My Young Girlfriend - Well....

[Rogueuser1]

Love it - especially that the first time she was with daddy he took her ass. Hopefully it didn't hurt too much after 3.5 months without anything being in there.

I too wonder how long it will be until she goes further with fuckboy - the fact she had plans with daddy for the second night might have been the only thing that kept fuckboy from finding out just how incredible it feels to be inside her.

[y_guy]

so i`m back home and believe it or not, as i was coming to our flat
it was empty. not empty in a Anna-left-me-and-took-all-her-makeup-stuff
with her. no empty in a cuckold way. she was gone and got fucked.
by Daddy.

the reason is simple. in Anna`s way, not in my way of coming home
to my beloved girlfriend. after all there was some food in the
fridge. fortunately from my mom.

Anna was with Daddy because he has family stuff going on these
days and it was the only time they could see (means fuck) eachother.
in an Anna way this is a simple reason. she prefers to get her delicious
pussy fucked than to greet me with some fucking.

after unpacking and reclaiming my flat it was time to reclaim my
freshly fucked girlfriend. after her session with Daddy she came
home. she rushed in and was (finally?) happy to see me. she immediately
jumped the bed and while still in the motion of flying through the
air she raised her skirt (no panties, but stockings) and showed me
her leaking pussy.
she lay down on her back, not even bothering in undressing her sneakers
or anything else of her outfit, just spread her legs and smiled at me.

i did what i have to do and licked her creampie till she came very fast.
while i did she told me that Daddy wanted her to stay longer but she
told him that i`m probably already at home and she should come to
me. if I'm summarizing this correctly, she might have just been fucked
by him when they had this conversation. the conversation of him wanting
her to stay and her needing to go home to me because i`m already
there.

after licking and Anna coming she straddle me and rode me for 3 seconds
(i guess) and i shot a second load into her pussy that evening.

as if that wasn't enough, Anna told me that this very late morning she
had a meeting with Fuckboy again. just for tutoring, of course.
the setting was nearly the same: her already topless for him waiting.
he was late, half an hour, what Anna pissed off. but not so much as
she was not ready for him to slurp on his dick. she again practiced
putting on a condom but blew him afterwards bareback. with swallowing.
she commented this that she hated it as he came in her hair.
when she told me about this episode with Fuckboy i noticed that she
actually complained a lot about him. about his coming late, holding her
head too stronge, pushing it too rough against his ass (yes, they did
it again), coming on her hair the last time....
i wasn`t in the mood and attention to ask her why she still sees him
if he is just a jerk.

It's good to see Anna hasn't wasted any time catching up with old friends.
Have a wonderful holiday season at home - I suspect there'll be more catching up to do, perhaps with others as well.
And when you return to where you are, Anna has been planning and getting prepared for more hands-on dating. This is good news!

that is Anna`s plan: to be the best condom skilled slut in town.
but i will never call her that way.

I find it curious that Anna doesn't want to fuck Fuckboy... for her to see how well Alina taught him. Doesn't he have a larger cock than Daddy? She has no interest to know what it feels like inside her? Maybe it's about time for her to fuck the young boys Yuto and Nyjah? Either one or both at the same time?

Anna never speaks about length. she once spoke about Fuckboys penis
as magnificent. Alina and her name it that way.

You might suggest Anna should take pity on Fuckboy and let him have her pussy at least once before she leaves town again ... The poor kid deserves a nice break from her for being so obedient, and I think he would probably make her orgasm on his cock if she let him have her bareback ...

Love it - especially that the first time she was with daddy he took her ass. Hopefully it didn't hurt too much after 3.5 months without anything being in there.

I too wonder how long it will be until she goes further with fuckboy - the fact she had plans with daddy for the second night might have been the only thing that kept fuckboy from finding out just how incredible it feels to be inside her.

i doubt that she will ever fuck Fuckboy. she had so many opportunities
in the past and never went this way. she not even showed him her pussy.
the only reason she is going topless for him is for him to cum faster.

Anna told me, as she was already home and i wasn`t, about Daddy
taking her ass and she indeed said that it hurt. actually very much but
she didn`t want him to notice it. she wants him to enjoy it. she got
used to it after a while and Anna thinks that she is just not in practice
and they should do it more often.
of course i offered myself for practice, but she just smiled and went
away tapping me on my chest.

[EddyB]

God, I love these updates!

[Tryn]

Does Daddy use enough lube when he takes her ass? If not, Anna should have him use more. It shouldn’t be painful at this point. Has tried other positions for anal? Doggy anal is my wife’s least comfortable position. Missionary anal or spooning anal are MUCH more comfortable for her. Some nights she prefers anal over PIV. But she never requests anal doggy. She will request PIV doggy style though.

[user322]

Do you want two interesting comments?

1

I doubt she'll ever fuck Fuckboy. She's had so many opportunities
in the past and has never done that. She hasn't even shown him her pussy.
The only reason she gets topless for him is so he'll come faster.

If she shows her pussy to Fuckboy, maybe it will make him come even faster.....

2

Anna told me, when she was already home and I wasn't, that Dad was fucking her ass, and she actually said it hurt. Actually, a lot, but
she didn't want him to notice. She wants him to enjoy it. She got used to it after a while, and Anna thinks she's just not in practice
and they should do it more often. Of course, I offered to help with the training, but she just smiled and walked away, patting me on the chest.

Anna uses Fuckboy to practice putting on condoms; it's her "trainer." Anna can also use Fuckboy for anal training...

[Aureus]

Maybe get her some butt plugs. So she wears a skirt stockings and a plug when going to daddy.

[BallSpanking]

... Still ... I wonder how Anna would react if you suggested she would enjoy Fuckboy's magnificent cock in her pussy.
Would she shut you down immediately, or might she give it some consideration?

[y_guy]

Does Daddy use enough lube when he takes her ass? If not, Anna should have him use more. It shouldn’t be painful at this point. Has tried other positions for anal? Doggy anal is my wife’s least comfortable position. Missionary anal or spooning anal are MUCH more comfortable for her. Some nights she prefers anal over PIV. But she never requests anal doggy. She will request PIV doggy style though.

as far as i know they use lube. they even tried different positions.
on one hand she love missionary style while getting her bum fucked,
because she can "look Daddy into his beautiful eyes", on the other
hand it requires a lot of self-control because she doesn`t want him
to see her pain. he would stop immediately and she doesn`t want
him to stop.

Do you want two interesting comments?

1

I doubt she'll ever fuck Fuckboy. She's had so many opportunities
in the past and has never done that. She hasn't even shown him her pussy.
The only reason she gets topless for him is so he'll come faster.

If she shows her pussy to Fuckboy, maybe it will make him come even faster.....

2

Anna told me, when she was already home and I wasn't, that Dad was fucking her ass, and she actually said it hurt. Actually, a lot, but
she didn't want him to notice. She wants him to enjoy it. She got used to it after a while, and Anna thinks she's just not in practice
and they should do it more often. Of course, I offered to help with the training, but she just smiled and walked away, patting me on the chest.

Anna uses Fuckboy to practice putting on condoms; it's her "trainer." Anna can also use Fuckboy for anal training...

... Still ... I wonder how Anna would react if you suggested she would enjoy Fuckboy's magnificent cock in her pussy.
Would she shut you down immediately, or might she give it some consideration?

i did suggest fucking Fuckboy in a moment of complete misjudgement
of the relationship between them. it might sound strange for everyone
living outside of Anna`s universe, but she really sees him only in his
role of a provider of a hard, maybe magnificent, penis for her exercise.
nothing more.

Maybe get her some butt plugs. So she wears a skirt stockings and a plug when going to daddy.

Anna and butt plugs?
this would never happen.
for one reason: if i would suggest it, i am confronted with a huge
thunderstorm of anti porn emotions.
for the second reason: only sluts wear butt plugs

again, it is Anna`s universe. we don`t have to understand.

we had family time and this time the conversation over meal came to
Fuckboy. my little brother told something i can remember and Anna
asked some questions about him, sitting there on the table, between
her mother and my mother, looking so innocent and noone would even
think in his weirdest mind that this beautiful girl let him cum over
her face a little while ago.

[ocean_11]

Great Updates!

I think the buttplug thing would work if you do it together. I wouldnt be a porn thing. It would become a couple experiement. But it would mean you have to put one in as well. I think Anna would love your affort to understand what she is going through!

Greetings from Iceland

[Rogueuser1]

I think if you pitched the butt plug as a way for her to not show daddy she was in pain so she wouldn't have to worry about him stopping if they were doing it missionary she might go for it. It is all in how you bring up the topic.
Has she ever told you if fuckboy's penis is longer or thicker than yours or does she not share those kind of details? I think fuckboys biggest positive trait is he is happy with what he is getting and doesn't push for more. getting a rimjob and blowjob is enough for him - but I wonder if it will always be enough for anna.

[user322]

i did suggest fucking Fuckboy in a moment of complete misjudgement
of the relationship between them. it might sound strange for everyone
living outside of Anna`s universe, but she really sees him only in his
role of a provider of a hard, maybe magnificent, penis for her exercise.
nothing more.

Well, exactly! In my proposals, Anna doesn't do these things with fuckboy because he's her lover, or because he's someone she likes, but only because fuckboy is her cock supplier, which she only uses for training... at least that's how Anna puts it in her universe

[ccklvr]

It's pretty interesting that so many are fascinated by Anna having intercourse with Fuckboy.

How comes?

[MatureCouple]

It's pretty interesting that so many are fascinated by Anna having intercourse with Fuckboy.

How comes?

Alina and Anna are like sisters... could be said "twin sisters of different mothers". Alina taught Fuckboy how to fuck and is proud of that fact. And Fuckboy has a magnificent cock... wasn't that one of the driving reasons Anna picked Fuckboy to practice with putting on a condom?

Now Alina and Anna have fucked a handful of the same men, and enjoy comparing them sexually. Remember the bartender? Alina fucked him and thought he was a terrible fuck, so Anna gave him a go and agreed. So if Alina thinks Fuckboy was taught well and fucks well, then Anna should see if she's right. It just seems like a natural thing for Anna to fuck Fuckboy because he is another male she and Alina would have in common to compare notes about. But that might be the reason Anna doesn't want to fuck Fuckboy... what if Anna thinks he's not very good? Would Anna's opinion not hurt Alina's feelings? If Fuckboy wasn't Alina's "student", maybe she would've fucked him by now.

I think Alina and Anna need to do Fuckboy together... a threesome.

Talking about comparing notes... what about Marc? Alina has fucked him (maybe a number of times), and he promotes himself as a superior fucker, so it also seems natural that Anna should fuck him so he can be compared. And with that, shouldn't Alina fuck Daddy? Alina shared her married boyfriend with Anna, so Anna should share Daddy with Alina.

[Aureus]

Great Updates!

I think the buttplug thing would work if you do it together. I wouldnt be a porn thing. It would become a couple experiement. But it would mean you have to put one in as well. I think Anna would love your affort to understand what she is going through!

Greetings from Iceland

You could buy a small one with a crystal and sell it as jewellery to wear for daddy.

[gruenberg]

It's pretty interesting that so many are fascinated by Anna having intercourse with Fuckboy.

How comes?

Alina and Anna are like sisters... could be said "twin sisters of different mothers". Alina taught Fuckboy how to fuck and is proud of that fact. And Fuckboy has a magnificent cock... wasn't that one of the driving reasons Anna picked Fuckboy to practice with putting on a condom?

Now Alina and Anna have fucked a handful of the same men, and enjoy comparing them sexually. Remember the bartender? Alina fucked him and thought he was a terrible fuck, so Anna gave him a go and agreed. So if Alina thinks Fuckboy was taught well and fucks well, then Anna should see if she's right. It just seems like a natural thing for Anna to fuck Fuckboy because he is another male she and Alina would have in common to compare notes about. But that might be the reason Anna doesn't want to fuck Fuckboy... what if Anna thinks he's not very good? Would Anna's opinion not hurt Alina's feelings? If Fuckboy wasn't Alina's "student", maybe she would've fucked him by now.

I think Alina and Anna need to do Fuckboy together... a threesome.

Talking about comparing notes... what about Marc? Alina has fucked him (maybe a number of times), and he promotes himself as a superior fucker, so it also seems natural that Anna should fuck him so he can be compared. And with that, shouldn't Alina fuck Daddy? Alina shared her married boyfriend with Anna, so Anna should share Daddy with Alina.

I don't want to come around thinking of me knowing everything about this gourgous young lady, but I think she already could have had him if she wanted to.
Maybe the reason is simple that she doesn't find him very sexual attractive. For example, in the past there were several guys she described as good partners as it came to sex. Her big boss and her caribbean friend. Both of them are confident men who like to keep her on the edge a little. Something she apparently likes and needs.
This young guy Fuckboy does everything she wants. She is snipping with her fingers and he is already ready. Something she maybe doesn't like that much. He is also a few years younger and maybe too childish and inexperienced. She probably finds this behavior very sexually unattractive.

[y_guy]

Great Updates!

I think the buttplug thing would work if you do it together. I wouldnt be a porn thing. It would become a couple experiement. But it would mean you have to put one in as well. I think Anna would love your affort to understand what she is going through!

Greetings from Iceland

believe, it would be a "porn thing".

I think if you pitched the butt plug as a way for her to not show daddy she was in pain so she wouldn't have to worry about him stopping if they were doing it missionary she might go for it. It is all in how you bring up the topic.
Has she ever told you if fuckboy's penis is longer or thicker than yours or does she not share those kind of details? I think fuckboys biggest positive trait is he is happy with what he is getting and doesn't push for more. getting a rimjob and blowjob is enough for him - but I wonder if it will always be enough for anna.

it is huge. according to 2As and it is a topic in conversations.
i sometimes start to have deep respect of him. i mean, the
2As are sometimes real mean to him, especially if they meet
him with a girl. there has been occasions. they tease him.
he, on the other hand, could easily destroy their lifes with
just a few words. especially Anna`s perfect little world of the
beloved innocent daughter-in-law could be crushed in only
shards and splinters. he knows my brother well, they are friends,
he knows my parents, stayes over sometimes for dinner or
lunch and hangs around in my world. imagine telling some of
the things Anna does to him and his penis (and butthole).
yes, he get`s his dick polished big time. this is maybe enough
for him.

It's pretty interesting that so many are fascinated by Anna having intercourse with Fuckboy.

How comes?

Alina and Anna are like sisters... could be said "twin sisters of different mothers". Alina taught Fuckboy how to fuck and is proud of that fact. And Fuckboy has a magnificent cock... wasn't that one of the driving reasons Anna picked Fuckboy to practice with putting on a condom?

Now Alina and Anna have fucked a handful of the same men, and enjoy comparing them sexually. Remember the bartender? Alina fucked him and thought he was a terrible fuck, so Anna gave him a go and agreed. So if Alina thinks Fuckboy was taught well and fucks well, then Anna should see if she's right. It just seems like a natural thing for Anna to fuck Fuckboy because he is another male she and Alina would have in common to compare notes about. But that might be the reason Anna doesn't want to fuck Fuckboy... what if Anna thinks he's not very good? Would Anna's opinion not hurt Alina's feelings? If Fuckboy wasn't Alina's "student", maybe she would've fucked him by now.

I think Alina and Anna need to do Fuckboy together... a threesome.

Talking about comparing notes... what about Marc? Alina has fucked him (maybe a number of times), and he promotes himself as a superior fucker, so it also seems natural that Anna should fuck him so he can be compared. And with that, shouldn't Alina fuck Daddy? Alina shared her married boyfriend with Anna, so Anna should share Daddy with Alina.

I don't want to come around thinking of me knowing everything about this gourgous young lady, but I think she already could have had him if she wanted to.
Maybe the reason is simple that she doesn't find him very sexual attractive. For example, in the past there were several guys she described as good partners as it came to sex. Her big boss and her caribbean friend. Both of them are confident men who like to keep her on the edge a little. Something she apparently likes and needs.
This young guy Fuckboy does everything she wants. She is snipping with her fingers and he is already ready. Something she maybe doesn't like that much. He is also a few years younger and maybe too childish and inexperienced. She probably finds this behavior very sexually unattractive.

you are all so right about what you write. it is difficult to understand.
the 2As comparing men in the past or even fucking them because the
other A did was a thing. and probably still is. for some reason i don`t
understand Fuckboy isn`t enlisted in this exclusive club. maybe the
reason is Anna knows him as a friend of my younger brother and sees
him in this world. maybe not.
i will never understand even if i ask her and she would say words to me.
words i understand but not the context. it is Anna`s universe.

[ccklvr]

It's pretty interesting that so many are fascinated by Anna having intercourse with Fuckboy.

How comes?

Alina and Anna are like sisters... could be said "twin sisters of different mothers". Alina taught Fuckboy how to fuck and is proud of that fact. And Fuckboy has a magnificent cock... wasn't that one of the driving reasons Anna picked Fuckboy to practice with putting on a condom?

Now Alina and Anna have fucked a handful of the same men, and enjoy comparing them sexually. Remember the bartender? Alina fucked him and thought he was a terrible fuck, so Anna gave him a go and agreed. So if Alina thinks Fuckboy was taught well and fucks well, then Anna should see if she's right. It just seems like a natural thing for Anna to fuck Fuckboy because he is another male she and Alina would have in common to compare notes about. But that might be the reason Anna doesn't want to fuck Fuckboy... what if Anna thinks he's not very good? Would Anna's opinion not hurt Alina's feelings? If Fuckboy wasn't Alina's "student", maybe she would've fucked him by now.

I think Alina and Anna need to do Fuckboy together... a threesome.

Talking about comparing notes... what about Marc? Alina has fucked him (maybe a number of times), and he promotes himself as a superior fucker, so it also seems natural that Anna should fuck him so he can be compared. And with that, shouldn't Alina fuck Daddy? Alina shared her married boyfriend with Anna, so Anna should share Daddy with Alina.

I don't want to come around thinking of me knowing everything about this gourgous young lady, but I think she already could have had him if she wanted to.
Maybe the reason is simple that she doesn't find him very sexual attractive. For example, in the past there were several guys she described as good partners as it came to sex. Her big boss and her caribbean friend. Both of them are confident men who like to keep her on the edge a little. Something she apparently likes and needs.
This young guy Fuckboy does everything she wants. She is snipping with her fingers and he is already ready. Something she maybe doesn't like that much. He is also a few years younger and maybe too childish and inexperienced. She probably finds this behavior very sexually unattractive.

you are all so right about what you write. it is difficult to understand.
the 2As comparing men in the past or even fucking them because the
other A did was a thing. and probably still is. for some reason i don`t
understand Fuckboy isn`t enlisted in this exclusive club. maybe the
reason is Anna knows him as a friend of my younger brother and sees
him in this world. maybe not.
i will never understand even if i ask her and she would say words to me.
words i understand but not the context. it is Anna`s universe.

This thing of the younger brother and if I remember it right, Alina did some babysitting with Fuckboy in his child-days, maybe really be a reason for not seeing him as a sexual partner.
Fortunately there are many others.

Are you already back at your work and is Anna with you? Did she restart dating?

[y_guy]

we are indeed already back in our new home town. work already has taken
over my life again. apart from sucking Fuckboys dick and getting her tight
little ballerina ass properly fucked by Daddy Anna spend some time at her
home university and can continue her work here at our new home.
this means she is spending some time home alone for most of the day
and me tired from working all day long Anna again gets a little bit sad.
which, in turns, means that she is bored and wanted some input in her
social life.

that was the reason she went on a date with this kissing guy. another one.
at their first date they went out to some bars and kissed that eveing.
nothing more happened.

the second date was nearly the same. Anna was in very high spirits to
prepare for her date. she tried on various outfits, did spend a lot of
time doing her nails, fingers and toes, did her best doing her hair and so
on. all the while i was at work getting messages and questions about my
opinion. if i like the dress. if i like this top. what i think about her
earrings. and so on.
i was sitting at my work place trying to concentrate on my work while
i had to watch on pictures of my girlfriend dolling herself up.
i finally made the suggestion of a ver short red dress with suntan
pantyhose which was rejected immediately. because it was to slutish.
why does she have this dress? she even wore it in the past. why is it
now too slutish?
she finally chose a longer black one which was possible to wear with
stockings, she told me.
on a second date wearing stockings? what does that mean?

as i came home that day she was already to leave and asked me again
if i could join her. i had so no interest. i was just tired and wanted some
time on the couch. Anna insited and so i found my self a little bit later
entering a bar alone five minutes before Anna came in. as i was entering
i could already see him as he was waiting for Anna.

she looked amazing. i believe again you could see his pride as this
hot girl was meeting with him. it was very funny to watch as they
greeted each other awkwardly. a kiss on the cheek? or one on the mouth?
they already kissed each other on their last date.

after my first beer i had enough and finally left signaling Anna my
intention. i guess it was alright with her, because at that moment they
already were very close. Anna was sitting on a bar stool and he was
standing very near by her legs, stroking them.

i wondered at that moment if he already knew about her wearing
stockings underneath and no pantyhose. and what this information did
with his motivation for the evening.

at home i prepared for bed as i got a message from Anna. he was at
the toilet and she just thanked me for my support and that everything
is fine and that she loved me.

i was asleep as she finally came home. tipsy. grinning. too loud.
she was in high spirits and while undressing and getting ready for
bed, in bright light, to make sure the all-day-working boyfriend is
certainly awake, she told me about her evening.

he is such a funny good looking and interesing guy. he is also a lucky
guy because as they were making out walking from one bar to the next
he felt her up and fingered her pussy. wet pussy, was the information
i got.
he also felt her boobs (not naked, through her top of her dress, but
the hem went up and he liked her butt. she said, he gave her lots of
compliments about her tight butt.
she also felt him up and Anna said, she liked him being hard for her.
he said to Anna that he liked her wearing stockings and it seldom happens
to girls he met. another compliment Anna loved to hear.

nothing more happened at that evening but i'm sure this guy will get
more of Anna the next days.

no, he doesn`t know anything about me and Anna being in a relationship.
Anna wants to keep it that way at the moment.

Anna also said something else that i didn't pay much attention to at first.
she totally understood that i was tired and wanted to go home after
this short time at the bar, but she wished i would have stayed longer.

[Pecannut]

Wow! That was so hot. Thank you for sharing your experience with us. I bet this guy is going to get lucky on day.

[parmaham55]

So many hot moments there. These are the subtle moments we crave, not the full on situations. She wants you to step up and watch more. Anna loves you so much that she loves you watching her, more than she loves the moment itself. Of course, his fingers on her pussy makes her wet, but that is just the mechanics of it ... the real excitement for her is that you are there in support, in her mind.
You are so, so lucky. All good.

[Rogueuser1]

Love the update... and the stockings! Hopefully things continue to go well!

[Intosex]

I agree with parmaham55. She wants you to see what she is doing. Maybe you could dig down deep and find it in yourself to do so.

[subtoall]

I agree with the others that Anna wants you there to see her in action with her dates. Maybe you can take a nap after work so you're not so tired to do go out with her on her dates. Also, if the beer is making you even more tired, maybe you can get a sparkling water or a caffeinated beverage, like a coca cola, so you have more energy on Anna's date nights.

[pixmangurn]

I agree with others, you need to find a way to be rested and ready when Anna dates. I think it makes it hotter for her knowing you are there watching her work her magic and how desirable she is to her dates.

[y_guy]

yes, she wants me to be present. i don`t know if anyone remembers, this was
already a topic at the beginning with daddy. she wanted me to be present.
probably she also wanted me to watch her getting fucked, i don`t know.
but it was for sure she wanted me to develop a relationship with him. to
hang out with him like she did.
i didn`t want that.

now she is a little bit more subtil. i agree with you. but it don`t know how
far i will go. i don`t have a problem watching them from the distant, although
it is very boring to hang out in a bar alone. i`m not that kind of guy. we will
see.