It Won't Close
I haven’t written in a while because frankly there hasn’t been much to write about. I saw a Dominatrix about two months ago for a session that was basically spanky-spanky with a hand job. It was uneventful but better than nothing. I paid for an hour, and she was done with me after about 15 minutes. I didn’t get my money’s worth, but it’s not like I can call the Better Business Bureau. It’s like eating at bad restaurant. I don’t complain, but I’ll never return.
However, I have a profile on several BDSM dating sites, and as luck would have it, I started corresponding with a lifestyle Mistress from my area. We started with emails, then chatting on-line, then text messages, then chats on the phone, and finally met briefly for coffee at Starbucks. With lifestylers, there tends to be a lot of personal scrutiny which is fine by me. Pros just want to know that you can afford their services and you’re not a creep. Lifestyle Dommes tend to look for an actual connection or physical attraction.
She’s definitely my type. 5’10” with boots that made her taller than me. Piercing, cat-like green eyes, and flowing brown hair with just a tiny bit of gray to give away her age. She has long legs that go on forever with large natural breasts. No need for Viagra with this woman.
She was the one who first contacted me, so I asked her why she reached out to me. She told me that she was looking for someone with experience. Experience? Well, yeah, I have experience, but there are hundreds of submissive men with experience that she could have selected on that site. It didn’t take long to find out what kind of experience she was looking for.
It turns out that she likes to play with men’s asses, and mine received a passing grade from her. When we met at Starbucks she complimented me on it and asked me what was the largest insertable object that I have taken, and also whether I have been fisted before. She asked about my dildo and plug collection, too.
When I told her honestly that my biggest toy was 8 inches a disappointed look came across her face. However, she perked up again when I told her that I have been fisted a few times. She explained to me that fisting and large toys were her favorites ways of dominating a man.
I told her that for our session I would bring my largest dildo and the “Spare Parts” strap-on harness if she wanted to use them. She told me to be wearing a locked chastity device, and to give her the key when I see her.
It’s true I’ve been fisted before, but I didn’t tell her that it’s been over ten years since the last time. I didn’t feel confident that I would be able to take what she wanted to give. We scheduled a session at her place on Saturday, so I spent last week stretching myself with the toys I have. Thursday and Friday night I slept with my largest plug inserted. Saturday morning I spent 3 hours cleaning myself inside with a series of deep enemas before taking some Imodium to stop things in their tracks. Then more stretching in the afternoon before our session. I thought I was well prepared. By the time I saw her on Saturday night I was already on the verge of gaping.
She met me at the door, and she was already sipping on a glass of red wine. She offered me a glass, and smiled while telling me it would help relax me for what was to come. I was nervous, but I declined. We made small talk for a while, but at one point I could see her getting bored. She chugged her wine and told me to follow her.
She led me to her huge master bedroom. She had a table set up at the foot of the bed with a few toys and lube. I added my harness and dildo to the collection, but it looked miniscule compared to what was there. I had serious thoughts about being in over my head. There was a quart sized container of lube that was already open. It was obvious that this wasn’t her first rodeo. I put the key to my chastity lock on the table, took a deep breath and turned to her.
She ordered me to strip, and once I was naked, she asked me about my lack of body hair. She giggled while I told her the story about my electrolysis. Her hands were all over my body verifying that I was indeed hairless in all places. She asked me if it was permanent, and I told her that except for a couple of occasional strays it was. She stared at me for a moment trying to decide whether she liked my appearance. I was relieved when she started to smile, and she told me my pink chastity cage was “adorable”.
She went to the table and put on a pair of disposable gloves pulling them high upon her arm for a tight fight. She told me to hop on the bed on all fours, head down, ass high. She scooped a generous amount of lubricant on two fingers and approached me from behind. She slipped a tray underneath me to catch any involuntary dribbles from my locked penis.
I don’t know if she had been keeping that shit in the refrigerator, but it felt ice cold when she started lubing me up. She thoroughly greased my crack before turning her attention to my hole. She used a circular motion with her fingers on the outer asshole. I must confess that the sensation along with the chilly lube caused me to break out in goosebumps.
While she was doing this, she was giving me a pep talk. She told me it was important for me to trust her and understand that she wasn’t going to hurt me. She told me to relax and “go for it”, and that she would apply steady pressure, but it was up to me to accept what she was offering. Her words were mesmerizing, and as she continued to coach me, I barely noticed that she had slipped to fingers inside my hole.
She lubricated my rectum methodically, assuring that my inner walls were coated. Her approach was ambidextrous as she would use her right hand, remove it, and then replace it with her left. I tried to relax, but I had self-doubt. I wished that I had bought bigger dildos to practice with. Two fingers became three. Then three became four. She curled her thumb into her palm, and I could feel all five digits entering and leaving my body. It was starting to hurt a bit, but I knew this was just the warm-up.
She kept at it, and then suddenly stopped with her hand halfway up my ass. She told me I was blocking her, and that upon her command I need to contract as though I were having a bowel movement. She changed her position to increase leverage, and then twisted her hand clockwise and counterclockwise. My hole was grudgingly accepting as she pushed hard against me.
I was pouring sweat when she gave the command to contract my hole, and sure enough her hand slipped inside me up to her wrist. As I tried to catch my breath, I could feel her fingers exploring my anal walls. She told me to stop pushing and pulled hard against me to remove her hand from my rectum. She replaced it with the opposite hand, and I knew to contract when the largest part of her hand was being inserted. This time it slipped in easily.
I wanted to take a break, but she was really getting into it. Fisting is her favorite femdom fetish, and apparently, she has trouble finding submissive men willing and able to do it. I didn’t want to get lumped into that category. I must admit that there is something very intimate about it, and she wanted to see if I could take more.
She alternated her left and right hands, and although her fingers were still extended, it felt more like a punching motion from her as she progressed. Then something extraordinary happened. The walls came down and I no longer needed to contract to accept her fisting. She must have felt me relax because she pushed her forearm halfway into my anus. I’ve been fisted before, but just up to the wrist. Never have I experienced nearly elbow deep.
She continued to alternate between her left arm and right, but never “double fisted” me. When she finally finished, I had an empty feeling and desperately wanted her back inside me. I’m a bit embarrassed to confess that I’m a gaper, and the way she stretched me the hole wouldn’t completely close until the following morning. She took a picture of it on her cell phone for prosperity. I wonder if it will wind up on the internet?
I was so into it that I didn’t notice that my cock had been releasing a tray full of sperm below me. It’s almost a given that as a sub male must clean up his mess, and she held me accountable to the task. She coached me through it to make sure I didn’t miss anything.
She had been fully clothed but took off her jeans and panties exposing her glorious pussy. She got on the bed with her legs spread and started masturbating furiously. She gave me one hell of a show with her fingers blazing on her clit. I wanted to perform cunnilingus, but she desired to cum on her own. I respect that.
Her fantasy, not mine, is what’s important.
However, I have a profile on several BDSM dating sites, and as luck would have it, I started corresponding with a lifestyle Mistress from my area. We started with emails, then chatting on-line, then text messages, then chats on the phone, and finally met briefly for coffee at Starbucks. With lifestylers, there tends to be a lot of personal scrutiny which is fine by me. Pros just want to know that you can afford their services and you’re not a creep. Lifestyle Dommes tend to look for an actual connection or physical attraction.
She’s definitely my type. 5’10” with boots that made her taller than me. Piercing, cat-like green eyes, and flowing brown hair with just a tiny bit of gray to give away her age. She has long legs that go on forever with large natural breasts. No need for Viagra with this woman.
She was the one who first contacted me, so I asked her why she reached out to me. She told me that she was looking for someone with experience. Experience? Well, yeah, I have experience, but there are hundreds of submissive men with experience that she could have selected on that site. It didn’t take long to find out what kind of experience she was looking for.
It turns out that she likes to play with men’s asses, and mine received a passing grade from her. When we met at Starbucks she complimented me on it and asked me what was the largest insertable object that I have taken, and also whether I have been fisted before. She asked about my dildo and plug collection, too.
When I told her honestly that my biggest toy was 8 inches a disappointed look came across her face. However, she perked up again when I told her that I have been fisted a few times. She explained to me that fisting and large toys were her favorites ways of dominating a man.
I told her that for our session I would bring my largest dildo and the “Spare Parts” strap-on harness if she wanted to use them. She told me to be wearing a locked chastity device, and to give her the key when I see her.
It’s true I’ve been fisted before, but I didn’t tell her that it’s been over ten years since the last time. I didn’t feel confident that I would be able to take what she wanted to give. We scheduled a session at her place on Saturday, so I spent last week stretching myself with the toys I have. Thursday and Friday night I slept with my largest plug inserted. Saturday morning I spent 3 hours cleaning myself inside with a series of deep enemas before taking some Imodium to stop things in their tracks. Then more stretching in the afternoon before our session. I thought I was well prepared. By the time I saw her on Saturday night I was already on the verge of gaping.
She met me at the door, and she was already sipping on a glass of red wine. She offered me a glass, and smiled while telling me it would help relax me for what was to come. I was nervous, but I declined. We made small talk for a while, but at one point I could see her getting bored. She chugged her wine and told me to follow her.
She led me to her huge master bedroom. She had a table set up at the foot of the bed with a few toys and lube. I added my harness and dildo to the collection, but it looked miniscule compared to what was there. I had serious thoughts about being in over my head. There was a quart sized container of lube that was already open. It was obvious that this wasn’t her first rodeo. I put the key to my chastity lock on the table, took a deep breath and turned to her.
She ordered me to strip, and once I was naked, she asked me about my lack of body hair. She giggled while I told her the story about my electrolysis. Her hands were all over my body verifying that I was indeed hairless in all places. She asked me if it was permanent, and I told her that except for a couple of occasional strays it was. She stared at me for a moment trying to decide whether she liked my appearance. I was relieved when she started to smile, and she told me my pink chastity cage was “adorable”.
She went to the table and put on a pair of disposable gloves pulling them high upon her arm for a tight fight. She told me to hop on the bed on all fours, head down, ass high. She scooped a generous amount of lubricant on two fingers and approached me from behind. She slipped a tray underneath me to catch any involuntary dribbles from my locked penis.
I don’t know if she had been keeping that shit in the refrigerator, but it felt ice cold when she started lubing me up. She thoroughly greased my crack before turning her attention to my hole. She used a circular motion with her fingers on the outer asshole. I must confess that the sensation along with the chilly lube caused me to break out in goosebumps.
While she was doing this, she was giving me a pep talk. She told me it was important for me to trust her and understand that she wasn’t going to hurt me. She told me to relax and “go for it”, and that she would apply steady pressure, but it was up to me to accept what she was offering. Her words were mesmerizing, and as she continued to coach me, I barely noticed that she had slipped to fingers inside my hole.
She lubricated my rectum methodically, assuring that my inner walls were coated. Her approach was ambidextrous as she would use her right hand, remove it, and then replace it with her left. I tried to relax, but I had self-doubt. I wished that I had bought bigger dildos to practice with. Two fingers became three. Then three became four. She curled her thumb into her palm, and I could feel all five digits entering and leaving my body. It was starting to hurt a bit, but I knew this was just the warm-up.
She kept at it, and then suddenly stopped with her hand halfway up my ass. She told me I was blocking her, and that upon her command I need to contract as though I were having a bowel movement. She changed her position to increase leverage, and then twisted her hand clockwise and counterclockwise. My hole was grudgingly accepting as she pushed hard against me.
I was pouring sweat when she gave the command to contract my hole, and sure enough her hand slipped inside me up to her wrist. As I tried to catch my breath, I could feel her fingers exploring my anal walls. She told me to stop pushing and pulled hard against me to remove her hand from my rectum. She replaced it with the opposite hand, and I knew to contract when the largest part of her hand was being inserted. This time it slipped in easily.
I wanted to take a break, but she was really getting into it. Fisting is her favorite femdom fetish, and apparently, she has trouble finding submissive men willing and able to do it. I didn’t want to get lumped into that category. I must admit that there is something very intimate about it, and she wanted to see if I could take more.
She alternated her left and right hands, and although her fingers were still extended, it felt more like a punching motion from her as she progressed. Then something extraordinary happened. The walls came down and I no longer needed to contract to accept her fisting. She must have felt me relax because she pushed her forearm halfway into my anus. I’ve been fisted before, but just up to the wrist. Never have I experienced nearly elbow deep.
She continued to alternate between her left arm and right, but never “double fisted” me. When she finally finished, I had an empty feeling and desperately wanted her back inside me. I’m a bit embarrassed to confess that I’m a gaper, and the way she stretched me the hole wouldn’t completely close until the following morning. She took a picture of it on her cell phone for prosperity. I wonder if it will wind up on the internet?
I was so into it that I didn’t notice that my cock had been releasing a tray full of sperm below me. It’s almost a given that as a sub male must clean up his mess, and she held me accountable to the task. She coached me through it to make sure I didn’t miss anything.
She had been fully clothed but took off her jeans and panties exposing her glorious pussy. She got on the bed with her legs spread and started masturbating furiously. She gave me one hell of a show with her fingers blazing on her clit. I wanted to perform cunnilingus, but she desired to cum on her own. I respect that.
Her fantasy, not mine, is what’s important.
1 年 前
