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As I led her to the car to go home, I put my hand on her ass and gave it a squeeze. She looked significantly at me, then said, "You are such an ass man.

We went through the door and headed straight for her bed; there was no need to discuss our destination. Our clothes came off quickly and she laid back and spread her legs wide, inviting me.

She had begun getting wet on the drive home, knowing what was coming, so I put my tongue on her and tasted her wetness. I teased her for a while, taking her close to orgasm several times then bringing her back down, before I rolled her to her knees.

I began licking her clit again from below and brought her right up to the edge, then licked further upward to stroke my tongue across her ass.

She almost jumped out of her skin, then settled back and pushed her ass back against my tongue. I fingered her clit while I slid my thumb inside her and continued to lick her ass, more aggressively this time.

She reached behind herself and spread her ass cheeks for me, moaning loudly and tossing her head. That was music to my ears. I stacked two pillows under her to prop up her hips and told her to relax her legs.

One of my hands caressed her body, especially her lower back and cheeks, moving occasionally to her clit and swollen lips.

I lubed two fingers of my other hand generously and started with just one, gently moving it into her ass and sliding it in and out.

Shortly after, the second joined it. I took my time, allowing her body to become accustomed to, and to enjoy, the sensation of my fingers inside her.

My other hand continually massaged her cheeks and lower back as my fingers moved slightly faster and deeper.

I spread my fingers wider apart and twisted them, stretching her and stimulating as many of the aroused nerve endings as I could. I really want you inside me.

I lubed myself liberally, stroking my cock a bit as I did so. I pressed gently against her, my hands spreading her as wide as possible.

She stiffened slightly as I entered her and I stopped moving and massaged her again. I rubbed my hand all over her back and kissed her, talking softly to her the whole time.

As she relaxed I naturally slid further into her without any effort. It took me several minutes to move completely into her.

Damn, she was tight around me! I lay on top of her, stroking her hair away from her neck and shoulders and kissing her.

She turned her head enough for us to kiss very deeply for a minute, bonded together in a new and intimate way.

I think it's going to feel really good in a minute, just go slow. She immediately started moaning and I knew they were moans of pure pleasure.

Quicker than I had expected, she was up on her knees and pressing her ass back into me, meeting my hips.

I reached around her and placed two fingers around her clit, moving it side to side as she liked to do to her herself. A poker bet puts Jackie's tight ass in the pot.

Rebecca's Rebirth Ch. Three Toppings A pizza delivery college girl takes a break with two studs. Harry and Maggie Picking up a classmate hitchhiking leads to fun in a van.

A Ladder Backed Chair A straight model and her artist have a short, lesbian fling. Domestic Wife Ch. Feet on the Ceiling Pt. How Did This Happen?

Out of Control Sometimes a wife needs a good belt. It Has Led to Dancing College roommates of circumstance learn from each other. Breakfasts with Tiffany Relaxing naked is one thing, but with company The Making of an Ass Man Changing his perspective.

Dani in the City Pt. Rob, Robin and Darin Ch. Morning Coffee with Jeannie Morning coffee makes everybody crazy, including the author!

Five Trailers, Lot A Handsome landlord shows young mommy the pleasures of anal. Client Satisfaction: Anal Play Secretary gets trained for her new anal position.

Rohit's Dilemma Rohit receives a mysterious sex tape. This is Out of Control! Hot sister is too much to resist, but mom Spinal Meningitis is No Joke Ch.

Wilson Ch. Wilson punishes a cheating wife. Alyson's First Anal Experience Alyson's friend and her boyfriend show her the joys of anal.

Sydney Cox - The Beginning Naive girl leaves the farm for the first time. Thai Girls are the Best Discovering all of my fantasies in Bangkok.

Reunion in the Pines Ex-lovers re-unite, and re-ignite the flame. The Very Fortunate Accident An unexpected special treat after a night out.

He was My Boss Ch. A Road Trip Fantasy Doctor and nurse find love on a move across country. Belated Birthday Present Good things cum in those who wait My Roommate Mark Pt.

Morgan's Dilemma Christa tries to seduce her teacher, tries something new. A Blessing in Disguise Rough anal sex can, sometimes, save a relationship.

I'd tried anal with exes and he could never put it in because it was too painful. I just relaxed and let it happen.

It was pretty enjoyable. No soreness, blood, or poop. And take your time. So, once upon a time, I never thought I would want to ever try anal. But when you meet someone you love and care about and trust, and they really want to try, you also want to try for them.

First few times were awful. We had to stop. And stop. I didn't like it. I didn't want to do it at all. I just really wanted to please him with it, so I spent a lot of time reading how to help make things work out smoothly.

Read a lot of Reddit stories. The key is: Be relaxed. No really, it hurts if you are tense. A couple of days ago we tried it again, and I actually got off at the same time as him while doing it TL; DR: Anal can be nice.

Best-case scenario: Everything just comes together. OMG, I did anal for the first time a few months ago! Loved it. I think we were just having a relaxed conversation about sex and our experiences.

I think before he may have just asked if I wanted to try. And of course, he loved it. So, [I felt] mostly excited, sort of nervous, but also completely and totally comfortable.

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