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She asked me about 4 or 5 months ago if I have ever taken
someone’s anal virginity? I told her yes; a few times and she asked me to tell
her all about the last time I did.
 
Well, I took my time getting her worked up for a few hours,
keeping her on edge not letting her cum. Taking my time easing into playing
with her ass till she was dripping as I played with her ass and waited till she
begged me to fuck her ass.
She moans hearing this and tells me to tell her everything
and don’t leave anything out.
 
What started out as the story of me helping someone, ended
up me being the on the receiving end of it all word for word.
 
Like I said it was like 4 or 5 months later and so was not
on my mind at all now. Her and I were chatting and started to talk about
spending some time together. She really wanted to do something special for my
birthday. After some planning it was set. She asked me to take the day off and
she was gonna get a hotel room and wanted a full day with me.
 
The only thing I knew about the day was she wanted to get a
little sun by the pool, have some drinks, and take turns playing and napping.
 
It sounded amazing. So, we were locked in on a date.
 
You have already checked in and was by the pool when I get
there. You give me a key and tell me to go put my swim suit on and come have a
drink with you.
 
I do and when I come back, I have to take benefit of you
in your sexy swim suit and all that skin showing. So, I pick up the sun tan oil
and rub it all over you. Yes, I was so in need of touching you hence me doing
this to you.
 
You waste no time in getting me worked up.  Your hand slides up my leg and your finger
tips are lightly touching my balls and you are tracing my cock with your
finger. Between me touching you and you doing this. I’m hard in no time.
 
You just look at me with an evil grin and right then I know
I’m in for a ride. What that will be I will be finding out. 
 
You stop touching my cock and ask me to get you a new drink.
I have to tie my towel around my waste to hid my hard on and I go get us a
drink. We spend the next few hours hanging out by the pool getting some sun and
a few drinks.
 
But every time we hit the pool you make no hesitation on
doing everything you can to keep me hard. From talking dirty to me about how
you can’t wait to give me a birthday massage later and how wet you are thinking
about it, how you are gonna make me cum like never before, how you can’t
wait to fuck me “if I only knew what that all meant at the time”.
 
You would grind your ass on my cock, you would slide your
hand in my shorts and stroke me from time to time, you would show me your hard
nipples, you would pull your bottoms out showing me your pussy. You would kiss
me long and deep knowing I love that. You even slide one of your fingers in
your wet pussy and rubbed your sent under my nose so I could never forget want
is in your swim suit.
 
You had me hard for a good 3 plus hours. At some point I
didn’t notice but you were still all over me but a lot more on my ass. From
some light brushes to tracing your fingers over it to gripping it etc etc. just
enough to play with me but also coming back to my cock to make sure I didn’t go
fully soft. Just a fun tease.
 
You know you have me where you want me to be. My moans are
telling you everything you need to know. You know I’m puddy in your hands right
now. But you also know the next step is the tricky one. This can make or break
what will happen today.
 
You had a plan to use your seduction to help with your next
step but you were still in the air. Will it be sensual seduction or should the
Domme come out?  
 
You come up to me and give me a long deep kiss with this
cute little smirk on your face. All I can think when I see it is all evil but I
love it.
 
Should we go up and get you ready for your massage? Again is
I only knew what you would be massaging.
 
The words barley left your mouth and I had your hand in mine
and we were walking to the room.
 
When we walked in you could not have planned it any better,
I didn’t want you to have to rub down a sweaty sun oil body for my massage. So,
I said, I’m gonna jump in the shower so I’m nice and fresh for you.
 
You and I walked in the bathroom and you tell me. Make sure
after you shower you have your chalone on. My big strong man. Again, that evil
grin as she turns the shower on for me.  
 
You still have your suit on but you slide my shorts down and
you wrap your hand around my cock and you give me a few strokes. What I didn’t
know at this point you are making sure you do not touch the head of my cock
only stroking me.
 
  As you are trying to discover a way to get your
man to do the next step. But I help you by looking at the counter and there are
2 bottles of fleet on the counter and one is empty. You see a small smile on my
face looking at it. You know I have put 2 and 2 together and know what happened
to the used one.
 
Before I could even say anything, you jumped at your window.
When I said I wanted to be fresh for her this is not what I meant and she knew
it. But she used it on me.
 
She turns me around and she holds me from behind. Her hand
wrapped around my cock. Like any man with his cock in the hands of someone
else. I’m hardly lessoning to her.
 
My eyes are closed taking in the feeling of her touch.
 
I’m lost in this feeling as she has had me hard for so long
now.  I know she is talking but it is
just mumbles to me at this point as you have me so close to cumming.
 
She is kissing my back as she is tilling me how hot it is
and how she loves a real man making sure he is nice and fresh for his girl just
like she is for him. Her hand lets go of my cock and I feel it move to my legs.
I feel her hand slide between my legs from behind and as she works her hand up,
I spread them for her till she is cupping my balls from behind.
 
She so has my number. Here I am with my legs spread and my
ass out all so she will play with my balls. That is when my eye bolt open and I
feel something small and thin slide in me.
 
I’m looking in the mirror at her as she is filling me up for
my very first time and I’m lost for words.  
 
She is not ready to break me down yet. So, she makes sure she
makes me still feel on the alpha side. That’s my man…… She looks at me. I’m out
of drink. You finish up in here and shower and meet me at the bar when you are
ready for your massage. She kisses me and walks away.
 
A hundred things are going in my head. And as fun and kinky
as I am. Call me dumb but. I still didn’t put together what she had in mind.
 
My thoughts are, hot she wants anal. It is only far if she
did this for me, I guess I need to do it for her. But this is the first time I
have ever been on the receiving end of fleet. I have given a few but never have
had one let alone someone giving it to me. This is a feeling I have never felt
but at the same time I’m turned on by it.
 
I take a shower and put on my chalone just like you asked. I
walk up and the party is starting at the bar. I can tell it was a wedding party
and a big group of people were having a great time and I get the biggest smile
as a couple of the guys are chatting with my girl buying her a drink and I love
that shit. I hang back and watch for a few and it does not take long for you to
see me watching and you smile and step it up a notch.
 
You make sure you are facing them and making it a point to
laugh hard and bend at times so they can see your tits more. Your hands would
touch their arms etc. You are bringing your flirt “A” game as you know I’m
there.
 
I’m loving it. I know my girl is in the mood for anal and I
love to distribute. So, that is when I begin thinking. Let see if one of them will
help me DP my girl.
 
I walk up to them and my girl knows I love when she is
naughty.  She introduces me to the guys
and as I’m shaking their hands. She hit them with that hint of a life time to
let them know we love to play. But she loves to tease.
 
She then pops off with her shocker to them. Knowing I love
it. These boys have been buying me drinks, But I think it is because I have
been showing them my tits.
 
 One almost spit his
drink and the others eyes got big.
 
I smile, well works for me every time. We all laugh now.
 
She puts her hand right on my cock as she looked at them.
Well boys, I have something to take care of. Maybe tonight we can have another
drink.
 
The one guys smiles and tells her. We have the rehearsal
tonight. But I will be right here about 9pm and winked at her.
She looked him up and down. Then back at me with my smile
knowing this guy wants my girl so bad and I love it. She looks back at him. We
may take you up on that with a wink back.
 
We begin to walk back to the room and you are telling me it
is time for your massage.  
 
You tell me to undress and lay on the bed that you will warm
up the oil. As you warm it up, I hear you take a quick shower and you come out
and see me lying face down on the bed. I hear you moan to yourself and your
finger run up my legs over my ass to my back. You turn on some soft music and
tell me to just relax and let go.
 
You are just softly whispering to me in my ear as your hands
roam my backside. Not massaging just light touches from head to toe.
 
You come to my ear, ok my sweet boy I want to begin on your
front. Will you roll for me?
 
I do not say a word and do as ask. You look me up and down
and you see my cock twitch. You smile and you straddle me and you lick up my
balls over my shaft and stop right before my head. I’m so worked up I just
about cum. I’m a whimpering mess for you. You come up my body looking me in the
eyes and asked me.
 
Do you trust me? I shake my head yes.
 
Do you trust me? I know what you want to hear. “yes Mommy”
 
You smile. As you pull out a blindfold and tie it over my
eyes.
 
The massage starts now and you begin to massage me from head
to toe but never touching my cock or balls now. But god you made me feel
amazing.
 
The massage helped take my mind off fucking sort of. So, I
did soften up a little but not fully soft. You come to my ear now and you tell
me there is just one more spot that needs a massage.
 
You straddled me again and this time you slide into
position.  I felt your hot, wet lips wrap
over my shaft. As you told me in my ear as your pussy slide up and down my
shaft not letting me in but making it wet and hard all over again.
 
“Oh fuck I’m going to cum”
 
Mmmmm, not yet my baby boy.
 
You lift off me now not touching me at all and you watch my
body as I twitch in need and you smile.
 
It felt like an hour but a few minutes later you ask me to
roll over. I’m now back to face down and you begin to massage me from head to
toe again.
 
I was so lost in your touch again. You would run your hands
over my legs and kiss my back. You would drag your finger over my body.
Touching everywhere. My head, neck, shoulders arms finger back I can go on and
on not missing anything. Every now and then she would let her finger tips brush
my balls and each time I would open my legs more for her. She would trace her
fingers from my balls up over my ass. It felt so good. It got to a point I
didn’t even try to hold back my moans it felt so good.
 
Then as she did this over and over. She was working her way
kissing down my back. I was so lost in everything she was doing to me that at
some point she was between my legs, I felt her finger running up my legs, this
is where she would pick a hand and it would spend a few seconds caressing my
balls. And the other hand would softly slide over my ass and this time I felt
her lips on the dimples at the top of my ass.
 
In a daze as her lips kissing me I felt her fingers were not
on my balls and I felt her thumbs slide between my cheeks and hold me open and
I felt her warm breath on my little begin.
 
My moan is what snapped me out of my daze and made me think
about where she was.
 
You felt my ass get tight for the first time and you kissed
my cheeks as you softly talked to me telling me to just relax and enjoy.
 
Your sweet soft voice helped and I relaxed and you took that
as a go again. That is when I felt you kissing my cheeks and licking them and
sucking on them. I was really liking how this felt and I so didn’t want you to
stop and my body gave that away when you felt my ass lift a little to your
kisses.
 
You took your time with me and just kept kissing and licking
my cheeks making me feel so good. You had a game plan and it was time to take
it home.
 
I felt your hand slide down to my balls and I opened my legs
more giving you better access. Then I felt your hand slide under me reaching
for my cock. I rocked my hips up more to make room for you but you needed more.
You wrapped your hand around my cock and held it but I felt your head move
between my legs.
 
That is when I felt you try and lick my balls. Your tongue
was almost there and I could feel you trying to get to them. So, I did just
what you were hoping for. I slide my knees under me and lifted up on my knees
with my back arched trying to give you better access to my cock and balls.
 
That is when a first happened to me. I felt you lick my
star.
 
If I was in any right mind I would have jumped or ran
feeling something like this.
 
But I could not deny how good it felt hearing my own moans.
 
I hear you tell me, “You are such a good boy”
 
Hearing that made me feel so good and I just waited for the
next thing you had in mind for me.
 
You lick from my balls over my taint and to my star a few
times till I realized your tongue is not leaving my star and I’m moaning.
 
I’m on my knees moaning like a little bitch as you are
making me wetter and wetter with your tongue.
 
Then I the pressure as you try and push the pit of your
tongue in my star.
 
My body pulled from you for my very first time. You wrap
your hand around my cock again stroking it but still not touching my head and
your tongue is back to my balls.
 
My body comes right back to you, legs wife open, ass up high
in the air and I feel the cool on my star as you tongue my balls. It feels
amazing but I’m not moaning yet.
 
You are licking around all over down there slowly working
your tongue to my taint again.
 
Your tongue hit my star again and I moan out, “oh god yes”
and I push make to your tongue and I felt the tip slide in me.
 
My body locked up and I just let you do what ever you wanted
with your tongue. 
 
There was a part of me that wondered I should pull away. But
my body was never gonna let that happen and I just kept moaning as your
tongue took my anal virginity.
 
I have no clue then your hand left my cock but here I am
now. Moaning and pushing back to your tongue. You did this over and over
getting me so use to it that you stopped pushing your tongue is I was doing it
all on my own.
 
I cannot deny how much my body was loving this new feeling.
 
Here I am blindfolded, on my knees, ass up in the air,
moaning like never before.
 
You think to yourself it is time. That is when you slide the
tip of your finger in my ass.
 
My body stopped moving back to her but I just gripped the
bed and whimpered for the first time in all this.
 
You just held it there as you watched my breathing long and
deep.
 
You waited as you felt me relax. Then you wrapped your hand
around my cock again and slowly stroked it.
 
I’m back to moaning again and now and then a soft whimper
would slip out of my mouth.
 
You were keeping my mind off your finger with your hand
around my cock. But as you slowly stroked me you would push more of your finger
in my ass.
 
I could not describe it. It didn’t hurt but I felt pressure like
nothing I had ever felt. That is when you let go of my cock and I could feel
your finger fully in me.
 
I didn’t know what to do. Then I felt you slowly sliding
your finger back out just leaving the tip in me.
 
Then I felt something super cold on my star and your hand
wrap around my shaft again. You gave me two strokes and on the third you
gripped me harder pulling me back to your finger and I felt it slide in so
easy.
 
This time my whimpers were more moans. At some point you
were not stroking me you were using my cock to pull me back on your finger.
 
My whimpers were full on moans now and your hand left my
cock and you were now just finger fucking my ass.  
 
You could feel I was not ready for this yet so, it was time
to give me something else to think about so you can get me to the point of begging
for more.
 
Mommy’s pussy needs attention. You slide under me and we are
in a 69 now. As I’m eating you. You are just licking my balls not even my
shaft.
 
I have my lips wrapped around your clit now and you slide
your finger back in me and I just moan on you.
 
That’s my good boy moan on Mommy’s clit.
 
 
I loved hearing that and she stopped licking my balls and  I just let her slowly finger me as I moaned
around her clit.
 
Mommy has a nice orgasm and I felt her flinger slide out of
me and whimpered for the first time wishing she didn’t stop.  I didn’t say anything but she knew I wanted
more.
 
She slides out from under me. She was not sucking me or even
touching my cock for some time as she was cumming, but that is when I saw how
much I was leaking from her finger fucking me. There was precum all over her
face.
 
She sees how wet my face was and she pulls me in for a kiss
to taste herself. But that is when I tasted my precum on her lips in our kiss.
 
She comes in behind me again and starts to lick my balls.
Then starts to tease my little star. That is when I moan out something I would
have never wondered I would do when someone touched my ass.
“Oh god yes”
 
That is when she slid her head between my legs under me and
licked up my shaft.  I was so hoping she
was gonna put me in her mouth now. But she knew I was close to giving fully
in and that was her goal.
 
I felt your tongue running down my shaft to my balls again
and that is when I tried to get my cock in your mouth. I rocked my hips back to
get my cock in your mouth and your finger slide right in me again.
 
I moan, “Oh fuck yes”
 
“That’s my good boy”
 
You slowly begin licking up and down my shaft and finger
fucking me again and I’m a moaning mess.
 
The more you lick my shaft and finger fuck me the more my
body is helping you.
 
Somewhere you stopped licking my cock and was fucking your
finger.
 
Your praise was only fueling me on.
 
That is when I said it.  “oh god please don’t stop”
 
You did it. You made me beg for more. We were taking turns,
you finger fucking me and me pushing back for more.
 
“Oh fuck yes” and now you are not moving at all and I’m
fucking the air like a dog in heat as your fingers are sliding in and out of
me.
 
“Oh god I’m going to cum”
 
“that’s my good boy cum for me”
 
As I’m fucking your finger and moaning like a little bitch
in heat.
 
You are feeling my body shaking as I’m so close. You feel me
get tight on your fingers and you know I’m starting to cum from so deep within.
 
The last thing I hear was you telling me to cum for Mommy.
 
For the first time all day you touched my head by wrapping
your lips around it.
 
I’m not even sure how many times I shot but I just kept
hearing you moan each time I did.
 
I rolled and fell on my back spent. You slide up my body and
started kissing me and I felt you feeding me my cum and I didn’t care.
 
No words are said you were just looking at me and I had my
cum on my chin and you licked it holding your tongue out for me and I didn’t
even think twice as I suck it off your tongue.
 
I caught my breath and said. That was amazing. You smiled
and said we are just getting started my good boy. And we fell asleep.

NSFW: yes

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