My Young Girlfriend

[parmaham55]

Unbelievably exciting and well told. I'm sure we all fully support your decision of not watching. It must have been ultimate angst.
Anna is amazing.
A couple of questions:
1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?
2. Back in the arms of Daddy yet?

You are living the dream. What a trip!

[Cuckcuckgoose1]

Hi yguy, love your story and thank you for sharing your beautiful Anna with us. Question? The link in your signature doesn't work. It it broken?

[airhorn]

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

[ccklvr]

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

[Rogueuser1]

Has she ever talked to you about penis size? When you took her virginity yours was both the largest and smallest to ever be inside her since it was the only one. Now one of those things certainly isn't true- maybe both? I am curious if she has a size preference or ever talked about a guy leaving her extra sore?

[airhorn]

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

I expect so, which is part of why I'm so intrigued by the thought that perhaps it isn't.

[y_guy]

so many questions. i will answer as soon as possible. but maybe, the most
important information beforehand: no ass for caribbean friend.

i wrote about our trip in my last posts and described the things we or
better Anna have done. the last sex she had with someone else on the
trip was with her caribbean friend.

but waht i didn`t tell till now were the conversations we had and what
we talked about regarding this lifestyle and the fucking that happened.

before we left Anna earned some money by spreading her long legs for
a guy she already got fucked. i wrote about it already and that Anna
wasn`t very happy afterwards and regreted it. she came over it, but
in was presents at her thoughts from time to time. Anna is thinking
about it and said it is not good and she shouldn`t have done it. she sees
herself fully responsible for it, that is what she mentioned too, and is
nobody blaming to push her into it. not me, not my dad`s business
associate. it surprised me, that she mentioned me in this context, because
i never said a word. i never pushed her, i never suggested anything in this
direction. i doubt that she will do anything like this again. right now.
we were in this situation already. i did my best to dissuade her telling
her mom or daddy about it. she wants to get this discomfort off her
shoulders and off her mind and thinks if she talks to them about it, it
will get better. i highly doubt that. probably Daddy would understand it
in some way, probably not. but her mother would be furious and
destroyed. she would blame herself of not being a good mom for her.
it would be a desaster.

there were some other cirrostratus clouds in the blue sky of our tour.
Anna and her caribbean friend didn`t use condoms. i was very angry
about that. we actually don`t know him and he is not the type of guy
who doesn`t attract girls. and he knows that. Anna was probably just
one of many this month. Anna was very apologetic and had an
incredibly bad conscience afterwards. she promised to not do it the
next time. (ICE, i mean. i got an ICE during this conversation. this
shouldn`t be the proper reaction and did not help in finding good
argumentes.)
after we came home, Anna went straight to her gynecologist (btw,
my mothers very good friend) and told her about the situation and
some test. till now everything is fine.
i wasn`t present, but Anna told me about the talk with her and
she said, that she told her too, that she wouldn`t do it the next
time.
let`s sum this up: my girlfriend told my mom`s friend, that she will
be fucking other guys in the future.

but there were some good talks too. Anna told me over and over again
that she is so happy that i let her experience single life on vacation
and she is so in love with me.

we also had some serious talks about our future and the big changes
that will come the next month. we exchanged our faith in each other
and said that we will do our best to keep our relationship intact.
this was not one talk, there were many about this topic. and in one
of this conversations Anna said, that this would also mean that
"there will be others" (her exact words!)
in the first moment, i thought, she meant, i could date (fuck) other
girls, but she made it clear, what she meant. it is only her.

[sucker00]

Wow, Y....what a trip you and Anna had! I'm curious as to whether Anna had anything to say about her trysts with Caribbean guy, being he's a little different from her usual FBW's, being of African ethnicity. Did she talk to you any about what it was like to be with him? I'm kinda surprised she didn't push you do go down on her like she had in the past, wondering if that ever crossed your mind? Being that you will be off establishing your career, one way the two of you could have fun and stay connected, is if maybe you sent her some sexy lingerie while you're away, that she could wear for her future trysts. This would help you be a part of it in a way, and might make for some good ICE as well.

[wannabecUKold]

To be serious.
You were right to be cross that she had unprotected sex with the Caribbean guy. Unsafe sex is fine until it is not fine. Anna should take a leaf out of the gay scene’s book: No sex until he produces a up-to-date clear STI test result. That would include HIV, which is very prevalent in the Caribbean. Anna should remember that having sex with him amounts to having sex with all his previous sex partners. Even now, after the event, she should ask him to get tested.
Apologies for the lecture.

[Caliban]

Hi y_guy. As someone who has followed this thread avidly from the start, I just wanted to thank you for keeping us updated for the last three and a half years. In my humble opinion, this is the best thread on the site and your recent adventure with the Caribbean guy has been the best of the best! That whole situation really pushes all my buttons (partly because it is reminiscent of one of my experiences). The only thing that surprises me is that you were able to go to sleep so easily (apparently) while they were playing nearby. I think that my imagination would be running wild and I would be straining to hear any sound of their passion. Is Anna not very vocal when she is being pleasured?

If there is anything extra to add about the whole experience, I'd love to read it. How many times did they fuck over the 3 days? How many times did she come? What was her final verdict of his performance after her initial slight disappointment? Anything like that?

My final question is how long did it take her to go to Daddy for a passionate reunion, once you were back home?

Keep up the good work. It sounds as if you are both in for some interesting times. Thanks again.

[y_guy]

we had a big debatte about the bareback stuff. i was not amused. not
at all. Anna was placating and apologetic and also pissed that i was
making such a fuss about it. it was a little bit of a downer, about the
whole situation. as much as i would have liked it, it gave it a little
bit of bad aftertaste.

as it seems, everything is fine, but we didn`t know it for sure at that
time. still don`t not it yet. results take time.

Anna said, she was caught in the heat of the moment and she wanted
to feel him inside her. she didn`t thought much about the consequences
in the moment as he slid his penis into her. i asked her, if she even was
reluctant, but she declinded. no, it seems, as what i interpret from
her telling me, that she even encouraged him to take her bareback.

in the bright daylight of reality, Anna knows of course about the consequences
of unprotected intercourse.

i on the other side would not have a problem with someone she trust and
so on, but her caribbean friend doesn`t make the impression of an untouched
guy.

anyway, right now we can only wait and see. Anna is positive that everything
will be fine. as long as she sees it that way....

[Rogueuser1]

So while I acknowledge that you get an opinion since you will potentially exposed to any STDs she does pick up it is also important to remember that it is HER body not yours.
Becareful about pushing her too hard on this since it is up to her to decide who gets to cum inside her and where/which hole inside they get to cum.
So while you might have thought it better to have him pull out and spray his seed in a condom or all over her belly or her face that isn't what she wanted, and so that isn't what she chose.

[Goodboy66]

So while I acknowledge that you get an opinion since you will potentially exposed to any STDs she does pick up it is also important to remember that it is HER body not yours.
Becareful about pushing her too hard on this since it is up to her to decide who gets to cum inside her and where/which hole inside they get to cum.
So while you might have thought it better to have him pull out and spray his seed in a condom or all over her belly or her face that isn't what she wanted, and so that isn't what she chose.

She may of made that decision 3 nights in a row, but i would not be touching her until she was given the all-clear. Most on here view this as a game without any consequences.

[Rogueuser1]

We all get to make our own choices. I personally wouldn't go without sex for 6 months until we got the final all clear from the HIV test but it is your body so you get to make those decisions.

[user322]

Hey, when are you gonna become a real cuckold and watch your girlfriend get fucked by another guy?

[8toplaywith]

So while I acknowledge that you get an opinion since you will potentially exposed to any STDs she does pick up it is also important to remember that it is HER body not yours.
Becareful about pushing her too hard on this since it is up to her to decide who gets to cum inside her and where/which hole inside they get to cum.
So while you might have thought it better to have him pull out and spray his seed in a condom or all over her belly or her face that isn't what she wanted, and so that isn't what she chose.

Sorry if this is not correctly formatted, but it is HIS body when there is a possibility of an STI.
That shit can be serious. And IS contagious.

[wannabecUKold]

We all get to make our own choices. I personally wouldn't go without sex for 6 months until we got the final all clear from the HIV test but it is your body so you get to make those decisions.

Just to be clear, reasonable assurance can be obtained from a blood test much sooner:
An antigen/antibody test performed by a laboratory on blood from your vein can usually detect HIV infection 18 to 45 days after exposure. An antigen/antibody test done with blood from a finger prick takes longer to detect HIV (18 to 90 days after an exposure).
https://www.hiv.gov/hiv-basics/hiv-test ... g-overview
You can still have condom-protected sex during the waiting period.

The Caribbean guy should provide a test at once, which reduces the possibility that he has caught the disease to only the most recent incubation period as above.

[y_guy]

i don't want to make too much drama about the unprotected sexual
intercourse of Anna right now and espacially when it comes to HIV.
it isn`t that HIV is a terminal diseas. there where only about 700
fataities a year in the EU lately. on the other hand, as a result of the
man-made climate crisis nearly 60.000 people die in a year in the
EU. that is 100 times more.
i don't want to talk HIV down. it is a serious chronic disease. chronic,
not deadly. and you should do everything to avoid a disease, every d
disease.

let`s come back to Anna`s fucking around. of course, as soon we
were at home, daddy got lucky and Anna went to spend a night with
him. not just a little welcome fucking, no the big party. dressing
up (she was desparete to have her unmanageable armada of make-up
and her infinite expanses of wardrobe again) for him, really hot
i have to admit. she sepnd much time in the bathroom to remove
every unnecessary hair, cover every impurity and those only Anna
saw. the was wearing a short black skintight dress with white sneakers,
her standard outfit for this summer, in various different versions.
there are a lot of black dresses in her wardrobe right now. and also
some white sneakers.
anyway this dress was a very skintight one, so tight that there was
no room for underwear. her pokies looked delicious and i got an
ICE as i saw her. but this was not for me this time. it was daddies
coming home cookie.

the next day she came home, i was doing preparations for my
leaving soon and if you wouldn`t have know it, you would never
have guessed that this girl got fucked the night before. she smelled
so fresh, her hair was made up beautiful and the only conspicuousness
was that she was wearing something else.

i was so into doing my stuff and Anna was also in a hurry, we didn`t
find the time to talk or even fuck. later that evening she told me that
she was happy to see daddy again and that she missed him and being
with him. she told him everything from our trip after she got naked
with him and fucked the first time. they ate some dinner, Anna still
naked, i asked her about it, and she told him from what we have done
the last weeks. everything, except her caribbean adventure. and
her showing her breasts to a random guy.
before they went to sleep, round two was on the programm and
Anna told me "it hurt a little bit after this long time."
me: what do you mean? (sometimes i`m not the brightes, but the reason
was probably the few blood in my brain at that moment)
"he fucked my bum, silly..." she kissed me slightly after that statement.
ahh, everything clear.
i got so much information, that i even know how he fucked her "bum".
they did it missionary. all the while kissing and Anna doing everything to
not let him show her light pain.

that was everything for a hotgirlfriend forum interesting that happened
since our return.

i have to say that, because we were gone for a few days to the beach
last weekend. nothing happened on this trip with our friends. we were
around twelve people and although there was a lot of party going on
these days and a lot of sun and bikini girls, nothing happened. not even
some (fake) lesbian kissing.
Anna was very affectionate and i assume it is because our seperation
coming soon.

[y_guy]

i am very far behind in answering questions. after our coming home i
wanted to spread the information of the adventures first.

Why does she need the condom practice for your holidays? Is she planning to play “bad” Anna (or is that “good” Anna) while you are on your trip?

"bad" or "good"... well, i guess both.
but what is sure, she got fucked good.

such a tease....

this summer i will see interrail travellers with a different point of view.

no one recognized us. that is good, because i don`t want Anna to
know anything about me posting here. this is my little secret.

Anna met with the friend of my dad`s business associate again. this time it was pretty much
the same setting. he wanted to meet me too and it is obvious that
he likes the fact that i hand him over my pretty ballerina before
he can make a mess of her.

Mmmm, our little Anna is becoming quite the escort.

This is an awesome update. I love that she is doing the escort thing. Hopefully she does more of it very hot

maybe i already made it clear with my last posts, but i doubt that
Anna will do any escorting in the next future. she isn`t happy about
it and very unsure, if she did the right thing. yes, she liked the money
but also the power over this powerful men. but she als feels dirty
about it and had a little depression.

gave me a tender kiss and said "i`ve a lesson
with Fuckboy tomorrow.

She may be starting to enjoy having Fuckboy's "magnificent penis" as much as Alina has.

we talked about it, for sure, but Anna really gut upset one time
discussing it with me. she said, she doesn`t want to fuck him,
he is her training partner. she is doing her lessons with him
and this is all what there will be.
i have to say, i believe her. she blew him, she stuck her tongue
up his ass, she worships his penis and all till it is wet with her
salvia. but it took a while for her to even show him her breast
and he hasn`t seen her naked. she was wearing leggings or
pantyhose with her leotard when meeting with him. these
items stayed on.

Can't wait to hear about her latest fuckboy adventure.
Did his previous lessons with Alina include anal? I feel like if Anna is going to give her ass to anyone besides daddy the FB may be a good candidate.

herr ass is only for Daddy. she made that clear. in probably exactly
this words.
this is a shame, i know. her ass is incredible. small, tight, touchable.
and fuckable. but not for everybody....

Looks like #5 in the Anna Fuck Pool is about to hit!! I am still hoping that she breaks the cherry on Yoto or Nyjah (not sure which one win's that lottery). Maybe she will share with Alina her experience and they compare notes. How interesting will that be!!!

I'm not sure about the age of two skater boys but i doubt that Anna would be the first, if she had not already. I guess she is too late for this mission.

you are right. no virgins anymore.

[oldboy]

Two things: HIV is not the only sexually transmitted disease, because syphilis and others are very dangerous and still exist today. So, yes, stick to the rubber.
On the other hand, Anna could really see that if she would let you pamper her bottom regularly then she wouldn't be hurting with daddy, after small breaks.

[y_guy]

Anna said she had a needy pussy.....this shows that she was horny and wanted to fuck....maybe it was fuckboy who made her want to fuck.. ..

Anna and fuckboy need to have more contact. At the moment the way this is happening is quite formal. We need to make this more alive.

When you make love to Anna, ask her if she wouldn't like to give lessons to fuckboy (to thank him for the lessons he gives to Anna) to teach him how to lick her breasts and her pussy.
If Anna is excited and at the same time she has more intimate contact with fuckboy (fuckboy's hands, lips and tongue on Anna's body), maybe her needy pussy won't be able to resist fuckboy. ...

Can you imagine if Anna submits and gets fucked with authority by your little brother's friend ? ( and what's more, he knows your whole family )

like already said, Anna isn`t thinking of fucking Fuckboy. i know, this sounds
ridiculous after already blowing him and licking his asshole. but that is
simply Anna. not always comprehensible.

When you make love to Anna, ask her if she wouldn't like to give lessons to fuckboy (to thank him for the lessons he gives to Anna) to teach him how to lick her breasts and her pussy.

Alina, the other A of the 2 gorgoues A's was the one teaching Fuckboy everything as she led him on the way from boy to man. Alina took his virginity, if I'm right.
Wouldn't fit this perfectly to the recently developed pattern of the 2As to take the same boys or men?

i thought about that too, but like written above.
Anna is slurping on his penis? yes.
Anna is sticking her tongue in his ass? yes.
Anna fucking him? are you nuts?

Wow that was one heck of a thread. I didn’t want to comment on old material as I was catching up but I did jerk off about a dozen times imagining I was you.

One question I haven’t seen asked. If you could start over and do it from the beginning, would you still be up for sharing Ana?

yes, indeed. and the most important thing, Anna would do it.
when i think about the first time she went with Daddy.
all the ups and down and the yes and no. now, Anna changed
some. she let`s herself being fucked by some guy just for
the fun of it. although she still remains the innocent student
outside.

may i ask a question patw3268. how comes that someone starts
reading a topic with more than 110 pages of content? isn´t
it too much to do to yourself?
i wonder if someone new starts to read about Anna now or if
all the ones reading it come from the start three years ago.

It seems that Y_Guy is on his journey around Europe right now.
I wonder what will happen.

you see, there happened a lot.

Am I actually the only one who, when at a railway station, is on the lookout for a couple with a very good-looking long-legged girl who moves like only ballet dancers can?

have you seen us?

Am I actually the only one who, when at a railway station, is on the lookout for a couple with a very good-looking long-legged girl who moves like only ballet dancers can?

I am in Europe travelling, and think exactly that! Like a ballet dancing teacher might drift by me, like a gorgeous slutty gf holding hands with her bf but always on the lookout ... well, I am on the lookout and ready....though I'd probaby panic and watch more than engage in her satisfaction! OMG , what a dream!

no need to panic!

Am I actually the only one who, when at a railway station, is on the lookout for a couple with a very good-looking long-legged girl who moves like only ballet dancers can?

I am in Europe travelling, and think exactly that! Like a ballet dancing teacher might drift by me, like a gorgeous slutty gf holding hands with her bf but always on the lookout ... well, I am on the lookout and ready....though I'd probaby panic and watch more than engage in her satisfaction! OMG , what a dream!

It brings back memories of the good old days. The little money was made up for by the enthusiasm of travelling across Europe by train for the first time without parents, overcrowded, unair-conditioned train compartments, overnight stays on the beach or at the trainstation, lots of new friendships and the sweet smell of freedom and adult life. Thank you Interrail.

yes, you are right. it was amazing and i`m so happy we did this. it was
so wonderful to see all these different countries and i wish we had
more time.
i think, everybody should do this once in his life.

Hi y_guy

I am interested in who you took with you on holidays

Conservative Anna or Liberated Anna

both, actually.

Interesting that the girl from the other couple wanted to try out some of Anna's type experiences ... It would be cool to know what became of that, but while traveling as a tourist in Europe, I suppose we will never know.

maybe sometime her boyfriend or even her will find his/her way on the
forum.

Y_Guy, do you keep track of the countries You and Anna have sex in? Kind of a 'score' for your fun. I do that here in the US but counting each state I get to fuck some lovely Lady.

you like lists?

I had him in the Anna Fuck Pool but dropped him some time back. Looks like he is in play or has ALREADY scored!!! Can't wait for the "rest of the story"!!!

believe me, it came as a surprise to me too.

He was the one y_guy watched making out with Anna in the back seat... not knowing if the had pulled their trunks to the side and were fucking!
They weren't... but could have been!!! That scenario was highly arousng to me!!!!\

he scored big time now. just have to wait with little innocent Anna.

Where in Europe did this surprise happen? Where have you been? I'm old and still like to brag about all the places I've been. Throw some countries and towns at us. I'd love to know if I've been there.

the caribbean friend is from the netherlands.

Oh man... that is so hot! Was there a cream pie for you or did he wear a condom? Too bad you were sleeping amd didn't get to hear her getting royally fucked- hopefully you were able to watch or listen later during the stay.
I wonder how much money Anna saved you both by paying for the lodging with sex...

the fun and interesting part of all this is, that i did not hear
anything. i was too drunk or i was not at the apartment or
i simply slept. the flat was built that way, that you don`t
hear something from room to room when the doors are closed.
my guess is, that Anna gave up wanting me to be part of her
fucking.

I am also interested to know if Anna opened up and told you what happened when she was with the Caribbean guy.
BTW: Is the Caribbean guy black? I assume so, but it would be nice to have it clarified.
Y_guy, thank you for the continued sharing of your and Anna's story. We miss you when you are away.

i only know what i wrote about it. Anna told me piece by piece and
not always coherent and chronologically correct.

Unbelievably exciting and well told. I'm sure we all fully support your decision of not watching. It must have been ultimate angst.
Anna is amazing.
A couple of questions:
1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?
2. Back in the arms of Daddy yet?

You are living the dream. What a trip!

no anal for the caffè latte coloured caribbean dick.
but some anal for Daddy. of course.

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

I expect so, which is part of why I'm so intrigued by the thought that perhaps it isn't.

absolutely right. only Daddy gets this tight ballerina ass. me not even
a finger up it.

[sandy691196]

Y guy.. Hi.

While all this is going on, you two must be thinking hard on the upcoming separation when you go abroad on work.
It must be playing in both of your minds. Sad? Anxious? Insecure?

But you would still do it. And she won't stop you. It had happened in the past when you went abroad to study. You two handled it well and returned to each other's arms. So it's proven that it can be done without a relationship-disaster.

But reality is reality and needs are needs. Economic needs, social needs, sexual needs.

So in your hearts, both of you, would be thinking about stuff. Right? Would you send her money? Would your earnings be enough to have that surplus after taking care of your needs over there? If not, how would Anna maintain her life style? Would she have paying work?

Escorting is not an option for her as things stand now. So more of Daddy? But Daddy hasn't really had to provide for her till now. So move in with someone with an "arrangement"? How will that look like socially?

Sex she will have with others- that's a no brainer..But regular sexual needs? Not just the monthly romp with Daddy? Escorting would have addressed all these issues. But like you said, she finds that a bummer.
A specific sugar daddy through your dad's associate? But with you not around, this associate guy could start acting funny in several ways.

How about your sexual needs when you are away? So an open relationship? It's risks and uncertainties?

Have you decided any hard boundaries? Things you two will certainly not do when away from each other? Such boundaries could keep the long distance relationship safe.. you know?

Anyways do work things out. You two have a great relationship. Look after it

[nutjob]

i wonder if someone new starts to read about Anna now or if
all the ones reading it come from the start three years ago.

I’ve followed the whole thread since it started three years ago, but I’ve also gone back and re-read through the whole thing at least twice during that time.

FWIW, when I was first on here and there were long-running threads, I would start from the beginning and read the whole thing until the current posts.

[ccklvr]

1. Anal? Any chance caribbean guy took that? Did he want to? Did Anna secretly offer him? Was it a non-starter?

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

I admit, I wondered the same thing.

I bet, anal is only for Daddy.

I expect so, which is part of why I'm so intrigued by the thought that perhaps it isn't.

absolutely right. only Daddy gets this tight ballerina ass. me not even
a finger up it.

But there were others who shoved a finger up her bum. I remember her former
big boss was fucking her by holding her buttcheek with his thumb up her arse.
There was also a guy who fingered her.
Let`s face it, she does things with others you don`t get. That is the idea of a
cuckold realtionship.

[path22]

Hello, Yguy, I have read your posts for a long time, every time I enter OUR the first thing I look for are your updates, your story is very very interesting. I think Anna is incredible and has even greater potential, since she doesn't dare to do many things because of her own modesty or because of what others will say. A hug and never stop writing here.