It had been a week since my Aunt Misty, who is my stepmother's sister, introduced me to the joys of oral sex. This was the summer I turned 20. I had gone over to her house one night to help her with her VCR. I got it set up only to discover that she had been watching a porn movie. One thing led to another and we ended up having sex on her couch.
I hadn't talked to her since that night although I had thought about her quite a bit. Aunt Misty is twice divorced. Neither one of her marriages cured her of her wildness. She is a very good- looking woman--short, black hair, brown eyes and a dark complexion. She also has very long legs and a pretty hot figure. She has big, full breasts that I would guess were 38C and a trimmed, dark, dark bush.
It was late on a Friday night and I was just getting off work at my summer job at the supermarket. Some of the guys I worked with invited me out to the bar but I wasn't really up for it. The bar scene was getting old. Besides, after my Aunt Misty initiated me to mature women I really didn't have much interest in girls my own age any more.
I said good-bye to the guys and headed to my car. What a surprise to see my Aunt Misty standing beside it when I got there.
"Hi there, Boo," she called in her husky voice.
"Hi, Aunt Misty," I replied. "What are you doing here? Going shopping?"
"Sort of," she answered with a grin. "I'm shopping for a good time and I think I just found it. What do you say? Want to do something with me?"
My face lit up.
"Sure. What do you want to do?"
"Get in my car, honey, and I'll show you," she answered.
Leaving my car parked there I got into her little sports car. As I did so I noticed a shopping bag in the back seat from the local adult store.
Aunt Misty pulled out into the night traffic and headed toward the outskirts of town. From the light of passing streetlights I could see that she had on a leather jacket, a very short leather skirt, dark hose and black pumps.
"Are you curious about what I have in mind, Boo?" she asked.
"Well...yeah. Kind of. I'm sure it will be fun, whatever it is," I said.
"Oh, it will be fun," she told me and let out a little laugh.
As we drove she reached out, grabbed my hand and placed it on her leg. Her nylons felt sexy. When I hadn't moved my hand after a few minutes she moved it higher up her leg.
"Don't be shy, baby," she said. "I won't bite you."
Emboldened, I started to run my hand up and down her thigh.
"That's more like it," she encouraged.
This time I went way up under her skirt. I rubbed all the way up to the top of her pantyhose. Then I moved my hand inside her upper thigh. I swear I could feel the heat from her pussy.
She leaned over.
"Give your Aunt a kiss."
I leaned toward her and our lips met. Hers were open a little and I felt her tongue touch my lips.
We drove on a little further with me feeling her up. Finally she pulled into a motel by the interstate.
"Here we are, Boo," she called. "Grab those bags from the back seat, will you?"
I did and followed her in. We walked right by the desk--apparently she already had a room.
When we got to her room she told me to make myself comfortable, she was going to freshen up a bit. She had beer in the in-room refrigerator and there was a bottle of vodka on the dresser. With that she headed into the bathroom. Pretty soon I heard the shower running. I took my coat off, grabbed a beer and sat down with the TV on. After just a few minutes she came out of the bathroom wrapped in a towel. She looked amazingly sexy, her long legs sticking out from the short bath towel. She smelled wonderful, too. She must have applied body spray before she came out. It was an exotically arousing fragrance.
"Oh, Boo," she chided me. "You still have your clothes on. I said to make yourself comfortable, baby."
Sheepishly I got up and started getting undressed. She got on the bed, turned off the TV and watched me while she finished my beer.
"Your underwear too, Boo. You won't be needing those any more," she teased.
When I finished she instructed me to bring the bag from the adult store over to the bed. Then she patted the bed for me to join her.
"Such a strong young man you are," she said as she eyed me up and down. "And such a good lover. I have never had my pussy eaten as well as you did it last week."
I guess I blushed a little at that. In my short life I hadn't had much experience with sex, and I had certainly never given oral pleasure to a woman before. Nor had I had a blowjob until Aunt Misty gave me one just a week ago.
By now she was running her hands over my body. I felt my cock begin to get aroused again. It had already been on a roller coaster ride. I was excited when I had my hand up her skirt in the car. Then I got nervous when we got to the motel room. Here I was with my stepmother's sister, in a motel, and the something she wanted to do was have sex, sex and more sex. Needless to say I had never done anything like this before. But now that I was naked, on the bed, and my sexy, lusty mature aunt was next to me clad only in a towel, I started to get more excited than nervous.
"Do you remember right before you left my house last week, I said I'd show you BF?" she asked me.
Oh, man. I thought she was just trying to shock me when she said that. Butt fucking? Was she serious?
"I remember that," I confirmed. "I didn't think you were serious."
I think she could tell by my tone that I was very nervous about this.
"I was very serious, honey," she said trying to ease my mind. "Fucking a woman's ass is a very special thing--for both partners. For the man, a woman's anus is much tighter than her pussy. The sensation is many times more powerful than straight sex. For the woman her anus is a very private thing. When she lets a man penetrate that with his cock it creates a very special bond between them. I want that with you, Boo. I think you can be an amazing lover and I want to help you achieve that. I want to teach you how to make love to a woman, in every way. That's for you. And I want to show you how a woman can pleasure you. That's for me."
I looked into her eyes. The whole thing was scary. What if I didn't do it right? What if I didn't like it? Something in her face told me that it would be OK. She'd show me how to do it right. And if I didn't like it, I think she'd understand and we would stop.
She gave me a little, reassuring smile, then took my face in her hands and we kissed. It started out as a light kiss, but then we kept on kissing and the kisses got longer and more passionate. She kissed her way up to my ear while she held me close.
"This is going to be so damn good. Trust me, honey. You're going to love having your cock in my tight, wet ass and I'm going to love feeling your big, hard cock taking me back there."
Then she pulled back and said: "Now, let's get you ready. Lie back here."
I lay back on the bed and watched as she removed her towel. Her luscious 38C breasts stuck out like ripe melons. Looking down her body I could see just a hint of her dark muff.
She knelt between my legs and grasped my semi-hard cock. Then she leaned over and spat on it for lubrication before starting to lightly stroke me to fullness.
"You have a beautiful cock, Boo," she said. "You're going to have women crawling all over you to get at it one of these days. But right now it's mine. Isn't it?"
"Yes, Aunt Misty," I said.
"You don't have to call me Aunt Misty when we're doing this, honey. Call me 'lover.'"
"All right, lover," I said.
She smiled and continued stroking me. Her hand felt so good sliding up and down my cock. It was warm and tight and moist.
"Let's see how good your manhood feels between my tits," Aunt Misty said and she moved up to trap it between her voluminous breasts. She squeezed them around it and started moving up and down the shaft. When the head peeked out she would lick it. Having her pillowy breasts around it felt so good.
"I don't know how much more of that I can take," I warned her.
"Well, then," she said, "maybe we should get to the main event."
With that she got up and reached over into her bag. The first thing she pulled out was a condom.
"I don't suppose you have one of these in your wallet?" she asked.
I just shook my head.
With expert fingers she pulled it over my erect cock. Then she reached into her bag again and pulled out a tube of lubricant.
"OK, honey," she said to me, "you'll need to apply a good measure of this to my anus. I need to be nice and lubricated in order for your cock to slide in smoothly. Go ahead...take it."
I took the tube from her as she got on her hands and knees. Moving behind her I put some lube on my finger and tentatively inserted it between her cheeks. I couldn't believe I was doing this. It was something beyond my wildest dreams.
"Give me more," she instructed. "You'll have to get some around the anus, too."
I got another dab and worked further in. When I got to her anus I hesitated, my finger poised right at the opening. Sensing my hesitation Aunt Misty suddenly shifted back. My finger automatically went into her hole. I let out a little moan.
"Very good, baby," she cooed. "Now move it around. Explore my anus with your finger. I'm all yours now."
Every time I moved my finger Aunt Misty moaned. It was an empowering feeling. When we had sex before, she pretty much called the shots. But I could see how fucking a woman's ass would really put the man in charge. And, as she said, it was a very special thing we were sharing. Doing this would cement our relationship for years to come.
When she felt she was lubed enough Misty said to me: "I'm ready for your cock now, honey. Your cock head will really stretch my anus so you'll have to take it slow at first. Keep applying pressure but take it slow until you feel the head pop in. OK?"
"OK...lover," I replied.
She helped spread her ass cheeks apart while I located her hole and guided my cock toward it. I didn't see any way I was going to be able to get in, but I did as she said. I placed my cock right at the opening and started pushing in, slowly and easily. She was groaning as the head of my cock started to stretch her anus hole. Damn, it was tight. It was such a sexy sight, too, looking down at my stiff rod going between her ass cheeks into that little hole. I wanted to just ram it in and get to fucking but I held back. Ever so slowly the head of my rod entered her. After what seemed like an hour of effort I felt it. My cock head popped in. Aunt Misty visibly relaxed. For her the pain part was over and the pleasure part was about to begin.
"Oh, shit, you feel wonderful, Boo," Aunt Misty moaned. "Now just start fucking me like you were doing my pussy. Grab my hips for leverage if you need to."
I put my hands on her hips as I continued pushing all the way in. She was really tight. Without all that lube I never would have got in.
When my cock hit the end I stopped for a moment. As I looked down on the back of Aunt Misty's body I knew she was all mine. Whatever I wanted to do right now, I could do. I could pull all the way back and tease her. I could ram her hard. I could jam my cock into her all the way and just keep pushing.
But I didn't want to tease her and I didn't want to hurt her. I wanted this to be pleasurable and beautiful for both of us. So I started smoothly stroking her. As I went I could feel her insides loosen up. My cock was sliding in and out more easily. It was wonderful. She was so tight and hot. Her moans of pleasure told me it was good for her, too. As it got easier I picked up the pace. Soon Aunt Misty's hand was frigging her pussy.
"That's right, darling," she murmured. "Keep driving into me. All the way, baby. Drive it all the way in."
I found that I could only go straight in and out. Her anus cavity wasn't like her pussy where I could wriggle my cock around. But that was all right. I loved the feeling of her ass muscles gripping my cock all over.
I was sweating from my exertions. Faster and faster I propelled my manhood into her delectable butt. My balls slapped up against her with a "flap, flap, flap."
"This is so good," I moaned. "Damn I love how my cock feels going in and out of your ass, lover."
"Ooh, yeah, baby," she responded. "Keep plunging that rod of yours in there. Oh fuck you're big."
Pretty soon I couldn't speak any more. I was breathing too hard and concentrating on the sensation of my engorged manhood in her cozy, wet ass. She couldn't speak either. Her face was buried in her pillow.
In and out I went, smoothly, fully, while what fat she had wiggled and shook. The bed rocked, the headboard banging against the wall with every thrust.
I could feel my eruption building. It was going to be big. I hoped the condom could hold it all. And then it came. I hunched over her back, buried my head in her hair and kissed the back of her sweaty neck as my sperm came shooting out. The only thing I could feel was my pelvic area as jolt after jolt of climax hit me.
While I kept rocking into her Aunt Misty grabbed my hand off her hip and brought it to her pussy. Instinctively knowing what she wanted I quickly found her hooded clit and began fingering it. Within a minute she threw her head back as her own orgasm inundated her lusty body.
She collapsed on the bed and I collapsed on top of her, kissing her neck and ear.
"How was that, Boo honey?" she asked.
"That was unbelievable," I answered. "You make me so hot. I want you to teach me everything. I want to have sex with you in every way and fashion there is, then I want to make up some of our own."
She laughed.
"I want that, too, darling. I can't tell you how good that cock of yours feels inside me. Right now I think we need to get some room service to build up our strength. And you better call your parents and tell them you won't be home tonight. It's going to be a long, hot night. Especially if you want to experience sex in every way and fashion."
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