When i was 19yrs i had been having sex with Maureen for about 3 years and although she still enjoyed it and wanted me to fuck her she was dissappointed that the fantasies were not the same because i had got older and my school uniform never fitted anymore. One day she made a joke about my little brother who was now 16yrs old and asked if he took after me in the trouser department. I laughed and teased her saying he would probably fuck her if she wanted him to!! She said 'no i couldn't possibly ask him, and your not too either' she explained that he might feel repulsed because of her age and also he might tell our parents adding that she wasn't as close to him as she was me because she had'nt really looked after him that much when he was growing up because he used to go to his mates house after school.
I never gave it another thought after that and just kept seeing Maureen once a week like we had for the past 3 years. We used to act out different fantasies like her being my boss in an office and me being a put upon office boy or her being a mother-in-law and me the son-in-law!!
But one day when i was at Maureens house we were acting out a fantasy where i had done some work for her and she couldn't pay the bill so i ended up blackmailing her into have sex with me.
It wasn't until i got home that night, my brother shocked me by saying i saw you fucking Maureen today and that i had forced her into doing it. I laughed and asked him what he meant, he explained he wanted to ask me about something and went there to see me, when he looked through the window he saw me telling Maureen if she did'nt give me the money she owed then i would fuck her instead. I laughed again and told him we were acting out a fantasy and we were role-playing. He was curious and kept asking questions and in the end i told him everything and how it had all started. He was amazed when i told him how it had first happened and Maureen's liking for toyboys and fantasies!! He said i was lucky as he would love to fuck an older woman as he kept asking me questions and getting really excited!! He then asked if i thought Maureen would let him fuck her too! I told him i would find out but he had to be discreet and keep it secret as well.
The next time i was with Maureen i mentioned my brother in conversation to see her reaction and casually asked what she would do if the opportunity to fuck my brother Danny arose!! She said 'well its not likely to arise is it'.
'But what if it did' i said. 'well you know what i'm like, if it ever did i'd let it happen. why do you ask' she said. 'oh no reason, just curious' i said.
So when i saw my brother Danny he excitedly asked about Maureen, so i explained that i didn't really ask her but she would be up for it though. 'What do you mean' he said. So i told him how Maureen likes her fantasies to become reality and he would have to make the first move and explained to him what to do.
I told him to go on a wednesday because i knew Maureen would be working in her office so that day he went to Maureens wearing his school uniform pretending he was looking for me. When she said i was'nt there he asked if he could use her toilet 'of course you can' replied Maureen.
When he came back Maureen was sitting down at her desk, she has a little office downstairs. He started making small talk and Maureen chatted to him and then he suddenly laughed as he said 'seeing you behind that desk reminds me off being at school when i've been sent to the headmistress for being naughty' She laughed and answered 'I know what you mean, i used to be a teacher remember! many times i've had pupils standing in front of my desk for getting up to mischief'
'Oh yeah thats right, what did you used to do then? give them detention or cane them? he asked.
'Well that depends i have had to cane them sometimes, although now its different they don't allow it anymore' she laughed. 'Its a good job they can't cane us anymore, i would have caned them back' he laughed. Maureen said 'you would not have been allowed to get away with that when i was teaching'. 'what would you have done then if someone had done that' Danny asked. 'I never gave it a thought, kids had more respect for teachers back then' she replied.
'come on then show me, pretend i've been naughty and i'm going to get the cane' Danny joked.
Maureen laughed and said 'well i used to get them to put thier hands on the desk and then give them six of the best'. Danny leant forward onto the desk and said 'come on then Maureen show me'. She laughed again as she said 'well Danny it just so happens i've got my old cane here' she got up and took the cane from a cupboard and walked to Danny's side of the desk. She then made a motion with the cane but stopping inches from Danny's arse and said 'there just like that' Danny then said 'no do it properly, just give me one or two good whacks and tell me off at the same time exactly like you used too'. Maureen looked at him 'i couldn't do that, it would sting' she said. 'yes you can, come on i want to know what its like...please Maureen, don't forget to tell me off as well' he reminded her. 'ok then, i won't do it hard though' she said.
'Right Danny whats this about you being verbally abusive, we'll have to teach you some manners, bend over with your hands on my desk' Maureen said sternly. Danny did as he was told but also dropped his trousers and said 'i'm sorry Miss i won't do it again, please don't cane me'.
'Oh my Danny you didn't have take your trousers down' she giggled'
I thought thats what happened' said Danny.
'No not really' Maureen remarked. 'well i've done it now..carry on Maureen' he said
'ok then...Its too late for being sorry' she replied as she brought the cane down and smacked him a couple of times although it was in a gentle fashion.
Maureen then laughed and said 'ok Danny thats how i used to do it, it did'nt sting too much i hope'.
A look of shock came on Maureens face as Danny said 'Hurt too much, what do you think it did then, you stupid old cow' Maureen looked at him and said 'Sorry Danny but you told me.......' she never finished her sentence as he interrupted her by saying 'you are going to see what it's like now' as he grabbed the cane from her hand.
'Right Miss, your turn come on bend over' he shouted.
'But Danny what's got into you....i never hit you that hard.....'
'Just bend over Miss, come on' he said as he gently pushed her down over the desk.
Maureen then gave a nervous giggle as she said 'Oh i see now, you're showing me what you would have done'.
'Well i did warn you i'd cane you too' he replied.
As Maureen was bending forward he suddenly lifted the back of her skirt up and pushed it up to her hips 'thats better and you have tights on as well, my favourites' he said.
'DANNYYYYYY my skirt what on earth' said Maureen as her hands came up to grab the hem.
He grabbed her wrists as he stood behind and put them back on the desk.
'Its only fair Maureen...my trousers were down remember' he said.
He then laughed and said 'you know Miss, getting caned has given me a huge erection, how about if i give you a good seeing too instead' as he started to laugh.
'What.....come off it Danny, you would'nt have dared said that to a teacher' she replied laughing.
'yeah i know i'm only joking' he replied.
Maureen straightened up and turned around to face Danny as she tugged her skirt back down, but Danny was standing really close to her and she was squashed between him and the desk.
Danny moved even closer which caused Maureen to practically sit on her desk and he manouvered himself between her knees as she had no option but to part her legs as she moved further back onto the desk.
He then put his hands on her knees and started to run them up her thighs 'how about it then Miss' he giggled. 'Danny what on earth are you doing, stop that' she said as she tried pushing his hands away. 'whats up Miss, you like handing out the punishment but you can't take it' he said.
'Danny stop it' she replied.
'You have nice legs Miss, i like the feel of your tights as well' he said as he rested his hands on her knees.
'Danny stop it, come on a joke is a joke but you're going too far' she replied as she tried wriggling to get off the desk.
He started to laugh as he said 'I'm only joking Maureen as he started to tickle her waist, Maureen immediately started to giggle as her legs came up as she wriggled on the desk.
'My my we are ticklish then aren't we' he said as he grabbed one of her feet and pulled her shoe off and then tickled her foot.
Maureen lay on the desk in a fit of giggles trying to tell Danny to stop knowing full well she was getting turned on at the same time.
She was trying to keep her modesty by pulling down the hem of her skirt without much success as she was wriggling and giggling too much.
By this time she was flat on her back on her desk and Danny was kneeling on it and was tickling her under her arms.
She suddenly realised Dannys trousers were still around his ankles as she saw the bulge pushing the front of his pants out
She became aware that her blouse was undone and although Danny was still tickling her she could feel him have a sly grope every now and then
'Danny stop it, please stop it' she managed to say between giggles as he pinned her down on the desk, she felt her blouse was now wide open as his hands seemed to be everywhere!! She could feel the first stirrings of an orgasm building inside her as she lay there in disbelief as to what Danny was doing to do to her.
All of a sudden she saw for a split second that Danny had his cock exposed and it was fully erect and he had stopped tickling her, in her mind she thought surely not, he isn't going to fuck her!!! Although by now she knew she wanted to be fucked and knew she was going to let him as well!!
Was her fantasy going to become reality? she thought!
Danny pulled at her tights and ripped them exposing her by now, wet fanny.
Danny carried on knowing that Maureen would be okay with what was going to happen as i had told him she would love it despite her pleas for him to stop.
'Dannyyyyyy oh god please don't' she said as she felt the head of his cock touch the lips of her fanny.
When it happened...it was still a shock to her as she felt his cock enter her and he did it quickly and roughly as he started to pump into her.
'Danny Noooooo stop, my god you dirty little pervert...how could you....do you realise how old i am' Maureen shouted as she pushed against his chest.
'Oh that is so nice Miss, you like fucking little schoolboys don't you.....i've always wanted to fuck an older woman too' Danny laughed.
She lay there thinking she had fantasised about this many times, even acting it out on many occasions but now this was real..... she was being raped by a schoolboy!!!
She lay there enjoying the whole experience of having a young cock thrusting in and out of her especially as it was the last thing she had expected to happen that day.
Her mind wandered back to the times when she had actually caned pupils and how she had always imagined what it would have been like if one of the boys had tried to fuck her, but now it was happening and she did'nt have to imagine anymore!!
Maureen could'nt hold back any longer as she orgasmed as she lay there while Danny fucked her!!
She looked at the mirror on the wall and saw thier reflection and immediatley started to have another orgasm as she saw the image of herself with her blouse open showing her tits, skirt on her waist, her tights ripped and hanging from her thighs as she was spreadeagled under Danny whose trousers were down on his knees, he had on his school blazer and tie and she noticed his school badge on his breast pocket. She smiled to herself as she saw herself being fucked by a schoolboy on her desk and knew she was going to orgasm yet again. 'oh god Danny fuck me, fuck me harder you little bastard fuck me' she screamed. Danny himself was too excited and could'nt hold back as he started to flood her full of his cum!!!! Danny got up totally exhausted as he said 'wow Maureen, now i know why my brother loves fucking you'.
I had been watching from the doorway ( i had my own key ) and my own erection was straining against my jeans as i walked in the room, Maureen saw me and immediatley started to laugh as she said ' i might have known you put him up to this didn't you' as she wagged her finger at me.
I laughed and said ' well i knew you would enjoy it more if i did'nt tell you'.
'Enjoy it, thats an understatement i wish it had gone on longer' she laughed. She looked at Danny and said 'So are you going to join in our little games from now on' and then winked at him. A big smile appeared on his face as he replied 'yeah i'd love it, you bet'.
Maureen picked the phone up and said 'I've got to phone my sister Janet and tell her'.
She then looked at me and said 'Now 2 young brothers and 2 much older sisters just think of the possibilities....I've already got one fantasy in mind'.
