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She Dad

This entry is part 1 of 1 in the series She Dad
  • She Dad

Daryl’s wife, Jessica, always said he had a big ass. Her own ass was big full and round and she would make fun of the fact that he could wear her jeans and fill them out. It didn’t occur to her that something else was going on until she caught him in her panties. He said he liked the material, but the truth was pretty obvious. he liked to wear women’s clothing and she figured he liked other things that girls liked.

It was Jessica’s fault, one drunken night she insisted they ‘dress up’ and Daryl’s plump ass filled out her panties and looked extremely feminine in her stockings. Daryl had a soft jawline and a wig and make-up and a bra made him more than a passable female — he/she was pretty Hot. After a night of intense ‘lesbo’ lovemaking, when Daryl reluctantly took her smallest vibrator, he had changed. He wore her underwear. He started cleaning the creampies he deposited in her. She wondered why the batteries in her vibrators were always dead. He was truthful when he said he had never been with a man, but she wasn’t sure she believed him after she caught him checking out TS websites. Daryl insisted it could be just another part of their relationship, but Jessica wasn’t sure. She left on an extended business trip so Daryl could figure it out.

That meant Daryl would be at home to take care of their son who had just turned 18 and was a senior in high school. Daryl felt bad for his son, Jack, who was a cute enough young man with an athletic body, but sadly was stuck in a small religious town where the girls were so strict with their chastity belt panties, the high school boys were pretty much forced to marry to get any sex at all.

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Daryl’s true journey began when he was taking out the trash late one friday night to notice Jack’s car parked in the driveway. He heard a moan and realized that his son and his virginal girlfriend, Tiffany, were making out in the car. It wasn’t going well from the tones of their voices, but Daryl moved closer to hear what was going on, kneeling in the bushes beside the car…

“Jack! I told you not to touch my boobs. You’re only allowed to put your hands on my back while we kiss.” Jack was getting frustrated, “I try, baby, but you’re just so hot! At least let me touch you, through the clothes.” They kissed for a while longer and suddenly Tiffany screamed, “Ewww… That’s gross! I’m not touching your penis!”

Jack was frustrated, “Not even a little? I took you to dinner, movie and even dessert.” “I kissed you. That’s payment enough!” Daryl winced, being a teenager in this town, sucked.

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Tiffany threw open the car door and stormed down the driveway — she lived just down the street, so it wasn’t a long walk. Jack scrambled out of the car after her and that was when Daryl was lost… As Jack stood up, his erect cock was also proudly standing at attention and bobbing out of the front of his jeans.

There in the moonlight, Daryl saw his son’s perfect eight inch cock, circumsized and smooth like polished wood. It was out and visible for only a moment, but it seemed to last an eternity — the soft highlight on the head, each throbbing vein, the tuft of hair and the bulging balls beneath were burned into Daryl’s mind. Time returned to normal Jack chased Tiffany down the drive, shoving his cock back in his pants while trying and failing to get her to return.

In a daze, Daryl snuck back into the house and immediately went upstairs. As he climbed into the large lonely king sized bed, he noticed his own cock, an average six inches was hard as rock and straining uncomfortably in his wife’s panties. He laid back and played back the image of his son’s cock… damn… he wanted it and yet… it was wrong. He began to stroke his cock as he replayed the image again and again. A drop of precum oozed out and he wasted no time scooping it with his finger and feeding it to his asshole as lube. He moaned like a girl as his finger penetrated and he began to cum, harder than he had in months, all over his belly and chest.

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As he lay there, he wiped up the cum, licking it off his fingers. He felt warm all over and noticed something — his finger was still deep in his ass and he liked it there. Problem was, it was waaay too small. He had to have his son’s cock and he knew the only way he was gonna get it would be to become a woman. As he drifted off, a plan began to form in his head…

The next week, Daryl heard the buzzer on the dryer and realized he had left a lot of Jessica’s underwear in there. Jack was unloading the dryer when he got there and saw the underwear, lacey g-strings, stockings, bras.

Daryl tried to cover, “Oh, I was washing that stuff for your mom.” Jack avoided eye contact, “Right. You know Mom said you’re into dressing in chick clothes.” Daryl turned red, “She told you that?” Jack made sure he kept his personal space as he put his clothes in the washer, “Yeah… she said you were working it out. So what’s up with that?”

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“I guess I like it,” Daryl admitted, “Does it bother you?”

Jack shrugged, “Probably would if my friends ever saw it. But it’s really none of my business. You guys always say live and let live. There is one thing…”

Darly gulped, “What?”

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Jack shrugged, “Why do you do it?”

Daryl smiled, realizing honesty would pay off as he collected the clothes, “I like pretending I’m someone else. Every one has fantasies about being a football player or a rock star. I like pretending to be a girl. The clothes are nice and soft, the make-up makes me look pretty. You can become an entirely different person. You ever wonder what it’s like?”

Jack shook his head and started the washer, “No. Way. But I guess I can see what you mean, like, why you do it. Have fun…”

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Daryl shrugged, he had laid it all out and Jack knew what the score was. He wasn’t exactly open, but tolerance is the first step to acceptance. And then hopefully… participation. Friday night Daryl knew that Jack would be out with Tiffany and he’d come home frustrated. This time he would be ready.

Daryl took friday off and got the hair waxed off everywhere. He laughed when the wax girl squeezed his butt, she liked it too. Then he picked up a sexy bra with synthetic breasts. Then tanned with a bathing suit bottom — the tan line of a bikini always accentuating a nice round ass and when he was done, his butt looked like one of those models from the Coppertone ads.

He had practiced doing the make-up all week and checking Jack’s internet history gave him a good idea of the women he liked — big tits, big assed, dark hair. Black stockings, black high heels, a special pair of underwear, a short ass-hugging skirt, the push up ‘filled’ bra, he went with the 36 Ds that he had ordered weeks ago and some jewelry and some long nails. Probably a little too much make-up, lipstick, eye shadow and mascara, but the realistic wig with the shoulder length full black hair seemed to complete the whole package.

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Daryl didn’t recognize himself in the mirror, but there was someone he had been dreaming about. She heard a female voice come from somewhere deep within her…

“Well, hello Darla.”

Daryl had been practicing his voice for weeks, actually more like months… he’d listened to female authors read their books-on-tape romance novels on the way to work and found he could deliver a nice feminine voice after a couple months practice.

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Tonight would be the night to see if it paid off for… Darla.

“That’s the last fucking time.” is all Jack could think as he parked his car in the driveway. He’d spent all week kissing Tiffany’s ass to ‘earn’ another date with her and she yelled at him for touching her tits, even threatening to tell her dad this time. Jack drank two beers with his buddy Manuel just to blow off steam — but going home early on Friday night with blue balls was becoming a sad habit that he desperately wanted to break. At least he could jack off to some internet porn.

He came in the house, there was a smell he didn’t recognize, sweet, flowery — kind of perfume. He sat down on the living room couch, noticed candles were lit. What the hell? He heard the blender grind to life in the kitchen and figured his Dad was up to some of his antics. As that thought set in, he figured maybe he better leave. He started to get up when he saw “her” silhouetted in the doorway:

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Shoulder length black hair draped around the shoulders and a black blouse tightly hugging some pretty nicely curving breasts and hips before the dress ended mid-thigh in stockings that flowed into the some think strapped high heels. He could make out vague facial features — but all he saw strongly was the red lipstick and green eye shadow. Jack asked, “Hello?”

“Oh, hi Jackie.” Darla responded with the feminine voice she’d been practicing. She moved out of the doorway and Jack saw this extremely sexy woman approach him, then realized as she approached, “Dad? Is that you?”

“Darla. I’d appreciate it if you called me Darla when I’m dressed like this.” she purred as she approached, a hefty glass full of margarita. He recoiled a bit, feeling weird, “Uhh…Okay.” She immediately filled the awkward silence that followed “I thought you had a date tonight. I expected you later. Hope you don’t mind.”

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Jack, “Uhh…No, it’s fine. Just gotta get used to it, I guess. My date didn’t work out. Tiffany is a fucking bitch.”

Darla put the drink in Jack’s hand, “Here… this’ll help. Come in, sit down… tell me what happened?” They sat down on the couch and Jack took a big swig of the drink, it was fruity but the tequila was strong. Tequila always got him buzzed quick and made him horny — he probably shouldn’t be drinking, but it tasted great. Speaking of great, Dad–uhh–Darla smelled really good. Stripper good.

“Same old Friday night. I take her out, spend money on her and get NOTHING in return. Don’t get me started…” “That’s what I’m here for.” Darla sat back on the couch, nodding as Jack diatribed about what a useless cunt Tiffany was. Yeah, she was pretty and popular and could be fun at movies and bowling — but when it came to making out, she was a prude.

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When his drink got low, Darla produced a pitcher of Margaritas she made and refilled it. As Jack drank, his voice slurred and Darla caught him staring at her tits — her cleavage was full and round and pushed together. The size he’d asked for was a 34C, but they felt like 36D… heavy and grapfruit sized.

Darla noticed, “So, what set her off tonight?” Jack ranted, “We’re kissing and I put my hand on her tit. And she moaned while I kissed her, I know she liked it. Then as soon as I start to squeeze, she freaks out, practically breaks my hand!” Jack immediately leered at Darla’s cleavage again.

Darla realized now was the time and took Jack’s hand and put it to ‘her’ breast, “Go ahead, feel it. I know you want to.” Jack started to pull away, but Darla wouldn’t let go. He finally let her pull his hand to her breast, “Okay, I am curious.”

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Jack palmed Darla’s breast, feeling under it and getting a full handful “What the heck — feels real. Or at least, I think it feels real.”

Darla giggled, “Well it’s as real as money can buy. They’re fake.” Jack laughed, but didn’t remove his hand, “Feel real to me. Tiffany never let me squeeze… but I always imagined they felt like this.” Jack continued to feel Darla’s tits, he liked it. It made him think of the chicks on the internet. Uh-oh! He was getting an erection. Disturbed, he immediately let go of her.

Darla noticed his erection and brought his hand back to her boob, “It’s okay… Let me show you…” She took a big risk and put her hand on his chest, feeling his pecs. Darla rubbed his nipple between her long nails, she realized it was now or never– time to put her plan into motion…

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“I thought you should know how to touch a woman’s breasts. How to please her…. so the next time you get the chance, you’ll know what you do.” Jack had never thought it of it that way, “Shit! You can show me?” Darla smiled, “Sure, you can practice on me. But if we’re going to pretend, I’m going to practice too… practice being a real woman and how she would react. Okay?” Jack shrugged, “Okay.”

Darla pulled him to his feet. Jack followed, adjusting his cock so it was against his belly and not sticking out so visibly — although it was still obvious. Darla hugged Jack, “Let’s dance to start with.”

Darla swayed against him and he felt awkward and put his hands on her shoulders. “Okay, that’s a start, but you have to show a woman that you want her.” She pushed herself against him, he could feel her breast against his chest and his cock against her thigh. Jack avoided face to face and put his face beside ‘hers’. This was weird for him, but god she felt great…. “She?” What was happening to him?

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Darla had been careful and taped her cock down so there wouldn’t be any boner on boner action to disturb him. She grabbed Jack under his arms and hugged him, pressed her face onto his shoulder, “Jack… pretend I’m a woman.” Jack exhaled and hugged her, moving his hands down to her waist. “Good.” she encouraged, “You say more with your body than you can with your mouth.”

Darla’s education continued, “However… while you are trying to move on a woman’s body with your own, you have to talk to her to keep yer mind stimulated too. Compliment her.”

Jack shrugged, the whole experience was surreal and yet he was turned on. Darla was subtly rubbing her thigh against his cock as they danced to keep him turned on. He put his face in her hair, “Well… your hair smells great. Reminds me of Tiffany’s.”

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Darla, “Thank you, Jack. But never compare one woman to another.” Jack winced, “Okay, Da–DARLA. Sorry.” He shrugged, “Uh… you look really great tonight. Your skirt is nice.”

Darla smiled and gave Jack a reward, lowering his hands from her waist to her hips. “Really?” Darla purred, “It’s not too tight? Doesn’t make my butt look fat?” Jack continued as he moved his hands down onto Darla’s ass as if to check, “No. Wow. You’re ass, ur, BUTT is like… perfect.” Jack squeezed Darla’s ass top down to bottom, each hand filled with a meaty round cheek.

Darla was starting to get turned on by Jack’s squeezing of her ass. This in conjunction with his stiff cock rubbing against her thigh was giving her an erection of her own. She felt her cock start to pull away from the tape! She hadn’t figured it would get so hard! About to spring her boner right into him, Darla abruptly spun around in his arms, hitting him in the face with her hair as she turned her back too him. Just in time too, her cock was hard and loose and pushing out the front of her skirt.

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Jack was puzzled by Darla’s sudden move, unsure of where to put his hands, which were still about waist level. Darla moved his hands up to her breasts as she backed into him, covering with a giggle, “Since you like my ass so much, here you go.”

Jack smiled he like this, always fantasized about this position. Darla manuevered her hips to trap Jack’s erect cock in her ass cleavage. She humped backward a little, grinding against him. “Hold me and tell me what else you like about me.” Jack moaned as her ass flesh pinned his cock between their bodies, “Uhhhh…” Jack was getting worried he might cum, but he gathered himself. “Well, yer hips are really, uh, sexy too.” She dragged his hands away from her breasts down to her hips, “Feel them. Hang on to them.”

She continued to grind her ass against him, essentially jacking his cock with her ass cheeks. She felt him start to push against her, he was dry humping her!!! Darla was now just as hard as her son was and his meaty pole between her ass cheeks totally turned her on. Her asshole fluttered under his hot cock sliding above it. She wanted him inside her so bad, but she had to contain her lust. She leaned her upper body back to him and put her head on his shoulder, “What else do you like?”

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He was buzzed and horny, “Well, I like your hair. And your lips. They’re really nice.”

Darla turned around and smiled, face to face with Jack, “Well… let me show you what I can do with my lips.” Jack closed his eyes and winced, afraid his shemale dad was gonna kiss him. Darla knew better than that. While Jack’s eyes were closed, she dropped to her knees in front of him. Jack felt the tug of his zipper and barely got his wits and his eyes open by the time Darla had his pants at his thighs, boxers and all.

For Darla, it unfolded in slow motion. In the light of the candles, Darla’s prize was freed — Jack’s virginal eight inch cock bounced out in front of her. She paused as the realization of her success hit her. The plan had worked…

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But this was the moment of truth for Darla. She had of course fantasized about sucking cocks and being fucked by cocks, but had never had one in her mouth… or even in her hand besides her own. As if reading her mind, a nervous Jack managed to utter, “I’ve never done this before…” Darla slowly wrapped her hand around it, feeling the soft warmth of the skin contrasted by the stiff throbbing power within it. “Neither have I, baby.” Darla’s response relaxed Jack, he wasn’t the only virgin here.

Darla pushed her pursed lips onto the head of her son’s cock. The heat of his skin surprised her. Her lips parted ever so slowly, she wanted to savor this moment as she flattened her tongue and his head popped inside her lips. Jack groaned, “Oh god.”

Gripping his cock, Darla jacked it, pushing more blood into the head, which swelled in her mouth. “Mm-mmm,” she moaned as she tasted him, waiting as she tightened the seal her lips had on his pole as she increased the suction to suck on the head. Darla wasn’t going to do anything else, though. She wanted him to show her he wanted it. He sensed it, because almost immediately she felt him push his pelvis forward… pushing his cock deeper into her mouth! She relaxed her lips and let him push three more inches in… and his cock stopped at the back of her mouth. She held it there, savoring the fleshy taste, letting it own her. Jack felt the wet heat of Darla’s mouth on his cock and he was in heaven. His first blow job was everything he fantastized about for the last few teenage years.. but it had only just begun.

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Darla slowly pulled back and pushed forward as she began her first blow job as well. One thing that surprised Darla was the amount of saliva she was generating. She was drooling all over her son’s cock and she pushed in and out of her mouth. Sure, she started out with a basic in and out, but soon utilized all the usual tricks ‘her’ wife had used on ‘him’; opening her mouth wider than the rod and pulling in cool air, swirling the tongue under the head, etc… It wasn’t long before Jack groaned in a way that meant he would be coming soon. Darla didn’t want that yet.

Darla pulled offf and jacked the top of his cock as she licked all the way down the shaft. She licked up and down it like an ice cream cone. Her goal was to tattoo her tongue on every square millimeter of this beautiful piece of meat before it fed her — just in case she never got it again. “Do you like that, Jackie?”

Jack nodded, his mouth couldn’t form words, “mmm-hmmm.” Jack noticed Darla had her other hand on his thigh, using it to steady herself. As Darla nibbled the head of his cock, she looked up at him, “A woman likes to know how to please her man. She likes him to be in charge… show her what he wants.” Darla took her free hand and moved it to Jack’s hand, bringing it to the top of her head. She took the head of his cock into her mouth and waited. Jack’s hand tightened on her head and he pulled her mouth onto his cock. Darla smiled as her son filled her mouth with his cock and she thought, “Gotcha.”

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Jack was now an active participant as he controlled Darla, pulling and pushing her volcanic mouth onto his meat. He savored the alternate cool air on the outside, warm wet mouth on the inside. The tight velvety seal her mouth made around his cock was heaven and she was driving him crazy with the occasional tickle from her tongue stimulating the area under the head. He was surprised, Darla seemed to be really good for her first time.

Darla noticed her knees were being chaffed by the rug and she loved it, this is what a whore gets! Crouched like she was, her bunched up dress hid her erection that longed to be free, she was so turned on by blowing him. She moved her hands to her son’s thighs to steady herself as he fucked her face.

“Finally,” she silently moaned, as his cock moved in and out of her mouth, sometimes deeper, sometimes shallower as Jack figured out “how to fuck a woman in the mouth.” She was teased a couple times with the brief taste of a salty fluid and knew it was his pre-cum… she wanted to savor and taste it, but it moved through her mouth so quickly with his cock she didn’t have a chance. She hoped there would be time for that later. Regardless, this is exactly what she had longed for and she was anticipating the main course to come.

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Jack was in another world. In his fantasies, the mouth on his cock had belonged to five women in the last couple minutes, Tiffany, her sister, her mom, a hot teacher, and finally back to Darla… who he decided was hottest of all. His orgasm was building. His cock was staying deeper in Darla’s mouth and his thrusts were getting shorter, faster. He had both hands on her head and was now pulling her hair.

Darla tried to moan with every third or fourth stroke to let him know how much she was also loving it. In her crouched position, his movements were just enough to grind her own cock pinned in the panties and her own orgasm was building.

She moved her hands from his thighs around to feel his butt and she almost gasped in surprise — she always knew Jack had gotten ‘the family butt’, she could see it in his jeans — however, this was the first time she felt it. It was the same big round peach ass Darla had. God, she squeezed and gripped it as it pushed the cock into her mouth! It turned Darla on so much, her throat completely relaxed. She hugged Jack’s ass and pulled him in and he pushed his cock all the way into her mouth.

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Darla swallowed his last three inches and her nose was ground into his pubes. She had deepthroated him! In her many gagging attempts with her wife’s large dildo, Daryl had never gotten past 5 inches. Darla was a much better cocksucker! Jack’s 8 inch prick was all the way inside her mouth and he instinctively knew this was special, “Oh my god!”

Jack began to come. It wasn’t merely an orgasm, this was one of the top ten blow jobs one gets in a life. Jack felt as if he was plugged into the light socket at the dick. His whole body trembled as he exploded in a super blue balls ejaculation that comes with one’s first great blow job. Unforgettable.

Darla felt the first throb and the first large spurt was down her throat before she could pull back. See, Darla had dreamed about blow jobs too, and it involved swallowing the cum of the first man she sucked… but she wanted to taste every drop of the inaugeral spooge!

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Darla backed off, getting the head of her son’s cock back out of her throat so she could feel the second and third ropes of cum spray the top of her mouth, “Mmm-mmmm!” She was tasting it! It was actually sweet! Tasting was difficult because the lust crazed teenager had ahold of her head and thrashed around as he tried to fuck her face. She grabbed his shaft with her hand and pulled back a little more until she had only the head and a little cock in her mouth as fourth… fifth… sixth…. shots of cum shot out of her son’s delicious cock and onto her waiting tongue.

As Jack’s orgasm subsided, his cock softened, but only slightly. Darla didn’t care. She kneel before this strong young man with her lips glued to his cock with no plans to go anywhere. Jack shook his head, “That was amazing.”

Darla rolled her tongue around in her mouth, pushing the cum all over his cock — there was so much of it, she didn’t have much room. She wanted to swish it to taste every drop, but it was also too deliciously thick. Jack looked down in wonder, seeing this hot chick on her knees with her cheeks bulging full of cum, “You don’t have to swallow…”

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Darla slowly pulled her mouth off his penis and opened it to show Jack the mouthful of thick white cream he’d given her, then closed. It was with mixed feeling that she swallowed, managing to get it all down in two gulps, before smiling, “Yes I do have to swallow. Every. Single. Time.” Darla immediately brought her tongue back to his cock to catch a dribble of post cum and clean up the cum left on his head. She ended up staying there, nursing the head.

As Jack stood there, he noticed his legs were exhausted, and also that his cock was not softening. It remained erect as Darla gently nursed on it, coaxing out droplets of cum and celebrating each one with a satisfied hum. Jack moved back to sit on the couch and Darla followed on her knees. Jack spread his legs as he sat down, and Darla took her place, kneeling between them as she continued to gently suck his cock. Truth is, Darla was worried if she let go of it, she’d never get it again.

Jack finally put his hand on her head, “You can stop now.” Darla pulled back slow, released his cock from his mouth, but never let go of it, keeping her hand gripped on it. She pouted, “I’m not done.”

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Jack looked nervous, took a big drink to finish the rest of his margarita, “What do you want to do?” Darla smiled and got to her feet. She never took her hand off Jack’s cock as she got to her feet and in doing so pulled him up.

Darla did her about face and pulled his erect cock right between her ass cheeks, the head right to her asshole, “What comes naturally.” Leading her son by his cock, Darla marched them up the stairs.

In the bedroom, Jack found more candles lit and the bed had been prepared — pillows, lube, etc… Before he could put two and two together, Darla was pulling his shirt off. Jack was naked. “What about you?” he asked.

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Darla undid her blouse to reveal her arms, back and belly, a little more of her hefty breasts trapped in a large bra. She actually looked sexy in the bra. That was as far as she was willing to go, the bra and skirt would be staying on to preserve the whole Darla image. For now.

Darla crawled onto the bed on all fours. Bending over, she arched her back, pushing her fat ass up in the air as she dropped her chest to the bed and turned to him. He watched as she reached back and pulled the skirt up over her hips to reveal her full round ass, snugly filling the striped silk panties. Jack reacted in surprise, those were the same panties his girlfriend Tiffany wore.

“Get up here. It’s time for you to become a man.”

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He swallowed hard and climbed on the bed to kneel behind her, he could see her crack through the sheer panties and his mouth watered. His cock throbbed so hard it almost hurt, so he let it rest in the crack of her panty covered ass to try and get control of himself. Jack tried to tell himself he was still so hard because he was half drunk, but the truth was — her ass was hot. Darla looked over her shoulder, eyes smokey with lust.

“A man has to know how to take off his woman’s panties…”

He hooked his thumb’s around the sides of her panties and inched them down, her juicy full ass spilling out of them. He couldn’t believe how delicious her ass looked — soft, round, full and hairless as one of those brazilian whores on the internet. And he was about to fill it with cum. Leaving her panties at her thighs, he let his cock fall back into her crack. She pushed back, trapping his meat in her ass cleavage and his cock throbbed, involuntarily drooling precum — which ran down the shaft, pooling on her asshole.

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She cooed at the sensation of the warm gooeyness on her skin. The very idea that at long last she would have a real cock stuffing her ass, not the ex-wife’s vibrators, made her ‘clit’ stiffen, still trapped in her bunched up panties. The fact that it would be her son’s virgin cock made her asshole itch with anticipation.

Jack grabbed the tube of lube on the bed and rubbed some on his cock — he was still so wet from her sloppy blow job he didn’t need much. He started to put some on her ass, but already having lubed herself up in preparation earlier, Darla stopped him, appreciative but impatient, “I’m ready, honey. Make me a woman.”

He backed off a few inches and put his cock to her asshole. Precum oozed from his tip as he pushed forward. Darla appreciated he was being gentle, but she urgently needed him inside her. He pushed and she flexed her hip muscles as her hole involuntarily tightened around his cockhead. She bit her lip and relaxed, he was bigger than she thought. Darla relaxed and Jack’s steady pressure won, his head popping in and the first two inches of cock pushing into her ass and taking her virginity.

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“Ooh!” squeaked out of her.

Jack looked down, watching as her ass swallowed up half his meat, “uuuuuhhhhh…god…” Jack stopped pushing, his cock halfway into her and one happy long awaited thought filled his head, “I’m not a virgin anymore.” Darla reached down between her legs, her cock was so hard it throbbed, trapped in her panties. She gripped it through the panties, the soft material encasing her hot pulsing meat. She breathed hard, turning to look at him, “Go ahead, I want the rest of it, baby.”

Jack shook his head no, he wanted Darla to prove she wanted it, “Come and get it.” Darla smiled and pushed her hips back, sucking the rest of his cock into her fleshy supple rump. Darla’s insides tingled as her son’s cock opened her up. His cock bottomed out in her, his pubes against her cheeks — she had never felt so full… so satisfied. Words almost failed Darla, “Oh…”

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The warm twitching tightness squeezing Jack’s cock was like nothing he ever felt before, “Oh hell yes. Take that cock, bitch.” Urged on by his dirty talk, she pulled forward, his cock sliding almost out before pushing back until he filled her up again, bouncing against his meat. Every draw on his cock make him vibrate from the bottom of his feet up to the base of his neck. This bitch was sucking his cock with her ass and he never wanted it to end. Feeling orgasm building, he grabbed her hips and stopped them when she was against him, “Hang on…”

Darla knew she was in for it and left her own cock alone to brace herself with both hands on the bed. She dropped her chest and spread her legs slightly, she was finally going to ask for what she had dreamt of, “Please fuck me, baby. Fuck me good.”

Her son sank his fingers into her fat ass hips and started pumping her. He was slow at first, but he couldn’t help himself and his speed and intensity built. He hunched over her, his chest to her back, reaching around and under to grip her fleshy tits. Jack didn’t care they were fake, right now, they were real and he was assfucking Darla for all she was worth, “Yeah, take it!”

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Darla followed Jack’s rhythm, pushing back hard enough to make him feel like he was being fucked, but at the same time, savoring his cockhead bumping over her prostate — pleasuring it with every hammering stroke. She groaned, her own orgasm was building. With every slap of their flesh, her hard ‘clit’ bounced against her belly, still half trapped in the panties

Jack pistoned in and out of his ‘girlfriend’, watching with amazement as several inches of his cock disappeared and reappeared from beween her almost perfectly round asscheeks. He was impressed with himself, he was reaming this bitch good! Moans were literally pushed out of Darla as Jack clutched her hips, his fingers sinking in to her fleshy ass as he began hammering her as hard as he could.

She lay with her face on the pillow, ass up, absorbing her son’s relentless cock. Jack had his way with her, pistoning her sweet round bottom with every bit of his energy. Relishing the moment, Jack took a moment to look down and watch as his belly and thighs slapped into her big round ass, rippling it like jello with every impact as if in slow motion.

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Sweat broke on his brow and Jack noticed he was drooling — his orgasm was building to the point of no return. Determined to make it last longer, he slowed down and straightened up off her back… and suddenly spanked her ass. Hard.

Darla squealed in surprise — and her ass involuntarily clenched just as Jack’s cock rubbed her prostate — the orgasm she had been holding off abruptly exploded with force she had never felt before… Never having experienced a woman’s orgasm, Jack immediately noticed something was happening — but was unsure what. Darla’s legs shook, she moaned and her body siezed and trembled beneath him.

Darla had reached down between her legs to grab and milk her cock as cum raced up her shaft. “I’m cumming!” Darla looked down at her twitching cock beneath her, and it shot with such power she took the first two spurts to her face. “Oh my god….”, she gasped as she pumped spooge into her hand, emptying her balls all over the bed.

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A deep satisfaction filled Jack, as he thought, “Fuck you, Tiffany!” He had the pride of a man who made his bitch cum. Jack held his meat as far into Darla’s ass as he could get it; savoring the feeling of her already tight asshole clenching with spasming vise-like power around his hard as diamond cock.

Her spasms weakening, Darla turned her head to look over her shoulder, bangs stuck to her sweaty face, her eyes smokey with eye shadow and mascara, “Oh, Jackie… Your cock is sooo good.” Jack noticed her cum splashed across her face. She collected the warm semen onto her fingers, scooping what she found on her chin hungrily into her mouth, “More.”

That was all Jack could take and he began cumming into another body for the first time in his life. Lightning struck his spine and he grunted like an animal as his rock hard cock jerked in her asspussy, “Oh yeah, baby, gimme all that cum…” He grabbed her around the waist and humped against her violently. She concentrated, focusing her anal muscles to milk every drop of that sweet cum out of his balls and into her hungry butt. Darla felt his twitching cock and his cum, which felt hot erupt within her.

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When his orgasm faded, he realized how drained he was and collapsed onto her, sweaty and breathing hard. They laid coupled like that, her relishing the full feeling of warm cock and cum filling her ass. Darla was actually kind of angry — frustrated she had waited so long to have her ass fucked. She couldn’t believe how good a real cock felt and knew she’d never go without now.

As Jack’s afterglow began to subside, he noticed his cock was still hard. How could this be? He’d already come twice! He started to pull out, but Darla stopped him, “Please honey… I waited so long and you’re still so…”

“Hard, I know…” Jack said as he relaxed and let his body weight fall back onto her. Darla smiled to herself, that’s because she viagra’d the hell out of his drink, but she wouldn’t be sharing that info, “You’re such a stud.”

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Darla concentrated and very gently began to flex her asshole, gently tighening and loosening to nibble at his cock. She had practiced with vibrators after coming… being careful to not push his cock out, but to keep it right where it was and gently ‘suck’ it with her asshole.

Jack groaned and pushed into her and she smiled again, knowing there would be a round two. He reached around to grab her breasts, but she pushed up against him, “You did all the work the first time, my turn.” Darla pushed back until Jack was laying on his back, with her on top of him. She sat up and repositioned her legs beneath her so she could lift herself up and look down to see his cock disappear into her ass. When Darla was high enough that only the head of her son’s cock was in her her, she settled back down with a groan, “Oh, Darla’s gonna ride this beautiful cock!”

Darla rose up and lowered herself with long leisuredly strokes, wanting to feel every veined inch of her son’s penis go in and out of her by her own control. After a few strokes, her own cock hardened again and stabbed straight out, bobbing up and down with her riding motion. Facing away from Jack, Darla wasn’t worried… he couldn’t see it. All he saw was this hot curvy brunette bouncing on his cock from the back, her hair bouncing, her full luscious ass cheeks flattening on his thighs and belly.

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Jack started breathing hard and started to push up into her, trying to build to orgasm. She stopped at the bottom to savor every bit of him deeply inside her. She reached down to press her small balls against her son’s big balls — she always wondered what it would feel like to be stuffed with a hot cock and feel some stud’s balls against hers. The answer was ‘amazing.’ She cupped all four of their balls together and clenched her asshole as hard as she could. Jack groaned, “You’re gonna make me cum.”

“You want to cum, baby?” groaned Darla and she went to work like a woman possessed, riding him with short hard grinding strokes, grunting with every one. “Yeah, yeah yeah!” Jack said ‘s hands left his sides and he grabbed her hips, raising and lowering her, fucking her onto his meat, dammit, he was gonna give her every inch she wanted. “Oh, baby… Here it comes!”

Darla didn’t let up a bit, hunching her hips to squeeze her son’s cock as hard as she could, “Gimme that cum!”

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This time, Jack began to come first. He grabbed Darla around the chest with one hand and by hair with the other and pulled her back onto his chest, hugging her tight to his body. His face buried in her hair, she heard him mutter, “You take it all… Tiffany…” Darla registered the name, but quickly ignored it and fell back, grabbing her own cock, which was as hard as it had ever been and stroked furiously. As her son’s cock geysered in her ass, Darla’s own prick unleashed several squirting ropes of cum up and over her belly and chest. Her asshole twitched, clutching and milking her son’s cock in time to her orgasm, which was so intense, she almost blacked out. Jack sighed and grunted as his orgasm faded into exhaustion.

“Oh my God…” Jack managed as he nudged Darla off him into a spooning position and rolled onto his side, his leg cramping. His cock’s work done, it softened enough to slip out of Darla’s ass with a wet plop. Darla moaned in disappointment, she wanted his meat in her forever. As she caught her breath, Darla quickly decided she would have it back in her, any way she could get it.

The mood had changed though. Jack wouldn’t look Darla in the eye and seemed to pull away from her and she realized this was a critical moment. The crazed lust that makes teenagers do almost anything to get off was gone and the reality was sinking in. What they had done was incest. And pretty gay. Darla knew she had to maintain their roles or she might lose him.

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“Honey… put your hand on my head.”

Jack stirred, “Huh?”

“And push me down onto your cock.”, she purred.

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Darla knew no teenager will turn down a mouth on his cock and Jack did as Darla asked, lacing his fingers into ‘her’ hair and pushing her to his cock. Darla extended a tongue and gently licked his head, “Mmmm… A real woman knows how to take care of her man. That means cleaning him up after he’s fed her pussy his cum.” Darla took just the tip of his cock into her mouth , then waited for Jack to push her head down, so more of his penis filled her mouth.

Jack fell back into the role pushing her head onto his cock, “Okay… baby…” Darla smiled around his cock…She had him.

Darla took her time, lovingingly suckling, then lapping all the cum and lube off his prick and when Jack’s freshly de-virgined staff was spotless, she eased his fat meat out of her mouth, kissing his head one last time –silently promising it she would be back to worship it again. Jack patted her head, then silently got up and left the room to take a shower.

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Darla lay in bed, face down — satisfied. As she pondered how she was gonna get her son’s cock into her ass again, she noticed some of the cum her cock had shot on the bed. She quickly scooped it up with her fingers, pushed it into her mouth. Her own cum was thick and tasty, but her son’s was creamy and… addicting. Then she remember where there was some more of his. She reached back between her fat luscious ass cheeks, dabbing at her sensitive hole. He had opened her up good, just what you expect from a viriginal fucking. Darla’s ass was loose, wet and… jackpot — oozing with two loads of cum.

Darla smiled and covered her hole with two fingers, then pushed… Her fingers caught a large wad of goo that her son had deposited deep inside her. Darla carefully scooped it along her hole, up her crack and brought it to her face to see — her fingers were caked white, dripping with warm fresh ass cum. “Mm-mmm good.”

Darla wiped the cum off onto her tongue, then sucked her creamy fingers clean. It was delicious. Damn it, she could not get enough. She lay her head down on the bed sideways as she continued scooping her ass cum into her mouth, savoring every last drop.

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To her amazement, eating her son’s cum made Darla’s own cock begin to harden beneath her yet again and she began to plan her next adventure of seduction…


Written by FirstTimer69

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