This story is fiction and pure sexual fantasy. All characters are clearly over 18 and entirely fictional.
Tiffany is my wife’s best friend. They’ve been friends since being in the same sorority. While my wife settled down and got married, Tiffany did not.
It’s kind of funny they’re best friends, because my wife is so reserved, and Tiffany is so wild.
My wife often tells me about the situations Tiffany gets herself into with men. My wife thinks they’re funny. I find them incredibly hot and a big turn-on compared to the plain sex life we have.
Tiffany is very attractive, with firm tits and a flat stomach. She’s got a beautiful face and long auburn hair. When my wife tells me these stories, I picture Tiffany getting fucked. Often I jerk off in the shower at the thought.
Tiffany does things my wife won’t even entertain, so that makes her even sexier. My wife says that Tiffany is a slut like it’s a bad thing. My wife could take some slut lessons from her best friend.
Last weekend, my wife walked into the kitchen while I was enjoying my cup of coffee.
“I need a favor,” she said.
Oh, great. It's my day off, and she’s going to make me do something I don’t want to.
“What’s up?”
“Can you go over to Tiffany’s and look at the drain in her bathroom? She can’t get it to work right.”
“Can’t she call a plumber, Jennifer?”
“She’s trying to save money.”
“Oh, come on. It’s my day off. Can’t she ask whatever dick she’s using this week?”
“Pleeeassse? I’ll make it worth your while.”
Oh good. Instead of wanting to have sex, she used it as a bribe. Perfect.
“Fine,” I say. “You’re going to swallow for this.”
“Yeah, OK. Don’t bank on that. But you’ll get some action.”
Worth my while… whatever.
I headed over to Tiffany’s that evening. I tried to make my wife go, but she said she needed to get caught up on laundry.
Tiffany let me in. She looked cute in a sundress, which clung to her tits and ass. Her hair was straightened, and her makeup was impeccable.
“Going out on a date, Tiff?” I asked.
“No, why?”
“I don’t know. You just look good,” I said.
“Don’t I always?”
I looked at her and rolled my eyes.
“Where is this drain?”
She led me to her bedroom and pointed to the adjoining bathroom.
“The sink in there.”
I walked in and checked the situation. I opened the cabinet to access under the sink and scoped out if anything looked out of place.
Tiffany sat on a chair in my line of sight in the bedroom. I looked back to start to ask her a question and did a double take. She was sitting in a way that I could see right up the dress. She didn’t have any panties on, and I could see her shaved pussy.
My cock stirred. I realized I was staring and turned away.
I stood up and turned on the water and checked how slowly it drained. I walked out to talk to Tiffany and noticed a butt plug sitting on her nightstand.
“Oh, is that your date?” I joked while pointing at the plug.
“Oh shit. I forgot that was out,” she said in a way that made it seem like it was anything but a mistake.
It was a chrome metal plug with a large purple gem on the end.
“Not like you haven’t seen one before,” she laughed.
“Not in our house!” I responded.
“Oh right… Jennifer doesn’t like anal,” she said in a sympathetic tone.
“That’s an understatement,” I said.
I looked again at the plug.
“That’s a pretty big one….”I started to joke.
Tiffany stood up, walked over to me and put her hand on my upper arm. She leaned into me.
“Do you want to watch me put it in?”
I can’t believe what I just heard.
“What did you just say, Tiff?”
“You heard me. Don’t you want to watch that plug go up my ass?”
This has to be a setup.
“Is this some sort of test? I say ‘yes,’ and you tell Jennifer?”
“Jennifer won’t ever know. I promise. It’ll be our little secret. I know how vanilla she is. I tell her all the time she needs to give you some dirty sex, and she says you’re lucky you get what you get. I see how hard you work. You deserve a filthy fuck. Besides, I see how you look at me some days. I think you’re into me.”
Despite being suspicious, my cock was at full attention. Tiffany noticed.
“Sure looks like a bulge forming there. Tell me… do you stroke that sometimes thinking about me?”
I looked at her without saying a word.
“Do you pump it nice and hard and shoot your cum thinking how it would look on me because Jennifer won’t let you cum on her face? I’ve thought about you cumming on my face.”
Fuck, she turned me on.
“Tiffany…” I said, starting to let my guard down.
Suddenly she walked over to her bed, bent over the edge, pulled her dress up and spread her ass so I could see everything.
“Don’t you want to see me play with my tight asshole?” she asked while running her finger around her puckered ring. “Jennifer won’t let you near hers. Come have a look at mine.”
That did it. I threw caution to the wind and decided to act. There’s no way Jennifer agreed to let Tiffany show herself like this to me.
I walked over and rubbed my finger across her asshole. Tiffany clenched so that I could feel it move. I pushed my finger slightly in, pulled It out and sniffed my finger. Fuck, it smelled so good.
“Oh, you are a dirty boy, aren’t you?” Tiffany asked. “I didn’t realize you had such a kink. You need a respectable slut to take care of you and give you what you’ve fantasized about.”
“Fuck, Tiffany. It smells so good.”
“I know you begged Jennifer to let you taste her ass, and she wouldn’t let you. She told me she thought it was disgusting you wanted that. How can a girl not want her ass licked? Come taste my asshole and see what you’ve been missing.”
I’ve never licked a girl’s ass before. I once tried to lick Jennifer’s, and she pushed me away. Disgusting? A woman’s asshole is so fucking sensual. That it’s a dirty place makes it that much more erotic.
Tiffany stood up, and with a quick movement, her sun dress fell to the floor. She stood in front of me naked – and damn, did she look good. She turned around and shook her ass seductively.
Fuck it, I went for it. I got down on my knees, Tiffany’s ass in my face.
“Go ahead. Lick it,” she encouraged me.
I spread her ass cheeks apart and looked at her tempting anus.
“Good boy. Look at that tight asshole. You want it.”
She clenched it a few times so that I could see it pucker in and out. It was one of the hottest sights I'd seen. I’d watched such things in porn often, but to see it in front of me was hotter than I expected.
I slowly went in and started to sniff around her hole. My cock was throbbing I was so turned on. The scent was amazing. I tried to stealthily sniff Jennifer’s ass when I was eating her out but could never get really close enough without her pushing me away. Tiffany was letting me focus directly on her dirty hole.
I inhaled a few more times and then adjusted my hands to stretch her cheeks apart in such a way her asshole pushed out toward me.
I stuck my tongue out and placed it right onto the opening. I slowly licked around her anus and lapped at it. It felt so fucking good on my tongue. Tiffany clenched a few times, and her hole puckered around my tongue.
I finally pushed my tongue into her ass. Tiffany moaned loudly. I wiggled my tongue until I could get it a nice way up her ass.
“Taste my ass,” Tiffany said. It tasted amazing, and just knowing I was licking her ass put me into ecstasy. I couldn’t believe I was tongue-first in my wife’s best friend’s asshole.
“Do you like the taste?” Tiffany asked me.
“Your ass tastes so fucking good, Tiff,” I responded.
She moved into a better crouch position, reached back and stretched her cheeks and hole open.
“Get your tongue nice and deep inside.”
I happily obeyed, burying my tongue as deep as I could get it. The position gave me a better angle so my tongue could penetrate deeper. Tiffany moaned loudly as I tongue fucked her like I couldn’t get enough of it – because I couldn’t.
I may never lick an asshole again – I wanted as much as I could get.
“Now, how about you watch me put that plug in,” Tiffany said. I hated to stop, but as I pictured the plug sinking in her ass, I wanted to see it.
She grabbed the plug and opened the drawer by her bed, and pulled out a tube of anal lube.
“I’ll let you watch, but you need to be naked, too. It’s only fair since you had your tongue up my ass.”
I undressed and stood there with my hard-on. Tiffany looked me up and down.
“Jennifer undersold how gorgeous your cock is,” Tiffany said. “I asked her to see a dick pic, and she refused. But I like seeing the real thing. I’m surprised you never noticed me looking at your package when I was over your house drinking.”
“I guess I can be oblivious,” I said. “Probably because Jennifer makes me feel unappealing how much she rejects me.”
Tiffany walked over to me and put her hand around my shaft.
“No, baby,” she said. “ You’re appealing. I’ve wanted to fuck you for so long.”
She stroked my cock a few times, then pulled me toward the bed by my hard-on. I got on the bed and watched as Tiffany climbed next to me, got on her hands and knees and pushed her ass up in the air.
She put some anal lube on her fingers, reached back and started to rub it on her hole, pushing her finger in here and there to slick it up nicely.
Tiffany grabbed the plug, turned to look at me, and put it in her mouth. She then resumed the position, reached back and put the plug up to her ass entrance.
Very slowly, she penetrated her ass with the plug. I watched, stroking my cock.
Tiffany continued to work the plug into her ass. Every now and then, she’d add a little more lube. It was a larger plug, so it was going to take some time for her ass to adapt.
She pulled it all the way out.
“Spit on my asshole,” she commanded. I leaned over and spit right on it. Tiffany immediately put the plug into the spit and pushed it into her hole.
“Yeah, work that plug in,” I said.
“You liking the show, baby?” she asked.
“Hell yeah,” I said.
“Well, why don’t you assist me?”
I grabbed the plug and applied a little pressure. I could feel it needed to get past the last tight barrier.
I slowly alternated applying pressure and letting her ass begin to push it out. Tiffany kept moaning.
Suddenly, the plug pushed past and slid all the way in. I watched her asshole grip the plug and pull it in fully, up to the jewel.
“Fuuuck,” I said under my breath. Her ass looked amazing with that jewel over her hole. I reached over and pulled it out slightly and watched her asshole stretch to conform to the bulbous shape of the plug.
Tiffany moaned loudly, “Oh yeah, stretch my hole.”
It was so hot to hear dirty talk. Jennifer never talked during sex.
I let go of the plug and watched her ass pull it in again. I was so turned on watching my cock was tingling.
Tiffany turned around and kissed me. I shoved my tongue into her mouth while grabbing her tits. She was an amazing kisser.
“Let me suck your dick,” she said after pulling away from our kiss. I pushed down on her head in agreement.
She kissed down my chest and stomach and dove right in, deep-throating me. I yelled out in pleasure. Fucking her throat was amazing. She gagged and kept going.
Tiffany worked my shaft like a porn star. Every now and then, she’d pull off of my cock, spit on it, and go right back to it. I never felt so much spit in a blowjob. It was amazing. I grabbed and pulled her hair while she sucked, which she seemed to really get off on.
Tiffany suddenly came up from sucking and straddled me. While she kissed me again, she grabbed my cock, and guided it into her pussy. I didn’t have time to react except to enjoy the hotness and wetness of her pussy. This girl clearly wanted me.
“Let me ride this, and I’ll let you fuck my ass,” she said.
“Seems to me like you took what you wanted, Tiff.”
Tiffany bounced on my cock and screamed in pleasure. I let her have her way, enjoying the fact that she so clearly loved using my cock. Her tits bounced as she rode me.
“Oh yeah, your cock feels so good,” she yelled. “Fuck, my snatch needs it hard.”
She started slamming her pussy down on my cock, really giving her pussy a pounding. I was worried I might shoot prematurely she had me so turned on. Soon, she started to moan loudly, and I could feel her pussy contracting. She slammed one final time down on my cock and rocked on it while I was balls deep. I could feel her pussy pulsating.
She was very vocal as she came on me.
“I’m your fucking whore,” she moaned.
“Fuck, I love your dirty talk,” I whispered in her ear as she laid on me for a few moments with her pussy still contracting on my dick.
“And I love your cock in me,” she whispered back. That made me smile. I held her tightly and shoved my tongue back in her mouth. She whimpered and was clearly satisfied as we passionately kissed.
I really liked kissing her and shoving my tongue deep into her mouth.
Finally, she pulled away and unmounted me. My cock and balls were covered in her cum.
“OK, it’s time for you to shoot your load in my ass,” she purred.
I moved behind her and admired the jeweled plug above her swollen pussy.
I pulled lightly on the plug, and it slid out. She was relaxed after her orgasms, and the plug loosened her up. I removed the plug completely, and her asshole gaped open. I spit in the open hole, reached over for the lube, and rubbed it on my shaft.
I sunk balls deep in her ass with no resistance. Her ass was ready for it.
“That’s it. Take it, you anal slut,” I said.
“I’m such a fucking anal slut,” she replied. “Fucking use my ass and fill me up with your cum.”
I pulled her hair, and she pushed her ass back, stretching her hole a little more to take the last bit of the base of my cock. I couldn’t get deeper if I wanted. She contracted her ass, and I felt it gripping my shaft. I grunted and started to thrust in and out.
“You feel so fucking good, Tiff,” I said.
“Enjoy my ass, baby. Take what you need.”
I picked up my pace and took long deep thrusts up her ass. Every now and then, I’d pull out completely, watch her asshole throb, and then shove it back in.
Soon, I felt my balls tighten.
“I’m going to cum,” I announced.
“Cum in my ass, baby,” Tiff said. “Shoot your load in me.”
The orgasm hit hard and felt amazing. My dick pulsed as I shot my cum into her. Tiffany milked it all out with her asshole, sliding back and forth while gripping with her anus.
Her ass pushed my cock out, and a splatter of my cum bubbled out. Air I pumped in released out of her hole and made bubbles with my cum. It looked and sounded fucking perfect.
“Can you push a little more cum out for me?” I asked.
Tiffany pushed, and a big rush of air came out of her ass, shooting a wad of my cum out. I pulled her up and back against me, reaching around and holding her close to me with my hands on her tits. I kissed up and down her neck.
“Thank you,” I said. “That was what I needed.”
She turned around and passionately kissed me again. I could feel my cum still dripping from her ass.