(youthful aunt introduces nephew to anal pleasures)
(nephew drops in for a pleasant chat with his favorite aunt and finds that she is wanting a deeper and more penetrating encounter)
*
My mom had two sisters, but it was my dad's only sister, Annie, who was far and away my favorite aunt. My dad was the oldest of seven siblings and Annie was the youngest. She was six years old when I was born. My parents named me Timothy Jack in honor of my two grandfathers; it was little Annie who dubbed me TJ; it stuck.
Growing up in the house with six older brothers it was destined that Annie would be a raging tomboy. When I was a youngster it was Annie who taught me to ride a bike, skate, fly a kite, and climb a tree, fish, whistle. and curse. As a teenager she took on the challenge of teaching me to drive. She always treated me more like a little brother than a nephew. Even as a young adult she never seemed to grow weary of having me hanging around. When I was going through puberty I had a tremendous crush on my young attractive aunt.
Annie had attended law school in New York and at the age of twenty-nine, after marriage to a college classmate, that had failed after three years, she returned home to join my dad and two other brothers in the family law practice. I was twenty-three and completing my first year of law school at the state university which was located a couple of hundred miles from my hometown.
When I visited Annie during my time home on breaks, I was pleased to learn that absence from each other had not dampened our close relationship. It was not unusual for me to drop by her townhouse uninvited and unannounced. She had not started dating again since her divorce, and although I went out occasionally, most of my time was devoted to my studies. When I visited, we would talk about the study and practice of law; we might have a couple of beers or a margarita;sometimes we would go out to eat or to a movie. We truly enjoyed each others company.
When I dropped by to see her late last Saturday evening, Annie came to the door wearing a long button-up shirt and a pair of panties. I figured the shirt must have belonged to her ex. I noticed that the top two buttons were unfastened and that she was not wearing a bra. I saw in an instant that she had been drinking much more than what would be normal for her. She wasn't exactly plastered, but she was well on her way.
She gave me a hug, a peck on the cheek and said, "Hey, come on in TJ, I was just having my own private party, enjoying a few margaritas, I just blended a fresh batch. You can party with me."
In an excited voice I said, "Sounds fantastic!"
After pouring the drinks she said, "Let's go into the den where we can get comfortable."
I said, "Comfortable is always good" and followed her through the house. We sat next to each other on a large fluffy sofa. Annie tucked her feet up under her butt and I stretched my legs out and rested my legs on the coffee table, taking care not to knock over the drinks.
With her speech just a bit slurred she said, "So, TJ fill me in on how things are going with you."
I said, "Just enjoying my time away from the books and classes."
She responded, "Yeah, I remember how hectic it was. There was a hell of a lot of pressure with the continuous reading, lectures, writing papers, and of course the exams. I thought the three years of law school would never end. I'm sure you feel the same way."
I said, "My first year seemed like forever, but, like you and dad, I do enjoy the study of law."
Our conversation shifted to family and friends. We told old stories about growing up and had a good laugh about some of the things we had done as children. She had to notice that my gaze would often be fixed on her bare breast peeking out from underneath her shirt instead of on her eyes. I was hoping she was not paying attention to the bulge that was growing inside my pants.
She stood up on slightly wobbly legs and said, "Let's have another round."
I said, "Yeah let's, but I'll fix them this time."
She said, "No, no, you stay right here, and relax, I'll get them."
I asked, "How many have you already had?"
She answered, "I think this is number four, but whose counting?'
"Not me!" I shouted after her.
When Annie returned with the drinks, I saw that the third button on her shirt had been unfastened and that her nipples were hard and erect. As she sat there next to me she would casually place her hand inside of her shirt and rub on a nipple for a few seconds. I kept thinking that the increasingly growing bulge in my pants had to be obvious to her.
I was taken by suprise when she asked, "TJ, are you getting any?"
I repeated her question back to her, "getting any?"
"Pussy, you know, pussy TJ?"
I felt a flash of heat rush into my face and knew I had to be blushing blood red. I responded, "Well, not in a while. Nope, hadn't had any pussy lately."
She asked, "But you do like pussy, right? You're not a virgin? You have had pussy before?"
My initial embarrassment when she had turned the conversation to sex was quickly diminishing. Considering the state of her undress and the explicit questions about sex, I knew this was leading somewhere, and I was very willing to follow wherever it was going.
I said, "Well, I can't say that I have a great deal of experience, but yeah I've had some pussy, and yeah I definetly like pussy. Fact is, I'm crazy about pussy"
She responded, "That's great TJ. I thought so. You didn't mind me asking did you?"
In an attempt at humor, I said, "No, not at all counselor. You can ask this witness anything. Just don't require me to take an oath on any answer I give." My attempt worked because she started laughing and spilt some of her drink down the open front of her shirt. She placed her hand inside her shirt and rubbed the liquid into her tits as if it were a lotion.
She said, "That was funny. I had forgotten about your sarcastic sense of humor. I like it TJ. Turns me on!"
Where I had been slowly sipping on my drink I found that I was now gulping. I went into the kitchen and fixed a third drink for myself and her fifth. I sure as hell wasn't counting.
When I returned and handed the drink to her, I took my place beside her on the sofa, intentionally moving closer this time.
She said, "I don't have to ask if you like tits TJ, since you haven't been able to take your eyes off of mine, and I can tell by the huge lump in your pants that they're doing something for you."
When I didn't respond she once again placed her hand inside of her shirt and massaged one of her hard nipples.
I agreed, "They are nice and you rubbing on them the way you are is playing a big part in causing my bulge to get bigger and harder."
She said, "Yeah, I know!"
She continued with her questios, "Let me ask you this TJ; are you anal?
I again answered her question with a question, "Am I anal?"
"Ass TJ," she said, as she reached down and gave herself a hard slap on the cheek of her ass. "Are you into ass?'
I said, "Yeah, I'm always checking out women's asses. Don't most guys do that? It's pretty standard stuff, isn't it?"
"That's not what I meant," she replied. Are you into putting your dick in a woman's ass? You know, ass fucking TJ?"
Before answering, I drained my third margarita and Annie, who had not touched the one I had brought her, slid it across the coffee table toward me.
"I said, "I've never given it any thought Annie, but I'm sure that I will think of it from now on when I'm checking out a nice firm ass."
She laughed and said, "After tonight, I bet you will!"
She said, "You know Larry and I had a lot of problems in our marriage but sex was not one of them. "My ex was a real ass man. We never once had sex that he did not finish by fucking me in my ass. That's where he wanted his dick to be when he would shoot his load."
She continued, "Don't get me wrong TJ, he loved pussy and he knew what to do to get me hot and ready. He was a great kisser! He would put his wet tongue into my ear and drive me up the fucking wall; suck and bite on my nipples; suck my clit and tongue my pussy. I would cum two or three times before he was ready to get into my ass. The best and hardest orgasm I could have is when he unloaded deep into my ass. I thought the top of my head was going to explode. My ass muscles would squeeze every drop of cum out of him. I loved it TJ; loved it."
She continued, "When he first asked me to lick and tongue his ass I told him that he was nuts. I told him he could smell, lick and tongue my ass all he wanted, but I was not going to do that to him. He was persittent and determined. he kept encouraging me and one night when I had had a few too many margaritas, just like I have tonight TJ, I said to myself, what the fuck, and told him to get on his hands and knees. I begin licking and tonguing his ass. The smell and taste and the pleasure he was experiencing was a huge turn on for me. I would jerk on his cock while eating his ass and when I felt him about to explode I would take his dick in my mouth and let him shoot his cum down my throat. It was great TJ. I would cum just having him shoot off in my mouth. Wasn't long before I became as much into his ass as he was into mine. I would strap on dildos and fuck his ass; use butt plugs, ass beads and vibrators on him. It was immense sexual pleasure for him and for me. He was a total jerk, but I really miss that part of our marriage TJ. My ass really misses it."
