Naughty neighbour and the sissy
4-Jan-26 04:35
Max was an only child he was 19 years old and a virgin he had only had one girlfriend and that was at collage they made out alot but his sexual experience was touching and playing with her boob's and pussy her wanking him and a blow job nothing more he had never seen or licked her pussy and had never fucked her or even seen her naked properly he had cum while she wanked him but never from a blowjob then they split up due to her moving away. Max still lived at home with his parents Joanne and James he was a shy quiet lad who always showed respect and listened to his parents until one day he was in his bedroom looking at porn on his computer when he heard a noise he looked out the window and he seen his neighbour Sandy a 40 year old divorced woman sunbathing topless in the garden the noise was she opened a drink and spilled it on her chest Max stood watching her use a towel to dry herself and couldnt control the urge to wank in minutes he had shot his cum all over his hand and bed over the next few weeks Max spied on his neighbour hoping to see her tit's again and serve all time he had wanked over her, he started to fantasies about making love to her and was wanking regular.
Then one day his mother asked him to go around to Sandys and help her move some boxes he jumped at the chance he went around and they greeted each other as normal but he looked at her differently she took him out the back garden and he spent the next few hours sweating moving things for her she wore t-shirt and shorts and everytime she bent over Max felt turned on he couldnt wait to have a wank but remained quiet Sandy took her t-shirt off and was only wearing a bikini top which really showed off her tit's she then gave Max a drink and bent over her tits inches from his face he let out a gasp and she dropped the drink in his lap soaking his shorts she apologised and started Rubbing him trying to dry it but instead Max got a hard on she smiled and said oh dear I guest im responsible for that she lead him into the house and into the bathroom Max couldnt believe what was happening he got really embarrassed but Sandy just unbuttoned his shorts pulled them down and his cock sprang out she took it straight in her mouth before he could say anything she was sucking his cock he stood there unsure what to do so she took control licking sucking wanking him he felt the familiar feeling of going to cum he pulled back out of her mouth and said im sorry im going to cum she laughed and said I know I want it in my mouth now shut up and enjoy it after a few minutes he held her head and thrust his hips as he ejaculated into her mouth she swallowed spurt after spurt load after load not spilling a single drop he collapsed onto the floor she then told him come to the bedroom he followed her they both got naked and he said I don't know ive never done this before she laughed saying trust me and she lay him on his back and rode his cock to multiply orgasms Max couldnt believe his luck he was actually making love to a woman then she told him cum in my pussy do it he was taken back she then changed her voice she spoke firmly saying give me you cum now I want your fucking cum in my pussy fill me like you did my mouth Max bucked his hips trying his hardest to shoot a second load Sandy slapped his face and said come on bitch cum in me Max shocked pounded harder faster she slapped him again saying use that little cock and fill my fucking cunt I want you inside me and as she slapped him the 3rd time he lost it and ejaculated right in her pussy the feeling was amazing he had never cum twice before without a few hours between wanking she lifted herself off his cock him cum leaked from her she postioned herself over his face lover her pussy and demanded he clean up the mess he made she then smothered him and grinded her pussy onto his face she orgasmed again and again as he licked her clean when she was done she told him not to say anything and kicked him out he creeped into his house and had a shower only he couldnt stop thinking of licking and fucking his older neighbour and how he liked her bossing him around he cum again in the show thinking wow 3 times in a day a record the following day Sandy asked James if she could borrow Max again he said ofcourse anytime he's all yours it gets him off the computer James told Max Sandy needed help again that day Max smiled and said ofcourse he would help.
MAX when to Sandys and she called him in as he walked in she was wearing black stocking heels panties bra and leather gloves she said after yesterday your going to be my sex toy and please me if you disagree I will tell your parents Max said no please ill do what you want besides I really enjoyed myself yesterday Sandy laughed saying yes you wear a good little virgin but today im going to teach you obidence first she made him strip naked and crawl to her then kiss her shoes he obeyed he then kissed her thighs and pussy giving her orgasms she then made him watch as she fingered herself he wanted to wank she told him NO he obeyed but found it very frustrating she told him she was going to punish him for not controlling his urges around her she bent him over and spanked him making him count every one she then took a cane and caned his arse making him count every stroke when his arse was on fire she took him to the bedroom where he licked her again and again after several orgasms she rode his cock hard only this time she had him fuck her in other positions like missionary, doggy style, stood up bent over and she had constant orgasms but when she told him he could cum he said he couldnt he just didn't feel the urge so she pushed him backwards rode his cock and slapped his face and called him names like pathetic useless inadequate little dick but when she called him a pathetic little sissy he exploded right on que she looked at him and said you like being verbally abused it turns you on he said he wasn't sure but it really did something to him she moved and sat on his face only this time facing his cock and as he licked her clean she held it calling it tiny small pathetic useless and again he was instantly hard they fucked again only this time she called him names humiliated and degraded him and again he cum quickly this time Sandy laughed uncontrollably as Max felt real humiliation he asked her why she laughed at him if they were having great sex she said because I thought i would have to break you to make you my sex toy but you want it you love being treated this way it's ironic he said all this is new to me she laughed saying its going to fun your a nautral she then kissed him for the first time they then showered together as he went to dress she told him to wait she had a surprise for him and handed him a small box he opened it confused she said its jewellery for your cock to remind you im your mistress and your my toy don't worry know one will know your wearing it only me he said ok she then helped him put it on and locked it shut Max didn't even ask about the lock or keys as he dressed she kissed him again and said now you will start to understand the true meaning of keeping a woman happy no go and ill see you later as Max left Sandy handed him a piece of paper with her phone number on it she said put this number in your phone under girlfriend and when your hurting ring me he looked confused and said ok mistress and left.
2 hours later he was sat watching a movie with his parents when a familiar feeling started in his groin his thoughts instantly turned to Sandy the next thing he felt his cock being crushed his ball felt tight the whole thing felt on fire he realised straight away it was the device stopping him getting hard it was painful he excused himself from the movie and went to his room he called Sandy who laughed she said good and it's going to get worse he asked why she said because I own your cock and the only way it comes off is if I take it off he begged her she just refused she said maybe tomorrow if your a good boy but now go into the dirty washing basket find your mums dirty panties and bra put them on and send me photos which he did she replied laughing she told him he had to wear them all night and tomorrow under his clothes if he obeyed she might release his cock Max was so horny and frustrated he would do anything and he did he kept his mums underwear on all night and he hardly slept the next day he was tired and grumpy when he went to Sandys he demanded she take the cage off she laughed saying it was too late he had locked the keys in a safe with a time lock and it was set for a week she said if you dont obey my every comand and order you will not be free next week either now be a good sissy take this bag and leave there are instructions in the bag you will follow or no release and I tell your parents he just said yes mistress and left.
When he got back home he read the instructions it was easy just dress every day in the underwear in the bag she provided and send her photo when she text and asks for them there was enough underwear for the week also she said on the letter that she was away for the week visiting family and he had better be a good sissy or she will leave him caged a month that night Max didn't sleep at all he was missing his naughty neighbour what did she want from him next???
stay tuned and let me know if you want part 2
Then one day his mother asked him to go around to Sandys and help her move some boxes he jumped at the chance he went around and they greeted each other as normal but he looked at her differently she took him out the back garden and he spent the next few hours sweating moving things for her she wore t-shirt and shorts and everytime she bent over Max felt turned on he couldnt wait to have a wank but remained quiet Sandy took her t-shirt off and was only wearing a bikini top which really showed off her tit's she then gave Max a drink and bent over her tits inches from his face he let out a gasp and she dropped the drink in his lap soaking his shorts she apologised and started Rubbing him trying to dry it but instead Max got a hard on she smiled and said oh dear I guest im responsible for that she lead him into the house and into the bathroom Max couldnt believe what was happening he got really embarrassed but Sandy just unbuttoned his shorts pulled them down and his cock sprang out she took it straight in her mouth before he could say anything she was sucking his cock he stood there unsure what to do so she took control licking sucking wanking him he felt the familiar feeling of going to cum he pulled back out of her mouth and said im sorry im going to cum she laughed and said I know I want it in my mouth now shut up and enjoy it after a few minutes he held her head and thrust his hips as he ejaculated into her mouth she swallowed spurt after spurt load after load not spilling a single drop he collapsed onto the floor she then told him come to the bedroom he followed her they both got naked and he said I don't know ive never done this before she laughed saying trust me and she lay him on his back and rode his cock to multiply orgasms Max couldnt believe his luck he was actually making love to a woman then she told him cum in my pussy do it he was taken back she then changed her voice she spoke firmly saying give me you cum now I want your fucking cum in my pussy fill me like you did my mouth Max bucked his hips trying his hardest to shoot a second load Sandy slapped his face and said come on bitch cum in me Max shocked pounded harder faster she slapped him again saying use that little cock and fill my fucking cunt I want you inside me and as she slapped him the 3rd time he lost it and ejaculated right in her pussy the feeling was amazing he had never cum twice before without a few hours between wanking she lifted herself off his cock him cum leaked from her she postioned herself over his face lover her pussy and demanded he clean up the mess he made she then smothered him and grinded her pussy onto his face she orgasmed again and again as he licked her clean when she was done she told him not to say anything and kicked him out he creeped into his house and had a shower only he couldnt stop thinking of licking and fucking his older neighbour and how he liked her bossing him around he cum again in the show thinking wow 3 times in a day a record the following day Sandy asked James if she could borrow Max again he said ofcourse anytime he's all yours it gets him off the computer James told Max Sandy needed help again that day Max smiled and said ofcourse he would help.
MAX when to Sandys and she called him in as he walked in she was wearing black stocking heels panties bra and leather gloves she said after yesterday your going to be my sex toy and please me if you disagree I will tell your parents Max said no please ill do what you want besides I really enjoyed myself yesterday Sandy laughed saying yes you wear a good little virgin but today im going to teach you obidence first she made him strip naked and crawl to her then kiss her shoes he obeyed he then kissed her thighs and pussy giving her orgasms she then made him watch as she fingered herself he wanted to wank she told him NO he obeyed but found it very frustrating she told him she was going to punish him for not controlling his urges around her she bent him over and spanked him making him count every one she then took a cane and caned his arse making him count every stroke when his arse was on fire she took him to the bedroom where he licked her again and again after several orgasms she rode his cock hard only this time she had him fuck her in other positions like missionary, doggy style, stood up bent over and she had constant orgasms but when she told him he could cum he said he couldnt he just didn't feel the urge so she pushed him backwards rode his cock and slapped his face and called him names like pathetic useless inadequate little dick but when she called him a pathetic little sissy he exploded right on que she looked at him and said you like being verbally abused it turns you on he said he wasn't sure but it really did something to him she moved and sat on his face only this time facing his cock and as he licked her clean she held it calling it tiny small pathetic useless and again he was instantly hard they fucked again only this time she called him names humiliated and degraded him and again he cum quickly this time Sandy laughed uncontrollably as Max felt real humiliation he asked her why she laughed at him if they were having great sex she said because I thought i would have to break you to make you my sex toy but you want it you love being treated this way it's ironic he said all this is new to me she laughed saying its going to fun your a nautral she then kissed him for the first time they then showered together as he went to dress she told him to wait she had a surprise for him and handed him a small box he opened it confused she said its jewellery for your cock to remind you im your mistress and your my toy don't worry know one will know your wearing it only me he said ok she then helped him put it on and locked it shut Max didn't even ask about the lock or keys as he dressed she kissed him again and said now you will start to understand the true meaning of keeping a woman happy no go and ill see you later as Max left Sandy handed him a piece of paper with her phone number on it she said put this number in your phone under girlfriend and when your hurting ring me he looked confused and said ok mistress and left.
2 hours later he was sat watching a movie with his parents when a familiar feeling started in his groin his thoughts instantly turned to Sandy the next thing he felt his cock being crushed his ball felt tight the whole thing felt on fire he realised straight away it was the device stopping him getting hard it was painful he excused himself from the movie and went to his room he called Sandy who laughed she said good and it's going to get worse he asked why she said because I own your cock and the only way it comes off is if I take it off he begged her she just refused she said maybe tomorrow if your a good boy but now go into the dirty washing basket find your mums dirty panties and bra put them on and send me photos which he did she replied laughing she told him he had to wear them all night and tomorrow under his clothes if he obeyed she might release his cock Max was so horny and frustrated he would do anything and he did he kept his mums underwear on all night and he hardly slept the next day he was tired and grumpy when he went to Sandys he demanded she take the cage off she laughed saying it was too late he had locked the keys in a safe with a time lock and it was set for a week she said if you dont obey my every comand and order you will not be free next week either now be a good sissy take this bag and leave there are instructions in the bag you will follow or no release and I tell your parents he just said yes mistress and left.
When he got back home he read the instructions it was easy just dress every day in the underwear in the bag she provided and send her photo when she text and asks for them there was enough underwear for the week also she said on the letter that she was away for the week visiting family and he had better be a good sissy or she will leave him caged a month that night Max didn't sleep at all he was missing his naughty neighbour what did she want from him next???
stay tuned and let me know if you want part 2
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