Jill Kelly Goes to Prison

Jill Kelly Goes To Prison Ch. 4

By

Deputy Duffy

Jill drove the truck back to April's house and helped April and Red into bed, as the two women were groggy from the night's events. She drove her car back to Connecticut and crashed herself.

It was a long week at the bookstore. Work seemed so mundane now compared to the sexual escapades that her trips north had become. The next week was no quicker. She was also surprised at how much she missed April.

She drove back up to Vermont on Friday night for the next meeting. Jill was still little apprehensive when she first arrived, because she still hadn't talked to April about the sexual romp on Billy's bed.

Jill entered April's house and noticed the women were already drinking. The lights were turned down and there were tons of candles burning, soft music played in the background.

"Jill, you're just in time. April was going to tell us about that birthday party," Candy said, greeting Jill with a glass of wine.

Jill scanned the room. All the women were there: Beth, Candy, Red, and April. She also noticed they were all dressed in sexy lingerie.

"Jill, go in the bedroom and put on some lingerie, and join us," April said, while hugging Jill, and then she kissed her on the forehead, easing Jill's fears.

Jill went into the bedroom and found a pile of lingerie on the bed. She fished through them, trying to find one that wasn't too reveling, unfortunately most of them where. She finally picked out a black mesh camisole with spaghetti straps, and a black G-string.

"Here we go again," she said to herself, as she saw her reflection in the mirror. "I've been here, like five minutes, and I'm already next to naked."

Jill walked into the living room to a chorus of hoots and hollers from the other women.

"April, where did you get all the...?" Jill started mumbling, before being cut off by April.

"I stole it!"

"C'mon April," Red said with a laugh. "She's just playing with yah Jill. We did a lingerie show last weekend, and we both got to keep some of the stuff instead of money…of course, we might've took a little too much."

Candy poured more wine into Jill's glass. "April, let's hear your story now that Jill's here."

"Well, where was I? Oh yeah, I told you about Red dancing and about how I went next. Ok, so then I grabbed Jill by the wrist and she started dancing for the guy. Remember Jill?" April said.

Jill nodded, as she took a seat on the floor next to the coffee table, just in front of April, who was in her recliner, while the other three women settled in on the couch.

"She started to unbutton her blouse. I don't even know how she even did it, her hands were shaking so much," April said, which brought out some giggles.

"April, do we really need to hear this?" an embarrassed Jill moaned.

Candy threw a pillow at her. "Hey, some of us weren't there. I can't believe you guys didn't call me. I love cake and ice cream," Candy said, and more giggling followed.

"Ok, so she is down to her bra and panties and is just standing there when the music stopped. I see Red take the other guy and that girl out of the room," April said, turning to Red.

"Yeah, I thought Jill might wet her panties," Red said. "So I figured I would help her out. Plus, that girl was rubbing my naked ass and purring like a cat in heat."

"Let me finish Red and then tell your side. I want to hear about what went on in her room too," April said with a laugh. "Now, so after they leave Jill is just standing there shaking, and I asked Billy if he wanted to take off Jill's bra and panties, and he springs up like a bullfrog. He starts tugging at Jill's bra, trying to unsnap it, and he's like tugging and tugging. Jill's hooters are bouncing all around…it was pretty funny. Then he finally gets it undone and drops it on the floor, and then he pulled her panties down in about a second flat, and then he sits back down leaving Jill just standing there butt naked."

Jill felt her face flush as April told her story. She also knew where it was going.

"So I grab his hand and bring it up to Jill's tit, and she like freaking. He starts squeezing away, like he's testing grapefruit. I had to show him how of course, or Jill would be minus a titty right about now. Well, I look at Jill as we're both feeling her up, and she has her eyes closed as tight as she could, and her face was as red…. Well, I figured we better move on, so then we had to check out her cute little ass next, of course, he was more interested in her pretty little pussy."

"Man, Jill how did that feel?" Red asked.

"Like I need some more wine," Jill blushed.

"Then, I wanted to move on, for poor Jill's sake, so I ask him if he wants a blowjob."

"No saaa," Candy hissed.

"Oh, yeah, and wow, did he freak. I was so embarrassed…me and my big mouth. I know I shouldn't have asked. I should have just done it. I didn't know that his cousin didn't tell him that we would do more then just strip for him. So finally, somehow, we get him calmed down, and get him dressed for action. Then he climbs on top of me. He was so sweet, he was fumbling around at first, like the virgin he was, so I guided him into me and his face lights up like a Christmas tree, and then he pumps a few times and he's done."

"Sounds like my husband!" Candy cried out, and the room filled with laughter.

"I got a wash cloth and started to clean him up and well, we have lift off. Ah, the joys of youth. Anyways, I put on another condom and ask him if he wants to do Jill next, and if you could have seen her face."

"You didn't even ask me!" Jill cried out.

"If I did, what would have you said?"

"Nooo," Jill moaned.

"That's what I figured. Believe me Jill, if someone needed to get laid at that point it was you," April said, and the women giggled. "So he climbs on and Jill had her eyes closed again. Billy lasted a lot longer this time. Jill seemed to like it after she finally relaxed, and then when he was done again, and then…!"

"Please April," Jill interrupted, as she knew what was next.

"Jill, there is nothing to be embarrassed about, it was pretty hot."

"What happened?" "Yeah, tell us." Shouts of encouragement filled the room.

"Alrght, alright, well after Billy rolled off, Jill looked so sweet. I just went to kiss her and tell her that I would take it from here, but she kissed me back harder and stronger than I've ever been kissed before, and she even grabbed my hair, and well it was pretty powerful. I started some heavy petting, I knew that she probably just wanted or maybe just needed to cum, and well if there is one thing I can do…."

"That's for sure," Red purred. "So Jill how was it?"

Jill was more than a little embarrassed, as she knew that she liked it, and that still scared her a little bit. She just took a big gulp of wine.

"So anyways, Jill was all foggy and then she went night, night," April said.

"Man, again sounds just like my husband!" Candy chuckled.

"So moving along, me and Billy jumped into his brother's bed, who ironically enough was in prison and if he wasn't this whole thing wouldn't have happened.

"Anyways, I looked him in the eyes and told him that I would do whatever he wanted for the night. I was his to use at will."

"You didn't April! Oh girl, you are so bad!" Red cried out.

"Yeah, what a birthday present. So what did he want?" Candy asked, with excitement in her tone.

"Well, at first, he must have thought I was crazy, because he just sat there. Then he groans, 'Please suck my dick.' It was so funny. It was like he was testing his new found powers," April said, leaning forward in her chair. "So I pushed him back and I take his dick in my mouth, and just kind of swirled my tongue around a little. I moved my body around so he could play if he wanted, and his hand goes right for a tit. I start really sucking him now, he says one word 'swallow', and I know it's coming, and I do.

"After I wash my mouth out, we talk for a while, and then he wanted me to fuck him. While he wasn't lasting that long, he had little down time. Well anyways, so I climb on top of him, that was interesting, he kept slipping out, so basically, I milked him with my pussy muscles. I think he just wanted to see my tits bounce around anyways. Well, he came again, this time on my tits, and it's clean up time again. I thought that might be it, I mean I didn't want to kill the dude, but then he said he wanted to watch me play with myself."

"Wow, he didn't?" Candy cried out. "What happened?"

"I followed his order. It was like he was trying to pack all his fantasies into one night. Lets see, first I started by touching my breasts like this," April moaned, as she pulled off her baby doll top, and caressed her breasts.

"I even licked my nipples…guys love that," April moaned, and the women watched, as she licked her right nipple.

"They aren't the only ones," Red purred. "Wow, I wish I could do that."

"So then I slowly moved a hand down my body," April continued, as she also continued to demonstrate. "And of course I was already naked, so I think I'll just take these off.

April slipped her G-string off and sat back down and put her legs over the arms of the recliner.

"So then I started rubbing my pussy like this. Jesus, his eyes were wide as saucers, just like they were when we saw them at the prison. I saw that he was totally focused on my pussy probing now, so I brought my other hand down and spread my pussy lips for him. I pulled them as far as they would go, like this."

Jill looked around the group. They even seemed a little surprised that April would expose herself to the group like this, judging by their stunned looks and dead silence.

"I saw him leaning forward for a closer look. I started to put a finger or two into my pussy, like this, trying to open myself up for him even more. I just loved looking at his face. I knew that this was the first and maybe his only live pussy. His expression was priceless."

The group of women watched as April continued to add more and more ferocity to her finger fucking. Jill was really feeling uncomfortable. She wanted to yell at April to "stop it", but was hoping one of the other women would instead.

"It was so cool. He started leaning even closer like he was trying to smell me, but then he flicked his tongue out, so I knew that he wanted to taste me. I stopped my finger fucking, but still left myself spread for him, and he started lapping me like a puppy. It was so funny, and precious at the same time," April said, as she suddenly stopped. "Candy, would you do me a favor and play the Billy role and I will show you what he did?"

Jill gasped at the request. Even Candy seemed to have a problem with it, as she was shaking her head. But April snapped her fingers and Candy slowly dropped to the floor and pushed the coffee table out of the way, and crawled over to April. She even slipped her silk teddy over her head, per April's request, and joined April in the totally naked department.

"Ok, Candy, start simply licking my pussy up and down, like a snow cone. Yeah that's it, that's what he was doing, so I figured I'd let him experiment a little, and he was licking me all over real sloppily." April moaned, as Candy copied her words.

Jill moved over to the couch, as she felt strange sitting so close to the action, although, she was now sitting next to Red, who always made her uncomfortable.

"So I take my hand away and put them on his head, so I can guide him around. At first he was fighting me and then finally he got the hint, and followed my lead. I had him lick just around my clit, like I like it, in small circles. Yeah Billy, just like that!" April said, her voice trembling.

"Yes! Yes, I was moaning. Owww.., just like that Candy, I mean Billy. Then he stopped, and we fucked, but if you stop Candy, I will kill yah."

Jill, Beth and Red watched from the couch, as Candy was slowly moving her head in small circles. Audible moans escaping from April's lips. April suddenly grabbed Candy's head and trusted her hips forward, grinding against Candy's face.

"Man! Oh yeah! Yeah!" April screamed out in ecstasy. "Oh. Wow! Owww."

April finally brought Candy's face up to hers, but Candy just broke away.

"Fucking bitch!" Candy snarled, her face glistening with pussy juices.

"Oh, I'm sorry," April said. "Honey, really…I guess I got a little carried away,"

"No shit!" Candy hissed.

"C'mon, let's get you cleaned up," April said, as she led Candy into the bathroom.

"Wow, that was hot!" Red cried, as she looked at Beth

"Hey, don't look at me, you know I just like to watch," Beth said, and she left saying something about needing another drink.

"Ah yeah, a drink sounds good to me too," Jill mumbled, following Beth, as she was scared to be left alone with Red, too.

"C'mon, who is going to eat my pussy?" Red cried out. "Fuck, where is April's frigging vibrator?" She said, as she bounced into April's bedroom.

Beth and Jill had a brief conversation about Beth's kids, before Beth had to leave to relieve the babysitter, leaving Jill to her wine. A couple of minutes later Jill was startled by a knock at the front door. She threw on a sweet shirt that was hanging on the back of the door, and was even more startled when she opened it up. Standing on the porch, holding a twelve pack of Budweiser and a couple of pizzas, was the young deputy, who had become more of a prominent fixture in her life recently then she would have liked. She reluctantly let the young man, who was dressed in a pair of black jeans and a University of Vermont T- shirt, looking unbelievably less imposing to her than he did in uniform, into the house.

While Jill was surprised by his invasion of their meeting, she was even more surprised when April and Candy bounced into the kitchen, wrapped in towels, like they didn't even notice him.

"Pizza," they cried out, quickly grabbing some. As did Red when she entered the kitchen, wearing a short white robe. It was quickly apparent to Jill that the young man's appearance was a surprise only to her, as they all chatted away about food and their favorite restaurants.

"Nice sweatshirt Jill," April teased with a wink, as she walked by. Jill looked down at the shirt. It had the words "Pussy Power" written in big pink letters.

"I couldn't have picked the one that had Mickey Mouse on the front," she thought, spotting another one, hanging on the door.

April and Candy returned to the kitchen wearing oversized T-shirts. It wasn't long before the conservation turned back to the birthday party. Jill wanted to crawl up and die when April repeated her story from earlier, only this time to the young deputy, who kept flashing Jill surprised looks.

When April finished her story, the whole group moved into the living room and it was Red's turn to tell her story.

"Well here goes, as soon as I hit Wendy's bed, she dives in between my legs, and I thought I got horny. Danny also crawled on the bed and started sucking my tits…biting my nipples. It didn't take long for me to cum. Let me tell yah, that Wendy girl knew what she was doing." Red said, and then she giggled. "I'd marry her tongue."

Jill was trying her best not to think about the young deputy, as Red was telling her story, but she couldn't believe that Red could talk about sex so freely with him here. She still viewed him as the enemy.

"So then I find myself on my hands and knees. Danny moves over and thrusts his smallish cock into my mouth, while Wendy was playing with my backside. Next, something rather large enters me from behind. I freaked for a second, but when I looked back, Wendy had a sly grin on her face. You see, she was fucking me with a big black dildo." Red moaned. "Then, after more sucking and more dildo fucking, I felt Danny pulling back on my hair. I was kind of surprised that he didn't want to cum in my mouth, but they had other plans. I felt Wendy squirt some cool lotion on my anus, and their plans were soon uncovered. Wendy started fingering my asshole, and then Danny took over. I was thankful that he wasn't really hung, because he was soon butt fucking me like there was no tomorrow, and I wasn't really ready for it yet."

Jill noticed the room was eerily quiet during Red's story. "Maybe the others were embarrassed by Red's story as well," she thought.

"After we all cleaned up, Danny said he wanted to watch me eat out Wendy's pussy. While I wasn't really surprised by this request, Wendy was. She was protesting and then it kind of hit me that so far she had been fully dressed. And, about them being cousins and all. It was kind of funny. It seemed Danny had been begging to see his cousin naked for some time now, and well, he was using me as his opportunity He had me tell her how much I wanted to and how good I was and all that. I really was more turned on by the whole bargaining thing."

Jill noticed the deputy move to the edge of his seat, glued to Red's story, now.

"Finally, I threw her on the bed. After we made out, I slid down her body and lifted her skirt and just pushed her panties to the side. I figured I'd tease Danny, who was looking over my shoulder, a little. I wasn't surprised that she was dripping wet, and shaved clean. I started licking away. Wendy was starting to get into it. I'm surprised you guys didn't hear her. Well, Danny used this to his advantage again. He goes over and pulls her shirt over her head. Wendy protested, and more followed, when he leaned down and starting sucking on her pink nipples. I'm sure he was biting them as well, as she was crying out now and then." Red continued her story, pausing only to take a sip of beer.

"When Danny had enough of this position, he flipped Wendy over on her hands and knees. He grabbed her skirt and pulled it up to her stomach and then he yanked her panties down. They were off before Wendy even knew what hit her. He took some time pulling her ass cheeks apart, exploring her bare assets. Her pussy was a deep pink, like April's…ah, sorry. Well, he grabbed my hair and before I knew it, I was licking her anus. I guess that was his thing, maybe Wendy's as well, as she was now totally into it, moaning and groaning away."

When Red paused for a sip, the room was stone cold quiet. Jill swore she could hear her heart beating.

"Well, the bed shifted and I could hear her muffled cries. When I looked up I could see that Danny had his cock in her mouth. He had a good hold of her hair, trying to face fuck her. I remember he told her that if she did a good job he wouldn't fuck her ass. He dragged her body, so her head was hanging back off the bed and starts fucking her face again. He also ordered me back to work. He was definitely flirting with that line between being forceful and being downright cruel. I'll admit though, it turned me on, and soon I was giving Wendy the tonguing of her life. Pussy, ass, it didn't matter at this point. She starts this bucking and shaking. I had to hold her in place, she was wild.

"When Danny was almost ready to burst, he had us both lie down. Wendy facing one way, me the other, but our heads side by side, and when he climbed on the bed and straddled my head, I knew what he had planned. Wendy started to protest, but it was too late. Danny erupted. For a small cock, he spewed a lot of cum, or maybe it just seems that way when it's splashing all over your face.

"I felt a little bad for Wendy now, looking at her sour face, and I helped her into the shower. We washed up and talked. I found out that she likes women sexually, but loved her cousin. She loved him so much that she wasn't even mad at him for taking advantage of her. Danny even joined us in the shower, and they acted like they were young lovers once again, go figure. I even felt left out and returned to her room and went to bed. I slept ok, except for when Danny climbed on me and tapped my ass again. I felt like I was just getting back to sleep when April came in and got me."

"Wow, Red, that was some story!" Candy cried out.

"Yeah, someone seemed to enjoy it," Red said, and it seemed like the whole room also turned their attention to the deputy, still sitting on the edge of his seat.

"Do we have a little problem there, Mr. Deputy?" Red asked, and the women giggled, as they noticed him shifting, trying to adjust the bulge in his pants. Jill even giggled, happy that for once that it was the deputy's turn to feel a little embarrassment.

The End

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