As with many of my stories there are several categories this would fit into including incest, lesbian, gay male, and reluctance to name a few. Hope you enjoy.
Note: This story is submitted with apologies in advance to the wonderful people of England for any misconceptions the author has of your country as I am writing with an American perspective of life there. I won't use uniquely British words unless I am sure of their use. Of course the act of sex itself doesn't change with geography.
Travel to England and just outside of Farnborough you'll find a large rooming house. It is set in the hills in the beautiful countryside and caters to men. It is a very large three story structure with 16 rooms. It is much nicer than many other such establishments of its kind. For one thing each room has its own restroom and small refrigerator.
Also, there is a lift for roomers on the second and third floor that was put in by the previous owner when the facility served many disabled servicemen after the war. Now it serves some agricultural workers but mostly is home for many of the workers at the nearby aircraft plant. Families are sometimes allowed to rent a room during the air show every two years.
A couple of years ago Mary Douglas and her daughter Jenny Collins noticed that the place was for sale and decided to buy it. However, they couldn't raise enough for the down payment so pooled their money with Lucy Thomas and Ruth Richards. Lucy and Ruth were life long friends and had known Mary and Jenny for over ten years and to most in the town the foursome seemed attached at the hip.
Little did the four women realize how difficult owning a rooming house would be. After taking over it was quickly decided that they would have to take turns staying overnight to keep some of the rowdier men under control and to protect their property. They also discovered there were fringe benefits to owning an all male boarding house.
What follows are accounts of some of their bawdy adventures with the men who made Montego's Inn the place to stay in southeast England. But, first, one cannot fully appreciate such accounts without a brief description of the four landladies. Mary is a widow, her daughter is single, and their friends are married and all have comfortable lives.
At 48 Mary is the mother of the group but looks more like a model. She is 5'6" weighing about140 pounds with curly black hair and blue eyes. Age has been very kind to her as there is absolutely no sagging in her 36-28-40 figure. Her daughter, Jenny, is 25 and the spitting image of her mother but weighs ten pounds less and has a 38-30-38 figure.
Lucy is a 34 year old buxom blonde with deep green eyes standing 5'4" 120 pounds with 40-28-38 measurements. And, her best friend, Ruth, is also 34
And has brown hair with sultry blue eyes and is 5'5" and is slightly heavier at 155 pounds but carries it very sensually with 40-30-42 measurements. As you can tell by the descriptions all eyes are on them when they are out together.
Problems started for the women as soon as they took the place over. Many of the gentlemen were lazy about paying their rent on time. Ruth came up with the idea of taking the mattresses out of the room and usually the rent was promptly paid. Paul was the first man that still refused to pay after his bed was taken out.
He simply brought his old sleeping bag out and slept init thinking he had the upper hand. He got away with this figuring that Mary and the girls would not call the constable. On the third night Mary snuck into his room and took every stitch of his clothing. She even took all of the towels and the drapes from the window. But she did not stop there.
Knowing that Paul didn't have to work the next morning she left him a dress in his size along with all of the trimmings including stockings, bra, panties, and high heels. Mary was pretty sure that Paul slept in only his birthday suit.
The next morning she waited patiently for the dead beat to get up. She was determined to teach him a lesson. Besides she liked the idea of showing the 6'2" muscular 210 pound man that she was really in control of her boarding house. He wouldn't know what hit him. At 8:00 she heard loud noises coming from his room.
Paul rummaged through the closets and drawers but to no avail. Soon Mary could hear her victim cussing and screaming. She braced herself for the inevitable charge into her room. Sure enough a couple of minutes later here came Paul wrapped in the sleeping bag. She greeted him with a smile, "Good morning Paul."
"Where the heck are my clothes," he bellowed.
""I left you adequate attire and we'll talk once you are properly dressed or should I call the cops?" she said almost in a chipper tone.
"I'm not putting on that damn dress lady," he hollered even louder.
"Yes you are Paul," she said sternly and then turned away. Knowing he would not find his clothes in the massive building and knowing that his landlady was serious the man reluctantly sulked back to his room. Mary's heart fluttered in pure delight and she felt a familiar tingle between her legs.
For several minutes Paul just looked at the garments wondering where Mary had gotten a dress that would fit him. Finally he caved in knowing he wasn't going to win this round short of being evicted or arrested. Strange feeling surged through him as he put the stuff on especially as he worked the stockings up his legs.
Paul knew that his landlady expected him to come looking for her once he had the dress on. He just hoped she was still in her room just down the hall so none of the other tenants would see him like this. He peeked out his bedroom door looking both ways before hastily making his way to Mary's room. It was difficult in the high heels as he couldn't keep his balance on the tiny pointed heel.
The man was half way in his landlady's room before his eyes caught sight of what was happening on the bed. He almost fell over as there was Jenny eating her mother's pussy. Mary's hands were wrapped in her daughter's hair as she ground her cunt feverishly in Jenny's face. Just then she saw Paul enter the room and cooed, "Jenny look at who has just come in."
A need to flee gripped Paul's entire body. He did not belong here watching this lesbian encounter between mother and daughter. But, somehow his feet would not move. Mary released her daughter's head long enough for the girl to look over at him. Jenny licked her lips, Oh mommy he sure fills out his dress nicely. Can we keep him as our toy?"
"Paul, or should I say Pauline, have a seat right there. I'll be with you when I am finished with my cunt lapping daughter," Mary whispered as she lowered Jenny's mouth back on to her pussy. An erection now obvious in his pants he settled in to watch the show. Then suddenly his view was totally obstructed by Ruth's ass in a pair of red silky panties.
He was so intent on the hot bum in front of him that he didn't even notice Lucy wrap a rope around his chest and tie him to the chair. He only began to struggle when she tied his arms up followed by his legs. Finally he moved his eyes from Ruth's knickers only to see Mary putting on a strap-on cock.
"Oh gawd yes mommy fuck me with your cock while we watch Ruth and Lucy play with our toy," Jenny purred. The girl wiggled her heart shaped ass at her mother as they got into position. As Mary shoved her dildo into Jenny's quim Lucy brought a box over to Paul's chair. Ruth placed a piece of two sided tape on Paul's forehead.
This was quickly followed with Lucy putting a long blonde wig on his head securing it in place with the tape. Next, Ruth inserted a piece of conical shaped memory foam inside of each of Paul's bra cups. As Lucy put clip-on earrings and a necklace on their victim Ruth applied lipstick and makeup. He was now fully transformed into a real lady.
"There isn't a person alive who could tell that you are a man dressed like that. You are one hot woman," Ruth cooed as she caressed his tits. Lucy grabbed his crotch and squeezed his cock through the knickers and looked him in the eyes.
"Yeah, all you need is a pussy and our job would be done," Lucy said laughing. Ruth and Lucy tenderly hugged each other satisfied in the work they had done. Paul was on fire seeing the four women and would do anything to, at least, play with himself. It was as if Lucy read his mind as she knelt before him and pushed the man's sexy knickers away from his throbbing erection.
As Ruth joined the other two on the bed Lucy swallowed half of Paul's seven inches. Torridly Ruth sucked on Mary's tits as Jenny came from her mother's assault on her pussy. It wouldn't be long before Paul would shoot in Lucy's throat but it was not to be. As his balls swelled Lucy suddenly pulled away. She carefully put the underwear back as she found them and smoothed out his dress on his lap.
Paul cried out in agony as the only thing worse than being forced to watch without being allowed play was having a girl bring him to the edge of climax without letting him spray his load. Seeing his predicament the women busted out laughing. Mary left the other three and strutted over to Paul with her cum covered dildo swaying from side to side.