Ann Meets Her Match – Part 1 free porn video

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It was now spring 1970 and Clare had just moved to a new home in the small rural town of Dunghill where she was the assistant manager in an agricultural machinery firm selling tractors and other items to farmers and servicing them. One day she went out to a farm nearby to drop of a brochure for combine harvesters. At the farm she pulled up in her blue Mini and watched a farmhand carry a freshly slaughtered Southdown ewe to an outbuilding to be butchered. Clare was met by Ann who was standing by the farm office door watching a couple of lorry drivers taking lambs to market.

Ann greeted her and immediately thought Clare was a rather attractive girl. Clare was 26 and slim with collar length dark brown hair and an athletic figure. Clare followed Ann into the office and admired her shapely figure from behind. Ann was a few inches shorter and had similar length mousey hair and a nice figure. Ann was now 24.

Inside, Ann put the kettle on and put a spoonful of tea in the pot. She took the brochures from Clare.

“Oh, combine harvesters, how I hate them. Noisy things!”

“Yes but they get the job done very efficiently” remarked Clare keen to get a sale in due course.

“Then they sit in the barn for eleven months!” jibbed Ann pouring boiling water on the tea.

As they sat drinking tea Clare glanced at the map on the wall. All the fields had names and the overlay showed the plan for planting that year. A combine would be well used she thought. Ann however had other things on her mind.

“Now, Clare, are you sporty?”

“Umm, well, yes, I like swimming and used to play netball until I moved locally.”

Ann clapped her hands.

“Ideal! We need a couple of new players for our netball team! Here, telephone this number and speak to Laura and say I sent you!”

Clare took the slip of paper Ann held out and then glanced at this attractive young lady. Ann continued.

“It is just a fun league, nothing serious but we so need one or two players.”

That evening Clare dialled the number. A lady answered.

The next afternoon Clare dropped round to see Laura, a friendly older woman in her early 60’s, at her home.

Laura explained that it was an amateur league and she coached the players but the Dunghill team had done well in recent years but was on the slide. She hesitated, telling Clare that Ann’s captaincy was not all it should be. Yes she was a lovely girl and a good player but she did not really chivvy and chide the team when matches were in progress. Having one or two new players ought to help. Clare confirmed she would be very keen to play, after all, it was for fun, wasn’t it?

Laura was pleased and advised her to see Ann who held the spare kit and she would fit her out.

The next day Clare’s Mini again was in the farmyard and Ann came out to meet her.

“The kit is upstairs in a spare bedroom. Do come up.”

Ann led the way upstairs and on the bed various items of kit were laid out.

“You have suitable footwear?” asked Ann.

“Oh, yes, and socks so just need the top, skirt and…well, I suppose the knickers too” said Clare blushing a little.

Ann looked at Clare and sized her up and handed her a top.

“Try that on and maybe this skirt and these knickers.”

Clare was not shy when naked with others but was caught slightly off guard; Ann obviously was not going anywhere. In fact, Ann realised she had a chance to see the nubile figure inside the jeans and shirt.

Clare took her shirt off and tossed it on the bed before slipping the top on. It was a good fit so Ann selected another and put it to one side as a spare. Clare removed the top and Ann admired the firm breasts and lace edged bra Clare wore. Her skin was lightly tanned and smooth.

Ann then gave Clare a skirt and knickers.

Clare took her jeans down and turned to place them on a chair. Ann again admired her figure as she stood in her underwear. She handed Clare the knickers, thick and of a design that covered a girl well. Clare took them and wondered whether to try them on or not. Still Ann was not going anywhere.

She tugged her white cotton pants down and put one foot in the knickers. Ann studied her thick triangle of pubic hair and, as Clare moved to put the second leg in, she looked at her bare bottom with its deep cleavage.

Clare tugged the knicker up and they were a good fit as was the skirt as she put that on.

“That’s good, Clare, you can take two of each” Ann confirmed.

They smiled at each other.

Clare removed the skirt and handed it to Ann then lowered the knickers and handed them over.

“Ghastly thick things, just like regulation knickers at school!” Clare commented.

“I know, but they kept you warm in winter!” chortled Ann.

“Would have been more use it they reduced the sting from the cane!” Clare quipped.

Ann nearly choked. She knew exactly what Clare meant….but…yes…surely…it was obvious, this gorgeous girl had been caned on those lovely cheeks!

Ann was lost for words for a minute or two, a rare occurrence for her. She folded the kit Clare was taking and watched as Clare bent right down to pick her pants off the rug. Her bottom was superb and in that position too, the same as she must have adopted for the cane! Her pussy looked so nice too. Ann continued to watch as the pants came up and covered that delicious bottom followed by the jeans.

Clare joined the team for a few practice sessions and discovered that results indeed had not been that good. A series of defeats had been the recent trend and at the end of the training Laura called them together. Clare thought Laura was in great shape for age and she had an athletic figure too. Laura discussed their next match and how they needed to move the ball faster and be more alert for any chance to intercept the opposition when they passed it. She then turned to Ann and urged her to be more directing during the match.

However, the next match was not that good at all and they lost 18-12 to another village team. The teams were using the village hall to change but there were no facilities so they all put on a jumper and walked or cycled home. The next match was similar and they lost 19-12.

Laura invited Ann round for tea. She set the table waiting for Ann to arrive. Then she was going back to the kitchen and paused by the cupboard under the stairs. Laura opened the door and took out a cane. It was brown and old with a traditional crook handle. Laura flexed it. It brought back memories of the many times she had used it and of even earlier years when it had stung her own bottom. She ran it through her fingers and recalled the three times she had used it on Ann when one of her pupils.

The doorbell rang. Laura pondered for a moment longer…should she…no she would give Ann one more chance. The cane was returned to its hook inside the cupboard alongside several other canes.

The next match was pretty awful and the team went from a solid 4-0 lead to an even more solid 22-4 defeat. This was admittedly against a team with a proper coach and nice sports hall. The team showered almost in silence and Laura joined them naked in the hot, steamy communal showers. Ann studied Clare’s lovely figure then when Ann had her eyes closed to wash her face Clare took a good look at Ann. She thought her new friend had a super body with pert breasts and a modest bush but a cute bottom. Both Ann and Clare secretly studied Laura’s naked body which was in great shape still with small breasts, fine mature cheeks and a large triangle of curls. On the rare occasions a match was at a venue with showers, Ann enjoyed seeing her former tutor naked and wondered if she had ever felt the cane, after all, Ann knew full well how proficient she was at using one on her and on other girls! In the changing rooms the girls all agreed how nice it was to have proper facilities. Laura dried herself and saw Ann on the next bench with her back to her; she was still naked. Her bottom was delightful but would the application of her cane be a way to improve results?

Ann cycled homewards but caught up with Laura on her bicycle. Laura invited Ann back to her house. Inside, Laura showed Ann to the lounge.

“Now, Ann, as captain, you must be disappointed with the team’s results…” Laura started.

The conversation continued and Ann thought she would be replaced as captain and willingly would have accepted that change – but Laura had other ideas.

“Ann, I think you make a good team captain but you are in a position I found myself at training college when I captained our netball team. Our coach came up with an innovative way to focus my mind on leading the team well.”

“On, umm, what was that?” asked Ann now rather curious.

“She set me a target. Every match we lost she would cane me and the number of strokes of the cane depended on the result; she deducted our score from theirs to get the total due.”

Ann was taken aback but also aroused at this confirmation that Laura had indeed received corporal punishment but it was Laura’s next statement that made her almost gasp with pleasure.

“…I was, of course, familiar with corporal punishment having been caned when younger on four occasions for being naughty.”

Ann momentarily forgot that Laura was proposing that she took a caning after a defeat and images flashed through her brain of this gorgeous mature woman, the one she had just seen naked in the showers, taking a caning.

Ann was slightly flustered. “So, so…you propose…but today we lost by 18…I couldn’t take that many…!”

Laura sat up straight.

“Well do you agree with the idea, Ann? I think it could work for you.”

“Um, well…I think…but when would I be caned? Not in the changing rooms in front…”

Laura sought to reassure her. “You could come back here.”

Ann agreed. “Yes, ok, Laura….”

Laura put her hand on Ann’s knee. “Shall we start with a sound six of the best now?”

Laura had checked the team’s fixtures for the next few weeks and none of the matches would be at venues with proper changing rooms such was the sate of 1970’s sports facilities in many communities. There would be no chance of Ann’s bottom being seen by the others.

Laura went out to the cupboard under the stairs and fetched her favourite supple cane. She returned to the lounge where Ann was waiting. Ann looked at the cane.

“Now come here and bend right over the back of this chair. Oh, lower your jeans, of course.”

Ann faced the chair almost in a daze. She fumbled with her buttons and then lowered her jeans. She hesitated. The young girl then lowered herself slowly over the back of the well upholstered armchair.

Laura waited until she was settled. This was a change from most canings she had administered over the years where a girl generally had to touch her toes or bend over a chair; some, in the dormitory had to bend over the end of their bed before the cane was applied to their bottom clad in the thin layer of a nightie or pyjamas clinging tightly to their cheeks and showing the buttocks well.

The cane tapped her bottom. Laura intended to make this a good one.

Swiiish-crack!

Barely had the cane whipped back off her bottom than Ann yelped loudly.

“Hush!” came the rebuke.

Swiiish-crack!

Ann pressed her face hard into the soft cushion by her face and only a muffled cry was heard.

Swiiish-crack!

Swiiish-crack!

Swiiish-crack!

Ann braced herself for the sixth which she knew Laura always followed tradition and made it a little harder. Laura had every intention of maintaining that tradition.

Swiiiiiish-craaack!

Even the soft cushion was not enough to disguise Ann’s loud squeal as her right hand reached round to sooth her right cheek. But the cane tapped her hand and she removed it.

The cycle ride back to the farm was awkward to say the least. She thought about the long hug Laura had given her and how she enjoyed the feel of Laura’s firm body. Did Laura have any idea how her bottom felt, thought Ann. Yes, she remembered Laura had told her she had been caned a few times. Meanwhile Laura put the cane away after giving it a final inspection as she thought about the weals it had left on her bottom many decades ago.

As Ann arrived at home a Mini was glimpsed driving away. It was Clare. She had found Ann’s watch in the changing area and brought it back. In her bedroom Ann stripped naked and examined her body all over in front of the mirror. How she longed for Clare to be there.

Ten days later the team had its next match. It stared well and was hard fought but by the end it was another defeat, this time 20-14. Clare walked off and put her arm around Ann’s shoulders to sympathise with her. Her touch was magic but Ann knew there was unfinished business with Laura.

“Clare” she said.

Clare grunted an acknowledgement.

“Fancy supper at mine?”

“Ok, I can comeback with you now.”

“Um, well, I have an errand, say, thirty minutes, 6pm? No, here is my key, let yourself in and I’ll be with you as soon as.”

Clare took the key.

The girls collected their bags and dispersed except for Laura and Ann.

“Back to my house, Ann?”

“Yes, I suppose I must, Laura.”

Twenty minutes later they entered Laura’s house and the front door shut. They dumped their bags in the hallway and Laura opened the cupboard door. She took out the same cane.

Meanwhile Clare made herself at home in Ann’s house. She looked around and peeped in her bedroom. She opened her wardrobe and looked at Ann’s clothes hanging there. She saw a bra strap caught in a drawer nearby. She opened it and examined Ann’s lingerie including some very nice silk underwear. On the top of a chest of drawers she was a box of papers and the lid was open. She looked. The box had been taken out by Ann a few days before when she had studied her bare bottom to see if the marks were gone. It contained among other things some old school reports.

Clare studied them. The academic marks and remarks were good but several had heading ‘discipline’ and referred to detentions awarded. Then one contained a comment about Ann being caned; then another and another.

Quickly she tidied the box and left it as she had found it.

Ann followed Laura to the lounge.

“Same chair?” asked Ann.

“No, place your hands on the coffee table and bend over.”

Ann did as she was told and looked a picture in her netball kit. Laura lifted her pleated skirt up to reveal Ann’s tight knickers.

“Six strokes of the cane this time, Ann, I believe.”

“Yes, Laura” came the reply loud and clear. Ann was ready for this.

Swiiish-crack!
Swiiish-crack!
Swiiish-crack!

Three quick strokes barely giving Ann time to gasp or clench her cute cheeks.

Swiiish-crack!
Swiiish-crack!

“Aaaaah” she cried before bracing herself for number six.

Swiiiiiish-craaack!

It did not disappoint and Ann jumped up and rubbed her bottom.

Ann hugged Laura and wanted to tell her how she needed that caning but she knew Clare was at her house.

“Would you like to shower here?” Laura asked gently.

Ann spoke softly and said she had invited Clare round for supper. Laura had noticed that Ann and Clare were very good friends. Laura also thought how she would like to give Clare a thorough caning on her beautiful bottom. Maybe one day both of them might….

Ann kissed Laura and made her excuses. She was shown to the front door where they kissed again. Laura enjoyed the brief moment of Ann’s body odours then they parted.

The cycle ride home did not take long as Ann pedalled as furiously as she could even with a sore bottom. She so wanted to see Clare. In no time she was at home and entered the house. She closed the door as Clare stood up from a chair at the kitchen table.

Ann was looking a little flustered. Clare concluded it was the bike ride.

“Oh, Clare, so sorry, I should have told you to shower here while waiting. Would you like to shower before supper?”

“Yes that would be nice, Ann” she replied.

Ann took Clare’s hand and led her to her bedroom. Their bags were dumped on the bed and Ann threw a large bath towel to her friend.

“The shower is here” indicated Ann leading Clare along the landing and opening the bathroom door.

There was a large tiled cubicle with a large shower head. The cubicle was quite wide and deep so there was no need for a door or curtain. It was like some at school by the dorms.

“Gosh, it’s big enough for two” Clare blurted.

There was a moment of awkward silence as Clare realised what she had said.

Ann took her hand and they went back to the bedroom.

“Of course, we could share the shower, Clare. Come on, undress!”

Both girls removed their shoes and socks and skirts. Off came their tops and bras. Clare quickly lowered her knickers and put them with her other clothes. Ann was still in her knickers that fully covered her bottom.

“You go ahead while I find a towel” said Ann with a hint of nervousness.

Clare took her towel and turned. Ann watched her bare back, legs and gorgeous bottom as she strode to the bathroom.

Ann hesitated. She went to the hook behind the door and took down her bath towel.

She slipped her knickers down. In the wardrobe mirror she saw her latest set of stripes. Six red weals were neatly arranged across her bottom.

Ann walked towards the bathroom now nude. She could hear the shower running. As she entered Clare was standing naked under the torrent.

Ann placed her towel on a chair and stepped into the shower cubicle.

Water was cascading down Clare’s face as Ann came close.

Their breasts touched as they kissed.

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Ann Part Three

Ann went to the kitchen for some paper towels. I was still catching my breath, enjoying the aftermath of my own orgasm, and leaking cum out of my limp cock. I watched as she walked, her tits swaying, and all that cum on her arms and chest. She was attractive, sexy and erotic. When she returned she cleaned herself, then me, then the floor and couch. “Can you cum again?” she asked. The answer, of course, is yes. But then I had to admit that we might have to wait a few minutes before I would...

Hardcore
4 years ago
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Anns ordealPart one

Ann’s ordeal-Part one.Police constable Ann V. was sweating under her uniform.The whole day the sun had been shining down on the city mercilessly, like it had been doing the whole week.She felt the sweat slowly trickling between her heaving breasts, and down her massive buttocks.Her bob of red hair was stuck sweatily under her regulation policewoman’s hat, and she had her big, green eyes half closed to keep the sunlight from blinding her.She silently cursed herself for not keeping the promise...

2 years ago
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Annrsquos halloween adventurehellip

Ann and I (Randy) would throw a halloween party every year and 2019 was no exception. Traditionally it always had been a fairly typical costume party. As we started to plan the event Ann looked at me and sighed so I asked what the matter was.Ann rolled her eyes then said “can we do something different this year? Too, you know, mix things up a bit!” “OK” I replied “what do you have in mind?” She smiled slyly and said “do you remember that movie ‘Eyes Wide Shut’ ?” I immediately knew where she...

2 years ago
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Vanna White Meets Jake and Bud

Vanna White was lost, sort of. The 47-year-old beauty, star of Wheel of Fortune was on a lonely Nevada road looking for any kind of road sign. She gave a heavy sigh thinking back on how she got into this predicament. She was looking for a house away from the public eye, a place she could bring her children for some peace and quiet sometimes. She was on the summer break from Wheel of Fortune shooting and her friend Amy said she had a good friend that was a realtor in Nevada. She had mentioned...

3 years ago
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Red ndash Part VIII ndash The girls meet up with Marcus

Sara flipped off the radio when she turned into her Tinderwood Apartment complex. It was late and she was exhausted. Her younger sister, Lauren, was asleep on the sofa with her chemistry book open on her chest, when she walked in. Sara looked frazzled and worn out for a 19 year sophomore in college. Her hair was windblown and her makeup was a mess. Her new flowered sundress was wrinkled and only held closed by three buttons. When she plopped down in the chair, Lauren could see her bare breasts...

2 years ago
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Anns Black Gangbang

Ann had kept her promise to do whatever I wanted and two months later we were quietly married and I brought her home for an evening of sucking and fucking. For the next several months we played out different scenarios of sex and she became more willing to do even more than she had ever tried before. It was one day at work that she had to show up and bring me some stuff from home when my friend Ed saw her and commented on great she looked. I knew Ann had thoroughly enjoyed the black man she had...

4 years ago
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Ann my new office slut

The company I work for had just opened a new "Office Managers Position" and had hired an attractive woman in her early 50's to fill the job. Her name was Ann she seemed to be a pleasant woman about 5' 5", and a very nice body for a woman about my age. She was well dressed daily always wearing woman's professional business attire such as matching skirts and jackets and well fitting pants and blouses, from the size of her breast it was easy to tell she wore a bra every day to work, but it was...

2 years ago
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AnnChapter 3

Casey looked over all those Polaroid pictures, and chose twenty four. I counted because I wanted to be sure I got them all back. I got Casey and I another beer, Ann did not want more wine. Ann told us that the pictures were good enough to turn Casey's wife on. Some were of just Ann, some were of just me, all were taken in the nude. Most of the pictures were of she and I in some pose having either oral or vaginal sex. Several were taken that day and showed her face as she was having a...

4 years ago
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Ann And Me 8211 Story Won Me A Prize

Hi. This is Karthik again with another scintillating story, only this time it is too special and real. I never thought writing stories on ISS would help me to encounter a real incident, but it happened last week. I am writing this story with the consent of the people involved in it, but have changed their names for the obvious reason. Feel free to message me at After my last story, I got a few emails, but most of them were deprived guys who wanted contact numbers of the ladies I described...

1 year ago
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Ann and the looking glass

Ann had found the mirror at the second hand shop. She had moved house, and needed a long mirror to put in her new bedroom. The mirror had been hidden at the back of the second hand store behind three old wardrobes; it was covered in dust and cobwebs. Why she had looked that far back in the store, she couldn’t understand, but there it stood nearly 6 feet tall and 2 feet wide supported in a frame of near black Mahogany. The carving on the frame was almost sensual with long curves and sweeps of...

Erotic
3 years ago
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Ann and James

James was away on a business trip. He was due back tomorrow. Ann missed him terribly while he was gone. The weather was cold and rainy and rather than turn the heat on, Ann decided to go to bed and snuggle under the blankets; she always slept better in a cold room. She read for a while but she was tired and it was cozy in the big bed so she quickly fell asleep.James was exhausted but he had been able to finish his business a day early. He caught a late flight. It was almost midnight by the...

2 years ago
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Anns sitter

Ann complained while her mother was on the phone, I don't need a sitter she argued. Her mother said, I don't care, you're not staying by yourself, and that's final.Hanging up the phone her mother told her to take her bath.While Ann was bathing she got ready for her date.Finishing her bath Ann put on her nightgown and clean panties.Coming out front, her mother was talking to Mary. She explained how she was. Mary smiled and sad no problem.Mary asked Ann what she liked doing. Movie and video...

2 years ago
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Anns sitter Vll

Laying between Mary's legs Ann studied her pussy. Tracing her fingers around her putter lips and admiring the wrinkled inner lips Ann said, I wish mine looked like yours. Her words adding to her excitement Mary said, I love you'res. It looks like a tasty wet pink apricot. Giggling Ann asked, does it taste like one. Sweeter, she answered.Feeling her fingers run down her labium majus, Mary watched Ann her young lover. With her fingers passing under her lips Ann said, you're so wet. Mary began to...

3 years ago
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Ann8217s First Time With Indian Day One

Hi, my name is Alan and my wife’s name is Ann and this is part one of what could be a long series of our experiences with Indians. When this started I was 40 years old and she was 37 and I was her second husband. When I first met Ann and we had been going together for three or four weeks she told me that when she started to divorce her first husband she had decided to get revenge on him by fucking just about every guy she met and also more than once she had been fucked by three guys at the same...

3 years ago
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Anns sitter lX

After dressing for bed Mary and Ann put a movie in. Half way through Ann laid down, resting her head on Mary's lap. Mrs Stuart retrieved a blanket for the closet and covered Ann. Wriggling she got comfortable. Heading to her room Mrs Stuart told Mary to keep it down, and don't stay up to late.Mary was shocked when Ann handed her her panties. Pushing under her leg, Mary waited to hear the bedroom door close. Hearing it, they both giggled. What are you trying to do, Mary asked. Get us...

4 years ago
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Ann Goes to Harpers Ferry

My hot little redhead, Ann, and I have fucked in some of the most unusual places.   The woman is generally insatiable when it comes to her sexual appetite and she certainly doesn’t get it sated at home.   Her executive husband never has time to take care of his wife’s needs but she also figures that he’s fucking his secretary anyway.   He certainly has made life convenient and “satisfying” for me.   The sight of those perky, firm little tits, those overly sensitive hard nipples and that...

Exhibitionism
2 years ago
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Anns sitter ll

Her nightgown clearing her head Ann pulled her hands to her chest, then to her side. Looking at each other they sat in silence. With a look of fear Ann said, I've never done this before. Placing her hand on Ann's shoulder Mary said, me either. Slowly Ann leaned towards Mary. Moving her hand down to Ann's back, Mary met her half way. Closing her eyes Ann kissed Mary's lips softly. Returning her kiss Mary parted her lips. Kissing her, she slid the tip of her tongue over Ann's lips. They sat...

1 year ago
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Ann Summers

AnnSummers! When shopping for sex toys, lingerie, or even something for your BDSM backroom exploits, it’s always important to choose a retailer you can trust. Well, perhaps you enjoy walking into your local sex shop and chatting with the cashier, telling them how you appreciated their nipple clamp suggestions last week, but not everyone is into that.In the 21st century, most people prefer to purchase their sexual paraphernalia discreetly from the comfort of their own homes. But, still, it’s...

Online Sex Toys Shops
3 years ago
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AnnChapter 4

Leigh had been introduced to me by Casey when they had arrived. I introduced Ann to them both when she came in. Both ladies were dressed in short cocktail dresses, hose and medium heels. They were "drop dead" beautiful. Ann and Leigh started talking and I had to interrupt to ask Ann what she would have to drink. Ann asked for wine and Leigh gave me her empty glass to fill again. I only put a small amount of 190 proof in Leigh's. I wanted her sober through our meal. I heard Ann telling...

2 years ago
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Anns sitter Vl

Breaking their kiss Mary asked, you sure your mom doesn't know you're here. Sliding off her Ann rubbed Mary's tit. Poking her areloa she said, yes. I told her I was going to a friends house a few blocks away.With any evil grin Mary slid down kissing Ann's belly. Ann's heart beat quicker feeling her lips on her skin. She giggled when Mary tongued her bellybutton. She gasped feeling Mary stroke her public hair. Nervously she let Mary lift her leg. Kissing her thigh, Mary ran her hand down Ann's...

2 years ago
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Julie out on her own ndash First Threesome Part 2 ndash

Julie out on her own – First Threesome (Part 2) – CD/TV/TS, MFM(Continued from Part 1)Sure enough, there was Vicky was, head above mine, eyes closed, sucking on her fingers. I reached my arm up and snaked it around her head, and pulled her lips to my face quickly, making her faceplant into pools of sperm. She was surprised, but relaxed and started slurping – I knew I had her. I whispered quietly, “You still owe me … bitch!”To my surprise, as much as she’d seemed to be into it, sharing Mike’s...

1 year ago
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Part 5 ndash Her Divorce ndash True Story

To continue the story, after my future wife moved in with me she discovered that she could make me cum hard and fast when she shared stories of her past sexual adventures. And if you have not read the first parts, she learned she liked sex early. Sex with guys, gals, black guys and multiple guys.So to continue, her first husband graduated from college without knowing she was fucking her work boss, fellow workers, and a few of his college teammates. So he got a job and they moved to the Texas...

3 years ago
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Julie out on her own ndash with Mike and Vicky ndash CDTV

Julie out on her own – with Mike and Vicky – CD/TV/TS, MMSo last time I wrote about and my roommate Mike, how we’d come to terms with my crossdressing, my attraction to him, and his willingness to have a horny busty T-girl go wild on him.Since we both were comfortable with it, as time went on, I began staying dressed more in our apartment. Nothing fancy, but during evenings and practically all weekend, more often than not, if I had no immediate plans to go out, I would wear the following. Pink...

3 years ago
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Julie out on her own ndash First Threesome ndash CDTVTS

Julie out on her own – First Threesome – CD/TV/TS, MFMRemember how Vicky, the blonde busty sexpot, owed me a favor, because she knew I knew she’d blown my best friend Mike at the bowling alley, but was going to keep quiet for her? If not, see the story two entries ago! Anyway, about two weeks later I called her up during the week, when I knew her boyfriend Frank wouldn’t likely be at her place. After a few rings, she picked up the phone.“Goodbody’s Mortuary, you stab ‘em, we slab ‘em, Elvira...

3 years ago
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Anns sitter X

Having Ann hold her legs, her ass raised exposing Mary's target of desire. Pushing her fingers in and out of her pussy, Mary lapped at Ann's asshole. Stopping only to rub Ann's juices over her pink bud, Mary slapped her palm against Ann's pussy. Ann's face covered in Mary's pussy juices, spread her lips apart. Bunching her fingers together, Ann probed Mary's pussy. Slowly she pushed her fingers in. With Mary's orgasm in full force her hips began bucking.Slowly Ann's hand made its way into...

3 years ago
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Julie out on her own ndash Bowling Aftermath ndash CDTVT

Julie out on her own – Bowling Aftermath – CD/TV/TS, MMSo last time I wrote about how my roommate Mike hooked up with flirty Vicky at the bowling alley, how I knew about it, how Mike knew I knew, and how Vicky knew I knew, but how Vicky didn’t know that Mike knew I knew. Confused? Read last entry!Anyway, when Mike and I got home that night, we thought it was hilarious how Vicky’s horny lusts had gotten the better of her, how she’d blown Mike in the bowling alley men’s room while I watched over...

2 years ago
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Roseanne barr meets rosie of Donnel

It was a wild Hollywood party,,1989 everyone that was anyone was thier. A luxurious penthouse in the sky. The party thrown by roseanne was to be the most decedant,,orgy of sex and v******e ! Every sexy kink was to be explored, Roseanne sits atop a magnificent throne! Dressed like a 50s sex kitten,,her big boobs in a glorious red bra,,matching panties cover her ample hips and ass,,,black garters and nylons,,,full heavy make up,,and a 50s bouffant hair do.reigning over her subjects,,,,large...

4 years ago
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Anns sitter V

Mary's eyes were glued to Ann's pussy. Her pubic hair coated with her vaginal fluids was all bunched together, adding to her lust. Having Ann lay on the floor, she laid between her legs. Taking cushions from the couch Ann propped herself up. Excited and nervous she watched as Mary lowered down. Then, jumped when she felt Mary's tongue press against her labia. Mary's mind exploded. The sent, the taste, the idea of licking someone's pussy. Running her tongue up her folds, Ann's loud moans excited...

2 years ago
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Anns sitter Vlll

Ann's protests diminished with Mary's fingers in her pussy while licking her ass. Nervous at first, soon Mary was probing her rose bud with her tongue while licking her. Spreading her ass as much as she could Mary buried her face between Ann's cheeks. Her anus mussels relaxing, Mary's tongue penetrated her. Mary was like a wild woman with this new experience. Ann's pleas turned to moans with her. She lost count of the orgams she's had today. Her pussy hurt from the stretching but she no longer...

4 years ago
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Julie out on her own ndash more with Mike ndash CDTVTS

Julie out on her own – more with Mike – CD/TV/TS, MMSo last time I wrote about my first sexual experience with my roommate Mike, how I’d “ambushed” him when he came home one night, and I was dressed like one of our sexy busty slutty blonde friends, Vicky. The next morning, I was awake and eating breakfast in our kitchen (not cross-dressed), just in shorts and a t-shirt, ready to do some weekend chores.Mike came in behind me and cleared his throat nervously. He said, “Um, did what happen last...

2 years ago
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Julie out on her own ndash with Mike ndash CDTVTS MM

Julie out on her own – with Mike – CD/TV/TS, MMLiving with my folks was OK, but when I finished college, like most k**s, I got a decent job and was eager to get a place of my own and taste more freedom … and COCK! (Well, most k**s want to taste opposite gender genitals, but you know what I mean.) Several of my friends had moved out earlier than I did, having not gone to college for a full four years, some not having gone to college at all, yet getting decent jobs through what they knew and/or...

3 years ago
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  • 122
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Julie out on her own ndash with Mike ndash CDTVTS MM

Julie out on her own – with Mike – CD/TV/TS, MMLiving with my folks was OK, but when I finished college, like most k**s, I got a decent job and was eager to get a place of my own and taste more freedom … and COCK! (Well, most k**s want to taste opposite gender genitals, but you know what I mean.) Several of my friends had moved out earlier than I did, having not gone to college for a full four years, some not having gone to college at all, yet getting decent jobs through what they knew and/or...

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