Author's Note: All characters in this story are at least 18 years of age, and, even in role play, are "playing" characters at least 18 years of age.
***
The birthday boy was center stage, as all his friends, the guests at his party looked on. He was sitting in a chair made of dark wood. On the matching wooden table behind him, was a mess of unopened presents, cups, soda bottles, and a cake that had yet to be cut into. The open room set-up meant that his friends in the living room could look right at him in his kitchen, as it all blended together into one area with no walls. The only real distinction was the sudden changeover from comfortable carpet to cold tiles. Everyone was looking his way, and he was nervous as hell, but not because of the people looking. No, he was nervous because, just like the people looking on with held breath, he knew what was coming next.
The party consisted of only his straight, male friends; and there was a reason for it. His Dad had proposed for his 18th Birthday, that he hire a very expensive call-girl from the town's famous, and infamous, high end service. With that kind of thing, you needed a bit of discretion involved. So his guests had been carefully chosen, close friends only. Plus, they had all been in on it in advance so that no one freaked out and bolted last second. Some of his buddy's couldn't make it because of work, or family vacations, or some pretty big sporting events that happened to be going down that same weekend. But those guys hadn't been told what they'd be missing, so it was understandable. Besides, the birthday boy was already a bit worried about the male to female ratio since, hiring this woman meant that there was exactly 1 woman, and, at current numbers, 10 guys... plus his Dad.
That had been how the whole thing started. He and his Dad had been watching a movie, when an intimate scene came on. One of those rated R affairs, where the pretty people get into it and nudity is shown, but the actual sex is hidden and brief. Then, out of nowhere his Dad had blurted out that he'd always had a fantasy about a "Father-Son team-up". Apparently he had been the Son when the fantasy started, but, he didn't stop talking about it. He just kept musing about it outloud. He started by talking about how it started, then how it stuck with him, then how he'd thought about the nearby whore-house (called The Resort) over the years. Before he was done an hour had passed and he was excitedly suggesting the very plan that they were now all carrying out. He and his friends were going to share a very beautiful, very expensive, very talented call-girl for his birthday. But, before anyone else got to touch her, the birthday boy and his Dad were going to double team her first.
So, there they were. Him and his friends, all waiting while his Dad met the woman at the door, and got ready to bring her in. When she came in, she came from behind him and to the side. His Dad had, very specifically, wanted to bend her over and take her from behind, while he got a blowjob from her in the chair. Again, tying back to his Dad's fantasy from when he'd been younger. Honestly, he didn't care how much his Dad had made it about himself; he was kind of psyched for the whole thing anyway.
When she came into the room, his buddies all gasped. Some of them blushed, a few of them said "no way" like they couldn't believe it was really happening. A couple of others commented on how it was "So hot!" But, as gorgeous as the woman must have been to garner those reactions, he couldn't bring himself to look. He knew he was blushing and he was insanely nervous.
She WAS gorgeous though. The place they'd hired her from had a reputation, not merely as one of the best around, but as one of the best in the country. She had long strong legs that were capped with the most perfect ass any of them had ever seen. Her breasts were huge, and her clothing only served to highlight how truly breathtaking her cleavage line was when they were pushed together by said clothing, or a pair of hands. Her long hair was truly beautiful, and she had eyes that almost matched that same level of loveliness. One look at her, and you understood why wealthy people paid small fortunes for access to her time. And that wasn't even all of it. In her profession, there was a lot more to the job than simple looks or skill in the bedroom. The best of the best were charming. Smart, funny, easy with a laugh or a flirt; and this woman had charm to spare.
Of course, he knew all of that about her at a glance when his Dad asked, "Ready for this buddy!?", and pushed on the woman's shoulders. As he did, she smiled, gave a wink to the boys waiting in the "audience", and bent forward until she was hovering over the birthday boy's bulge. His Dad told him to "take it out already", not even pausing when his Son gasped and his eyes went wide at the sight of the woman he'd brought in. His Dad had his pants around his ankles, and was working to get her dress hiked up over her ass before he even paused long enough to ask, "What?" in a semi-annoyed tone.
But while his Dad may have started out as annoyed, his Son's answer turned that mood around in an instant as he gasped out, "I know her!" At first, he gave him an approving grin, and continued to get himself into position as he remarked; "No way! Nice going stud. How on Earth did you manage to afford that?!" But as his Dad began bumping the head of his cock into the plump, wet lips of the woman's pussy, causing her to give an approving little moan and glance back at him wickedly, his Son clarified what he'd meant.
He tried to get it out before his Dad could, you know, finish doing what he was doing... But he didn't manage to spit it out in time, and so the sound of him saying, "She's my best friend's Mom! It's Misses (my last name)!" was immediately followed by the sound of her moaning loudly as his Father finally lined everything up properly, and buried the full length of his cock inside of her very snug pussy.
At first, he didn't believe his ears. He didn't know all of his kid's friends, so he sure as hell didn't know all of their parents. But the kid he was talking about had been his Son's best friend for YEARS. He'd heard the name a thousand times, even if he didn't know a ton about him. In the moment, he paused. In part because his brain was trying to process what he was hearing, but just as much so because he was currently balls deep in the tightest, most amazing pussy that he'd ever felt in his life. After a second, he managed to swallow some of the overwhelming pleasure he was feeling down, and ask outloud a question that he was sure that his Son couldn't possibly be right about the answer to.
"You're (my first name)'s Mother?" When he asked, my Mom flipped all that beautiful hair over one shoulder so he could see her face as she smiled back at him over her shoulder. From there, she flashed him a teasing smile, and addressed him by his full name. First, middle, and last; and she said it in that admonishing way that only Moms can do.
She seemed genuinely surprised as she said, "Our Son's have been best friends for, going on 13 years..." His blush deepened, but he didn't say anything. My Mom's grin grew bigger, and with even greater shock and amusement she continued, "Your wife and I are both on the PTA board... She and I go to the same church..." Her grin grew even bigger as she added, "I've been at your house no less than 100 times! Are you really telling me that you didn't know who I was when you propositioned me at The Resort?" In response, he just gulped. His face was red, but it wasn't from embarrassment. He seemed to swallow something down, and, once more, he tried to confirm, "You're Misses (my last name)".
At that, Mom gave a little laugh, and seemed to let it all go. Instead of continuing to push him, she instead just answered him. "I sure am", she assured him. "In fact, I was here for (the birthday boy)'s birthday party last year too. Of course, back then I just helped your wife bake his cake, and then played hostess for him and his little friends." Then she looked out at the guys who were all watching with blushes as big as the obvious erections that their pants were failing miserably at hiding, and asked, "Isn't that right boys?" They answered almost on instinct. A friend's Mom asked them a question, so they nodded and replied. "Yes Mrs. (my last name)."
At that point, the birthday boy's Dad was gripping her hips tightly and cursing. This, this was more than he bargained for. By a lot. It was... GREAT! But he needed a second to catch his breath so it didn't end the very moment that it had gotten so much better than he'd ever hoped for! He has his cock buried in the very tight pussy of little (my first name?)'s Mother! AND she looked like she did, and felt like she did, and she worked at The Resort, which meant that she was a high class... FUCK! It was all way too hot!
He was biting his tongue, and doing math his head trying not to let it be over before it got started, when his Son piped in with something that snapped him out of all of it in an instant. "Do you need us to stop Mrs. (my last name)?" His Father froze again, and spent several seconds living in fear of her answer.
But she just propperself up on one hand, and with her other, she guided the birthday boy so he was looking her in the eyes. The gesture put them face to face in such close proximity that he was almost certain her lips must have been touching his Son's whenever she used too big a word. Still, all his fear fell away, and was replaced by a rush of excitement, as he heard her tell his kid, "Oh sweetie... now you know where I work. And since you boys were all sitting here waiting for me, you also know what your Dad asked for when he went to where I worked, and hired me for today. So, with that in mind, do you think that I looked, or sounded uncomfortable, when your Dad brought me in here, bent me over like the whore that I am, and jammed his big cock into me?"
For his part, the birthday boy just whispered "Oh fuck!", in a tone that could have easily been interpreted as a moan. Then the woman who still had his Father's dick throbbing inside of her, reached her hand down, and began to slowly unzip the birthday boy's zipper as she asked him, "Can I show you something?" He nodded, a short rapid bobbing of his head that clearly told everyone that he didn't have the air to answer her. But no one was judging. Even though he was the one in the hot seat, the whole room was every bit as turned on, burning with heat, and every bit as breathless as he was. This was insane! Hot, incredible, unbelievable, madness!
