Straight Male / 29
A Hired A Mature To Dominate Me And My Flatmate
When I was at uni I secretly hired a mature milf to come round and dominate me and my flat mate, without him know it was a hooker.
We were both pretty geeky back then and didn’t really have any experience with women.
I found an old hooker online who specialized in domination so i contacted her and asked if she would be keen on the idea of pretending to be an angry employee from our letting agent doing a spot check on our flat which then led to her dominating us. To my surprise she actually agreed and wanted to know more about the idea. We chatted online for the next few days and formulated a plan.
One night while we and my flatmate were gaming upstairs, I left the front door unlocked and hid some money for her in the lounge. She quietly let herself in, took the money, then came upstairs. We were both there gaming away with our headsets on when she stormed in the room. We both spun around in surprise to see an old lady in a black dress, tights and heals standing there with a stern look on her face. My flat mate looked at me confused and I said to her, who are you? She looked even angrier when I said that, and she said in a stern tone, I’m from the letting agent and I have come round to do a spot check on the flat and it’s a complete mess. I said oh, and she replied yes, oh. I said to her it’s normally clean, you have just come at a bad time, but she snapped back, it should always be clean.
She then ordered both of us to stand up, we looked at each other and I shrugged my shoulders and stood up, and he followed suit. She then marched up to us and without hesitation, grabbed both of our cocks through our trousers and gave them a firm squeeze. Looking at me and then to him she said, if you two want to make this right you’ll do what I say. Me and him looked at each other and I said, what do you want us to do? And she replied, you’re going to be my toyboys and your going to do exactly what I say.
I looked at my flat mate and he was going a bit red and was speechless. That’s when she said, well I can feel you are both getting hard so I guess that’s a yes? Before I even had a chance to reply, my flat muttered out yes. She then looked at me and said what about you, and I said err ok. She then said good and released her grip.
She then stepped back and ordered us to strip. I started to take my top off and undo my trousers and my flatmate followed suit until we were both stood there in our boxers. I glanced over and could see my flat mate already had an erection. She then said, show me those cocks I want to see who has the bigger one.
As we pulled them out she let out a laugh and said my flat mate was bigger which he chuckled about. She then said to him, I don’t know why you are laughing, get down on your knees. He got down on his knees and she slowly walked over to him, she then spun around with her back to him, and slowly slid her dress up to reveal a thong. She slowly pulled it down to expos her bare ass and slipped it off over her heels. She then slowly backed up towards his face until her ass was basically touching his nose and said, eat. He said what and she said, eat my ass. He looked at me with shock on his face and the next second she was pushing her ass onto his face. Holding the back of his head she then began to rub her ass across his face, pushing his face between her cheeks. She then said I told you to eat, and with that I guess he did, because she then started to let out some sexual moans. As she moved up and down against his face she turned to face me and I could see she was enjoying it and was even biting her lip. After a few minutes she pulled away from him and ordered me to lay on the bed. After I laid down she unzipped her dress and undid her bra. She then climbed onto the bed and positioned her ass over my face and slowly lowered herself on to my face. She rested her legs on my arms so I couldn’t move and she began to rock backwards and forwards, rubbing her pussy and ass up and down my face. I stuck out my tongue and began to lick her. After a couple of minutes she stopped rocking back and fourth and then made herself comfortable on my face. With my arms pinned and her whole ass covering my face, I found it actually difficult to breath, but I think that’s what she wanted. She was pressing down hard and demanding I lick deeper. Every few seconds she would release the pressure on my face so I could take gasp of air. As this was happening she ordered my flat mate who was standing watching to wank. After five more minutes or so she climbed off of me and got us both to stand up. She then kneeled down between us and ordered us to cum on her face. As we wanked she licked and sucked our ball sacks. We both then came all over her face and on her hair. We both came a lot. Shen then wiped it with her fingers and licked them clean while making eye contact with me. Then without a word, she put on her bra and thong, climbed back into her dress dressed and marched out.
We were both pretty geeky back then and didn’t really have any experience with women.
I found an old hooker online who specialized in domination so i contacted her and asked if she would be keen on the idea of pretending to be an angry employee from our letting agent doing a spot check on our flat which then led to her dominating us. To my surprise she actually agreed and wanted to know more about the idea. We chatted online for the next few days and formulated a plan.
One night while we and my flatmate were gaming upstairs, I left the front door unlocked and hid some money for her in the lounge. She quietly let herself in, took the money, then came upstairs. We were both there gaming away with our headsets on when she stormed in the room. We both spun around in surprise to see an old lady in a black dress, tights and heals standing there with a stern look on her face. My flat mate looked at me confused and I said to her, who are you? She looked even angrier when I said that, and she said in a stern tone, I’m from the letting agent and I have come round to do a spot check on the flat and it’s a complete mess. I said oh, and she replied yes, oh. I said to her it’s normally clean, you have just come at a bad time, but she snapped back, it should always be clean.
She then ordered both of us to stand up, we looked at each other and I shrugged my shoulders and stood up, and he followed suit. She then marched up to us and without hesitation, grabbed both of our cocks through our trousers and gave them a firm squeeze. Looking at me and then to him she said, if you two want to make this right you’ll do what I say. Me and him looked at each other and I said, what do you want us to do? And she replied, you’re going to be my toyboys and your going to do exactly what I say.
I looked at my flat mate and he was going a bit red and was speechless. That’s when she said, well I can feel you are both getting hard so I guess that’s a yes? Before I even had a chance to reply, my flat muttered out yes. She then looked at me and said what about you, and I said err ok. She then said good and released her grip.
She then stepped back and ordered us to strip. I started to take my top off and undo my trousers and my flatmate followed suit until we were both stood there in our boxers. I glanced over and could see my flat mate already had an erection. She then said, show me those cocks I want to see who has the bigger one.
As we pulled them out she let out a laugh and said my flat mate was bigger which he chuckled about. She then said to him, I don’t know why you are laughing, get down on your knees. He got down on his knees and she slowly walked over to him, she then spun around with her back to him, and slowly slid her dress up to reveal a thong. She slowly pulled it down to expos her bare ass and slipped it off over her heels. She then slowly backed up towards his face until her ass was basically touching his nose and said, eat. He said what and she said, eat my ass. He looked at me with shock on his face and the next second she was pushing her ass onto his face. Holding the back of his head she then began to rub her ass across his face, pushing his face between her cheeks. She then said I told you to eat, and with that I guess he did, because she then started to let out some sexual moans. As she moved up and down against his face she turned to face me and I could see she was enjoying it and was even biting her lip. After a few minutes she pulled away from him and ordered me to lay on the bed. After I laid down she unzipped her dress and undid her bra. She then climbed onto the bed and positioned her ass over my face and slowly lowered herself on to my face. She rested her legs on my arms so I couldn’t move and she began to rock backwards and forwards, rubbing her pussy and ass up and down my face. I stuck out my tongue and began to lick her. After a couple of minutes she stopped rocking back and fourth and then made herself comfortable on my face. With my arms pinned and her whole ass covering my face, I found it actually difficult to breath, but I think that’s what she wanted. She was pressing down hard and demanding I lick deeper. Every few seconds she would release the pressure on my face so I could take gasp of air. As this was happening she ordered my flat mate who was standing watching to wank. After five more minutes or so she climbed off of me and got us both to stand up. She then kneeled down between us and ordered us to cum on her face. As we wanked she licked and sucked our ball sacks. We both then came all over her face and on her hair. We both came a lot. Shen then wiped it with her fingers and licked them clean while making eye contact with me. Then without a word, she put on her bra and thong, climbed back into her dress dressed and marched out.
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# 80901 - by Hornyguy3456 / July 24, 2025
