by lily_ann
Um, loved this story, would love more of Mr. Riley and Anna. And pay no attention to the comments about someone not accepting anal the first time & it not being the norm, it could totally happen, I'd have been into trying it! Anal can be quite enjoyable for women if done right. The orgasms can be incredible! Wouldn't change a thing about this story. (I used to feel hesitant about anal until trying it, now at times I crave it, so good for her for being open to new things)
Love it would love to hear more about these 2.... and ignore the people about the anal thing I know its getting more and more common as it is a safer option than letting the man cum in a possibly unprotected twat and knocking up a girl and ruining her life so trust me anal is more common than it used to be... my only complaint is the story needed more building up before she and him went and had sex... I would have gone the 69 route and saved the actual sex for another section in the story as it goes beyond my suspension of disbelief because these two just met.... that sort of stuff rarely happens organically out in society so I enjoy my stories to have a better build up to the main event as it builds more believable characters and situations
Mr. Riley is opening himself up to a lot of potential trouble, seducing an 18-yeqr-old High School girl babysitting for him. He should know better!
Loved the story very nice writing i really need to remember not to read these at work had to take a few bath room breaks myself lol
Loved the boldness of the baby sitter. And really taking care of a lonely daddy HOPE to see a contining,saga.
All my children are grown and gone. I,sure had a few fantasies about quite few baby sitters.
MY FIRST SITTER WAS OUR 16 YEAR OLD NEIGHBOR THAT HUNG OUT AT OUR HOUSE A LOT TO USE THE POOL. ASKED HER TO SIT MY DAUGHTER WHILE MY WIFE WAS ON A BUSINESS TRIP.. CAME HOME LATE ONE NIGHT AND SHE WAS SKINNY DIPPING IN THE POOL AND WE FUCKED ON THE DECK AND AFTER THAT FIRST ALL OVER THE HOUSE UNTIL MY WIFE CAME HOME. STIL DO HER WHEN THE WIFE ISN'T AROUND.
YRJGWC
*** Nice read but needed a little more add on to the plot like why did the wife leave? Thanks for sharing.
Five stars - the best story in this genre ( fucking the virgin babysitter/neighbor ) I’ve seen on this list for a long long time
as much hot and consensual as was it ,he didnt had any right to take her anal cherry it feels like he took advantage of her as if a man sodomise his maid
also she clearly didnt experience any orgasam it felt like he was the only having fun at her expense or more like punishment sex
why would a man go for anal at his first time with a gorgeous women like her having sweet tight young pussy why do anal in the 1st meeting that too with an anal virgin she aint some cheap prostitute even though she reluctantly agreed to it in the fog of orgasm
he took advantage of her and used her and the poor girl doesnt recognise it
his wife wont give him so he will sodomise a little girl who takes care of his child pathetic
anyways glad he used lube and dilated her and was patient
Hey Anonymous (about 2 months ago)
"his wife wont give him so he will sodomise a little girl who takes care of his child pathetic"
Did you not read the part where he said that she walked out on him?
Hay Anonymous (2 months ago)
"also she clearly didnt experience any orgasam it felt like he was the only having fun at her expense or more like punishment sex"
Did you skip the part that he gave her an orgasm via fellatio?
"why would a man go for anal at his first time with a gorgeous women like her having sweet tight young pussy why do anal in the 1st meeting that too with an anal virgin"
It's called 'not wanting her to get pregnant'.
Loved it. Was hoping he would stick his hard hairy (my addition) cock back up in her young pussy and seed her a few more times, perhaps leaving her with a sibling for his son. With a full description of his precum dripping as he started up into her sweet young body. Then watch him hump her until he gets his nut, deep in her belly.
Nice story with a truncated ending. Potential 5stars.
Ended a 2 star rating. So much more to tell.
Bill S.
Absolutely excellent. It’s so rare to come across a gifted writer but just that much more appreciated with a piece like this. Nothing distracted from the narrative. Everything supported and moved the story to it’s very satisfying conclusion. Thanks for this!
She needs to get pregnant, and he needs a wife.
Hmmmm ;)
Works for me, hope you make it happen
Sigh. I guess I should read other people's comments, it is so depressing to notice how many people seem to hate anal sex just for the sake of it.
Dammit, she already had 2 orgasms, was moaning from pleasure, and the main reason she didn't get one from the anal is that he cummed first.
If there was a followup, it would be logical that they might continue seeing each other at the pretense of babysitting until she goes to college somewhere else.
The anal was good but it seemed rushed. It takes more than a few minutes even with lots of lube, especially for a first timer. There was no discussion of birth control at all. That should be expected even if it does slow the tension some.
Excellent story! I really liked the story and will definitely be reading it again.
The only disappointment I had with this story is that it didn’t have more charters to it before it ended! I loved everything about this story I was so sorry when it ended. Sincerely awesome character realism portrayed; I added you to my list of authors I love to follow. Keep up the wonderful writing & please continue this story plot.
I loved it, it brought back memories when I babysittedehen I was 13 and the kind gentleman that took me home and gave me a big tip for my extra services
another yummy delicious story about an older man licking, sucking and fucking a young girl ... i loved it i love men who are into licking and sucking and fucking ... just saying it turns me on
The babysitter-background works everytime, it's hot and not too far fetched.
At first it was a good build-up and likeable characters but honestly...all that giggling? And all of a sudden this sweet 18year old is brave enough to take him on like that? And anal? Really? You clearly got lost in your own lust while writing and forgot about the realistic background. Although many readers, including me like anal sex, even from a young age, it's not going to happen like that. That said, Iiked the intimacy and one could practically feel the relieve of the man after all this time. You should have taken more time to build up a story with them, slowly progressing to that level of trust and maturity...you won't find that in a 18year old.
Thank you for doing the work to make a great, and well written, erotic story, I could see a great series coming from this story. Little Kyle needs a loving mommy and Ana needs a nice hard Daddy. This could end well for all three characters.
A lovely young babysitter, it's so convenient for her to slip into the wife's little undies and take on some other wifely duties as well... As a good babysitter should!
Well done. I thought your attention to details was good, and i enjoyed your writing about foreplay before getting into it. I disagree with the criticism about including anal. You wrote quite clearly that it was his idea that she was willing to try. That seemed very realistic to me.
Very nice story...so well thought-out and written.
This is a sweet story, about a young lady who is deprived of her real life because she is always babysitting; and a man who had a bad marriage, raising his kid by himself (under a cloud of abandonment)...and they find each other BY HAPPENSTANCE and a phone call for a babysitter.
Then a blizzard binds them together for the night...
The sex is great; Anna is so pliant, yet helps guide the way it goes, UP TO THE POINT MR RILEY INTRODUCES ANAL INTO THE MIX!! The anal part was totally amazing, he was patient and kind, taking care of BOTH their needs.
I loved it...and would love to see a sequel to it!
Five**5**Stars🌋🌋🌋🌋🌋🌌🌌🌌🌌🌌
Nice story until the anal. Birth control? He should have offered her one of his larger t-shirts.
4 stars.
Frankly for the most part I loved the story, and don't understand most of the criticisms....
however I suppose I do have one of my own, unless this is to be continued, then it is fine as it is... give you time to think about it, if it isn't I personally would like to see the end fleshed out a bit more... I like a bit more of a hint where it goes from here.
Frankly for the most part I loved the story, and don't understand most of the criticisms....
however I suppose I do have one of my own, unless this is to be continued, then it is fine as it is... give you time to think about it, if it isn't I personally would like to see the end fleshed out a bit more... I like a bit more of a hint where it goes from here.
Frankly for the most part I loved the story, and don't understand most of the criticisms....
however I suppose I do have one of my own, unless this is to be continued, then it is fine as it is... give you time to think about it, if it isn't I personally would like to see the end fleshed out a bit more... I like a bit more of a hint where it goes from here.
Frankly for the most part I loved the story, and don't understand most of the criticisms....
however I suppose I do have one of my own, unless this is to be continued, then it is fine as it is... give you time to think about it, if it isn't I personally would like to see the end fleshed out a bit more... I like a bit more of a hint where it goes from here.
A good and sexy story and I can relate to it exactly. I started having sex when I was in middle school and I loved fucking my male teachers. So babysitting was my next foray into seduction and I only babysat for single fathers. Not only did I make good money doing the job, but made even more doing the fathers. I fucked and sucked my way through high school and college with single sugar daddies paying the way. Even after getting married, I loved seducing men and making their fantasies cum true. I have had a hot cunt, mouth, ass and amazing tits since I was 13 and men love that and are willing to pay babysitting bonuses!
The story was good overall it’s the fact that you could’ve added another chapter where the babysitter announces that she’s pregnant and and the two kids that she’s babysitting excited even though they don’t know that it’s their baby brother, baby sister, that she’s pregnant with because of the father and her having unprotected sex During a blizzard at her bosses house maybe even have him pay for the bills for the birth of the baby or babies and the baby or babies could play with the bosses kids so at least they get to know there baby brother or sister unless you have him divorced his wife and him his kids and they babysitter run away and start a new family and life together
Another unfinished story ......literotica has many unfinished stories.
Why did the mom just disappear? More of a back story needed.
Is her walking out another way to say she died?
First "date" anal?
She stepping in as a step mom would work, the age difference is not really not too much.
Continue the story with a follow up.
4 stars till it is complete
Very hot and sexy nothing like a tight young body to wake up the hunger in a lonely man. Wish it was me. BL in Virginia
Nice story, hot, anal. (Although at one point I was wondering if she was going to find his wife buried in the basement, which is NOT a story I would like.)
Every mans dream is to have an 18 year old. Omg! The story me stroking it really hard, with a huge load. Thank you! More stories please!
Hi, great story l have to keep coming back to it, it’s that good l lost it for a while just found it again tonight why didn’t you do a part 2 well worth it
Lovely story, very well written. However, number of stars crashed down from 5 to 1 because of Anal. Sorry, I am not a fan of that disgusting Anal.
anal ruined it. Somebody watches way too much porn while living in his mom's basement. That, or you just need to come out already and stop pretending.
Great story! Good characters and pretty descriptive. Personally I love to fuck young women in the ass. It's just an entirely different sensation. I only fuck women in the ass too. Those that think that's gay should remember that during their next blowjob because by that standard blowjobs are gay too. I don't judge what someone enjoys, to each their own. I would have loved a babysitter like that!
Re Anon and guys who want anal just haven’t come out of the closet yet ( ????? )
- WOW seriously! ROTFLMAO. I’ve never heard anything so ridiculous in my life!
I’ll admit that the anal sex was very unlikely for a first interaction but it has nothing to do with sexual orientation.
Thanks for sharing, Tess (uk)
This was hot!! I didn't know what to expect but hell this makes me want to start babysitting
4 Stars on this story . The Babysitters I had were good looking .. But I could not stand to be around them except for Patsy . She was a Cheerleader who saved her money for college .
FWIW - I doubt the author will see this, according to her profile.
I wish she'd been snowed in for at least 3 days, and gotten very attached to them both, and paid as a "housekeeper" (what she really was doing anyway, aside from balling him as much as possible.) Which is a LOT more than "babysitting" money, because he could neither get her home nor enough of her!
Once she gets home, she realizes that she really misses them both, and after babysitting for a few hours a few times, he hires her to stay there and "play house," servicing him regularly. I would have given her some much better, continual orgasming, too, which I think she deserved much more than "anal reaming out."
ok until we got to anal. Why oh why do authors not classify their work properly. Apart from the fact this could have been a lovely long drawn out series that has real potential to arouse, the switch to anal killed it for me.
Well written and I love your build up, but the anal scene was a bit much for a first encounter especially when hadn't done anal before, at least from my perspective. Thanks for sharing and please keep in writing :)
DAMN! The sitter I always wanted & deserved. Should have taken him again at the end. Both wanted that & there was sooo much night left to enjoy.
Didn’t need anal this soon. It seems like these stories are including more & more sodomy trying to keep up with the others. Too coarse.
2 stars.
Bill S.
Wonderful story. Dreamed of a babysitter like this. Disappointed that you've moved on but if you chose to start writing again you'll have a loving audience.