Bill and Jeans Adventures Ch. 10

"That's right baby, Marie here, can take my cock in her ass," Leon said, moving closer hoping Jean would reach out and touch his cock and she did. She took Leon's huge cock in her hand and started to softly stroke it.

Jean seemed puzzled and said, "But, but Marie, I can't even get my hand around it? How can you take this in your ass?" Jean now had a very erotic gleam in her eye and was not thinking about Mary trying to fuck her ass anymore.

I told Jean, "Well, it just takes some time and practice, baby. Your ass can stretch and you will be able to take Leon's cock in your ass one day if you work at it."

"Can I, like today?" Jean asked.

Leon looked at me very hopeful, but I knew I had to shut this down quickly.

"Oh no baby, you couldn't take his cock today. You have to work your way up to it, but in the future, yes. Bill would love to see Leon fuck your ass."

"So," I said, taking on the tone of a teacher, "are you ready for Mary to fuck your ass?"

Jean nodded her head confidently and said, "Yes, but would you stay with me, Marie? At least at the start."

I brushed her hair aside from her eyes and said, "Sure, baby." Turning to Leon, I said, "Leon, would you go tell Mary to try again and to go slowly until he, um I mean, she, gets all the way in before she starts fucking Jean hard."

"Will do," Leon said, then looking down at his throbbing cock said, "You won't leave me hanging for too long, will you, Marie?"

Jean giggled at Leon's plight as I patted his arm, "Oh no, baby. Don't worry, I will take care of you real soon."

Leon was out of the room for just a few seconds when Jean jerked back a little and gave me a look of concern. "Mary just pushed against my asshole, Marie, but I don't think it went in." Jean peered at the hole. "I wish I could see how close she is to going in," she said, as she laid back, and her face told me Gene had pushed forward again.

I put my hand on Jean's shoulder and said, "Jean, baby, you need to relax. Don't clinch your anus so tight; try to be relaxed and let Mary enter. Once she is in, it will feel better. That is how you start to train your ass to take ever-bigger cocks, 'til one day, you can handle one like Leon's. You do want that, don't you baby, to be able to take Leon's cock up your ass?"

She nodded and smiled then a second later moaned out, "Oh fuck, she is in! She is in my ass, Marie. I can feel her in there now." Jean started to pant softly.

I could only imagine how excited Gene must be in the other room. "That's great baby," I said, with a proud tone. "Is she starting to fuck you now; is she stroking in a little deeper now?"

Jean started to pant and nodded her head as she bit her lip. "It doesn't hurt hardly at all now. In fact, I am starting to enjoy it," she moaned, as she reached down to rub her clit.

"I think you got it now, baby. Remember in a bit, Mary might pull out to try a different strap-on, but just go with it and you will soon cum as hard as you ever have. I have to go take care of Leon now, so you just lay here and enjoy your anal training." Jean closed her eyes and started to moan. I could tell Gene had picked up the pace, the area just above Jean's cunt near her lower abdomen was lifting up and down as Gene stroked in and out. I pondered if his cock had grown a bit more since he started fucking Jean, as I left the room to check on Leon.

When I returned to the other room, I saw Leon looking on in amazement as a very happy Gene was now fucking Jean's ass at a nice, slow, steady pace, nearly pulling out and then pushing back in. Gene gave me a thumbs up and a big smile. I couldn't help but be happy for him and I was proud of Jean for taking an ass fucking like a trooper. The only sounds from the other room was her soft moans of pleasure.

Tyrek was standing on the other side of Gene stroking his cock as Mary now walked up to watch the show, while behind us, Roxy and Jenny were servicing the other guys.

Mary looked at me and in a hushed tone said, "My god, Gene is fucking her ass."

I couldn't help but giggle as I whispered to Mary, "She thinks it's you wearing a strap-on."

Tyrek couldn't believe it. "Jean thinks that Mary is fucking her in the ass?" he whispered, picking up on the fact that the proceedings were a secret with regards to Jean's knowledge of who was fucking her.

"Yep, and we all need to keep it a secret," I said, as they all nodded caught up in how erotic the moment was. Gene grabbed the bottle of lube, then eased his cock nearly out completely and poured a stream of the slippery liquid along the length of his cock.

Then, he slid it back in balls deep this time, which brought forth a slight grunt from Jean, who called out, "Oh god, Mary, you are so good at that."

The looks on all our faces trying to keep from laughing was incredible. Mary had to cover her mouth with her hand to keep from laughing. Then Mary leaned down near Gene's cock to speak through the hole and said, "Thanks, baby. It's like your ass was made for my strap-on." Mary continued talking and said,"Now, Jean, I am going to start to gape your ass, okay. That is part of the training."

As Mary was explaining this, Gene looked even more excited, yet also unsure of what Mary meant. Gene had come to a complete stop, but Mary nodded for him to continue. He thrust in harder this time, causing Jean to moan louder.

When she recovered, Jean asked, "How are you going to make me gape, Mary?"

"Well," Mary continued, "I will pull my cock completely out," and as Mary said this, she nodded to Gene and he pulled his cock from Jean's ass on cue. Mary said, "Your ass closed back up baby, so now we will open it again. I will slide back in just an inch or two." Gene didn't have to be told twice, as he slid his cock back in Jean's sphincter ring which resisted, but opened much easier than before. Then after just a few strokes, Gene pulled back out and this time, Jean's asshole stayed open just a little bit, but it did stay open.

"Oh baby, you're doing so good, your ass stayed open a little bit this time," Mary said, "I will finger your pussy and clit while I work on gaping you, to enhance your pleasure." Mary then rubbed a few little circles on Jean's clit causing her to shudder and moan, and then slid a finger into Jean's cunt, as she nodded to Gene to slide back in. "I feel my cock with my finger, Jean. Can you feel it?"

Jean moaned softly as she shuddered and started to cum, "Oh god, that feels great, Mary," Jean moaned. "Mary, is my ass starting to stay gaped open?" Jean asked eagerly.

"Yes, baby, a little, about a half an inch now. I need you to relax as much as you can because we need at least an inch or more of a gape, baby. I am going to go in and out faster now," Mary said.

I glanced through the hole to see Jean clutching her hands to the side of the bench as she nodded and said, "Do it, Mary, gape the fuck out of me."

Gene pulled out and then jabbed forward his cock going in easily but just for two or maybe three inches and then he would just as quickly pull back out. Jean's sphincter would just start to close when he would thrust forward again. Mary slipped a second finger into Jean's cunt and turned to us with a very horny smile and whispered, "She is cumming so hard on my fingers, she is squeezing me each time Gene strokes into her."

I was just as entranced by this display of eroticism as Leon and Tyrek were. Tyrek just mouthed the words 'holy fuck' as the other guys in the room took a break from fucking Roxy and Jenny to come over and watch, forming a semi-circle around us.

Gene kept up a steady pace of poking his cock into Jean's ass and then pulling out. Each time, her asshole opened a bit bigger and a bit longer until now it was well over an inch across. Gene stepped back away from Jean's ass for a moment, to let everyone have a look at Jean's gaping asshole. There was a murmur of awe through the crowd; so much that Jean asked who was there and who made that noise.

Gene quickly started to poke his cock back in and out of Jean's ass to distract her as Mary said, "Oh, baby, everyone is so impressed with how good you are doing."

Jean giggled and said, "Thanks." Then, she blew us away when she said, "Mary, could we work on gaping my vagina as well, I mean is that a thing?"

Mary stood up and looked at me with that questioning look as if asking my permission to continue. I was thrown by Jean's request, but realized since it was her idea, she was wanting to continue her training and I did not want to stand in the way of that; so I nodded my approval. The sexual tension in the room reached an even higher level, as the group moved in closer to watch the show.

I felt Leon nudge me back to the breeding bench, so I got on my hands and knees where I could watch Jean get fucked, as Leon eased his cock back into my cunt from behind. He fucked me very slowly. I knew he wanted to last as long as he could, but his cock would hurt when it got this hard if it was not in my cunt to give him some relief.

Mary said, "Sure, baby, we can do that. You will love it. You will probably cum harder than you ever have, so just scream or moan or grab your tits; whatever you need to do, but mainly just enjoy."

With that, Mary nodded towards Gene who again thrust into Jean's ass about three inches, then quickly pulled out and thrust several inches into Jean's cunt and then pulled out causing Jean to shake and quiver as he hopped from one hole to the other. Her asshole and cunt started to remain open longer each time, allowing him to go in and out more easily. To help things along, with every few strokes Mary would pour some more lube on Gene's cock, allowing him to go in and out with ease now. Only on the occasional thrust would he go balls deep, just to remind Jean he could.

Jean was thrashing around and screaming, "Oh fuck me, Mary. Fuck me!"

Then she would just pant and breathe very hard, until she would scream out again. The crowd stood there stunned. Several guys pulled up breeding benches a few feet behind Gene, where they had Roxy and Jenny kneel so they could fuck them while they watched the show, and it also allowed Roxy and Jenny a good view, as their heads bobbed up and down from the hard hammering they were taking from the very aroused guys.

Then Jean called out, "Cock! I need cock to suck!"

Two guys scurried for the door at the same time. One guy fell as the other one pushed his way through the door, the first to arrive was rewarded with Jean's mouth. She sucked on his throbbing cock, although she could not move her head very much, it was just that she needed the taste and the feel of a cock as she came hard from one continuous orgasm. In short order, the guy shot his load down her throat, and the other guy took his place. The first turned his attention to grabbing and sucking on Jean's huge tits, which also helped her through her orgasm.

Gene was sweating profusely now, and I knew he was close to shooting his load. Mary recognized it as well and said, "Jean, I am going to shoot a load of lube into your ass now and then check to see how gaped your holes are."

Jean pulled her mouth from the cock she was sucking and said, "Okay, Mary. Pump it into me and tell me how my holes look," as she then gulped the cock back down her throat just as the guy started to spurt his cum.

Mary gave Gene the nod and he stopped hopping back and forth and instead, pumped furiously and deeply into Jean's ass as he moaned out, "Oh fuck," I looked through the hole to see Jean shake and quiver as the two guys she had just sucked off had claimed a boob each and were sucking on her tits.

As Gene pulled back from Jean's ass, a stream of cum flowed out of it, and I could see both her asshole and pussy stayed gaped open. Gene staggered away and sat down as satisfied a man as I have ever seen.

There was a look of uncertainty in the group now, as two new guys had gone to the room to cum in Jean's mouth, and the first two returned to our room.

"Am I gaped open now, Mary?" Jean asked, with a hopeful tone in her voice.

Mary paused as Tyrek was tapping her shoulder, indicating he, now, wanted a turn. Mary glanced at me, but Tyrek was much bigger than Gene and I shook my head no.

Mary cocked her head and said, "She can do it, Marie. You have to let her grow."

I still couldn't decide. Tyrek's cock was this glistening black monster compared to Gene's.

Then, Mary took control. "Jean, you have gaped pretty well, but I need to put in a larger cock, I mean a larger strap-on to take you to the next level. Are you ready for that babe?"

Jean paused and then said, "Yes. Yes, Mary, I am. I want to show Bill what I can do when I get back home. Gape me as much as you can, it feels great."

As Tyrek stepped up to Jean's ass, I whispered, "Tyrek, NO!" But just then, I felt Leon pull his cock out of my cunt and start to push his horse cock into my ass!

I moaned and said, "No, not now Leon!" But Leon just said, "NOW," as he pushed my head down and started a slow fucking of my ass.

I knew he intended to keep me from interfering with Tyrek and it worked, for all I could do was bury my face in my hands as I felt my ass stretching to its limit.

Mary said, "Okay, Jean, I have strapped up with one of those big black cocks we looked at earlier, are you ready?"

There was a slight tone of hesitation in Jean's voice, but then she said, "Yes, Mary, fuck me!"

Leon stopped fucking my ass for the moment. He had worked about half of his cock inside me, but now he paused which gave me a chance to stretch and adjust, and lift my head to see that, to Tyrek's credit, he didn't slam into Jean but, instead, slowly slid his cock in about halfway, and since Gene had gaped her enough, she could handle it.

But when he got past halfway, Jean cried out, "Holy fuck, Mary. Stop for a second, please... it is so fucking huge!"

Tyrek smiled, his male ego satisfied for the rest of the year, as he heard Jean panting and gasping.

She then said, "Okay. Can you pull back from my pussy and ease it into my ass a little bit, just a little bit, though.

"You bet, baby, I will take it slow and savor your holes," she said, with a wink to Tyrek, who pulled back from Jean's cunt. Mary poured lube on his cock and whispered, "Go slow, big boy," as Tyrek nodded and pushed the head of his cock against Jean's gaped ass.

Because she was gaped already, his cock head slipped in fairly easily, but once in about three inches, Jean started to scream, "Stop! Fuck, stop!" and to Tyrek's credit, he did and held still.

Then, he whispered to Mary, "I can feel her loosening up and stretching for me."

Mary told Jean, "Okay, baby. Now, I am going in further so just fight through the pain, and pleasure will soon follow.

Tyrek pushed another inch into Jean who softly whimpered, but did not scream stop anymore. Just then, the guy that had been stroking his cock, had Jean open her mouth as he started shooting jets of cum down her throat.

"Now, baby," Mary turned to Tyrek, "push in her all the way. Take her balls deep, now!"

Tyrek grasped Jean's legs and thrust forward, the remaining five inches of cock pushing inside. I could see through the hole, that Jean's stomach lifted as Tyrek was in her so deep. But like a trooper, she just moaned around the cock in her mouth, sucking every last bit of cum out of the guy; Mary had timed it perfectly.

Mary now told Tyrek to pull out of her ass and give her pussy several balls deep thrusts as well. Tyrek held her legs tight, as he now pummeled her cunt as hard or harder as Jean has ever been fucked.

She called out, "Oh Fuck fuck!!!" but she did not ask Mary to stop. She just moaned and said, "Mary, you are so good at that."

Mary responded, "Thanks, baby. I am having as much fun as you are."

Tyrek just smiled at me and winked as he now pulled out of Jean's cunt.

Mary said, "Okay, Jean, we are going to work on gaping you again. I will thrust into your ass just a few inches and pull out and then into your pussy and pull out; so just hold on, baby. I am going to take you for a ride."

Tyrek was like a machine thrusting in a few inches into Jean's ass then quickly out and into her cunt. Then, over and over. Each time he thrust in Jean's ass, she would lift her head and moan, then lay back down just to moan again on the next thrust. Her whole body quivered through an orgasm, as Tyrek called out, "Fuck, she is just grabbing at my cock I can't last much longer!"

Mary nodded at him and said, "Pump your load into her pussy. it's creampie time." Mary called out to Jean, "Okay, baby, you are doing great. I am going to pump a load of lube in your pussy, so hold on and be ready for it."

Jean just moaned softly, nearly incoherent as I could see Tyrek tense and pump quickly. I knew he was cumming hard and deep in my step-daughters cunt. I was so proud at how much Jean had changed on our trip.

When Tyrek finished cumming, he pulled back and his cock just fell free and hung there dripping cum as a cup of white cum oozed from Jean's pussy onto the floor. We could get a good view of Jean's cunt and ass now, and they were gaped open nearly two inches.

Mary proudly told Jean that she was gaped big time and that if she was up for it, Jenny would like to help with her training. Jean just mumbled, "Yes, please," as she laid there in a state of orgasmic lust.

The guy fucking Jenny had just pumped another load into her as she sprang from the breeding bench with cum streaming down the insides of her thighs. There was no telling how many loads she had taken, but she had earned her turn with Jean and she strapped up with a large cock and plunged deep into Jean's cunt. Then pulling out, she plunged deep into Jean's ass. Jenny was fucking her with as much energy as any guy, or more; I was about to intervene, when Jean cried out, "Jesus Christ, Jenny, you know how to fuck. Harder, fuck me, harder!"

The crowd was amazed at the way Jenny was pounding Jean, and Leon so aroused by it, he did not hold back on pounding my ass, as he pushed all the way in now. I desperately grabbed a bottle of lube and handed it to him so he could lube up, and thank god he did because his horse-like cock was stretching the fuck out of me.

Something about the way Jenny was roughly fucking Jean must have brought back some memories because all of a sudden, Jean screamed out, "Fuck me, Terri! Fuck the shit out of me!" which drove Jenny on until she finally lost the strength to keep fucking and squirted the lube from the strap-on deep into Jean's ass.

Jean was just mumbling now almost incoherent, as Leon stopped thrusting into me and just held his cock balls deep in my ass. I winced at his size and turned to him and said, "My god, Leon. Why haven't you cum yet, I think we might have to wrap this up. I am worried about Jean getting fuck drunk."

Leon nodded, "Yes, we have to ease her down. Just then, another guy I didn't know had stepped up and just had started to slide his cock into Jean's ass, when Leon waved him off. Leon said, "It's break time, boys. Gene take everyone up front and give them a beer. You all did a great job."

This was like a compliment from a head coach or a mentor as the men all headed out of the room bragging and praising Jenny for the way she had fucked Jean.

Relieved that Jean's gangbang had come to an end, I laid my head back down in anticipation of Leon fucking me to completion and pumping a load in my ass, but instead, I felt his cock pull out of me.

As he stepped over to where Jean was still strapped up, you could hear her moaning softly and whispering, "More please, more."

Leon turned to me and whispered, "Marie, you should come and see this."

I stood up from the breeding bench on unsteady legs, from Leon having pounded my ass, and stepped over to see what Leon was looking at. Jean's vagina was red and swollen, still leaking cum in a continuous stream and gaped open nearly two inches wide; her ass was open nearly as wide, and cum streamed from it, as well.