My Young Girlfriend - Well....

[best_friend]

sorry, but i forgot to mention that Anna decided to tell nothing about
me at the beginning. she said that would sound weird.
how right she is about that.

She is probably right about this. I understand what she is meaning. Maybe you find someone to whom you can open up.

[y_guy]

the dating or how little ballerina Anna explored tinder:

i don`t want to bore about the time before the first date.
let`s just sum it up in talking, doubting, considering,
choosing, being excited. different levels, different times.

Anna wouldn`t be Anna if she wouldn`t doubt if they
would really like to date her. i mean. is she sane?
she is bright, she works as a photo model, she can
put her knees behind her head. she has legs till the sky.
after all, it`s Anna.

i let her decide for herself, i didn`t push her in any
direction. she dicided to try it.

the selection who should be the lucky guy was another
age. the lucky one was a student one year younger and
according to Anna funny. and handsome.

i wasn`t at home while she prepared for the date. it was
a big issue for her. one of the reasons she even wanted
to date. she wants to have al this things that come
along with dating. the foreplay, the getting ready, the
dressing up, she choosing what to wear, the manicure, the
pedicure, the right perfume.
i wonder how many date was send between Anna`s and Alina`s
mobile this day. probably more than with the apollo 11 mission
during the whole trip.

i was at home as she was just leaving for the date. she looked
stunning. this was surprising because she had been thinking of
looking not to hot for her date because she didn`t want to
look like a needy slut. for Anna it was very important to look
classy.
she did well.

while she was gone i changed between the urge to wank or to
wait. well, i wonder if ever one guy didn`t wank if he wanted
to. i wonder if this ever happened in mankind.

Anna texted me about four hours later that she is on her way
home. i was on needles. i couldn`t imagine how it was for
her. Anna told me before she left that she won`t fuck. of
course she was using this words. but the context was this.
she used girl language.

as she entered my flat she look still gorgoues. you could see
that there was no physical interaction on her face. even her
red lips looked perfect. too perfect.
me, the brain, had this thoughts.
Anna, the brain, noticed this and laughed and said no, there
wasn`t anything going on, just a kiss on the cheek. she redid
her lipstick in the uber.

long story short, her first date was fine but nothing extraordinary.
probably the reason was that Anna had too high expectations
from all this romcoms girls are watching. but she liked that
she could dress up, go out and have some fun. they were at a
bar i didn`t know either and she wanted to show me.

the reason was that the guy was not her type. i didn`t know that
she has a type. except from me, of course. she said, he was
handsome. maybe not that similar as on his pictures but there
was a level of recognition. chatting via whatsapp was more fun
than actually talking with him. he was too shy and boring.

anyway, she said there wouldn`t be another date with him. he didn`t
know that at that time but learned the next days.

there were more to come.

[path22]

It's always exciting to hear about Anna and her adventures. This is one of the best threads on OUH. Thanks.

[Cuckcuckgoose1]

What a great next chapter for Anna. Can't wait for her next date.

[y_guy]

i have to say, Anna is a trooper. for sure.

i suspected that after her first date with only manageable success,
if one assumes the exchange of body fluids and bacilli, Anna would
loose interest.
far from it, it went straight on. at that time i had really much work
and only came home to sleep. that was the reason i didn`t really
noticed Anna`s work on tinder and insta. it was only three or four days
later that she announced her second date.

again: long story short: no kissing, no sex, nothing.
according to Anna it was a total waste of time. she let him choose the
location of meeting and he suggest a bit of a dodgy restaurant in a
rather run-down area. although she checked it before on google it
was worse than she suspected.
the big downer was his smell. Anna said he reeked of a much too bad
aftershave or deodorant and unfortunately he applied far too much
of the cheap stuff. Anna stayed there only for a few moments and
before he could force her to something she doesn`t want to do, she
was off the way.

i was kind of surprised as she texted me she was already on her way
home and because she was already dolled up she persuaded me to
meet her in a bar. it was a nice evening and we laughed about the
guys she met. Anna said she felt a little bit unconfortable with the
last guy and we talked about the possibility of me being there when
meeting another guy. not as her boyfriend, of course. just also in the
bar but away and keeping an eye on her.
i was never good in refusing a wish of Anna and this time it was the
same. it also didn`t helped that she had her foot in my lap at the bar
and was playing with my stiff penis.
she is good.

this was the second date.
just this much: the next one was better.

[Tryn]

Sounds like Anna would be better served pursuing older guys. Most younger guys just don’t have the maturity and boldness that she seems to prefer.

[y_guy]

the third one was better.

Anna chose for her third one a guy she already fancied at the beginning,
she was texting with him, but he was not too talkative during their texting.
she said she has to drag everything out of him. once something came,
it was fun for her.

as agreed she nevertheless wanted me as a wing man. as a secret wing
man hidding in the dark and observing like a silent drone the battle field
from further away.

her plan was to meet at a bar we already knew and me to go there first.
i did as been told. Anna was late and as she entered the bar i could witness
from a different angle how she attracts people. it is fun to watch the guys
look after her and also the girls. the girls scan different. from head to toe
and back. with this special face of concealed envy and unjustified criticism.
the guys just look at her legs, butt and boobs. i doubt any of the guys
are knowing if she is wearing earrings ro not. the girls on the other side
are checking within a few moments if the earings fit to the lip gloss.

he was already there. i recognized him. you could see his pride as he
realized that this hot girl is there for meeting him. but there was also some
uncertainty on his side. on Anna too. if you know her, you would notice.
just small hints of fragility.

the next hour i spend watching my girlfriend with a dude in a bar. drinking,
laughing and talking. she touched his arm a few times. she knew of course
that i was there and for my taste she was looking too little in my dircetion.
after around an hour she texted me, maybe pretending some other recipient,
that everything is fine.
i already bored myself to death and because she didn`t write i should stay
i waited for one of this few looks and gestured that i will leave. there was no
response i could have interpreted i shouldn`t and left my girlfriend alone
on her date.
interesting feeling.
i know we are in this kind of game for quite a while but it felt different this
time. maybe it was a while ago she did something similar. the last episodes
were she spread her legs for some guy was either daddy (well, she spread
her cheeks) or some other guy she already knew.
this time it was different. i can`t describe it exactly. not even in my mother
tongue. it was something like leaving something behind that shouldn`t.
maybe it was because i was not a part of it. not that i was a part of it with
her prior encounters, but this time it was the fact that she did not interact
much with me.
sitting at the bar i had more eye contact with a random girl on the other side
of the counter. this strange girl was more interested in me than my own girlfriend.

on the way home i had some thoughts about this.
but also an ICE. although it was not so I. more CE.

round another hour later Anna texted me they are switching to another bar
he wanted to show her. this was also a goal for Anna. to learn more about
the night life in our new hometown.
the message was finished with a heart and the fun part is i viewed this heart
very intensively.

[wannabecUKold]

Well thank you y_guy. Interesting that you had a little angst with this guy.
Big question: how did it finish?

[subtoall]

Another y-guy cliffhanger. And he thinks he's not a good writer!

[Rogueuser1]

Love it - glad she kept with it even though the first few didn't go well

[parmaham55]

This may be unpopular with you, y_guy, and members of this forum, but I feel somewhat uncomfortable about the trickery here. At the other end of this date is man, who - yes may well be driven by his hot desires for Anna, not by his brain - but he may be looking for a longer term relationship and a desire to meet a life partner, and he doesn’t realise what he is stepping into.

Up until now, there’s been full transparency and the men in Anna’s life have fully been aware that Anna has a devoted boyfriend already.

Just saying as a personal opinion, but I’m loving the fact it’s happening! , and need to know more!

[Cuckcuckgoose1]

What a buzzkill...

[PlzFuckMyHotwife]

This may be unpopular with you, y_guy, and members of this forum, but I feel somewhat uncomfortable about the trickery here. At the other end of this date is man, who - yes may well be driven by his hot desires for Anna, not by his brain - but he may be looking for a longer term relationship and a desire to meet a life partner, and he doesn’t realise what he is stepping into.

Up until now, there’s been full transparency and the men in Anna’s life have fully been aware that Anna has a devoted boyfriend already.

Just saying as a personal opinion, but I’m loving the fact it’s happening! , and need to know more!

I can see both sides of this argument. After being in the lifestyle for so many years and seeing probably thousands of interactions on different apps my views are more nuanced than they used to be.

I remember reading somewhere that about 30% of "singles" on dating apps are actually in a fully committed relationship and therefore misrepresenting themselves. No, I don't remember where I read that and have no way of knowing whether it's true or not.

Regardless, my hot cutie with a booty and I, separately and together, through our collective interactions on dating apps over the years, have come to believe that that's likely the case to a great extent. Empirical evidence, if you will.

Most profiles are sufficiently vague that one cannot know the true intent behind someone being on a dating app. We also don't know the content of the conversation prior to meeting up or what was discussed during their first date. It's also commonly accepted in the dating world that exclusivity shouldn't be expected until both parties have explicitly discussed it and agreed to it.

Up to that point, of discussing and agreeing to exclusivity, or discussing and defining the relationship to the extent that the existence of a significant other needs to be disclosed, I believe it's fair to make no assumptions. If someone makes an assumption that every date is a potential prospect for a long term relationship... frankly, that's on them.

There are so many types of non traditional relationship dynamics today... polyamory (solo, hierarchical, non-hierarchical, etc.), situationships, micro relationships, friends with benefits, throuples, cuckolding, hotwifing, open relationships, etc. that there can't be an expectation for everyone to be looking for the same thing on a dating app.

[parmaham55]

@PlzFuckMyHotwife - very fair points, well made. I can see what you are saying. A couple of extra thoughts:
- maybe it depends on how it plays out - it's almost counter-intuitive - if Anna dates more than once or twice, leading to sex on a third or fourth date, then that's building a relationship first. If it's full-on from date one, then that's more understandable, in keeping with y_guy and her desires.
- this is such a radical change of behaviour after 4 years of such an exciting life, Anna has not dated like this before, ever.

[PlzFuckMyHotwife]

@PlzFuckMyHotwife - very fair points, well made. I can see what you are saying. A couple of extra thoughts:
- maybe it depends on how it plays out - it's almost counter-intuitive - if Anna dates more than once or twice, leading to sex on a third or fourth date, then that's building a relationship first. If it's full-on from date one, then that's more understandable, in keeping with y_guy and her desires.

To some extent, yes, I would agree. But not necessarily.

I do not know how Anna intends to play this game and won't even try guessing. But... my hot cutie with a booty has come to enjoy a slower burn lately. So most of her first / second dates don't lead to sex these days. She's simply savouring the dating and courtship experience more. While she's building a connection this way and weeding out those looking for a quick fuck, she isn't necessarily building a relationship.

- this is such a radical change of behaviour after 4 years of such an exciting life, Anna has not dated like this before, ever.

Change is the only constant in life. We all evolve and change. Love seeing this new development for Anna and can't wait to see what the future has in store for this young couple in love!

[sucker00]

amazing update y_guy! For Anna's first date, did you spend time with Anna as she got ready for her date, or did leave her by herself to primp herself? I I always love to hear what Anna chooses to wear when she has fun. What did she decide to wear for her date?

[gruenberg]

@PlzFuckMyHotwife - very fair points, well made. I can see what you are saying. A couple of extra thoughts:
- maybe it depends on how it plays out - it's almost counter-intuitive - if Anna dates more than once or twice, leading to sex on a third or fourth date, then that's building a relationship first. If it's full-on from date one, then that's more understandable, in keeping with y_guy and her desires.

To some extent, yes, I would agree. But not necessarily.

I do not know how Anna intends to play this game and won't even try guessing. But... my hot cutie with a booty has come to enjoy a slower burn lately. So most of her first / second dates don't lead to sex these days. She's simply savouring the dating and courtship experience more. While she's building a connection this way and weeding out those looking for a quick fuck, she isn't necessarily building a relationship.

- this is such a radical change of behaviour after 4 years of such an exciting life, Anna has not dated like this before, ever.

Change is the only constant in life. We all evolve and change. Love seeing this new development for Anna and can't wait to see what the future has in store for this young couple in love!

I don't want to speak for Y_Guy, nor can I. He's here anyway, so he'll certainly tell us what's going on.
But when I read his last posts, I come to the conclusion that Anna is all about dating. We have to keep in mind that Anna and Y_Guy have been together since they were very young teenagers. Anna has never had the opportunity to date different guys. Y_Guy himself wrote that for Anna, dating is also all about what happens beforehand. The preparation. Apparently the young people here have a corresponding view supported by TikTok and Instagram.
It may be that for many people, dates are for having sex. I don't think that's the case for Anna. Not that she won`t, but it is not her primary motivation. I think she wants to live out what she didn't have in the past and the opportunity to be in a foreign city where nobody knows her makes it much easier to do so.In their home town, the 2As are probably well known, at least that's what Y_Guy once suggested.

But like everyone here, I can hardly wait to see what happens next.

[y_guy]

i finished with me on my way home and Anna hitting some bars.

i want to say something about the discussion above. it was a
topic in Anna`s conversations with me. how much should we,
or she, tell about our situation. Anna didn`t want to go into
full transparency. i agree with that.
let`s face it. it is tinder. tinder is meant to find someone to
fuck. it is not about relationship and marriage. we are in europe.
we don`t marry that young.
like gruenberg wrote it is about Anna dating. she want`s to get
someone to know and she wants to get to know our new home
better. on dates there is always some kind of intransparency.
everybody wants to sell himself in the best way. if you are honest,
you will probably never play in the next level.
but Anna made it clear that she wants to decide what to tell at
what stage.

coming back to her date. they left the bar where they met and
ended up in another bar. Anna liked this bar and was impressed
that he showed her this location. this was a big plus for him
because it was a fancy bar Anna liked. she said later that he lots
of taste.
they had some fun and she got tipsy what is always a good sign.
Anna felt well and trusted him.

Anna said he was very charming and as it was time to leave
he persuaded her for another bar. Anna agreed and i wonder if
it was difficult for him. i guess not.
this bar was a lot darker and it fits best to the time they were
already gone.
(i already slept at this time. wonder, how i could do so, now thinking
about it)
it was loud music, it was crowded and it was with a lot of body
contact. with all these ingredients of an evening of two sexually
mature people, it was bound to happen:
they kissed.
according to my beautiful talkative girlfriend it was a hot kiss.
he can kiss.
another plus on his side.
but not more.
i asked her if he felt her up and she said, she thinks, but can`t
remember it very clearly. i guess he did. who wouldn`t. does
any guy kiss a hot girl in a crowded bar and wouldn`t feel her up?
no way.

Anna said if was a little bit too much for her and she decided,
after some more kissing, that it was better to leave. he was fine
with it and didn`t urged her for more.
another plus on his side.

he waited for her to get her uber and they agreed to see each
other again.

as Anna came home i was asleep and turned awake really fast as
i noticed her. she kissed me too and it is nothing better than
kissing some drunk girl with alcohol on her breath after you already
slept a sober sleep.
not.

as she undressed i checked like a buzzard if there were any signs
of fucking. no torn pantyhose. no hickeys on body parts you wouldn`t
access without getting undressed. actually, there weren`t any
hickeys at all.
a sign that Anna was drunk was that she didn`t noticed me watching
her analyzing. she told me about her evening incoherently what
i wrote above. although i was horny, we didn`t fuck at that moment,
Anna was too tired.

the next day Anna was suffering a small hangover and as i got home
that evening she was all in nature again. she told me again from her
night and that she might see him again. she was reserved at first,
i guess, checking me up if i`m fine with it.
i am.

right now the situation is: Anna is still texting with some others. but
no date right now. there was also no date with this kissing guy. but
we went out to the second bar she was with him. not the dark and
crowded one, the other. it is really a very cool bar. i was very touchy
with Anna, staking out my territory and i had this thought, if he is
maybe present and is seeing us.
but i guess no, because Anna didn`t receive any messages in this
direction.
the reason why they didn`t date again was the lack of time. not that
she didn`t want too and as far as i know, he would also like to see
(kiss and fondle) her again.

there was some negative stuff too. nothing goes smooth.
i asked Anna afterwards why. she didn`t fuck him.
well, not a good question. no, no.
Anna got pissed because why i think so. she is no slut.
of course, she isn`t.

[Rogueuser1]

Sorry but I can't help but laugh at her getting mad at you for asking that There are just so many minefields a cuckold boyfriend can accidently wander in to. Glad things are still going well for you both!

[y_guy]

Well thank you y_guy. Interesting that you had a little angst with this guy.
Big question: how did it finish?

maybe it was angst. i don`t know. it was certainly an unknown feeling.
i don`t thnik that i would loose Anna, no way, but her leaving her on
a date, something i don`t know for myself, was kind of strange.

Love it - glad she kept with it even though the first few didn't go well

hell yes, those two guys at the beginning were real zeros. especially
the second guy. it is very hard to get into his head.

This may be unpopular with you, y_guy, and members of this forum, but I feel somewhat uncomfortable about the trickery here. At the other end of this date is man, who - yes may well be driven by his hot desires for Anna, not by his brain - but he may be looking for a longer term relationship and a desire to meet a life partner, and he doesn’t realise what he is stepping into.

Up until now, there’s been full transparency and the men in Anna’s life have fully been aware that Anna has a devoted boyfriend already.

Just saying as a personal opinion, but I’m loving the fact it’s happening! , and need to know more!

i know what you mean and i understand you very much. but you
have to remember: it is tinder.

or like PlzFuckMyHotwife wrote the long version. like i never could with
my limited virtuosity of the english language.

amazing update y_guy! For Anna's first date, did you spend time with Anna as she got ready for her date, or did leave her by herself to primp herself? I I always love to hear what Anna chooses to wear when she has fun. What did she decide to wear for her date?

i wasn`t capable to spend all the time for the preparation. it is Anna.
such things take time. i had to earn money.
what i noticed in passing was the dilema of not looking like a fuckable slut
and this very thin line to looking hot. something i am not competent to
understand, to see or even to tell.

I don't want to speak for Y_Guy, nor can I. He's here anyway, so he'll certainly tell us what's going on.
But when I read his last posts, I come to the conclusion that Anna is all about dating. We have to keep in mind that Anna and Y_Guy have been together since they were very young teenagers. Anna has never had the opportunity to date different guys. Y_Guy himself wrote that for Anna, dating is also all about what happens beforehand. The preparation. Apparently the young people here have a corresponding view supported by TikTok and Instagram.
It may be that for many people, dates are for having sex. I don't think that's the case for Anna. Not that she won`t, but it is not her primary motivation. I think she wants to live out what she didn't have in the past and the opportunity to be in a foreign city where nobody knows her makes it much easier to do so.In their home town, the 2As are probably well known, at least that's what Y_Guy once suggested.

But like everyone here, I can hardly wait to see what happens next.

you picture one big point. or two.
the preparation was very fun for her. i guess it glossed over the
negative experiences.
the second point is that she needed some social interaction that
is not under the 2-dimensional filter of a tablet screen.

Sorry but I can't help but laugh at her getting mad at you for asking that There are just so many minefields a cuckold boyfriend can accidently wander in to. Glad things are still going well for you both!

in retrospect it didn`t come surprising. again, thinking with
an ICE is never good. talking is even worse.

[Rogueuser1]

So - has she not had any man inside her, except you her loving boyfriend, since early January when she said goodbye to daddy? That is a long stretch of monogamy for her!

[y_guy]

i guess Anna`s dating experiences till now was what was expected.
but this is what it has been. i`m not surprised about her reluctance.
in Anna`s world, maybe except from the weird guy, the dating
was a success. she wanted to dress up, the anticipation and excitement,
the meeting new people, the nightlife, some flirting. there was
exerything Anna wanted from dating.

Anna is gone right now. she got into our home town earlier because
she had to do some stuff at her university and i will get home these
next days for some holiday-time.

the first evening at home Anna met with her mom and Alina. of course.
the second evening at home she already got her bum stuffed. of course.
she spend her second night with Daddy and he got everything he was
missing for the last three and a half months: a beautiful ballerina girl
which is submissively willing to offering him every hole of her tight body.

that wasn't all that surprising.

but that is not all.

it was her forth day at home that she told me something i really didn`t
expect. it was after, not before, that she talked about it.

Anna texted Fuckboy to meet her in our flat. it was all about tutoring
in condom use. well, this was surprising. i wanted to know how and
why and wtf. this is what she told me.
Anna said that there would be maybe the occasion that her tinder activites
would lead to the need of using properly condoms. "do you want me to
go bareback?" was a question she asked me while she talked about it to me.
i have to admit, if i hadn't had an ICE yet, this would have been the time.
of course Fuckboy wanted to know why she wanted another lesson and
she snapped at him that this is not his business and he should just be
happy to get a blowjob. it seems, he accepted this and let Anna blew him.
he has never seen her naked and this was no exception. she told me she
went topless, even skipped her skirt, but left her panties and pantyhose on.
panties, because it was a sheer pantyhose and she explicitly told me she
didn`t want him to see her pussy through it.
they tried the condom part and according to Anna she needed a few
attempts to finally succeed. as it was on, she undid it and pushed him to
the couch. then came the part of the blowing with ass licking till he came
in her mouth and she swallowed.
Fuckbuy already knows his part and was gone as she came from the bathroom
cleaning her face.
what i also know from some subordinate clauses that she used. he held
her head down and made her gag while she had his penis in her mouth.
she said, she got tears in her eyes and it smeared her make up. it seems she
especially put a little bit more than usually meeting him.

if this wasn`t surprising enough.

they repeated this the next day. we talked on the phone after her first tutoring
and after she told me she informed me that she will do it the next day again.

i asked her what she is planing and she said something, that it is important
for our health that she is good at using condoms.
for "our" health.
what a thoughtful girlfriend i have.

the next day was the same setting: our flat, topless Anna, this time in leggings,
hair in a bun.
the only difference, this time he came on her face and tits.
and hair, which annoyed her, because she had to wash it again. she let him
notice her annoyence. what a poor guy. i could imagine what she did and said.

this particular day was also surprising because because Anna met Daddy a few
hours later and got her second penis stuffed into her within a short time.
but the second time her pussy got fucked too. not only her mouth. but no anal,
what i guess from her reporting.

[parmaham55]

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!

[MatureCouple]

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?

[BallSpanking]

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 ...