Girlfriends Daughter.

55 year old Ryan starts a sexual relationship with a woman 20 years younger than he is when he meets her in a bar. Then he meets her 14 year old Daughter!

Ryan looked at Jean as she lay in the bed. She was out of it, totally wasted.

He knew she liked to drink, hell, he’d met her in a bar three months ago and ended up fucking her that night back at her place, but this was the first time he’s seen her drink herself unconscious. He had literally carried her up to her apartment and dumped her in the bed.

So, no fucking tonight then. The 55-year-old sighed. His friends had warned him that she did shit like this, but he thought they were exaggerating and besides she was only 35 and he was too old to turn down a chance to fuck someone young enough to be his Daughter. He smiled, running a hand through his hair. Seems they were right after all.

Ryan heard a noise behind him; it was a gasp mixed with a sob. He turned to see Jean’s Daughter Penny, run from the doorway and into her own bedroom.

Penny had been a surprise to Ryan. He thought Jean lived alone so, that first night he had stayed over he got a shock when he awoke, threw on his t-shirt and jeans from the night before and wandered through to the kitchen looking for coffee, leaving Jean snoring on the bed. He got a real shock when he saw the 14-year-old blonde girl, sitting at the table, scrolling through a phone and eating cereal.

“Er…Hi?” he had mumbled, “Any coffee around?”

“Sure” she had replied putting her phone down and leaving her breakfast for long enough to make him some coffee and toast to go with it. “Thanks” he said thankfully welcoming something into his stomach that wasn’t beer or bourbon.

They had a stilted conversation for at first, Penny becoming a little more talkative as he asked her a few basic questions about her age, school, interests etc. Then her made her laugh when he said he thought K-pop was a breakfast cereal and that broke the dam open. Penny began to chat away like she had known him for years. Only breaking off when her Mom finally surfaced and needed coffee too.

And that’s how it had been going for about three months now. Every Friday and Saturday night Ryan would meet Jean at the bar, they would drink, go back to her place, fuck like rabbits until they fell asleep. Jean would basically do anything. Ryan had fucked her, watched her masturbate until she squirted, he had cum on her face, in her mouth and up her ass. She was a damn good fuck!!

Then, after some sleep Ryan always woke first and went to have breakfast with Penny until Jean shuffled in. That was it, every weekend for three months. Rinse, repeat!

But tonight had been different and now, here he was, with a dead drunk girlfriend in one bedroom, standing outside of her daughters bedroom listening to her cry! No sob!

“What the hell!?” he thought, slowly he pushed the door open and went in.

“Are you OK sweetie?” he asked the teen, she lay face down in her bed in her nightdress her shoulders shaking as she wept, Ryan couldn’t help but notice that the nightie was short, showing her long, skinny legs and that it had ridden up slightly revealing the bottom curve of her butt cheeks covered in white, cotton panties.

“No!” came the choked reply between sobs.

“Why? What on earth is the matter?” Ryan asked, while thinking to himself “Fuck I’m a little too drunk to deal with teenage angst! Oh well, here goes nothing!”

“Your going to leave now aren’t you” Penny lifted her tear streaked face from the pillow and looked at him “you’ve seen what she’s like and you’re gonna leave and not come back, just like the others” her bottom lip wobbled as she spoke, “and that’s always been fine before” she continued, “the others used to treat me like I didn’t exist, like I was just in the way, but…” she tailed off to take a shuddering breath, “I… I…Like... you!” her head fell back on the pillow and muffled, wracking sobs came though it.

Ryan perched on the edge of her bed, he patted her on the back, “There, there” he said pathetically whilst thinking, “What the fuck do I do here?” he realised that his hand had strayed down the girls back and was dangerously close to the top of the panties he could still see. He deliberately pushed the material a little higher so he could see more. Penny had a cute little butt there!

“I wasn’t gonna leave” he said slowly. This was probably a lie, but hey, the girl was upset. She lifted her head off the pillow and turned over, Damn! No more cute butt!

“You weren’t?” Penny snuffled and wiped her eyes.

“Nope! I’m not like that” another lie but Ryan had now seen the front view. Usually Penny wore a baggy sweatshirt so he had never really seen her body before. He looked now though! The nightshirt was probably a bit too big for her, maybe one of her mom’s castoffs, and as she sat up one of the straps fell off her right shoulder. Ryan could see the top rise of her breast and, even though she was only 14, he could see that she had a nice pair of titties.

He got another pleasant surprise too when the girl reached out and hugged him, “That’s great” she sighed in his ear. He slowly put his arms around her, still unsure of what to do, so he released her when she released him. Didn’t want to appear creepy, even though his cock was starting to stir a little.

This was because the other strap was dangerously close to falling off her left shoulder and he could just about see the top of the dark areola on her right boob. He was definitely getting hard now so crossed his legs to hide it.

“Because you’re nice to me and I like our breakfast chats when you stay over” she said now, her voice was still a bit wobbly but she had stopped crying. Ryan smiled, “Good” he replied “Because I like them too” that was actually true. He did! Now he reached out and stroked her arm reassuringly, of course, secretly he was trying to figure out how to get that other strap to fall.

“I’m sorry about Mom” she looked down at her hands, Ryan moved his hand up to her shoulder, he was touching the strap now, “That’s OK sweetie” he laughed, “She’s not the first drunk girlfriend I’ve had, believe me”

“Oh! I’m still sorry though” Penny looked up at him, her blue eyes still shone from her tears, “Maybe I could do something” she said quietly. Ryan was so surprised he took his hand away without trying to move the strap.

“Like what?” he asked, letting Penny take the lead just to see where this would go.

“Like this” she said leaning forward. She kissed him lightly on the mouth and lingered just long enough to let him begin to respond before she broke away. “I don’t have much experience with boys” she shrugged and then laughed, “Sorry, men!” she looked up at him again, “But you could teach me, right?”

Ryan’s eyes widened a little, was she asking him to fuck her? Holy shit!

“We would have to be careful” he said, because he felt like he needed to say something, “Don’t worry” Penny pointed to the other bedroom, “you could set up a rock band in there and they wouldn’t wake her when she’s like this”

Ryan took that as a yes and leaned forward to kiss the teen, this time she responded to him, he moved his hand back to her shoulder and got rid of the pesky strap. Kissing a little harder he slid the nightgown down over the swell of her boobs, she had really nice dark nipples which began to harden as he ran his hands over her breast, stroking the rising nubs with his thumb.

Penny broke the kiss and sighed, “I’ll do anything” she breathed heavily, “Whatever my Mom does I’ll do for you, Just… please don’t leave” Ryan uncrossed his legs and undid his jeans, Penny gasped a little as he pulled out his hard cock, “Come here” he said to her.

He pushed her head down into his lap, she kissed the bulging head of his dick first and then slid her lips around it, “Oh fuck yes!” he moaned and pushed her further down.

She gagged initially so he relaxed his grip so she could take a breath, then he eased her back down again, that felt so fucking good. He took hold of her hair and made her head bob up and down. She soon got the hang of it. “Quick learner” he thought, “That’s good!”

He let her suck his cock until he was close to cumming and then lifted her head up to kiss her again, massaging her boobs and listening to her breathing get heavier, she was getting really turned on.

Ryan pushed her back on the bed and slid the nightdress down over her hot little body and down her legs, taking her panties with it. He looked at her, now naked, body. Oh yes! If he couldn’t fuck the Mom then why not the Daughter?

He took off his own clothes and was pleased to see that Penny started to masturbate while she watched, so he lowered his head down between her legs and, moving her hand, began to eat her virgin pussy.

“Oh! Oh! That feels so good!” she moaned as he tongued her clit before thrusting it inside as far as he could, “Oh yes!” she sighed, “Oh my god!” Ryan had always been good at oral sex and soon he had the teen holding the back of his head and groaning with pleasure, “Oh god I’m gonna cum!” she panted, “Fuck! Yes! Cumming!” Ryan felt the wetness of her tight slit increase as she climaxed into his mouth, very tasty!

Then he moved up her body and positioned himself between her legs. Gently, after all he didn’t want to hurt the girl, he wanted her to enjoy this so he could do it again, he slid into her tight, virgin cunt, “Ooh! Fuck!” she sighed, Ryan smiled to himself, she sounded just like her Mom when he entered her.

Slowly at first, but then picking up speed, Ryan fucked the 14-year-old. She definitely wanted it, even wrapped her skinny legs around him so he could go deeper. Virginity now well and truly gone! He pumped her harder until he was ready to cum, then pulled out, “No teen pregnancies happening here!” he thought to himself, “Open wide sweetie” he whispered and then jerked a big load of hot cum into her soft mouth, “Oh fuck yes baby girl!” he groaned "Take it all!"

Penny caught most of it and swallowed, then to Ryan’s delight she scooped up a couple of strands that were on her chin and slurped them in too, “Good girl!” he smiled at her, she grinned back, “I like being your good girl” she sighed, her eyes shone.

And that’s how the relationship went from there. Ryan continued to take Jean out at the weekend and fuck her when they got home. But now his breakfast chats with her Daughter Penny became breakfast blow jobs where he could shoot his load in her mouth or on her face. On other mornings they had quick, hard fucks over the kitchen table.

He soon discovered, as did Penny for that matter, that she liked it up the ass. This was great as far as he was concerned, because her could cum whenever he wanted to without the risk of knocking her up. Plus she had a tight little butt hole that was well work fucking!

Ryan’s friends where surprised that his relationship with Jean seemed to be lasting, they even told him that he looked happier. But then I suppose that’s to be expected when you’re fucking a Mom who’s 20 years younger than you and then you get to fuck her teen Daughter as well!

Yeah, he was happy alright!

The End