You got in trouble at school again today, and your mother, who’s the Principal at your school, wants to talk to you about it… At first she questions you about what happened, doing her best to be stern and reminding you that your behavior reflects badly on her… But soon she gives up and admits her can’t ever stay mad at you for long! She laughs with you about how everyone probably assumes that she’s very strict and hard on you, but in reality she spoils you rotten and lets you get away with anything, because she loves you so much… She starts kissing and groping you, calling you her special boy and suggesting that the two of you have a nice snuggle together to help each other relax after your hard days.. She strips off your clothes and her own, telling you what a handsome young man you are and how it’s no wonder she lets you walk all over her, when you treat her so good at home and fuck her so hard… She sucks your cock, assuring you that she’ll speak to your teacher and make sure that they take it easier on you, but that the next time you’re sent out, you should just come to her office and then she can suck your cock and make you feel better right there in the principal’s office… You lay your mother back on the bed and fuck her hard as she tells you how much she loves you and how she’s never going to be able to be strict with you as long as you keep satisfying her so well!
Tag: Fiona Dagger
(This video is a bit cheaper because it’s shot on my phone rather than my filming camera! The ‘creampie’ at the end is imagined) Your mother is very concerned about how unhappy you’ve been recently, and after you had confessed to her that still being a virgin was stressing you out so much that you were considering seeing an escort to get it over with – well, she’s decided that just won’t do! She sits you down and tells you that you’re such a handsome and lovely young man, and that she knows if you just give it some more time then the right girl will come along for you – but if you really can’t stand to wait any longer, then you should just use her, rather than going and spending your money on a sexworker! She promises that she’s serious about the offer, and tells you she just wants to help you feel better, and that if this will help raise your confidence a bit then she’s happy to be your first time. You’re very grateful to your mother and agree immediately, dropping your trousers and surprising your mother with how quickly you got hard! She strips naked and lays back on the bed, talking soothingly to you about what’s going to happen, and promising not to judge you if it’s all over rather quickly! You climb on top of your mother and nervously slide your cock inside her, taking it slow at first but quickly relaxing once you realize it’s not as difficult or scary as you thought! In fact you seem to be something of a natural, picking up speed until you’re pounding your mother hard and fast while she moans with surprised pleasure underneath you! You even manage to last long enough to make her cum, which she praises you for and tells you how great that is for your first time – then tells you to go ahead and ejaculate inside her, saying that you’ve done so good and she’s so proud! You let go and unleash your load into your mother’s pussy as she keeps praising you, then she even offers to do this again sometime so you can have even more practice, since she enjoyed it so much!
Your mother is trying to prep the kitchen for dinner when you and your two brothers suddenly appear and start hounding her, telling her that you’re all horny and need her to take care of it immediately! Your mom is exasperated, saying it’s ridiculous to expect her to take care of all three of you at once, and that when we signed up for this ‘free use’ thing she thought it was going to be one at a time!! She tries to get you to decide amongst yourself who should go first, but you and your brothers keep arguing and aren’t able to agree at all! Eventually your mother gives up and agrees to suck you all off at the same time, but she warns you that she’s not going to be able to focus properly! She kneels down and starts seeing to your erections, nagging and complaining about how inconsiderate you and your brothers are to be harassing her like this, especially when she’s trying to make dinner! She takes turns sucking and stroking each of you, desperately trying to give you each equal time, as you keep hounding her and begging her to focus on your own cock! Your mother gets more and more frustrated until she finally takes a breath and apologises for snapping, saying that she’s just tired and stressed. She tells you that she loves you and your brothers so much, and that she’s so lucky to have this special bond with you and to be able to look after you in this way. She says sorry for getting annoyed, and tells you that she’s always happy to help see to your needs. When she goes back to sucking you all off she’s much more loving and attentive, and after your two brothers have cum before you, finally she focuses just on you and lovingly tells you to relax and give mommy a nice big load so she can get back to dinner prep!
Your mom is hosting a party and has asked you to stay upstairs and out of the way for a few hours, but you keep annoying her and demanding her attention! She comes up to your room to ask you to stop calling for her, and begs you for a few hours of peace! You tell you’re mom that you’re horny and you need her to take care of it, and your mother is amazed, as she made sure to drain you 3 times before the party started! At first she asks if you would do her a favour and just take care of it yourself this one time, but you keep complaining and eventually she feels your swollen balls and tells you she’ll take care of it. She warns you that it will have to be very quick and quiet, and starts taking down your jeans to stroke your hard cock for you. You ask if she can take her top off and she sighs but quickly pulls up her top and bra so you can watch her tits while she jacks you off. After a couple of minutes you whine and beg for her to use her mouth on you instead, and she huffs but agrees since it will probably make you cum faster! She kneels down and begin rapidly sucking your cock, encouraging you to try and cum quickly – when suddenly there’s a knock at the door! Your mom calls out to find out who it is, and when she realises it’s her friend Ashley, she quickly calls her inside and tells her to shut the door behind her! You start to hide but your mom reassures you that it’s fine, Ashley has the same kind of special relationship with her sons, all 4 of them! Your mom absently strokes your cock as she chats with her friend about how much work it is to have sons, and how other people just don’t understand the special kind of love that they need; then your mother asks Ashley to keep the ret of the guests away from the upstairs until she can finish taking care of you! When Ashley is gone, your mom tells you to hurry up and cum now, and to focus on really getting every last drop out, as she won’t be draining you again until after the party! She passionately sucks and strokes your cock until you release a huge load of cum down her throat, which she struggles to swallow; then she tells you she loves you and she’ll pay you lots of attention after the party, but to please stay quietly up here for a few more hours!!
It’s been a week or so since the prequel, and your mother has been dutifully ‘taking care of you’ every afternoon! Today she comes up as usual to help drain your balls, since both your arms are still in casts, and as she strokes your cock she chats away to you about how nice it is to have this new way of bonding with you, and how at first she found it awkward but now she just thinks it’s so nice to spend this extra time with you, and to help you out! She tells you what a lovely cock you have and says she wishes she could tell all her friends about it, and says how silly it is that society wouldn’t approve! You can see her eyeing up your cock wistfully, and you’re surprised when she shyly suggests you might be getting bored with handjobs… perhaps she could try using her mouth instead? She seems to expect you to say no, that’s too weird, but in fact you jump at the chance and tell your mom to go ahead! She eagerly begins slowly licking and sucking the head of your cock, taking her time and savouring this new experience before taking you deep into her mouth and sucking strongly. The sensations are so much more intense than just her hand, and you gasp and lay back as your mother goes to town on your dick! She seems to really be enjoying herself, and she tells you that when you’re ready to cum you should just go ahead and do it in her mouth, so she can get rid of the mess. It’s not long before you oblige her, and flood her mouth with a massive load of spunk that she dutifully swallows down and licks up every drop off your cock!
A few weeks ago you had a nasty accident and broke both your arms, and your recovery has been going very slowly… Your sweet mother has been waiting on you hand and foot, checking on you often and getting you whatever you want, but still, you can’t help but get grumpy after weeks of being unable to masturbate! Today you’re feeling extra frustrated and backed up, and your mom can tell something’s wrong. She tries to soothe and calm you, and insists that you tell her what’s on your mind… So you eventually, reluctantly, tell her that you’re fed up because you really need to cum, and you can’t do anything about it… Your mother is a bit taken aback at first but quickly rallies herself and tells you she totally understands, it’s a normal human need, and you must be so frustrated! She worries for a while about what to do, saying you have so many more weeks to go until your casts come off, and it’s not like she would know where to hire an escort for you, even if the family could afford that… You’re getting more and more disheartened until finally she steels herself and offers to help you out herself – just a quick handjob, to give you some relief! You’re surprised and ask her won’t that be weird for both of you, and she says yes she expects it will be rather uncomfortable for the two of you, but that she doesn’t know what else to suggest! You nervously agree and your mother takes a deep breath and starts pulling down your pyjama bottoms, telling you to just relax and close your eyes, and you can imagine that it’s someone else doing this to you… She slowly and nervously starts stroking your cock, barely able to look at it at first, and unable to stop nattering about how weird this is… She keeps telling you not to look at her and to not think about your mother, but then won’t stop talking to you and distracting you from thinking about anyone else! Eventually you give up on closing your eyes and just watch in fascination as your mother’s hand glides up and down your throbbing cock, feeling so wrong but so incredible at the same time! Your mother slowly starts to relax and even compliments you on how lovely and big your cock is, and then catching herself and trying to stop thinking about how nice it is… You begin to suspect that she’s starting to enjoy herself as she gets more and more breathy and begins staring you in the eyes and talking softly to you as she jacks you off, even eventually offering to do this for you every day, so that you feel more comfortable while you’re receovering…. You warn your mother that you’re getting close and she grabs a tissue for you to cum into, encouraging you softly and gasping as she sees you flood the tissue with your huge, backed up load… She then tells you not to feel weird or ashamed about what just happened; it’s her job to look after you and she’s totally happy to come up and help you like this every afternoon, if you want…
Your mom walks into your room and tells you she’s just got off the phone with your girlfriend, who told her that the last time you hooked up you only lasted an embarrassing 2 minutes!! Your mom says she’s had a good long hat with your girlfriend about what to do, and she’s decided she’s going to help you out, and train you up so you can be less embarrassing in bed. She kneels down and tells you to drop your trousers, and you start protesting her and asking her what the hell she’s doing! She pulls out her phone and explains that she’s going to set a 10 minute timer, and she’s going to suck your cock for that time, and you need to try and last the full 10 minutes! You argue that it will be weird and gross having your mom do that to you, but she firmly tells you that you need help, and tells you to stop complaining. She says there’s nothing weird or sexual about it, she’s simply training you! You tell her you don’t want to cum in your own mother’s mouth, to which she replies that that’s great – don’t let yourself cum, then! She starts stroking and sucking your cock as you keep whining and protesting, with the timer running in the background. She keeps nagging and encouraging you inbetween sucking you off, and though she slows down a couple of times to help you last, she refuses to stop! Finally you warn her that you really can’t hold it anymore, and you explode down her throat!! Your mother swallows it all down and chastises you for your poor performance, saying that you only lasted 8 minutes and that you’ll need to do lots more practice with her so that you can man up and get your stamina to a decent level!
Your mother is fed up of your recent bad mood, and demands you tell her what’s going on! She nags you about it, asking if something is going on at school, or if you’re having girl trouble, and eventually you confess to her that you’re cranky because you’re partaking in No Nut November. Your mother is confused until you explain to her how the challenge works, at which point she’s horrified! You tell her you were doing it with a group of friends and now there’s only you and one other guy left in the challenge. Your mother says that this is all very gross and immature of you, and besides, it can’t be healthy! She says that you should stop, but you explain that there’s only one more week to go, and if you win your friend will buy you a PS5! Your mom says she can’t stop you from continuing in the challenge if you want to, but you had better improve your mood for this last week, and be more polite to your family! A few days later she suddenly barges into your room and tells you she’s fed up, you’ve been just as grumpy and rude as you were before, and she’s not having it any more! She kneels down and starts wrestling with the zipper on your jeans, trying to pull them down. You try to fight her off, asking what the hell she’s doing, but she succeeds in getting them down and your huge swollen cock pops out! She seems slightly taken aback by the sight but bravely beging immediately stroking you, even as you squirm and ask her what’s going on. She informs you that she’s had enough of your moods, and she’s going to end this stupid challenge right here and now! You try to argue with her and wriggle out of her grasp as she keeps jacking your aching cock, until eventually out of frustration she says she’ll buy you a PS5 herself, if you’ll just let her get this over with! Of course you’re immediately more than happy with this arrangement and you relax and let your mother stroke your cock, as she keeps up a constant stream of nagging and complaining about how unreasonable you’ve been, and how ridiculous this whole idea of No Nut November was. She says she doesn’t think it was healthy at all, and she expects you’ve probably built up a huge load of cum after not ejaculating for nearly a month, but it will be worth the mess to get her normal cheerful son back! You warn her that you’re getting close and she jacks you faster and faster, telling you to just let it happen, and that she’ll order the PS5 straight away as soon as your balls are empty. You suddenly unleash a huge flood or spunk all over your mother, spurting over and over again as she gasps in shock! You can tell she wasn’t expecting it to be quite such an enormous load, but she tries to recover her dignity and merely tells you that she hopes you’ve learned your lesson about these unhealthy challenges, and says she’ll get the playstation ordered just as soon as she’s got in the shower and washed all this jizz off….
Fiona Dagger – Mom I Got My Dick Stuck
You call your mother in to you bedroom to help you… And when she walks in she immediately notices the plastic lawn chair you’re clutching awkwardly in front of you, covered in one of your sweatshirts! She does a double take and asks where the hell that chair came from, and what is it doing in your bedroom? You ask her to promise not to laugh at you, but you really need help. Your mom says she’ll do her best not to laugh, but what on earth is going on with you? You dejectedly admit that you were dared by your friends to do something stupid… and whipping your sweatshirt off the chair, you reveal your poor swollen genitals, shoved through the plastic slats in the chair, and thoroughly stuck! Your mother gasps in shock and spends a few minutes telling you how stupid you are, even as she sympathises with how uncomfortable it looks. She says she thinks the best thing to do would be to get you to a doctor, but you beg her not to – it would just be too embarrassing! You beg her to try and help you herself, and she reluctantly agrees to have a go. She begins by lubing up your swollen cock and balls and trying to shove them back through the chair, but it’s not working and they’re only getting more swollen by the minute! You’re beginning to panic, and your mother thinks hard for a while before eventually saying there’s nothing for it – you’re going to have to ejaculate, to bring the swelling of your balls down so they’ll fit through. You’re shocked but your mother brusquely tells you not to wriggle and complain, and she begins jacking you off! She complains about how gross and weird it is to have to do this to her own son, but decides that perhaps this will be a good part of the punishment for you – the humiliation of being jacked off by your own mother! She strokes your cock for a few minutes as you whimper in desperation, then decides that what will really help the lesson to sink in is if she traumatises you further by making you finish in her mouth! You beg her not to but she insists that this is a good idea, and that you’ll never again be tempted to put your dick in silly places, because you’ll always remember this as the consequence! You wriggle and moan as your mother starts detirminedly sucking your cock, telling you to go ahead and cum and get this over with, so that you can escape the chair! You unleash a huge load in her mouth, making her struggle to contain and swallow it all, and she says no wonder that you couldn’t get out of the chair before, if your balls were that full of cum!
(This video is a sequel to ‘Nudist Mom Strokes Your Cock’ and ‘Nudist Mom Sucks Your Cock’) Your family has grown a lot closer and a lot more relaxed with each other since your mother introduced nudism to you all, and then you convinced her to start taking care of your sexual needs by sucking you off whenever you need it! Even your sister has started to get involved now as well, and you and your dad have been enjoying having blowjobs on demand. Although at first your mother was nervous to do sexual stuff with her own son, she’s quickly gotten into it and admits now that she actually looks forward to when she gets to take care of you! This morning she’s gently woken you up with a cup of tea when she notices that you have morning wood. She happily volunteers to take care of it, climbing atop you to stroke and suck it while you relax sleepily in bed. Your mother is clearly enjoying going down on you, and surprises you by suggesting something new – how about instead of using her mouth to take care of you everytime, maybe sometimes you could use her pussy instead? She apologises if that’s too crazy a suggestion, but confesses that she’s been thinking about it more and more lately. She tells you how happy she is that giving you pleasure every day has brought you both closer together, and she loves being able to look after you and keep you happy and satisfied – so if you’re up for it, she’d like to try riding your cock now! You assure your mom that you’re happy to let her ride you, and she’s extremely pleased! She positions herself over you and slowly slides down onto your cock, taking her time to enjoy the unique sensation of her son’s cock filling her up. The two of you even kiss passionately as she grinds back and forth, and she tells you how much she loves you and how happy she is that you first suggested that she take care of your needs! She bounces up and down on your cock, growing more and more desperate until the two of you cum together and you flood your mother’s pussy with a huge load of hot spunk! Your mother kisses you again and climbs off you, telling you how thrilled she is that she can take care of you in this new way, and promising to inform your sister of the new house rules as well!