My name is Todd. And I’ve had a crush on Abby for about three years. She goes to my gym. We’ve gotten coffee a few times. Even went out for dinner recently. She’s a nice woman – about 10 years older than me, putting her around early 40s. But you wouldn’t know it from looking at her petit body. She’s got a cute little ass and is almost flat chested, but she stuns in every way possible. Long brown hair. Cute round face.
After our dinner date, I pulled up in front of her house and thought I’d go in for the kiss. She stopped me right there.
“Oh, honey,” she said. “I really like you but I’m way too old for you.”
I tried to convince her age didn’t matter, but she disagreed and promised me nothing would ever happen between us. She just couldn’t see herself being a cougar.
I told her I understood, even though I didn’t.
“Anyway, I have a better idea,” Abby said.
“Oh?”
“My daughter. You’d really like her and she needs an older man to show her the ropes. Guide her. You’re obviously not going to DATE her, but, you know, you could teach her some things. It’d be good for her. And you’re a sweet, gentle man, so you wouldn’t be like some of the other dirt bags out there that just wanna say they bedded a 19 year old.”
“Your daughter is nineteen?” I asked, doing an imaginary spit take in my mind. “But I’m 30. That’s …”
“It’s nothing. I’ll give her your number. Just be yourself.”
I ruffled my brow and thought about this for a second thinking it was some sort of weird set up to frame an older guy who was praying on teenagers. But when I looked her daughter up on Facebook, I decided it was worth the risk.
You know Adriana Chechik? Abby’s daughter, Hannah, was a SPITTING IMAGE of her. I mean literally, they could have been twins.
Let’s just hope Hannah sucked dick like Adriana.
I texted Hannah a few days later and suggested we grab a drink at a bar near my place. Hannah said that’d be fine and she looked forward to meeting me.
After a few hours of amazing conversation, I couldn’t believe Hannah was only 19. She seemed to have her shit together in a way most teenagers or young adults didn’t.
And then, she touched my arm and winked at me and said, “Let’s get outta here.”
“My place is just up the street,” I said.
“Nah, I wanna go to my place. If that’s okay.”
“Sure,” I said.
We drove to Abby’s house and we walked in. Abby seemed a bit surprised to see me come home.
“Are you going to show her a good time upstairs?” Abby asked.
I seemed a little confused and thought it was a bit inappropriate, but Hannah just giggled and told her mom to shut up.
In Hannah’s bedroom, she sat me down on her bed and straddled me, kissing me. We made out for a bit, kissing each other’s necks, nibbling our ear lobes. I took her shirt off. I unhooked her bra. She was surprisingly stacked, considering her mother was almost flatchested.
“Like ’em?” She asked, pressing her breasts into my face.
I nodded. “They’re lovely,” I said.
She giggled and stuck her tongue into my mouth.
Was I here to teach Hannah, or was Hannah teaching me? This whole thing seemed odd, but … hey, fuck it.
I stood Hannah up and unbuckled her pants and dropped them around her ankles. She had thick muscular quads from volleyball. I shook my head in disbelief. Her pussy was going to feel incredible.
I pulled her panties towards me, peaking down and examining her bush. Tight, neatly trimmed. Beautiful. She had bright pink lips that were waxed.
“You’re beautiful,” I said.
She smiled and looked at me with her bright green eyes and bit on her bottom lip. I could swear she heard me getting an erection.
“What should I do?” She asked.
I looked down at my bulge and then looked at her. She nodded and unhooked my belt and dropped my pants to my ankles.
“You’re big,” she said as she stroked my cock through my boxers.
I nodded.
“Mm-hmm,” I said. “Think it’ll be too much?”
“No,” she said. “I’ll try …”
Hannah lowered herself to her knees and pulled my boxers off. Her eyes grew wide and she looked up to me with a bit of angst.
“It’s okay,” I said. “I believe in you.”
She laughed and slapped my thigh.
Suddenly, the bedroom door opened a crack and Abby peaked inside, bitting on her bottom lip, watching her daughter suck my cock. My eyes grew wide and then Abby held a finger up over her mouth to shush me.
She watched her daughter bob up and down on my cock, drooling all over me. My eyes shifted from Abby to Hannah. Abby slid her fingers down her yoga pants and masturbated.
This was too much.
“Is it good?” Hannah asked.
“Great,” I said. “Keep sucking.”
“Yes, daddy,” she said as she deep throated me.
After a few minutes, she managed to take half of my cock down her throat. She’d gag and pull out.
“It’s okay,” I said. “It’s sexy when you gag.”
“It is?” She asked.
“Mm-hmm, just take your time. Don’t rush. It’s okay.”
“I like sucking you,” she said.
I nodded. I liked it too.
“Rub your pussy,” I said.
Abby’s eyes grew wide as Hannah slid her fingers down her panties and began to rub herself in a circular motion.
She started to hum on my cock as she brought herself closer and closer to orgasm.
“I’m cumming,” she whispered. I stepped back and let her finish herself off.
“I want to taste you,” I said.
I looked to Abby. She’d have to move if I ate Hannah out in her bed. Abby pointed to Hannah’s chair at her desk.
“Here,” I said, hoisted Hannah to her feet and pushing her, slowly, backwards, into her office chair.
I got on my knees and slid a finger inside Hannah’s incredibly tight pussy.
“Jesus, you’re tight.” I said.
She smirked and licked her lips.
“Taste yourself,” I said, pulling my fingers from her wet cunt and handing them to her. She grabbed my hands and tasted her young cunt as I leaned down and ran my tongue over her clit.
She writhed with pleasure as I spread her legs further apart and sucked her clit and lips. I hoisted her into the air and tongued her asshole.
“Oh!” She shouted.
“Shh,” I said as I continued to eat her asshole while I jammed my fingers in and out of her.
“Oh god,” she shouted.
As I continued to eat her pussy, I peaked to the side. There was Abby, still masturbating in the doorway. Watching. She’d pulled her top up and was squeezing her nipples.
“I’m close!” Hannah shouted.
I jammed my fingers into her tight pink pussy and stroked her faster and faster. Her eyes grew wider and wider until I jammed my tongue on her clit and pressed on it.
“OH GOD,” she screamed. “OH MY GOD I’M CUMMING!”
Her pussy seemed to get wetter and wetter as her thighs squeezed around me as she writhed and squirmed until she finished.
I stood and dragged her to the bed, pushing her into the mattress on her hands and knees, entering her from behind.
“It’s big!” She shouted.
“It’s okay,” I said. “I’ll go slow.”
I pumped myself deeper and deeper inside of her, rubbing my finger on her wet, tight asshole.
“You’re not going to fuck my ass, are you? It’s supposed to hurt.”
Abby mouthed: “DO IT” while she continued to play with herself.
“It won’t hurt,” I said. “I’ll go slowly.”
“Um … okay,” she said.
I looked back to Abby, feeling a bit awkward about this, but Abby just grinned and nodded as she brought herself to a quiet orgasm, cupping her hand over her mouth. Abby nodded up and down, chomping on her bottom lip as she came.
I pulled my soaking wet cock from Abby’s pussy.
“Are you ready?” I asked.
“Uh-huh,” Hannah said.
I spat on Hannah’s asshole and slid a finger inside with relative ease.
“How does that feel?”
“I like it,” she said. “But your cock is so big. I don’t think it will fit.”
“We’ll see,” I said, adding a second finger inside of her asshole. She grimaced and bit onto her sheets. She began to tremble.
“Does it hurt?”
“It just feels weird,” she said. “Keep going.”
I looked back to Abby who had stopped masturbating and just watched.
“Okay, let me try this,” I said, inserting both of my thumbs into her asshole. I pulled her hole apart, slowly trying to gape her anus.
“Oh my god,” she said. “Oh my god, it feels so weird.”
I spat on my cock, making it as wet as possible before pressing it into the entrance of her tight little hole.
“Are you ready?”
“Uh-huh,” she said.
I entered, pushing a little bit and then a little harder until the tip of my cock had entered her pink, pristine asshole.
“Oh,” she said gripping onto the sheets.
“Just breathe. It’s okay. Try to relax. The more tense you get, the worse it … could … hurt. Just relax.”
I could feel her body relax.
“Good girl,” I said, slapping her on the ass. She smirked.
“Okay. Do it. Fuck my asshole!”
I pushed, slowly, until every inch of my cock was inside of her. A tear ran down her cheek. She was a trooper, taking every inch and not giving any fight.
“Ask me if I like it,” I said.
“Do you like it?”
“Like what?”
“My asshole. Do you like my asshole?” She asked.
“I love your tight little asshole. It feels so good around my cock.”
“Yeah? You like the way my tight young asshole feels on your big hard cock?”
I turned and looked at Abby. Abby was smiling. Masturbating, too. I nodded and winked at her. Abby smiled back and I turned back to fucking Hannah’s asshole.
“Are you going to cum inside of my asshole?”
“I can. Or I can cum somewhere else,” I said. “Where would you like me to cum?”
“Um … do you want to cum on my face?”
I turned back to Abby, whose eyes were wide as all hell.
“Yeah,” I said. “Sure.”
“Are you ready to cum?” She asked.
“Not yet, I want to keep fucking your asshole.”
I turned to Abby and brushed her off, telling her to leave. Then, I pulled myself from her asshole, spun Hannah around and lifted her legs up.
“Put your legs over my shoulders like a good girl,” I said.
Hannah put her legs onto my shoulder and we locked eyes as I reentered her teenage asshole.
“Rub your pussy,” I said.
Hannah started to masturbate, bringing herself closer and closer to an orgasm.
I pumped harder and harder inside of her, gripping her legs. We never lost eye contact.
“I’m gonna cum,” she whispered.
“Do it,” I said. “Cum for me. Cum. I need you to cum.”
She closed her eyes and her legs squeezed tight around the sides of my neck as she rubbed herself into another orgasm. Her asshole squeezed so tight around my cock I was convinced I’d cum inside of her.
“On your knees!” I shouted.
I pulled myself from her hole and she slid onto the floor and I stepped forward, jerking my cock, squeezing until I fired off a massive load of cum, drenching her face.
“Oh Christ!” Hannah screamed with laughter as I bathed her in my seed. I came enough to coat her entire face with thick, white cum. Her eyes were sealed shut. Her lips were coated in sperm.
Thick lines of cum ran down her cheeks, dripping onto her ample breasts.
She opened her mouth and stuck her tongue out, pulling some of my jizz into her mouth, tasting it.
“You cum a lot,” she said.
“You bring out the best in me,” I said. “You’re amazing. So beautiful. Your body is incredible. Really.”
“Thank you,” she said as she tried to open her eyes to look at me, wincing through the ropes of thick jizz coating her face.
“So … what do I do with all of this jizz?” She asked.
“You could wipe it off or you could eat it.”
“Do you … want me to eat it?”
“Yes,” I said.
“Feed it to me?” She asked.
I used my fingers to scoop up a bit of cum from her face. She opened her mouth and licked my seed from my fingers, swallowing it. I scooped up three more loads of cum from her face and breasts and she drank every bit.
“Am I … good?”
“Yes,” I said, helping her up onto her feet. “You’re better than good. You’re incredible.”
“When do you want to fuck again?” She asked. “I like you. I like … fucking you. I want to try everything.”
“We can fuck whenever you want. You have my number.”
“Are you going to leave now?”
“Yes,” I said. “You understand I’m too old for you to date. But we can fool around as often as you’d like and whenever you’d like.”
“Will you … show me how to more stuff?”
“Of course,” I said as I grabbed my clothes and walked out of her bedroom.
In the hallway, I saw Abby, who was masturbating again.
“I need dick,” Abby whispered.
“Seriously?” I whispered back.
She nodded, grabbed my hand and we ran downstairs and into the den.
Abby yanked her yoga pants to her ankles and bent over the sofa. I stepped behind her and slid my cock, still wet from her daughter’s cunt and asshole, into Abby’s cunt. It was tight and super wet from all the masturbating she’d done watching me fuck her daughter.
I grabbed onto her hips and fucked her from behind for about five minutes.
“I’m cumming,” she said. “Cum with me!”
“Inside of you?” I asked.
“Yes, inside of me. It’s okay.”
I spat onto her asshole and jammed a finger inside of her ass as I bucked wildly, ejaculating a second thick load inside of Abby’s waxed bald pussy.
“Okay,” Abby said. “Get outta here. I’ll see you at the gym tomorrow.”
“Okay,” I said as I got dressed quickly.
Abby stood and held her palm under her pussy, letting my jizz drip out into her hand.
“You DO cum a lot,” she said. “I need to taste you.”
I nodded as Abby licked my jizz from the palm of her hand.
Source: reddit.com/r/sexystories/comments/7kaqwt/have_my_daughter_pt_1_mff_oral_anal_mast_voy
Great story, I look forward to more chapters, great fictional writing!