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My First

Even when very young, I had an infatuation with instituting anal play with ************. But always by myself.
Then, came my friend. Our first experiences together were oral. We tried every position possible on each other.
Then one day, when we had his house to ourselves, he asked if he could try to make love to me. Well, since I wanted this to happen, the first time I had him in my mouth, I kissed him and said please!!
It was so adorable how excited he was. I assumed the "Doggy Style" position, and with lotion applied, he pressed against me, and excitedly entered, quickly, that caused me to freeze and gasp! I said slow. It really hurt. He stopped, and tried to pull out, but I said no. As I was trying to let myself relax, I just held him inside me, and all of a sudden, he cried out, and I felt him ***!!!
That drove me crazy!! Just knowing I made him that excited! And of course, youth was a factor. It took us very little time to find ways to get control of our excitement, and he became a fantastic lover, always taking me over the edge when making love to me. Such a dreamy time in my life. I really miss make contact, but appease my needs with several different ******, and plugs, but nothing compares to a lovely man, swelling and releasing himself inside of me.
Candicegirl Candicegirl 51-55, T 130 Responses Oct 19, 2013

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Yes the thing that I love about being with a man and getting ****** is that I am NOT in control. Just being there and letting him use me is so gratifying as a t/girl

Oh yes!! Giving in totally to his desires!!

mmmm hot story

Thank you!!

OMG what a hot story! Just the thought of a bare **** inside your *** suddenly erupting must have made you come yourself! I've never been ****** by a real ****, but my wife did **** my *** one night while I was wearing the purple crotchless lace panties she bought me. I was ******* off and moaning and when she said, "Oh my God, baby... he's got his entire **** all the way up your ***" I came! HARD! Wish she'd do it again. Maybe some day.... She hates anal. Thinks it's "nasty," but it sure did feel good. I can only imagine what a real **** going off inside my *** would feel like....

Wow!! Sexy response to my story!! Loved it!!

don't you just love a had ok inside you

Yesssssssss!!!

That is so true. To hear him grunt in ecstasy as he releases his seed deep inside you is so fulfilling for a sissygirl.

Mmm!! Yes!! And feeling him tense, and tremble!! Amazing!!

That sounds exciting. I have yet to have my first anal experience but I am ready to give it a shot or two or three.....

Oh honey, if you truly desire it, do it!! I hope your first will be caring and loving!!

Please share it when it happens.

I will if and when it does

YUM!

Thank you!!

On my first experience, we went from the living room to his bedroom while others watched. They all seemed to know he would have his way. After disrobing and going to the bed, petroleum jelly was gently applied to my *** and his finger then probed me several times until I told him to just **** me

Damn!!

I would love to give it to you now.

Oh my!!!!

you do sound sexy

How sweet of you to say!!

Add me I want to have some fun with you

Yummy story...made me hard.You should *** over and finish me off! Add me please!

Thank you! I'm happy my story pleased you!

Muaag!

Muahhhhhhhh!!

My first time was at ag school full of boys I was always in the mood for it we could only do it in the bush he always in joyed wanting to take me over a tree it was our first time trying it I lubed up and I was watching him ************ witch made me so hard longing for it to be in side me I was wanting his *** it was so good bending over a tree taking his ****

That's so sexy!!

Wow...that is so true! I remember my special friends, Ron and Jim, and what they would do,to me! Wonderful! They were great **** buddies and I miss them alot

Two lovers?!!! Oh my!!

actually many more but these two were "special"!

Did you have fun times with Ron and Jim all together?

No. Separately. There was a couple times with two men or once there was a guy and a girl. But mostly one on ones for me!

Lovely experiences

Uh huh!! Very lovely!!

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Well my first anal experience was when I was a teen after watching a few XXX videos of course.
Me and a GF talked about for awhile as she was she a Virgn and was scared of loosing it.
So we decide that anal was the way forward fro both of us to connect, so we did and she loved it.
I must say that nearly all my partners I have tried anal with and 2/3’s love it and some even prefer to vaginal sex !

Thanks for reading my story. If done properly, anal sex is intimate, erotic, and the ******* are so intense!!

I too have been told by a lady friend that anal was better for her than vaginal. That's what got me started years back! Just had to try it and now I am hooked!

Yes!! The sensational ******* I experience make any ejaculatory release seem insignificant!!

That is true some women like anal more than vaginal !

I am most definitely hooked !

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That must have been incredibly intense when he suddenly came inside you, knowing that you brought him that much overwhelming pleasure. I wonder what you thought of the physical sensations that first time, of him *********** warmly inside you.

Oh honey, that very moment, that instant, when his seed flooded inside me, I knew what I wanted. Feeling his **** pulsing! Mmm! I knew that all I ever wanted from that point on was me pleasuring him!! Michael was so amazing!!

Thank U for sharing your first time. Your description of giving your *** was so cool and honest. That is just the way the *** hole works, sucking and drawing in it's lovers penis, then sucking up the hot ***! A beautiful story! Many kisses XXX

Thank you baby!! Lots and lots of kisses back at you sugar!!

What a lovely story Candice. Made me recall a lover I once had a long time ago. Like you, I also miss being made love to and I've had to resort to toys. (sigh!)

Thank you sweetie!! I love it when someone recalls fond memories reading one of my stories!! Kisses!!

me too! its been almost two years now and I really miss it!

Dying to try, need to find someone who will of course be gentle the first time.

Oh my yes!! Loving and gentle are a must!!

Know any nice T-girls in Baltimore? Best of both worlds.

No sugar. Sorry! Post on your story page! Bet you get lots of replies!!

Are you anywhere near Miami....I would love to help you!

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My first experience was with my two fingers when I was nineteen! I pushed them up there for a while, out of curiosity of course? After a while I thought ‘this is silly?’ but then – as we know… **** me I *** up my bum WOW!!!!

Luv anal! Lets talk!!!

Thank you for reading my story honey!

Lovely experience. Perfect for boys to experiment.

Thank you!!

What a wonderful sexy story. Young lust is so exciting. I had a young friend in high school we always teased each other but never satisfied. What a pity, but story's like yours bring back great memories. Thank you darling!

Thank you sweetie!!

I am so happy you had a nice time there <3

Thank you sweetie!

you're welcome

I can only imagine but it must be wonderful.

It was honey!! Thank you for reading my story!

nice;;

Thank you!!

Thank you for sharing that intimate experience. Treasured memories.

Thank you for reading, and therefore, sharing in my experience! You are very sweet!!

Such a lovely experience, I too would like to give my body to such a wonderful man and feel him *** inside of me knowing I had given him the greatest pleasure of all, however I fear it may never happen

Thank you darling! I hope it does happen for you sweetie!!

Daaaaaaam! yes getting control is the trick isn't it? I'm afraid my first time or two would be just like your young friend and would *** way too quick for the both of us to enjoy it much. I would love to get familiar enough and comfortable for the long haul so that we both are sent over the edge... ;) I look forward to my first time entering another man and doggy style sounds like the perfect position to me... I also play with myself with a ***** or two on occasion but I am really more into doing the penetrating... ;) great story thanks for telling it!

Thank you!! I love your photo!!!! Makes me tingle with excitement!!!

thanks I kinda like the idea of making you tingle... ;)

Oh my!!!

Me too!

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Sounds like a nice first experience wish mine had progressed that far

Thank you sweetie!!

Great story!

Thank you! I'm happy you liked it!

Thanks for a fantastic story... I had a friend like this, but he got a girlfriend before we could go all the way. I fantasize about how hot it would be to be dressed and take a load of *** from a swollen **** in my ***... maybe one of these days. I have to another, but he was way too big, we tried... but... no go.

Thank you Sami, for reading my story!
And your second "friend" was way to big?! Mmm!! Lucky you!!!!