Risk sex with Drake

The eyes watch you, pushing you to make your choice. After a deep breathe you look up to Drake, "shall we?"

He of course gives you a wide smile and steps out with you. Laying down, you watch with baited breath and big eyes as Drake straddles you. He holds your hips and touches his cock to your pussy making you jump. After another deep breathe you attempt to relax and let him rub his penis up and down your slit. He begins to slowly open your labia lips and probe your pussy.

"I'm going in," he warns you and you brace yourself.

He is gentle but you are tense. It is the not the first time you have been entered but it will be the longest so far. With some pushing on his part he bottoms out and your pussy clamps his warm prick. He waits a few seconds for you to start relaxing but he waits in vain. He realizes this and ask, "you ready?"

After two quick breaths you nod your head and he begins. Slowly he withdraws sending shivers through you. Whether from fear or pleasure you are not certain but pleasure is what it turns into after a few more deep thrusts. You stop tensing every mussel and he picks up the pace. Your pussy burns with desire soon enough and despite the danger, you begin building to an orgasm.

You tense up again as he starts breathing heavily and you lock eyes with him. Yours eyes are a mixture of fear and pleasure. The thought of him cuming in you terrifies you but also excites you. This additional excitement confuses you but you cannot deny it.

He thrusts faster and faster while you rock your hips to meet him. You do not even remember when you started rocking in time with him but you do not care now. You are so close and can see it in his eyes as well. Right when you think neither of you will be able to hold back a moment longer time runs out.

You both stop almost in pain for being denied. After a deep shuddering breathe he withdraws leaving you empty and wanting. You open your mouth to say something but no words come out and instead you go back to your place in circle hot and on edge. A more distant part of your mind starts to wake up again and your fear returns. That had been dangerously close.

Jared picks up the cards, it takes a moment for him to stop reshuffle, "alright, here we go. Every turn lasts until one of the players cums. Game ends when the last player cums."

Glynn fumbles as he goes for his card and misses. He has to calm down a bit to make sure his hand is steady After drawing he clears his throat and reads, "Give or receive oral for thirty seconds, if a penis is involved, must be kept in the mouth the whole time."

He turns his eyes to you and in a quiet voice asks, "could I...lick your pussy?"

If you were not so turned on already you might have said no but not now. "Yes," you almost shout it.

Again onto the mattress and on your back this time with Glynn. The red head trembles but his eyes are determined as he lowers his face to your smooth pussy. An electric tingle pulse through you as his tongue makes first contact. He pulls back though as you buck. "Did I hurt you?" he asks concern in his voice.

"No, do it again!" you encourage trying not to shout.

He licks again sending another electric wave through you. The touch so soft you would suspect him of teasing you intentionally if it had been any of the others here. Frustrated with his tenderness you grab his red hair and pull him in forcing him to eat you out properly. He flings his hands out in a moment of surprise but you do not let him up and he begins to probe your pussy with more energy.

Although he is not very good at this, too timid really, he learns quickly. As time goes on he becomes more bold and your orgasm begins building again. You are moaning loudly and he holds your hips as you hold his hair. Finally it hits. Your orgasm rushes over you and you lift your legs into the air and call out but he does not stop. The orgasm continues to rock you as he eats you out for a few more seconds before letting you up to catch your breathe.

He withdraws blushing and covered in your juice. Your orgasm fades and you get up covering your face embarrassed as well. You had not expected or meant to be so vocal. Glynn and Izzy gain one point and you lament that you had not been the last player to cum. The bonuses point would have been nice but you had enjoyed it.

With eager but trembling fingers, Izzy draws the last card, "grind with or tity sex with another player for thirty seconds."

For once she is actually excited as she looks around for someone to play with. Her eyes land on Talen. "Would you like to play with my tits?" she says pressing her breasts together.

"Ya, I would," he climbs out onto the mattress with her.

This time she lays down. Talen spends no time fooling around and inserts his cock eagerly between her enormous breasts. Sufficiently surrounded by her soft warm boobs he begins thrusting.

"They are so big," he says squeezing them while thrusting forward. "And soft." She smiles and blushes but remains silent. His dick disappears and reappears as he plunges in and out of her soft breasts.

He begins moaning increases his pace. Izzy's eyes dart from the tip of his penis to his face. She involuntarily parts her lips slightly in anticipation and watches happily as he approaches climax.

Her eyes shoot open when Talen shouts, "I'm cumming!"

The first glob lands right in her moth and she quickly closes her lips. She had not planned on getting cum in her moth but did not notice it was open but to late now. The next jet lands on her lips and chin. The third is smeared between her breasts as Talen with draws. The rest he sprays on her tits. He pumps the last drops out over her breasts before settling down.

Wiping himself clean on her tits Talen says, "that was awesome. These tits are great." He gives them a parting squeeze and rises to his feet.

Izzy swallows the bit that landed in her mouth and stands up. A drop falls from her chin onto her tits. Her face is red but she is happy as she cleans up or rather tries to clean up. She does not want to lick it or get it on her hands so she rubs her tits together smearing the cum around making them glisten. She only stops once she thins out the cum enough to keep it from dripping. Glynn and Izzy gain another point for making another player cum.

Malcolm quickly draws his card, "Hold genitals up against another player's genitals and masturbate for thirty seconds, tity sex counts."

He gestures to Becky, "well lets do this!"

She gives him a cold look, "if you say please."

He is taken back by this, "what?"

"If you're nice about it, I'll do it," she says sweetly.

He looks around the room but no one seems to object to her request, "please then."

"Please what?"

"May I please cum on your pussy," it is awkward for him but it is enough for Becky.

"Um..." she says teasing before continuing in a chipper voice and bouncing out on the mattress, "Ok!"

It is as if he had never had to be nice with a girl before, his muscles had always been enough to swoon them. He only thinks about it for a moment though. Becky bounces waiting for instructions and he shakes his head and instructs her to lay down.

Taking his tiny cock he pushes it through the neatly trimmed runway and guides it down to her pussy. Slipping the head between her lips he begins masturbating. He has to use his fingers rather than his hand but it does not hinder him. Becky giggles as he inadvertently tickles her while he rubs one out.

It takes him a few minutes but he eventually starts edging. His penis starts slipping and sliding in and out of her Becky's pussy lips as his movements become more sporadic. With heavy breathing he begins moaning. Finally he starts squirting, a lot. He may have had a tiny dick but he packed a load. Her pussy lips are completely covered and dripping. It squirts onto her pubs drenching those to and he is still cumming. A few more good globs of cum shoot out landing on her belly before he finally squeezes the last few drops out onto her pussy.

"Oh my," says Becky as she surveys the mess. "There's so much."

Malcolm grins, "it's not always about size." He backs away admiring his handy work with the rest of the crowd. After giving everyone a good look Becky stands leaving a pool of cum behind. Long trails of cum go down both her legs as she leaves the mattress.

"I get a point right?" says Malcolm.

"Um..." says Jared still looking at Becky's cum soaked pussy. "Ya, I guess so, you technically made another player cum even if that player was yourself." That makes Malcolm and Prissy tied with Jessie and you.

Prissy goes for her card and grins as she reads it, "Sex with another player for thirty seconds, must remain inside for the full duration, any position."

She goes for Jessie and takes his hand. She pulls him out while sweetly smiling up at him, "do me standing."

"Certainly," he says as he lifts her legs and lines up his cock to her wet pussy.

She wraps her arms around his neck and he puts his hands under her butt. She then jumps into his arms and onto his cock. Leaning back for balance Jessie holds Prissy as she wraps her legs around his hips.

"Show me what you got," she says looking deeply into his eyes.

For his reply he thrusts into her. Her long blond hair dances with her as Jessie bounces her on his hips. She coos and licks her lips look down at where they are joined and back into Jessie's eyes. They go for about a minute before Prissy pulls Jessie into a passionate kiss. Jessie holds her hips pounding away as Prissy attempts to devour him with her lust.

They race one another approaching climax. Neither want to be left wanting, the turn ends when one has an orgasm. Jessie grabs her ass tighter thrusting into her pussy hoping to depot a load of baby juice. Prissy forces her tongue into his mouth and wraps her hands around his neck running her fingers franticly through his hair. They cum together.

They both moan grateful for release. Jessie pulls her hips down resting her against his and spurts cum deep in her core. With her eyes closed Prissy moans loudly but never breaks the kiss. They remain like that for several seconds. Prissy finally stops kissing him and opens her eyes ending their wild ride.

Both panting Prissy is first to speak, "wow...I have never...felt like that before..."

Jessie lowers her and she uncoils her legs around him, standing on her own again. He slides his cock from her pussy with a sticky string of cum, "It was...more then I was expecting too..."

Even if it is just a game and a way of getting girls pregnant so you can get your genders swapped, you once again find yourself jealous of the girls Jessie is having sex with. You want to have sex with him like that. As the male partner and Jess the female, of course. At least you think so.

They both gain one point for making each other cum. Talen watches with wide eyes as the two part and blinks a few times before drawing his own card, "grind with or tity sex with another player for thirty seconds."

He decides on pink haired Emelyn. After that little show she eagerly agrees.

Once out on the mattress Emelyn lays down and Talen climbs on top. Positioning himself at her pussy, he rubs the head up and down through her pussy lips and pink pubic hair. After a bit of this he presses his groin into her and without penetrating her pins his dick against her. He grinds into pussy soaking himself on her juices while leaving behind his own cum from earlier.

Emelyn takes a deep shuddering breath, "keep going."

Talen leans in even closer placing his hands up near her head and gives her a kiss. Not a deep passionate kiss with lots tongue like Jessie and Prissy but a soft and gentle one. Emelyn wiggles her hips underneath Talen but after a few minutes it is just not working for her.

"This is taking to long," she says pushing Talen's chest and rolling him over.

With their places switched she grabs his cock and again pins it between them and starts rocking her hips and tweaks her nipple piercings. The new angle allows her to rub the full length of Talen's cock up and down the full length of her slit. The head of his penis disappears between her pussy folds while she grinds.

"Oh yes, that's much better," she sighs and increases the pace.

She does not last much longer after that. Throwing her head back she tweaks her nipples once more grinding her hips into Talen's, "Oh god yes!"

She halts as her pussy shivers leaking her fluids all over Talen.

"That was pretty hot, but I didn't get off yet," says Talen still giving a few strokes on his end.

"Well rules are it continues until one player reaches orgasm," comments Jared.

"Awe fine," says Talen.

Emelyn gives Talen a few more strokes before standing with a happy grin and lustful eyes. Talen gains a point for making another player cum.

Once back in their places Wren draws her own card, "full penetration and three strokes with ever player, only opposite genders, unless agreed upon at start of game, if both female and strap on or similar not available, scissor for thirty seconds."

"Sweet, but how does that work if going to orgasm?" asks Talen.

"It means we go nine stokes because time is tripled but the rotation continues until someone cums," says Jared happily.

Wren's face burns red with excitement but she bites her lip and covers her pussy and breasts with embarrassment. Even after all she has been through tonight she is too timid to make the first move.

"Well come on," says Talen leading her out. "What position?"

"D..doggie..." she whispers.

"Well then, on your knees," he tells her.

She does so and clenches her fists and keeps her head down waiting for Talen to enter. He does not make her wait long. He holds her hips and lines up his cock with her pussy and plunges in. Wren takes a deep breath and her eyes go wide and Talen begins. He gives her nine good strokes before reluctantly withdrawing for the next person.

Jared steps up next but Becky intervenes, "let her choice who is next."

"What?" he glares at her.

Becky gives him a firm look and the rest of the group quietly back her up, "fine."

"Who goes next?" Talen asks Wren.

She avoids eye contact with anyone her voice shakes as she answers and points to Jessie, "him I guess..."

Becky gives a satisfied nod and Jared turns and clenches his fists in fury but nothing more.

Meanwhile Jessie steps behind Wren. He leans down and whispers something into her ear only she can hear. She licks her lips and nods her head. Right after and without warning Jessie grabs her hips and yanks her onto his cock. He gives her nine rough and violent thrusts before throwing her off and stands leaving her behind. Wren's eyes are again not ones of pain but of yearning after the short **** ends. Jessie smiles to the surprised crowed, "I asked."

Jared gets his turn next and much like he had been before he is rough. He hauls Wren onto his cock without so much as a word to her and plunges in and out of her wet pussy. After his nine thrusts he gives her a spank before withdrawing. Wren hides her face while enjoying the ****.

Drake is next and while he does try to be rough with her like she enjoys, he just does not have the heart for it. Despite his usual tough appearance, black leather and spiked clothing, he just cannot bring himself to violate her. He holds her close and gives her nine firm strokes but nothing more. Not for nothing though Wren sighs with pleasure before he finishes.

Up next, Malcolm. He has no problems being rough and uses his big mussels to drag Wren forward and forces his penis inside her twitching pussy. For his nine strokes Malcolm practically pile drives Wren into the mattress as he forces himself on her. Her eyes are wild with pleasure when he finishes.

The last in the rotation before it repeats is Glynn. Wren looks at his equestrian sized cock and a lump catches in her throat. He nervously positions himself behind her and holds his enormous cock up to her pussy and begins to push. It starts going in and Wren's pussy widens as she stretches to accommodate. Knowing she likes it rough though Talen offers a hand.

He pushes Glynn on the back ramming him deeper and elicits a cry from Wren. "Just **** it in," says Talen.

Glynn freezes afraid her hurt her, "I'm sorry are you hurt?"

"No..." she shutters. "Deeper," she pleads.

He cannot bring himself to be rough but his size makes up for it as it stretches her. He forces himself deeper as requested. He bottoms out and begins to withdraw. He has to hold her hips tightly when he rams himself back in.

The two only manage a few strokes though. Glynn's size is too much for Wren. Her eye dart around wildly as the orgasm hits her. She grabs handfuls of the sheets and cries out in both pain and pleasure letting her body shake on his cock.

Likewise Wren's pussy is too tight for Glynn and he cums for the second time that night. Deeply lodged into her body and with a cock that size, he is surely spraying his cum directly into her womb. They shake together until the orgasm subsides.

Both tender Glynn has to withdraw slowly. When his cock exits a visible pool of cum can be seen in her gapping pussy. Not for long though as she collapse onto the mattress after losing Glynn's support effectively closing her pussy. It does not however, prevent a small glob of cum from leaking out.

With that they each earn a point for making each other cum and Wren gains a bonus point for being the last player to reach orgasm. The game does not end though. Jessie and you are tied with Prissy and Malcolm and Talen and Wren at 9 point each.

End Round 10

Jared/Becky/Points 3

Drake/Emelyn/Points 6

Jessie/You - Tina/Points 9

Glynn/Izzy/Points 4

Malcolm/Prissy/Points 9

Talen/Wren/Points 9

"Well looks like we have a three way tie," says Jared counting the points. "You six will have to continue until it is broken."

With the other players out Jessie gets the first card, it is a boring one but breaks the tie, "gain one point."

"Well that is game then," says Jared. The crowd cheer even those who had just lost. It was not like they had not enjoyed themselves tonight after all.

"So congratulation, you get the prize money," continues Jared after the cheer stops. "But you also get to have sex with anyone here however you like."

Another cheer from the crowed as Jessie and you hug one another happily. You had avoided getting cum in your pussy and Jessie has a chance to get his cum in another pussy.

"Who's it going to be,'" says Jessie looking over the pretty girls around him. His eyes however look past the naked ones and falls on the only girl still wearing clothes in the room, red headed Breeda who had only been an observer.

With a broad grin he calls to her, "how would you like to have some fun instead of just watching for once?"

Her draw drops stunned like the rest of the onlookers. "But...I didn't play."

"You paid to be here, that is enough for me," replies Jessie.

"Do it!" shouts Becky.

You join in, "do it!"

Others follow and soon the room is chanting, "do it! Do it!"

She looks around at the chanting crowed and back at Jessie. Blushing madly she steps forward and takes off her shirt. The crowed cheer as she makes her decision.

With Jessie's help she is soon completely naked and on the mattress. She has light freckles all down her body and her pubic hair is thick and red just like on her head. Breeda covers her faces with embarrassment but cannot help laughing as she lays on the bed letting Jessie kiss her breasts and tease her nipples. He works his way further down her body and stops at her navel. One hand cups her breast while the other toys with her red pubic hair and meanders to her hot and moist pussy.

After watching the game transpire for so long, her pussy is already soaked with arousal. Jessie stops petting her and positions himself at her entrance. He gives her a few teasing probes before he plunges in.

Breeda giggles as he enters, "I can't believe I'm doing this."

"Well you better believe it, because we're doing it," says Jessie and he starts rocking his hips into her.

Jessie thrusts into her and she raises her hips to met him. They are only at for over a minute before she starts cumming. It may have been because she had been horny for so long and only watching or was getting turned on from being watched having sex. Either way she started shaking under Jessie. He did not let up though after all he had not cum yet. He had also cum twice already and no where near climax himself.

Jessie's continued thrusting extends Breeda's orgasm until another one hits her. The second wave ripples through her body while she cries out in pleasure and still Jessie continues. Her arms flail about on the mattress trying to hold onto something while pleasure racks her body but all she can do is ride it out.

Finally the orgasms end but not for long. Another builds but this time at least Jessie is approaching his limit as well. He lifts her legs onto his shoulders and pins her down into a mating press, pumping his cock in and out of her tender pussy. Neither can take it any more and Jessie explodes into her depositing a gob of cum in her vagina. Feeling his pulsing cock tips Breeda over the edge and roles her eyes back crying out once again as the third orgasm takes her.

Jessie keeps her pinned while he empties the last of his cum from his balls. The crowd cheer for the performance while the two pant catching their breathe. Breeda giggles again covering her face, "Oh my god. I can't believe I just did that."

"Did you have fun?" asks Jessie.

She shakes her head, "ya."

"Me too," says Jessie letting her up and removing his dick from her pussy leaving behind a good wad of cum.

She rolls over and stands up, anxious to leave the center of attention. Eyes begin looking in your direction. "well who do you want to have sex with?" asks Prissy.

Your heart skips a beat. Had you not just avoid getting cum in your pussy? Now that you have won the game, you are expected to have sex with someone?