you can tell that it's me. Just lube me up and slip your cock into my pussy, please. Don't worry, I'll do anal later, but this time, we're playing surprise sex, if that's okay. Please?" Stacey begged me, giving me a pouty look that I couldn't resist from my 19 year old girlfriend.
"Oh, alright, sweetie. You know me. I'm a sucker for those lovely, big brown eyes of yours. How the fuck did you get to be so damn cute, anyway? That's how you got me to let you move into my townhouse, too, when you don't have a job and you're still in college. Good thing that I have enough money to keep you and still pay the mortgage for my wife's house! That divorce is not even final yet, you know," I told her with a very sweet kiss, not mentioning that I also fucked her sister Lacey, and quite recently at that.
"Yeah, I'm cute and you fucking know it, honey! And you're such a fucking sweetheart, my dirty, old man! I love you for what you are!" Stacey gave me a kiss that would melt steel, "And it's a family trait. My sister Lacey's pretty damn cute, too, isn't she?"
With that last remark, Stacey winked at me, making me wonder for a moment if she knew that her sister had slept with me ... did she? For that matter, did she know about me screwing my estranged wife Erin a few times now when I dropped off the payments. For some reason, every time my wife accepted her check, she dropped her pants to let me take her. I was still unsure why she did this, but it took the edge off my anger, so that could have been why, or maybe she just secretly loved a good grudge fuck.
Hell, on the way back from the last divorce settlement negotiation, Erin pulled me into a gas station bathroom to let me fuck her over the surprisingly clean sink (was the owner a clean freak, if so, I was going to remember that for when I really needed it). Also, whenever I met with Erin at her own house (which used to be OUR house), she wore sweats or yoga pants or pajama bottoms, all of which she was well aware turned me on. Also, for whatever reason, Erin was dragging this case out far longer than expected, putting snags and roadblocks at every point when it seemed that we were likely to reach a settlement, something that had me suspicious of her (and don't ask why I kept fucking her ... a dick isn't paranoid just because its owner is).
That wasn't even counting the escapades that I had with my lawyer, Chloe Ramirez, a sultry Cuban-American attorney who by her own admission had never slept with a client ... until she did it with me. I still wasn't sure of her own motivations, but I knew that she had racked up some real billable hours and also gotten me naked during this mediation process far more times than I ever thought possible. As it happened, I wasn't too worried about the money long-term, because I had pay-outs that Erin wasn't legally permitted to touch due to them being from my inheritance. It occasionally hurt my temporary cash flow, but I was always going to bounce back because I had a trust fund that paid me enough to keep replacing whatever losses I might suffer in short-term crises like a divorce.
Anyway, so, there I was, throwing a party for the New Year that I hoped would finally bring in a nice, settled divorce (and I had no plans to ever remarry, because if I got caught cheating again, as I had with Stacey by Erin, I didn't want to pay through the nose anymore). I was a damn good host, I might add, willingly paying for everything from the food to the booze to whatever else Stacey and her young friends (and they were admittedly as young as her) needed as props or gags or whatever. I was truly nice to her friends and her, much to her delight, though admittedly, their tastes weren't as expensive as one might have feared (probably due to their middle class or working-class origins).
I had real fun myself, given that I never really was a partying sort when younger, and seldom attended parties during my marriage except when Erin was dying to go to them. It was a chance to hang out with people much younger than myself, who for whatever reason didn't treat me as the creepy older guy the way that many their age would. I drank a few shots of Jameson, plus a plastic cup of a mystery punch that Stacey urged on me for some reason, and shared a bong that the kids were passing around to each other. I also ate plenty of pizza, and was pulled aside a couple of times by two different girls, one of them Annie, Stacey's classmate in her Psychology 201 course, the other being Lacey of all people.
In both cases, when I was pulled away, it was so that the girl in question could suck my dick in privacy, and yes, in both cases, I came. Each girl swallowed the load and wouldn't leave me until I patted her on the head with approval, which I thought was odd, but whatever ... who cared? It was a party ... things got wild at a party, right? This party went on well until the night, but I was still stunned that I could get it up twice hard enough to cum in a girl's mouth. I also made out with Stacey, and if she smelled either girl on me, she didn't act like it.
I let girls grind against me, one of them being Tristan, a townie who was especially fond of trapping my dick between her excellent buns, to the point that she actually raised her skirt long enough at one point to make me dry hump her bare butt-crack. A few of them twerked with me, sometimes to music that I didn't recognize, though when Stacey decided to twerk with me, it was to "Honky-Tonk Badonkadonk" by Trace Adkins, a song that I very much knew. Since it was after Tristan, I was surprised that Stacey hadn't recognized at least the scent of Tristan's cute, but sweaty ass on my dick as she twerked (by the way, I hadn't ever had a girl twerk with me before in my life prior to meeting Stacey). I was really an anachronism, a man from the 1990s at a party in the 2010s, but none of Stacey's friends ever treated me with disrespect (maybe because I was the host, I wasn't sure).
Even her gay friend Roger Lawson, who had barely met me before, flirted shamelessly with me, and to be frank, I flirted back. I had dismissed all previous evidence of my bisexuality in the past, but now I wasn't fooling anyone, as Roger proved by pressing his dick into my own crack and letting me rub against his butt as well. When he pulled me aside to suck my cock, I was honestly amazed that he not only did it, but without any sense of guilt over helping Stacey's boyfriend cheat on her. (Granted, one could argue that it wasn't technically cheating, since oddly at no point had Stacey directly asked me for an exclusive arrangement.) At the time, however, I assumed that Stacey wanted to practice monogamy or at least try to practice it.
"You're young enough to be my son, you know," I chuckled as I patted his head, too, after he swallowed my load.
"Who's my Daddy, right? You are, you big, closeted old bear!" Roger teased me as he gave me a snowball and I accepted it to both his surprise and mine ... I must have been really drunk and stoned to be that relaxed.
After that, things just got crazier. The ball dropped, and this led to Roger making jokes about "balls dropping," in other senses, after which he flashed everyone his cock and balls, which were hairless as could be. Then he asked me to dance with him, and Stacey kinda joined in pressuring me to do it. I danced with my first ever guy that way, and the way that Roger did it, there was no mistaking his lust for me. I didn't have any real rhythm myself or any actual experience on the floor, but he had some hot moves and he made them as raunchy as he could. Bear in mind that he was still half-naked from dropping his pants to flash us, too, so his bare cock, balls, and ass rubbed against me at several points, while Stacey and her friends all laughed and enjoyed the show.
Then Stacey danced with me and she was every bit as wild herself, making her own desire for me undeniable. In fact, she was very cute as she rubbed her tits against my chest, not even worrying about when they popped out of her bra. She also gave me so much tongue that it felt like an alien was trying to invade my body through my mouth. She had to have tasted at least a little of my cum on my lips, but if she did, she didn't act like it. She got nice and worked up, and then she whispered, "It's almost time, lover. Give me half an hour to get it ready, and then do your thing to me. Make me scream your name. Make me your personal fuck toy."
I continued dancing, bumping, grinding, and enjoying myself more than I ever had (this from a guy who used to be the wallflower at Erin's parties and mostly stick to myself, except whenever a cutie tempted me to cheat with her, which I always did discreetly ... the brooding solitude sometimes sucked a lady or two in). My pants were soon down again, and I wasn't sure on what pretext this time, but I was in my own townhouse and I had my boxers on, so I wasn't too worried. I could reclaim my trousers later. The girls and Roger more than got me worked up enough again for what was going to come next. One of them even slipped me a note, too, though I didn't read it until later, as she put it in the crack of my ass.