Forced Compensation for De Ann
- 1 year ago
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Dressing For Ann free porn video
When I was a teenager we lived in a flat in an apartment block. There were four floors with a common entrance from the street and two flats on each floor. No lift/elevator just stairs. This arrangement was called a “close” in Scotland.
Neighbours tended to look out for each other, taking in parcels, watering plants when people were on holiday etc. One year my mother “volunteered me” to look after the flat of a family on the floor below us. They were going on holiday for ten days and needed their budgerigars and fish feeding each day as the plants watering as and when required.
The first couple of days only involved feeding the birds in the living room and the fish in the kitchen so it wasn’t until the third day that I had any reason to go into the bedrooms to look for plants to water. The son’s room didn’t have any but there were some in the parents’ room.
As I was leaning across the dressing table to water a plant on the window ledge I noticed that one of the drawers was partly opened and I could see some lacy underwear. I pulled the drawer fully open and found a veritable treasure house of lingerie including a gorgeous basque. It was cream with light blue roses and edging. I was tempted and I fell.
After making sure the front door was bolted I eagerly stripped and got into the basque. I found some cream lace-top stockings which I pulled on and fastened to the suspenders before finally pulling on the matching panties which I’d found under the basque. The feel of them against my tight balls and rigid cock and the view of myself in the full length mirror was wonderful and it didn’t take long for me to bring myself off, not once but twice.
Thankfully there had been a box of tissues on the dressing table ready to catch my spunk so I didn’t soil the undies which I refolded very carefully, and put back into the drawer ready for some more fun when I came back the next day.
I did enjoy the rest of my time as feeder and waterer and spent as much time as I could exploring the contents of the lingerie drawer of the lady of the house. She had some lovely stuff and I enjoyed trying on a selection of sexy, silky undies. Heaven.
But all good things come to an end and all too soon the family returned and my fun and games were over. It was great whilst it lasted though.
A few days later I was walking up the stairs when the wife opened her door as stopped me. “Hi Dave”, she said “I’ve been wanting to have a word with you. Come inside a minute.” She led the way to the living room and inviting me to sit down offered me something to drink. I accepted and she gave me a can of coke.
“I just wanted to ask you if you enjoyed wearing my underwear”. I almost choked on the coke but at least it gave me a moment to think and could explain the fact I’d gone beetroot red in the face. “What makes you think …” she cut me off by waving her fingers side to side. “I’m not stupid you know, so don’t try it on. You did a very good job of putting everything back neatly and in the right order but your public hair is much darker and thicker than mine. You should have made sure none had got caught in the lace. I don’t know what your mother is going to say about this.”
“Please don’t tell her” I begged “she doesn’t need to know does she?” Ann, that was her name, looked at me very sternly and said “I think she has a right to know about your perversion don’t you?” I said nothing and after a few moments, as I stared forlornly at my feet, she said “Of course maybe she already knows. I bet you wear her clothes when you can and you probably leave evidence on them too.” I said nothing, still staring at my feet and after a while Ann said “Perhaps I might reconsider telling your mother but in return you will need to do something for me”.
Looking up at her I said “anything, I’ll do anything but please don’t tell my mother”.
Ann looked at me for a moment then said “Very well, but if I don’t tell her you will have to dress up for me”. Seeing my puzzled look (I was slow on the uptake wasn’t I) she said “I want you to model my lingerie so I can see what you look like wearing it”.
I was shocked but it was an exciting idea. “Well,” she said “are you up for it?” Then looking at my groin she said “Silly question, I can see you are, get into the bedroom”.
“OK”, she said “get your clothes off while I decide what I want you to wear today”.
“Today?” I said. “Oh yes, I’m going to want you to model for me as often as possible”.
I’d never been embarrassed to be naked in front of boys or girls of my own age but for some reason I was a bit coy with this older woman so I turned my back as I undressed. “Don’t be shy,” she said “turn round so I can see you properly or I’ll have to think about telling your mother”. I did as instructed. She slowly looked me up and down and as her eyes fastened on my engorged penis she smiled and slowly licked her lips. It was such an erotic action I almost came, a small moan escaping my lips and my cock jerking in anticipation.
“My, my, you are keen aren’t you? Try to control yourself a bit longer please.” She held out the very basque that I’d tried on the very first time I raided her lingerie drawer and ordered me to put it on. She next handed me the same stockings and the panties all the time watching me closely as I put them on.
“OK,” she said when I was dressed “let me look at you properly.” She ordered me to turn around slowly, then walk across the room and back. “Hmmm, something’s not quite right”, she said. Opening the wardrobe she took out a pair of high heel shoes and told me to put them on. I did so. They were a bit tight but not too bad. “Can you walk in them?” I walked across the room. “You’ve obviously been practicing in your mother’s shoes” she said “but I like it, your bum sways very nicely in those heels”.
She crossed over to another wardrobe and stretching up (I couldn’t help noticing the nice view as her skirt rode up exposing her knickers and stocking tops) to bring down what I thought was a hat box. Opening it she removed a wig and after brushing the long blond hair she told me to bend my head so she could put in on me.
“That’s better,” she said when it was adjusted to her satisfaction, “but something still isn’t right”. I looked down at my hard on and she said “I think you better take some action to get that soft, don’t you? Start by stroking your balls through your panties.”
I did exactly as I was told, stroking my balls then slipping my hand inside my panties and pulling my cock out. “Stroke it slowly” she said licking her lips again and making me spurt some pre-cum “Careful, don’t come too quickly.”
As I stood there wearing her sexy undies, high heels and wig and wanking myself she sat on the end of the bed and slid her hand up between her legs. “I want you to match your stroke to mine, no faster and no slower.” I was bursting to come but wanted to do exactly what she wanted even though the sight of her hand stroking her pussy through her panties was almost painful to watch. Thankfully she was hugely turned on herself and soon she was gasping and moaning “Come closer, I want to see you come when I come”. I stepped forward just as she started to orgasm and that was enough to make me shoot my load right in her face. My orgasm was so powerful my spunk must have shot five or six feet to hit her. I felt weak at the knees and collapsed on the bed beside her.
When we had both recovered a bit Ann bent towards me and kissed me gently on the lips. “Thank you, I needed that, and you look good dressed like that. We are going to do this again very soon, unless you want me to tell your mother what a naughty boy you are.”
I laughed, and said “Any time suits me” and I knew there was no way she would ever tell my mother about me, not after this episode.
Oh Ann, you taught me such a lot over the next few months.
Neighbours tended to look out for each other, taking in parcels, watering plants when people were on holiday etc. One year my mother “volunteered me” to look after the flat of a family on the floor below us. They were going on holiday for ten days and needed their budgerigars and fish feeding each day as the plants watering as and when required.
The first couple of days only involved feeding the birds in the living room and the fish in the kitchen so it wasn’t until the third day that I had any reason to go into the bedrooms to look for plants to water. The son’s room didn’t have any but there were some in the parents’ room.
As I was leaning across the dressing table to water a plant on the window ledge I noticed that one of the drawers was partly opened and I could see some lacy underwear. I pulled the drawer fully open and found a veritable treasure house of lingerie including a gorgeous basque. It was cream with light blue roses and edging. I was tempted and I fell.
After making sure the front door was bolted I eagerly stripped and got into the basque. I found some cream lace-top stockings which I pulled on and fastened to the suspenders before finally pulling on the matching panties which I’d found under the basque. The feel of them against my tight balls and rigid cock and the view of myself in the full length mirror was wonderful and it didn’t take long for me to bring myself off, not once but twice.
Thankfully there had been a box of tissues on the dressing table ready to catch my spunk so I didn’t soil the undies which I refolded very carefully, and put back into the drawer ready for some more fun when I came back the next day.
I did enjoy the rest of my time as feeder and waterer and spent as much time as I could exploring the contents of the lingerie drawer of the lady of the house. She had some lovely stuff and I enjoyed trying on a selection of sexy, silky undies. Heaven.
But all good things come to an end and all too soon the family returned and my fun and games were over. It was great whilst it lasted though.
A few days later I was walking up the stairs when the wife opened her door as stopped me. “Hi Dave”, she said “I’ve been wanting to have a word with you. Come inside a minute.” She led the way to the living room and inviting me to sit down offered me something to drink. I accepted and she gave me a can of coke.
“I just wanted to ask you if you enjoyed wearing my underwear”. I almost choked on the coke but at least it gave me a moment to think and could explain the fact I’d gone beetroot red in the face. “What makes you think …” she cut me off by waving her fingers side to side. “I’m not stupid you know, so don’t try it on. You did a very good job of putting everything back neatly and in the right order but your public hair is much darker and thicker than mine. You should have made sure none had got caught in the lace. I don’t know what your mother is going to say about this.”
“Please don’t tell her” I begged “she doesn’t need to know does she?” Ann, that was her name, looked at me very sternly and said “I think she has a right to know about your perversion don’t you?” I said nothing and after a few moments, as I stared forlornly at my feet, she said “Of course maybe she already knows. I bet you wear her clothes when you can and you probably leave evidence on them too.” I said nothing, still staring at my feet and after a while Ann said “Perhaps I might reconsider telling your mother but in return you will need to do something for me”.
Looking up at her I said “anything, I’ll do anything but please don’t tell my mother”.
Ann looked at me for a moment then said “Very well, but if I don’t tell her you will have to dress up for me”. Seeing my puzzled look (I was slow on the uptake wasn’t I) she said “I want you to model my lingerie so I can see what you look like wearing it”.
I was shocked but it was an exciting idea. “Well,” she said “are you up for it?” Then looking at my groin she said “Silly question, I can see you are, get into the bedroom”.
“OK”, she said “get your clothes off while I decide what I want you to wear today”.
“Today?” I said. “Oh yes, I’m going to want you to model for me as often as possible”.
I’d never been embarrassed to be naked in front of boys or girls of my own age but for some reason I was a bit coy with this older woman so I turned my back as I undressed. “Don’t be shy,” she said “turn round so I can see you properly or I’ll have to think about telling your mother”. I did as instructed. She slowly looked me up and down and as her eyes fastened on my engorged penis she smiled and slowly licked her lips. It was such an erotic action I almost came, a small moan escaping my lips and my cock jerking in anticipation.
“My, my, you are keen aren’t you? Try to control yourself a bit longer please.” She held out the very basque that I’d tried on the very first time I raided her lingerie drawer and ordered me to put it on. She next handed me the same stockings and the panties all the time watching me closely as I put them on.
“OK,” she said when I was dressed “let me look at you properly.” She ordered me to turn around slowly, then walk across the room and back. “Hmmm, something’s not quite right”, she said. Opening the wardrobe she took out a pair of high heel shoes and told me to put them on. I did so. They were a bit tight but not too bad. “Can you walk in them?” I walked across the room. “You’ve obviously been practicing in your mother’s shoes” she said “but I like it, your bum sways very nicely in those heels”.
She crossed over to another wardrobe and stretching up (I couldn’t help noticing the nice view as her skirt rode up exposing her knickers and stocking tops) to bring down what I thought was a hat box. Opening it she removed a wig and after brushing the long blond hair she told me to bend my head so she could put in on me.
“That’s better,” she said when it was adjusted to her satisfaction, “but something still isn’t right”. I looked down at my hard on and she said “I think you better take some action to get that soft, don’t you? Start by stroking your balls through your panties.”
I did exactly as I was told, stroking my balls then slipping my hand inside my panties and pulling my cock out. “Stroke it slowly” she said licking her lips again and making me spurt some pre-cum “Careful, don’t come too quickly.”
As I stood there wearing her sexy undies, high heels and wig and wanking myself she sat on the end of the bed and slid her hand up between her legs. “I want you to match your stroke to mine, no faster and no slower.” I was bursting to come but wanted to do exactly what she wanted even though the sight of her hand stroking her pussy through her panties was almost painful to watch. Thankfully she was hugely turned on herself and soon she was gasping and moaning “Come closer, I want to see you come when I come”. I stepped forward just as she started to orgasm and that was enough to make me shoot my load right in her face. My orgasm was so powerful my spunk must have shot five or six feet to hit her. I felt weak at the knees and collapsed on the bed beside her.
When we had both recovered a bit Ann bent towards me and kissed me gently on the lips. “Thank you, I needed that, and you look good dressed like that. We are going to do this again very soon, unless you want me to tell your mother what a naughty boy you are.”
I laughed, and said “Any time suits me” and I knew there was no way she would ever tell my mother about me, not after this episode.
Oh Ann, you taught me such a lot over the next few months.
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