My Dad’s Ex-girlfriend Turns Out to Be a Three Hole Slut
I began fucking her furiously and she moaned in response, as she wrapped her nylon-clad legs around me. Her pussy walls massaged my cock as I fucked her hard and deep.
Annabelle Williams was the nicest girlfriend my dad ever had. She dated him for almost three years and even moved in with us for a short time before Dad cheated on her.
When I say “nicest girlfriend”, I really mean it. She never raised her voice at me, never got angry or annoyed and she always treated me nice and had a smile on her face.
She was cute, just turned forty, with pretty blue eyes, and blonde hair, and her big tits often had me drooling. Based on her pleasing personality and the way she acted around my father, I imagined her being rather submissive in the bedroom; a submissive who was eager to please. At least when I jerked off to thoughts of her, that was how I imagined her.
I was only sixteen back then but now, almost three years later, I noticed her by the pool, sunbathing, at an all-inclusive resort in Italy. I was spending a week of the summer vacation here with two of my friends, as a graduation gift from our parents.
My cock hardened as I saw Annabelle’s long legs and voluptuous breasts in a very skimpy, looking-for-attention, bikini.
“Guys, that’s my dad’s ex-girlfriend,” I said to my boys.
“Fuck off,” Mike said.
“Shit, are you sure? She looks hot,” Henry added.
“I’m going to fuck her,” I said.
“Yeah, right,” Henry said, bursting into laughter.
“That I would love to see,” Mike said.
“Is that a challenge?” I questioned.
I had fucked four different girls that year, and I even took the virginity of the biggest nerd in our school. I wasn’t drop-dead handsome, but had the bad boy look and charm that made it easy for me to get laid. The thought of scoring Annabelle, my dad’s hot ex, was too appetizing a challenge not to try.
“Of course,” Mike nodded, glancing over for a lengthy stare at Annabelle.
“Challenge accepted,” I confidently responded, although I wasn’t convinced this was one I could complete.
“This is going to be epic… an epic fail that is,” Henry said.
“Game on,” I said, turning around and looking at my dad’s ex-girlfriend sipping on a cocktail.
I went to the bar and ordered myself a Cuba Libre then sauntered over toward Annabelle’s sunbed with not much of a real plan in mind. Reaching her, I sat beside her as she read a book, then decided an authentic conversation would be the best approach.
“Fancy meeting you in a place like this,” I said with a smile on my face.
“Rob? Is that you? what are you doing here?” she asked, looking up at me, clearly surprised.
“I’m here with my friends on vacation,” I answered. “What about you?”
“A get-the-hell-away-from-work trip,” she answered, surprisingly bluntly.
“Who are you here with?” I asked.
Just myself,” she shrugged, trying to hide her loneliness.
“Why?”
“Just wanted some time alone,” she shrugged but her tone implied something else.
“A little self-discovery,” I asked.
“I suppose,” she said, changing the subject after downing half her drink, “So who else is here with you?”
“Mike and Henry.”
“Oh, I remember those two. Where are they?” she asked, looking around.
“I have no idea,” I shrugged. “We often split up.”
“Hunting for girls?” she asked, smiling.
“Sometimes,” I shrugged, before adding, being flirtatious for the first time, “although I like women.”
“Is that so?” she said, raising an eyebrow, sensing I was hitting on her.
“I like women with experience.”
“Well, until you find such a woman, why don’t you add another coat of sun lotion?” she said as she finished her drink.
I grabbed the suntan lotion sitting beside her, poured lotion into my hands, and moved to her legs while she returned to the book she was reading. I slathered both her legs and feet and when I was about to get up she looked at me and put her book down.
“What about my abdomen, neck, and shoulders?”
My stiff cock flinched in my trunks. I think she noticed as a wide grin crossed her face. I nodded, trying to act cool and not like the horny teenager I was then continued to put more lube on her and did her firm abdomen, and front of her neck, my hands sliding close to her voluptuous, tempting breasts.
She wordlessly moved up so I could go behind her and I did her shoulders and back of her neck.
“That feels good,” she moaned, ever so softly.
As I continued massaging her shoulders, my erect cock ever-so-slightly poked her back.
“You better get the rest of my back and my legs too,” she suggested, turning around and laying with her face down.
“Yes,” I replied, nodding, even though she couldn’t see me.
I lotioned up her back while staring at her amazing ass covered by the thinnest of material. I wanted to fuck her then and there. Of course, I couldn’t, I needed to play this perfectly.
“Do you want me to untie your bikini top? I’d hate for you to have a tan line there.”
“I bet you would,” she retorted, before giving me permission, “But yes, that’s a good idea.”
My hands trembled as I was shocked by the permission. I undid it and the strings fell to her sides. Man, I wanted to see those breasts, but for the time being, I played it as cool as I could, massaging lotion all over her back and right to where her bikini bottom began. My hands lingered there for a moment, temptation an evil seductress, before I moved down to the back of her legs, doing her feet, her ankles, her calves, up to her thighs, and excitingly close to her pussy.
“That’s good, Robert. Thank you,” she finally spoke.
“You’re welcome,” I responded, resisting the urge to give a firm squeeze to her tight ass and after a pause, I asked, “What’re you doing tonight?”
“Are you asking me out for dinner?” she asked, remaining on her stomach, with her eyes looking toward the pool.
“Only if the answer is yes,” I replied.
“That’s very generous at an all-inclusive hotel,” she said slyly.
“You deserve the best,” I joked, sitting on the edge of the sun bed and I slowly put my left hand on her ass.
As I hoped, she didn’t demand I move it.
“So I should be flattered that you put your hand on my ass?”
“You’re a very beautiful woman,” I replied.
“And old enough to be your mother,” she countered.
“I told you,” I continued, my cock dying for release, in awe that the conversation was going this way. I gave her ass a firm squeeze and added, “I like my women older.”
She didn’t say anything and for a minute there was an awkward silence. I thought I had somehow gone too far, even though I didn’t think I had.
“Could you please do my straps back up?”
I did it back up, although a little loose, and watched her stand up.
“So… Dinner?” I asked, trying to keep the momentum going.
She reached down, grabbed her bag, and looked directly at me as she slyly reached forward and squeezed my throbbing dick.
I gasped.
“Were you thinking sausage for me and clam for you?” she asked.
“Y-y-yeah,” I nodded, barely able to speak.
“Good,” she nodded, “Come to my room at 7:00.”
“Sounds good,” I agreed, trying to sound casual, even though my voice actually broke a bit.
“Room 3017.”
Annabelle leaned in, squeezed my cock again, then moved away, swaying her hips as she walked to the bar. I didn’t move as I watched her walk away from behind, my cock pointing directly at her through my trunks. Had I played her, or had she just played me?
That night I got dressed and went to her room, a mixture of excitement and trepidation coursing through me.
I knocked on the door and my already stiff cock flinched in my pants as Annabelle opened the door. She was dressed to kill, in a sexy, tight black dress that didn’t remotely hide her voluptuous breasts or her firm legs which were encased in shiny pantyhose. Her hair was down, her lips were bright red and her entire look said, “Fuck me!”
“You look beautiful,” I complimented her.
“You look handsome yourself,” she greeted back and closed the door behind me.
I expected her to go and grab her purse, but she instead dropped to her knees and fished out my cock.
“Is this hard because of me?” she asked with her hand on my completely stiff cock.
“Y-y-yes,” I stammered, in complete awe of what was happening.
“Very impressive,” she nodded, as she opened her mouth and took my cock in between her beautiful, red lips.
“Holy shit,” I groaned as she began bobbing on my cock.
Unlike most girls my age, she didn’t go slow or take breaks every few seconds. No, Annabelle bobbed hungrily on my cock taking it all in her mouth. I just watched and enjoyed the amazing pleasure my dad’s ex-girlfriend gave me.
Not surprisingly, in only a couple of minutes, I was near eruption.
“I’m going to come soon,” I said.
She immediately stopped sucking and looked at me as she jerked my cock.
“Fuck me now,” she demanded.
I wanted to, but I also wanted to be a gentleman and show her that I do give oral too. I moved between her legs and went to pull down her panties, as I realized her pantyhose were actually thigh-high stockings.
“I went commando for easy access,” she giggled.
“You are too good to be true,” I replied.
“Now shove that big cock of yours in me,” she ordered.
Instead, I buried my face in her wetness.
“Oh my,” she moaned, surprised by my eager tongue on her completely shaved pussy.
Her pussy was already wet and her moans were telling me she was enjoying my eager tongue.
“Oh, God, I haven’t had my pussy licked in years,” she moaned.
“Didn’t my father lick you out?” I asked.
“Never,” she admitted, as I kept licking her juicy cunt.
“But, let me guess, he expected you to blow him?”
“Every day,” she admitted.
“Well, tonight I’m here to serve you,” I replied, sounding corny.
“Stop talking and keep licking,” she demanded, as her breathing increased.
I obeyed, loving hearing her moans increase so I circled my tongue around her clitoris, then wrapped my lips around it and sucked it in my mouth while lashing my tongue left and right around the little nub.
“Oh fuck, yes, suck my clit,” she begged.
I obeyed again, sucking harder on her swollen clit as she put her hands on the back of my head, curling her fingers in my hair.
“Fuck!” she screamed, lifting her ass.
Instantly, my face was coated in her juices as it flooded out of her like a dam breaking after years of holding back the inevitable flood. I hungrily lapped up her sweet nectar as she continued holding my head.
“Oh, fuck. Robert, that was…” she whimpered once she let go of my head and collapsed onto the bed, on her back.
“Amazing?” I smiled, as I pulled my pants down to my ankles and in one swift move slid my cock into her still-quivering cunt.
“Holy fuck,” she screamed, “I’m not even done coming yet.”
I began fucking her furiously and she moaned in response, as she wrapped her nylon-clad legs around me. Her pussy walls massaged my cock and I fucked her hard and deep as she moaned her pleasure, which was amazing to hear from my dad’s ex-girlfriend.
“Holy shit, I’m going to come again.”
“Come for me!” I demanded.
“Oh fuck, yes,” she moaned, bucking her ass up to meet my hard thrusts.
Her facial expressions were adorable, and the way her face was contorted from the pleasure she was receiving was all I needed. There is something undeniably sexy about a woman in the heat of rapture.
“Mother fucker!” she cried out, as her second orgasm erupted.
“That I am,” I quipped
“Oh fuck, shit, fuck,” she babbled as I kept fucking her throughout her orgasm.
“I love how big a slut you are,” I groaned, as my cock pounded her cunt.
“And I love how big your dick is and how fucking good it feels in me,” she moaned, as she slowly recovered, and began grinding her hips and cunt against my cock.
“This is new,” I groaned.
“Like it?” she asked, continuing to grind.
“I do.”
“Do you want me to be your dirty slut?”
“Are you a slut?” I replied as an answer.
“Tonight I am,” she moaned.
“And tomorrow too,” I added, taking a risk, trying to take complete control and also have her for more than just tonight. “You’re my fuck toy until you leave this place.”
“Fuck! Yes…” she moaned.
“You’ll take it in the ass?” I questioned.
“Mmm, yes, anything you want,” she moaned, grinding faster.
Hearing that, I wanted her to cum quickly so I can have a chance at fucking her ass so I lifted her slightly and began ramming her cunt.
“Oh, fuck,” she screamed, as I slammed into her. “Harder!”
A few hard deep thrusts were all it took and she started screaming and twitching again as she came.
“Fuck, I need to pee,” she said and quickly moved away.
“Be careful,” I said, “I might be into that.”
“Cool,” she smiled before going to the bathroom.
When she returned five minutes later, she sat next to me on the bed. We began making out like crazy, our tongues explored each other’s mouths, and our hands explored each other’s bodies.
“Ready to give me that ass?” I asked after breaking our kiss.
“Yes,” she nodded, standing up, turning around and moving her ass to me.
“No lube?” I asked.
“Do you have any?”
“No,” I responded, thinking my chance was blown.
“Oh well,” she giggled and dropped a huge dollop of saliva in her palm, coating my cock and even adding some to her ass. I watched as she then slid a finger inside her asshole and started fingering herself.
I stroked my completely erect cock, watching this beautiful woman finger her ass as she prepared it for me.
“I’m ready,” she moaned, as she pulled her finger out and moved back to me.
I aimed at her perfect ass and watched as she backed up onto it, groaning as my cock pushed through her tight sphincter and disappeared between her ass cheeks.
“Fuck,” she moaned, “so much bigger than your dad’s…”
I moaned back, trying not to think of my dad’s cock sliding in and out of Annabelle’s anus.
“Tear it apart,” she said, as she suddenly slammed her body back onto mine, impaling herself on my thick cock.
She immediately began bouncing on my cock.
“That’s it, baby,” I moaned, as I sat back and enjoyed the pleasure.
She rode my cock for a few minutes, her moans getting louder.
“Can you have an orgasm getting ass fucked?”
“I think so,” she moaned, continuing to bounce on my dick.
“Then cum for me,” I demanded.
Her hand went to her clit and she began rubbing herself frantically while simultaneously bouncing on my dick, her ass so tight and her moans so hot, I sensed her orgasm was close.
“Oh mother fucker,” she screamed as she came, her orgasm ripping through her body. “I love your big fucking cock in my dirty little hole.”
She remained impaled on my dick as her orgasm coursed through her. I allowed her to enjoy her orgasm, before I lifted her, bent her over the end of the bed, and slammed back into her ass.
“Oh yes, baby, fuck my ass and shoot your load in me,” she moaned.
I had never come in a woman’s ass before and I suddenly wanted nothing more so I fucked her as hard as I could, her moans never stopping and sweat pouring down my face.
“Fill my asshole with your cum,” she demanded, her nasty tongue so fucking sexy.
A few more hard deep thrusts and I grunted, spewing my cum deep inside her tight ass.
“Yes,” she moaned, her ass somehow getting tighter, “fill me up!”
I kept pumping until I was completely spent, then fell on the bed next to her.
“God that was amazing,” I muttered, completely spent, as she too lay on her back.
“I’m exhausted,” she said.
“We fucked each other to utter exhaustion,” I said.
“I’ve never been fucked so thoroughly in my life,” she admitted.
“I hope not,” I laughed.
She moved to me and kissed me with tenderness. After all the intense fucking, this was a complete turn of events… so intimate.
“I think I’ll keep it on my face as a memento of the night,” she said, turning back to me.
“In that case,” I quipped, “I have an unlimited amount of mementos for you.”
“You better,” she smiled, squeezing my hand.
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