My Young Girlfriend

[SpicySaltnPepper]

I am wondering what goes through the head of this guy fucking a young girl, young enough to be his daughter, in the girlish bedroom of a young girl.

I had a local couple reach out to me last week asking if I was interested in fucking her while he watched. He was 57, she was 19. EXTREMELY attractive too.

But I couldn't do it. I have a teenage daughter. Legal or not, I can't make it work in my head. Plus, what are the chances that a 19 year old dating a 57 year old that struggles to get it up is even any good at sex anyway? I'm long past the point where simply being hot is enough to make me want to strip down and fuck.

[y_guy]

over the last few years i`ve been posting Anna`s adventures here i now and then
mentioned that Anna has daddy issues. apperently. Anna`s dad left his family when
anna was a young child. her parents were very young at anna´s birth and Anna
grew up without a daddy around. her mother was dating later, but there was no steady
stepdad. at her young age of 12 one of the guys her mom was dating molested her and
this was very traumatic for anna. Anna`s mom felt very sorry for Anna and over the
years she felt also very guilty for not providing a family for her.
that must be kept in mind if you see Anna lusting for attention from older men.

i`ve been phoning with Anna recently and of course around the topic of her evening
cooking for Greg`s friends. maybe the cooking part wasn`t the most discussed while
these conversations. being an underfucked horny bastard kilometres away from my
girlfriend i wanted to know all the juicy details. Anna was a little bit annoyed about
my prefered topic and was more into telling me about the weird fucking while in
Greg`s daughters room. she, the daughter, isn`t living there permanently and it is
more of a room of her as she was younger. that is the reason why it is still that
furnished and decorated. Anna said she felt strange thinking of her and it was
difficult for her to focus on the sex.

she didn`t talk with Daddy about it.

but what Anna did, after all, she is the queen of selfies, she did one of her lying
naked in the bed of Daddy´s daugher. she did it that way that you can identify
the room.

Anna also said that she would like have watched Daddy with Sandra. she would really
like to watch him.

she didn`t talk with Daddy about it.

from her first encounter Anna knows about Sandra`s shaved pussy and this was a
topic in our conversation too. and that Sandra is such a beautiful woman.

apart from that i can report about a new modeling job of Anna. it is again some
advertisment for a local company consisting of internet presence but also adverts
in local newspapers. Anna is very happy about this. i wonder if one of Anna`s past
lovers will think of reconnecting with her when they are leafing through the newspapers
on a sunday morning while drinking their coffee and seeing the ad featuring Anna.

[Rogueuser1]

Hopefully she opens up to daddy about wanting to watch him with sandra - she would probably really enjoy it. Maybe she and sandra could even kiss a little if she finds her so attractive...

[Lensman2000]

On one hand, it's reassuring that she shares things with you that she can't or isn't comfortable sharing with Greg. On the other hand, Anna has been lovers with this guy (her mentor) for years and that's not likely to change soon. She should be more frank with him. It would benefit everyone in your crazy/delightful equation.

[8toplaywith]

Can you mention this to him? She's obviously too shy.

[LuvBoot]

Maybe while she was in Greg's daughter room she could relive the trauma of being molested in a safer space. Poor girl. Can you suggest therapy.

[y_guy]

Hopefully she opens up to daddy about wanting to watch him with sandra - she would probably really enjoy it. Maybe she and sandra could even kiss a little if she finds her so attractive...

Anna has kissed girls in the past. she did it to make us guys horny, to put
on a show. which always, i mean really always, never failed. so she would
probably do it just to make Daddy happy. if that is what Daddy wants, she
would please him. for sure.

On one hand, it's reassuring that she shares things with you that she can't or isn't comfortable sharing with Greg. On the other hand, Anna has been lovers with this guy (her mentor) for years and that's not likely to change soon. She should be more frank with him. It would benefit everyone in your crazy/delightful equation.

it`s difficult for me too, to understand the realtionship between them.
i`ve been witnessing for over such a long time, for years now, and it
is sometimes a lover/mistress thing, then it is as creepy as it is and
sounds, a Daddy/princess (i avoid using the term daughter right now.)
thing and there of course is the mentor/trainee thing.
in the role of the trainee she would ask him, probably. but as a lover there
is still some invisible obstacle, consciously or unconsciously.

Can you mention this to him? She's obviously too shy.

i`ve zero contact to him. and i don`t want to change this.

Maybe while she was in Greg's daughter room she could relive the trauma of being molested in a safer space. Poor girl. Can you suggest therapy.

therapy would probably be overkill.

Anna had her photoshoot these days. it was a long day for her and she
was in high spirits after she told me about it. first of all she liked meeting
this new people, everybody was so nice to her. she earned some decent
money, not that much like she did a few month ago with a lot more
physical effort, of course.
the photographer told her he would be happy to work with her more often.
he also asked her if she wanted to do a non commercial photoshoot for him.
ICE
why is this?
she told me in a completely innocent manner about this offer and all i think
is about my girlfriend getting naked and maybe getting fucked by the
photographer.
it`s sometimes one-dimensional in the cuckold world.

nothing else happened.

[wannabecUKold]

Why is this, you ask about your ICE. Because it’s true: a photographer asking about non-commercial shots means how about sexy/naked shots. If not, he’s gay.

[ccklvr]

Anna had her photoshoot these days. it was a long day for her and she
was in high spirits after she told me about it. first of all she liked meeting
this new people, everybody was so nice to her. she earned some decent
money, not that much like she did a few month ago with a lot more
physical effort, of course.
the photographer told her he would be happy to work with her more often.
he also asked her if she wanted to do a non commercial photoshoot for him.
ICE
why is this?
she told me in a completely innocent manner about this offer and all i think
is about my girlfriend getting naked and maybe getting fucked by the
photographer.
it`s sometimes one-dimensional in the cuckold world.

nothing else happened.

Would you think she would do a nude session? I mean you wrote in the past that she would never do that. She doesn't want nude pictures of her in public.

[Jimmy394]

Time for an update: added the possible photoshoot fucking.
Anna Fucking Pool (27 October 2024):
1. Anna and Alina do three-way with Gab (to save the relationship)
2. Anna and Alina do three-way with Y-guy (Alina returns the favor)
3. Anna gets laid by Marc (Anna can’t resist after Alina tells of Marc’s expertise in bed)
4. Anna and Alina do three-way with Marc (Why Not)
5. Anna gets laid by Fuckboy (Anna’s pussy finally gets too jealous of her mouth and has to try out that ‘magnificent cock’)
6. Anna sucks off Yuto (“Just this one time”)
7. Anna sucks off Nyjah (“Ok, but just this one time”)
8. Anna Fucks Yuto (In for a penny might as well go for the Pussy)
9. Anna Fucks Nyjah (Ok, have to share and share alike)
10. Anna and Daddy (Greg) in a threesome with Daddy’s new Girlfriend
11. Anna and Daddy swing and swap with the Couple (friends of Daddy)
12. Anna is Spitroasted by Marc and Tom
13. The 2A’s take on Marc and Tom in a side by side encounter with partner swapping
14. The forbidden MFM
15. Anna Does Alina’s new Older (married) Boyfriend
16. The 2A’s do a Threesome with Alina’s new Older (married Boyfriend)
17. Y_Guy fucks Anna while Marc watches
18. Anna fucks Marc while Y_Guy watches
19. Marc and Anna Threeway with Marc’s married MILF while her husband watches
20. Anna gets some stranger “sex” while on holiday. This could be a fingering, a feeling up of the ass while kissing this stranger or better, actual Oral or Fucking!!!
21. Anna, Marc and the Hotwife have a Threesome. Or at the least, Anna comes along to watch Marc in action with the Hotwife.
22. Anna gets an After Photoshoot Fucking by the Photog!!!

[cpmici+]

I would also add: FB takes courage, insists on taking her ass and Anna gives in to FB's desires and gives him her ass

Sorry for FB, I meant the 18 year old FuckBoy boy who is the brother's friend and NOT the father of the two little dancers

[best_friend]

Time for an update: added the possible photoshoot fucking.
Anna Fucking Pool (27 October 2024):
1. Anna and Alina do three-way with Gab (to save the relationship)
2. Anna and Alina do three-way with Y-guy (Alina returns the favor)
3. Anna gets laid by Marc (Anna can’t resist after Alina tells of Marc’s expertise in bed)
4. Anna and Alina do three-way with Marc (Why Not)
5. Anna gets laid by Fuckboy (Anna’s pussy finally gets too jealous of her mouth and has to try out that ‘magnificent cock’)
6. Anna sucks off Yuto (“Just this one time”)
7. Anna sucks off Nyjah (“Ok, but just this one time”)
8. Anna Fucks Yuto (In for a penny might as well go for the Pussy)
9. Anna Fucks Nyjah (Ok, have to share and share alike)
10. Anna and Daddy (Greg) in a threesome with Daddy’s new Girlfriend
11. Anna and Daddy swing and swap with the Couple (friends of Daddy)
12. Anna is Spitroasted by Marc and Tom
13. The 2A’s take on Marc and Tom in a side by side encounter with partner swapping
14. The forbidden MFM
15. Anna Does Alina’s new Older (married) Boyfriend
16. The 2A’s do a Threesome with Alina’s new Older (married Boyfriend)
17. Y_Guy fucks Anna while Marc watches
18. Anna fucks Marc while Y_Guy watches
19. Marc and Anna Threeway with Marc’s married MILF while her husband watches
20. Anna gets some stranger “sex” while on holiday. This could be a fingering, a feeling up of the ass while kissing this stranger or better, actual Oral or Fucking!!!
21. Anna, Marc and the Hotwife have a Threesome. Or at the least, Anna comes along to watch Marc in action with the Hotwife.
22. Anna gets an After Photoshoot Fucking by the Photog!!!

As long as i remember, Nr 15 already happened. This should be marked somehow. To see the progress of development of this young interesting girl.

[ccklvr]

Time for an update: added the possible photoshoot fucking.
Anna Fucking Pool (27 October 2024):
1. Anna and Alina do three-way with Gab (to save the relationship)
2. Anna and Alina do three-way with Y-guy (Alina returns the favor)
3. Anna gets laid by Marc (Anna can’t resist after Alina tells of Marc’s expertise in bed)
4. Anna and Alina do three-way with Marc (Why Not)
5. Anna gets laid by Fuckboy (Anna’s pussy finally gets too jealous of her mouth and has to try out that ‘magnificent cock’)
6. Anna sucks off Yuto (“Just this one time”)
7. Anna sucks off Nyjah (“Ok, but just this one time”)
8. Anna Fucks Yuto (In for a penny might as well go for the Pussy)
9. Anna Fucks Nyjah (Ok, have to share and share alike)
10. Anna and Daddy (Greg) in a threesome with Daddy’s new Girlfriend
11. Anna and Daddy swing and swap with the Couple (friends of Daddy)
12. Anna is Spitroasted by Marc and Tom
13. The 2A’s take on Marc and Tom in a side by side encounter with partner swapping
14. The forbidden MFM
15. Anna Does Alina’s new Older (married) Boyfriend
16. The 2A’s do a Threesome with Alina’s new Older (married Boyfriend)
17. Y_Guy fucks Anna while Marc watches
18. Anna fucks Marc while Y_Guy watches
19. Marc and Anna Threeway with Marc’s married MILF while her husband watches
20. Anna gets some stranger “sex” while on holiday. This could be a fingering, a feeling up of the ass while kissing this stranger or better, actual Oral or Fucking!!!
21. Anna, Marc and the Hotwife have a Threesome. Or at the least, Anna comes along to watch Marc in action with the Hotwife.
22. Anna gets an After Photoshoot Fucking by the Photog!!!

As long as i remember, Nr 15 already happened. This should be marked somehow. To see the progress of development of this young interesting girl.

But unfortunately the threeway never happened. I would have bet on it.

[Jimmy394]

Yes, 15 and 11 have happened. In my list they are crossed out. I guess I have to come up with a way to indicate they were 'accomplished'!!!

Working on it.

ALSO #20.. I am going to go back in this thread and pick off the date/comment when each was accomplished.

[ccklvr]

Yes, 15 and 11 have happened. In my list they are crossed out. I guess I have to come up with a way to indicate they were 'accomplished'!!!

Working on it.

ALSO #20.. I am going to go back in this thread and pick off the date/comment when each was accomplished.

Absolutely right. 11 and 20 are also done. I actually forgot about that.

[Jimmy394]

Ok, I have updated the Anna Fucking Pool listing showing the three items thus accomplished (#11, 15 and 20). I list out the date of the posting and the page number as well if anyone wants to go back and review. It is great reading!!!

Anna Fucking Pool (2 November 2024):
1. Anna and Alina do three-way with Gab (to save the relationship)
2. Anna and Alina do three-way with Y-guy (Alina returns the favor)
3. Anna gets laid by Marc (Anna can’t resist after Alina tells of Marc’s expertise in bed)
4. Anna and Alina do three-way with Marc (Why Not)
5. Anna gets laid by Fuckboy (Anna’s pussy finally gets too jealous of her mouth and has to try out that ‘magnificent cock’)
6. Anna sucks off Yuto (“Just this one time”)
7. Anna sucks off Nyjah (“Ok, but just this one time”)
8. Anna Fucks Yuto (In for a penny might as well go for the Pussy)
9. Anna Fucks Nyjah (Ok, have to share and share alike)
10. Anna and Daddy (Greg) in a threesome with Daddy’s new Girlfriend
11. Anna and Daddy swing and swap with the Couple (friends of Daddy) Accomplished: Re: 18 Feb 2024 Page 100
12. Anna is Spitroasted by Marc and Tom
13. The 2A’s take on Marc and Tom in a side by side encounter with partner swapping
14. The forbidden MFM
15. Anna Does Alina’s new Older (married) Boyfriend Accomplished: Re:26 Nov 2023 Page 91
16. The 2A’s do a Threesome with Alina’s new Older (married Boyfriend)
17. Y_Guy fucks Anna while Marc watches
18. Anna fucks Marc while Y_Guy watches
19. Marc and Anna Threeway with Marc’s married MILF while her husband watches
20. Anna gets some stranger “sex” while on holiday. This could be a fingering, a feeling up of the ass while kissing this stranger or better, actual Oral or Fucking!!! Accomplished: Re: 11 Sept 2023 Page 84
21. Anna, Marc and the Hotwife have a Threesome. Or at the least, Anna comes along to watch Marc in action with the Hotwife.
22. Anna gets an After Photoshoot Fucking by the Photog!!!

[wannabecUKold]

Thank you Jimmy. A public service.

[y_guy]

it`s been a while since my last post. sorry for that. my focus on life is more on
my professional surviving and not so on my ballerina girlfriend with the capability
of putting her knees behind her head (i haven`t wrote about that, did i?) spreading
her long legs (and her ass cheeks for the special one).

but everything is fine. i`m just no student anymore with much time hanging with
my friends around and drinking warm beer and eating cold pizza while racing the
F1® 24 tracks.

Anna is reserved about a photo shoot with the photographer doing her last modelling
job. he got in contact with her and it slowly dawns on her that he wants to see some
boobies and pink. she's not ready for that.

Would you think she would do a nude session? I mean you wrote in the past that she would never do that. She doesn't want nude pictures of her in public.

you are absolutely right about that. there have been nude pictures, daddy gets them.
even with face on display. but it is daddy. her caribbean friend got some without face
too obviously showing, nothing that would it would compromise her. but she would not
spread her privates for the lens of a stranger. it turned out, Anna is assuming this, that
he won`t pay her anyway. it should be unpaid art.
i guess this the chapter is closed. at the moment.

Ok, I have updated the Anna Fucking Pool listing showing the three items thus accomplished (#11, 15 and 20). I list out the date of the posting and the page number as well if anyone wants to go back and review. It is great reading!!!

this is really fun to read. especially the part of the accomplished missions. if you read
through it like that, you`ll find individual missions that are very unlikely and then some
that could definitely happen. especially with an ICE in your pants that clouds your view
of reality.
for example, eyerything involving Gab. he is long gone and not part of our lifes anymore.
he fucked up with Alina. he could have lived a dream life on the side of this girl and
could have enjoyed a varity of sexual adventures, but if you can handle her, it is better
to go.
everything with Marc and Anna is highly unlikely. not that he doesn`t want to fuck Anna.
he would probably give his right nut for it. and he would be so proud to conquer her
finally that he would do a bonfire every anniversary. that is the problem, everyone would
know that he has another notch on his bed with Anna`s affiliation and that turns Anna
down.
on the other side, everything with daddy could happen. he has this influence on her that
she would do anything he would suggest. he knows that, she tells him regularly. he just
doesn`t play this card. a threeway with whomever? Anna would do it.

Tom and his ginger hottie are abroad in the hometown of ginger hottie. Anna told me that
she misses them. in this conversation she later clarified that she just missed Tom. they
both have a special bond and after all she would marry him, whenever i`m dead.
with an ICE i could imagine a threeway with Tom his girlfriend and Anna.

i don`t know about the two pimple faced skater kids. Anna adores them for their cuteness.
a cuteness only she is seeing. she likes to hang out with them, goofing around a little
kiss now and then, but that is it. the two boys are dating girls in their age and Anna is
a supporter for asked and not asked advice and coaches them in their teenage life
love disaster.

Fuckboy isn`t on the menu, or should is say, his sausage? no interaction right now. i
asked Anna directly once and she just became snippy. her response was something that
he is a sparring partner to trainsome skills nothing more and right now she doesn`t
has any need. i don`t know what exactly her words were, but i can remember the
"right now" phrase.

my dad`s business associate got in contact with Anna and they met for lunch. he was
touchy as always. Anna especially dressed for him. a short pleated skirt with tan pantyhose
which made her legs for him easy to access. he stroked her thighs while they talked business
and life in general and Anna was prepared to go with him afterwards. but he didn`t
suggest and Anna didn`t ask for herself. Anna likes older men to tell what to do, not
the other way around, i guess.
for everyone who wants to know what the skirt looked like. it could be found on her
insta. or it could be found on the internet shop of this big swedish fashion store. just
search for beige coloured short pleated skirt. combined with an oversized white sweater
and some sturdy boots.

that`s all right now.

[parmaham55]

Your Dad's business associate is starting to lose his nerve. He slides his fingers along her silky, gorgeous, pantyhosed legs without and denial from Anna, then bottles it. Oh what a waste...

[y_guy]

Your Dad's business associate is starting to lose his nerve. He slides his fingers along her silky, gorgeous, pantyhosed legs without and denial from Anna, then bottles it. Oh what a waste...

i`m sure he wasn`t frightened, he came with so many other things to Anna
that this wouldn`t have been such a big thing. he played nearly everytime
with Anna`s legs, as far as i remember. it is his thing, Anna says. stroking her
nyloned legs while talking, while in the car. i understand him, Anna`s legs
are long and tight. muscluar, not brawny.
he even bought her very expensive pantyhose in the past. some Anna couldn`t
afford as a student. but she liked them, said they are so nice to wear.

we actually don`t know why he lost the sexually interest in Anna. Anna said
she thinks she bores him. i guess, his dick got more limp in recent times.

due to some administrational issues at work i have some free time today and
instead of sleeping i will post some thoughts.

btw, nobody really asked about my dad`s summer party this year. in the past
years some memorable events happened. like the infamous and very dangerous
blowjob in the car park while my whole family and my dad`s business people
were around. or like the incident of my dad`s business associate talking to
me about Anna`s skills. the one which made me very uncomfortable around him.
this year we were on our grand tour and that was the reason why we didn`t attend.
my dad and my mum were very sad about that but my dad said it is better to
travel europe and we should have fun.
on this last parties my dad`s business associate liked to interact with my family
and Anna, his young plaything, was around too. not this year, Mister!

Anna`s mum and Anna had a talk about Greg recently. Anna said her mum still
thinks of her being a bad mum and this is all her fault. Anna tried her best to
tell her that she had a wonderful childhood and she just likes him and they
have a special connection and are also some friends with benefits. i`m not sure
if her mum really understands. i mean, i don`t understand it either. probably
not even Anna understands it universially.

Alina is not dating someone exclusively but according to Anna and my limited
converstion with Alina i know she likes being on tour on weekends and meeting
and fucking new men from time to time. Alina is one of this girls who takes it upon
themselves to get everything out of an ONS. because of her good looks it is not
difficult for her to attract men, but most of them are crap. according to Alina.
looking for a needle in a haystack. the needle should be hard and thick.

i know from my conversations with Anna that they still talk about the men both
of them had. it is a never-ending topic of them. i don`t know what they talk
about it all the time. how many various sub topics are there?
penis size?
kissing skills?
balls smell?

Fuckboy as already mentioned recently is no topic.

and daddy get`s his regularly attention. in the past Anna stripped infront of his
door after she rang the bell. she did this again recently. but not naked, she was
wearing thigh high boots and stockings. nothing else. just a coat which she undressed.
i imagine standing her there in public in just her boots and stockings with her pink
vertical and red horizontal smile. the fun part of this, she made an insta post with
this outfit, of course with the coat. only Greg and i knew about what was underneath
of it.

with this image i have to leave right now.

[ocean_11]

When will you See Anna again ? I hope you can reunite quite soon again

[Lensman2000]

Thanks for the update. In talking to Anna does it sound like she wants or needs a new sexual relationship or experience right now? Are you (long distance) and Greg satisfying her?

[y_guy]

When will you See Anna again ? I hope you can reunite quite soon again

the only fixed thing is that i will spend christmas at home. my start in the new
professional year will the first week in january.
there are some related considerations. maybe Anna can join me in the first
month of the next year abroad. Anna is in a phase of her phd that would not
require her to be present at the university. her discussions and thesis seminars
could be done via video call and she has to do some evaluations and analysis
(am i the only one who has to smile writing anal(!)ysis?). this could be done
on the beach in greece or where i live right now. it all depends of Anna working
hard the next weeks. so we will see. we would like it very much.
the other thing is that she could pick me up a few day before i will travel
home for christmas. but it is very unlikely, because Anna has to do a lot of things
for her phd and i have to work too. so we will see.

Thanks for the update. In talking to Anna does it sound like she wants or needs a new sexual relationship or experience right now? Are you (long distance) and Greg satisfying her?

her main focus right now is her phd. sexually spoken it is daddy. he is her
main sex partner right now and gets all the pussy and mouth. and ass. but the
ass is limited to him anyway.
well, not exactly right. i remember some stranger douchbags fingering her ass.
of course there is some tension and she needs relief, but as said, her focus
is on her academic life.
we didn`t speak about this topic directly but she would do my dad`s business associate.
although the sex with him would not be this sexual satisfactory for her. he just doesn`t
do her. he just wants to feel her up. is it his age?

[Rogueuser1]

Hopefully the two of you have an amazing reunion when you are able to see her. It would be nice for her to spend time out at your place too though I hope she wouldn't end up feeling neglected and lonely with you working so much. You don't want a sad/angry anna after all. Maybe she can visit for a week or two here or there but spend most of her time home seeing daddy so she isn't stressed and feeling neglected by you as you continue to work.
Do remember not to work too hard though: there are plenty of jobs out there but only one Anna.

[y_guy]

there is so nothing going on worth writing.

me working my ass off. no one told you that. hell, i miss being a kid. it is not only
the working, it is also doing training on the job. but it is fun too. being an adult.
with own money. big money.

Anna is just fucking with Daddy. nothing more to tell. they have developed a routine
of her spending one or maybe two nights per week at his home. but most of the
time she is at the university and working hard to finally join me next year. for me it
is three weeks to come to finally make my way back home. i can`t wait to be with
Anna.

nothing more to tell right now. sorry for that. believe me, i wish there would be more
fun going on too.