Anyways back to the story.  We happened to be taking a shower together and I was washing myself and grabbing up on her for a while when I decided to turn around and rinse off.  Angela comes up behind me and starts humping up against my butt, I just laughed because I thought it was really cute and I let her do it for a second then I turned around to hug her and make out with her but instead of letting me kiss her she turned around and started grinding her big, beautiful ass up against my now very hard cock.  Now she had done that many times before being as it was her favorite way to tease me because she knows that I want her ass, that I would do almost anything for it.  We have had some fun with her butt before, I had licked her booty before, I had rubbed it, and I generally just worshipped it (during what we call booty time). 

Anyways back to the story again.  When she turned around  and wiggled that beautiful butt up against me she did it slowly and looked over her shoulder with this extremely playful look in her eyes and said “show me how it’s done big boy”.  I quickly took the hint and started humping her ass and getting a little more excited with each stroke. As I am doing this I am describing to her how I would really be fucking her ass if she wanted to.

 

I say “well first you start out nice and slow, with a finger or something, and with lots of lube you just ease it in here” this said while the head of my cock was pushing directly on her asshole

 

“I would just push it in real slow and then stop so you could get used to it”

 

She thinks she knows me too well for that and turns to look back at me and says “now there are no way you would take it that slow and easy and definitely no way you would stop once I let you in”

 

I look at her and I can see where she was coming from with those statements as every instinct in my body would be saying “just go for it” but I would never want to hurt her (except when she is naughty and asks for a spanking) and I am not looking for a onetime thing here.  So I say “babe, if I were really inside of you I would be taking it nice and slow because you know I would never hurt you” of course I conveniently leave out the part about not wanting a onetime thing.

 

At this point she has me so turned on that I think I am going to come by just grinding her ass.  I decide I just have to lick her and so reluctantly, but not too much, I remove my penis from between her beautiful ass-cheeks and we finish showering really quick and through her over my shoulder and carry her to the bedroom.  I toss her down on the bed, get on my knees and starting at her toes, I kiss my way all the way up her leg until I get to her delicious pussy and just as I reach it I skip over it and kiss down the other leg.  This just drives her nuts until she is about willing to force me to lick her (that drives me nuts).

 

She then grabs the back of my head forcing me into her.  I dive in and start by licking the whole area, from just above her asshole to just above her clit and back again.  Over and over I did this until I hear her start moaning, that is my queue to zero in on her clit.  I take it between my lips and lick it as fast as I can, moving my head all about as I do this.  As I feel her getting more intense I start getting wilder until finally, her back arches, her head throws back, she starts to gasp, and I can feel her pussy spasm on my lips.  She lies there gasping and panting, telling me “that was great” and “what got into you?”  I just smile up at her and start leisurely licking her, causing her to lay her head back and coo.  I basically make out with her pussy lips. I try to stay away from her clit as it is too sensitive.  I work my way lower towards her asshole.  I start making out with it, lick it, kiss it, suck on it, caress it with my tongue, she starts giving out these little moans.  She likes to say she doesn’t like it, her body says she is lying.  I take my thumb and start to caress and massage her tight, puckered hole slowly applying more and more pressure until finally my thumb pops into her.  She gasped but didn’t try and stop me.  I’m licking her again by this point and she is going wild like I have never seen before.  She is like an animal thrashing around on the bed as her second orgasm of the day hits her, and it hit her hard. 

 

I climb up on the bed and lay next to her just kissing her as she is gasping for breath.  She is gasping and kind of giggling “wow…wow…wow…I didn’t know it could feel that good” I just laugh and tell her “and see, you never let me do that before, see what you could have been getting.  She starts kissing, climbs on top of me and starts mauling my face with the most passionate kisses I have ever felt.

She broke the kiss and looked deep into my eyes with some kind of fiery lust.  “I wanna try it” she said

“Try what?” I ask

“You know”

“No I don’t, what do you want to try”

“are you really gonna make me say it?”

“oh yeah I am”

“fine…I wanna try it in the butt”

“what was that, I didn’t quite hear that”

“I WANT YOU TO FUCK MY ASS”

I kiss her deep and tell her “I have been waiting so long for you to say that”

I turned her onto her stomach with her butt up in the air.  I placed some pillows underneath her tummy.  I got out the lube and lubed up her but using my fingers. First one then two I slowly worked my fingers in and out until she turned her head to look back at me and told me to fuck her.  I got up behind her and slowly slipped my cock deep into her pussy as I continued to finger fuck her beautiful asshole.  After just a few strokes she starts moaning and gasping.  She starts yelling “I’M CUMMMMMINNNNG” and screams.  I couldn’t believe it, she had never cum just from me being in her pussy.

“DO IT…Fuck me in the ass” as she says this I don’t need to be told twice and I lube up my still rock hard and very excited cock and slowly start to push myself into her ass.  I stop once I get just the head into her to let her get used to the feeling.  After just a few seconds she gets the idea and starts backing up against me slowly.  I am looking down at this and I can’t believe it…here is my girlfriend with my dick in her ass, not only is my dick in her ass but now she was fucking back on my dick with her ass.  I can’t believe it.  She is going to make me cum before this even gets going so I stop her. I tell her to hold on one sec or I am going to cum, she looks back and gives an evil grin and immediately starts fucking back at with her ass as hard as she can stand trying to make  me cum  and of course this activity makes very short order of all of my will power and I start cumming hard deep in her ass. 

I am so warn out from this I pull out of her and collapse on the bed right next to her.

She leans over and gives me a kiss and says “we will have to do that again some time”

I giggle and tell her “give me twenty minutes and I will be ready to go again”

She laughs “well I am afraid I won’t, but don’t worry, it won’t be too long before I have you do that to me again”

I kiss her, cuddle up with her, and fall to sleep as happy as can be with the women I love.

(me) truth or dare?

(Cindy) dare

(me) I dare you to lift up your shirt

Cindy blushed at first but didn't hold back as she lifted up her shirt showing me her small boobs with hudge nipples and now it's her town.

(Cindy) truth or dare?

(me) Truth

Cindy protested saying that's not fair so I took a dare.

(Cindy) I dare you to lift up your shirt

I did then it went even further

(Cindy) I dare you to show me your penis

Being shy I hestitated but then showed her which at the time was hard and so it was my turn.She took the dare again.

(me) I dare you to show me your vagina and ass

Oh my did she ever.

It went on like that for us for a couple of years before we got bolder at the age thrt-teen when I lived in a new house that had the oldstyle basement with the cellor door outside as we went in. She was talking about looking at her dad's porn mags which showed a man in a woman's ass and she told me she wants to try that. Not having any sexual experience I didn't think that was possible but I found out that day it is and been hooked on anal sex every since. 

The basement had stone brik walls with a dirt floor and we were sitting on a blanket facing eachother. I reached for her boobs carressing them as she reached for my cock stroking it and we kissed on the lips open mouth with our tongues exploring eachother. Shen then unbuttoned and unzipped my pants pulling my hard cock out and she touched the head with your tongue. Never experiencing anything like this I jumped and she looked up at me saying "relax." Guessing from her skills, I figured she had done this before because it felt damn good for a blowjob and I couldn't help what happened next as I shot my load into her mouth. Thinking it was over but not by a long shot as she clamped her lips down my cock firmer and swallowed my cum to the very last drop. Wanting to return the favor I asked her to lay back which she did legs spread, I layed on my stomach and imediately started using my tongue on and in her pussy, of course I wasn't doing it right at first but she was patient with me letting me know when I was touching the right spot as she came hard with her hand over her mouth trying to muffle her screams. Then outside her parents were calling for her, we both smiled at eachother , got dressed quickly and I seen her off with her parents.

The next time she came over with her parents, we immediately went to the basement kissing and touching eachother again. We both admitted to eachother that we missed eachother and been looking forward to our time alone again. She then got a smile on her face, I asked her why and she said "you remember shooting stuff in my mouth and I swallowed it?" Of course I remember, how does a teen boy forget something like that? She proceeded to say "I want that to happen again but in my....ass." Of course I was puzzled not knowing how my cock would fit in such a tiny hole but must admit the thought did turn me on as I felt my cock hardening. 

I spreaded out the blanket as she was pulling her shorts down along with her panties, then got in doggy position and looked back watching me pull my shorts down as my cock sprung out in the open. Smiling at the site she said "I want to feel it in my ass, please." Not sure what to do, I asked how the couple did it in the mag and she instructed me on what she had seen. So, I'm on my knees behind her admiring her ass while bringing my cock closer to her asshole and we both gasped as the head of my cock disappeared into your asshole and since we had no lube, I took my time when she asked me too until I was finally balls deep as we both are panting heavy and she tells to go slow at first which I did. Both of us panting even harder as it was feeling good for both of us I was by now fucking her ass faster. Cindy moaned but in pain, instead with pleasure and talked dirty to me which she didn't need to as her ass was feeling good taking my cock but her dirty talk did add to the good feeling we were experiencing. I grabbed her hips pounding my cock in/out, in/out of her asshole and she was matching my every thrust with her moans, my heavy breathing and sounds of our bodies slapping loud enough for us to hear.All this became too much for me as I stopped moving as so did she while enjoyed the feeling of my cum filling her ass up. By then she was laying on her stomach, I was resting on her back with my cock in her ass pumping load after load of cum deep in her ass and we managed to kiss with my cock still in her ass.

After getting dressed, we heard her parents calling for her as we snuck on last tongue filled kiss and as we made our way outside, both her parents and mine were standing there with a look that told us we were busted and of course we tried to deny anything they were accussing us of.  It's been a long time of her parents not bringing her over which was driving me crazy, I wanted in Cindy's ass again as she later told me she wanted it again much as I do but that's a different story.

 If you want to read our second encounter, give me your feedback on this story that acctually happened.