Older MILF Teaches Young Guy About Anal Sex

I lowered my spectacles and rubbed my eyes. I just need to get through one more meeting with the new PA, Finn. He was good, but a bit uptight and honestly he would be even more efficient if he loosened up a bit. 

The intercom buzzed.

“Ms Delacey, your 5 o’clock is here.”

I opened my eyes and put my spectacles back on.

“Thank you Angie, I’m ready for him”

The door opened and a tall handsome man in his early 20s walked in, stiff and slightly uncertain. His white pressed shirt wrapped around his body, hinting at a strong and well-kept physique while his trousers clung to his legs for dear life. Any tighter and he would burst through them.

“Hello Finn, please take a seat.”

I stared as he walked over to the chair, enjoying the sight of his powerful thighs and a very noticeable bulge in his pants. I licked my lips and continued as he looked up at me with his deep brown eyes.

“You’ve been with us for about a month now and I’m very happy with your work, but you’re doing everything a bit too by the book. I’d like to see you relax and loosen up a bit. You want to keep this job, don’t you?”

Finn swallowed and said in a deep voice, “Yes Ms Delacey, very much.”

“You can call me Sandra when we’re in here, Finn.”

I walked around my desk and sat on it with my legs slightly open, parting my pencil skirt. Finn looked down at my crotch, trying to be subtle but I noticed and smiled at him.

“I’m sure you’re a typical young man—Fit, active, virile, hungry to make an impression. Let me be blunt. Have you ever had anal sex? It’s okay, this is a safe space.”

Finn went bright red and crossed his legs, hiding what was clearly a growing erection. The poor boy’s pants are going to rip if I don’t get him out of them soon.

“No Ms Dela- I mean Sandra. I haven’t yet.”

“Well, today is your lucky day. I’ve seen you looking at me when you walk past my office and I know you want this ass. I’m an expert at anal and it’s going to change your life.”

I walked over to my desk and unlocked the heavy bottom drawer where my anal toys were stored safely for moments like this.

“Come over here. And for god’s sake take off those pants before your zip rips open.”

Finn got up and slowly took off his pants, revealing strong muscular thighs, his tight underwear had a small spot of precum glistening at the front.

I undid my white blouse as he walked over and took off my bra, letting my breasts bounce free. Finn’s eyes lit up as he saw them and, without saying a word, he kissed me on each nipple, sending shivers up my spine. 

I took him to the drawer and picked up the anal beads and anal dildo. He didn’t seem to notice and was busy undoing my skirt so he could play with my other toy box. Guess we won’t need them today. His strong fingers danced over my skin and reached under my white thong to get to my tight mature anal hole, tracing his fingers around the edges of my rosette.

“Slow down, the first thing you need to know about anal is to never go in dry. For hardcore anal, lube is your friend and spit makes for one of the best lubes.”

Without a moment’s hesitation, he grabbed me firmly and pushed me onto my desk, sending papers and pens falling to the ground. Finn spread my legs open and I could feel his hot breath on my hole as he took a moment to enjoy the sight of my pink anal gape.

“Well? What are you waiting for? It’s not going to eat itsel-“

Before I could finish my sentence he buried his tongue deep inside me and I let out a moan of pleasure. His soft stubble tickled my sensitive skin, making me arch my back more.

“Oh my fucking god, just like that. Deeper, and use more fingers.”

Finn pulled his head back for some air and spat on my sweet milf anal gash. His one hand played with my ass, massaging me and getting me to loosen up even more while his other moved to the front and started working on my swollen clit. There was wetness trickling down my leg and I couldn’t tell if it was from me or his mouth but I didn’t care.

Finn hoisted me up onto the desk and had me on all fours. He was completely naked at this point, although I have no idea how he managed to find time to undress completely. His body alone would have been enough to bring me to orgasm but I was getting the full service from him. God, I love my job.

“Are you ready for some xxx anal Finn?” I asked him, looking back over my arched back.

Finn didn’t say a word as he looked in my eyes and spat in his hand, rubbing it all over his perfect cock. I spread my legs out a bit more, giving him a better view of my tight pink love hole and making my back arch even more. I felt the big head of his cock graze my anal hole, teasing me and making me push back into him. 

With a hand on each hip, he slowly inserted the tip and pulled it back out. With each thrust, I let out a moan and was on the verge of begging him to just fuck me but before I could say anything, he slid his full length inside me. 

Good god, it felt like it was about to go into my stomach it was so big. My body was covered in goosebumps and I was starting to sweat. Slowly he began pumping me and I heard him start to moan. He wasn’t going to last long. I squeezed down with my ass to slow him down but he seemed to enjoy it more and quickened his pace. I reached down and started fingering myself while he ploughed me from behind. Our moaning became louder and our breathing was deep and in sync. His pace quickened and with a final thrust he cried out and I could feel his hot cum fill my ass, running down my legs. I used some of it to finger myself until I exploded all over my desk with a loud cry.

Finn stood behind me panting and glistening with sweat. I could feel him grow soft inside me so I pulled him out and slid my fingers in his mouth so he could taste the cocktail of our juices.

“If that’s your first time then I’m impressed. There might be a promotion in it for you if you keep this up. Next time, we’re going to discuss some homemade anal techniques for you to practice. Look up pegging as well and let me know what you think.”

I kissed him on his lips and looked into his eyes. 

“Okay, you’ve had your fun, now get back to work. It’s not Christmas every day.”