It has been a while since I even visited the blog much less posted. WOW I am amazed at how many people have chosen to "follow" my adventures. Thank you!
Unfortunately, my sissy activity has been nearly non-existent lately. I only had one chance to play. I went to a shoe store and got some heels fit for a sissy. They are shiny black, with about a 3.5" stiletto heel. They are a little hard to walk in but not too bad. That night at the hotel I switched into a feminine night gown, nothing too revealing, but definately gurly. Then I ordered a pizza to be delivered. The delivery man had quite a surprised look on his fact!
I will keep you posted if I do have any more adventures.
Thank you for reading about my adventures.
Saturday, June 13, 2009
Thursday, January 29, 2009
Confused Sissy
I have had an interesting time since my last posting.
What you are about to read is very true, but also discusses something that was very dangerous and in many ways very stupid. I do not recommend other sissies follow my example, but that they take the very reasonable precautions you read about when meeting someone in person that you have only met on the internet, especially meeting them for the first time in an open, public place.
About the first of the year I started corresponding with "Oral Al", discussing my desire to some day suck a mans cock as an extension of my sissy training. The e-mails got very interesting, especially once we set a date for training.
Oral Al provided very detailed instructions on how I should be dressed to present myself. We did discuss some limits as to activities we would pursue which was a good thing. He also suggested that I take a banana and practice some instructions he gave me, including taking it deep down my throat. From the day I get this instruction, I practiced at least twice a day. Unfortunately this was something that I could not practice at home, (my wife would not understand my sudden craving for bananas) so I had to practice in various parking lots, which only added to my shame. Oral Al told me I would be tested on this before I would be allowed to suck his cock.
One problem that did arise is that I developed a very serious cold, one that caused me to cough very hard and very frequently and caused my nose to run like a leaky faucet. I very seriously considered calling off my training, but thought I would lose out on the chance of a lifetime, so I decided to go ahead as best as I could.
On the day in question I left in time to be properly prepared, but due to weather and difficulty checking in to the hotel, was not ready as soon as I had wanted to be. However I soon found myself answering the door and meeting Oral Al.
Oral Al started to talk with me. I could tell he was trying very hard to put me at ease, and I will always be grateful for that. He did give me one order I found EXTREMELY hard to follow. I was not to call him "Sir". Given my background that was almost an impossibility. I don't remember how many times I violated that rule, but was fortunate that Oral Al was very forgiving on this matter.
At one point Oral Al had me lay down on the bed next to me. I was scared out of my mind!. Oral Al ran his hand over me. It felt wonderful! I did not expect a man's touch to be so tender. He really teased me by playing with my breasts quite a bit, complimenting me on them, and kissing and sucking them. It felt so great to have a man using my body in that way, and to have my breasts carressed, kissed and sucked by a MAN!
Then it was my turn to touch him. I tried to make him feel good, but my fears took over. I was very shy and tentitive and do not think I did very well. Eventually he told me to remove his boots. I got a very big rush kneeling in front of him, removing his boots. I felt like a very submissive sissy. Once his boots were removed he opened and removed his pants. I helped him step out of them and my face was just inches away from the largest, hardest penis I have seen in my life.
Once I put his pants on the chair, he asked what my thoughts were. I was honest and told him I was impressed and a little intimidated by the size, but it did excite me. He asked if I wanted to touch it, and I could not wait. After being reminded to ask for permission, and being given permission, I touched it. You would have thought I was a nervous school girl. I was very gently just barely touching it. It felt both hard and soft at the same time. Hard as the various vibrator's I have touched in my life, yet somewhat soft and very smooth. I just had to have it in my mouth.
I asked for and got permission to give it a kiss. I really loved doing that, even if I felt shame for asking to touch a mans cock. I gave it my first kiss, getting my first taste of cock. I am here to tell you I loved it. I had to take it into my mouth. It was then I remembered the banana test. Unfortunately I also realized I had left the banana in my car. Oral Al said to figure I would have passed the test and allowed me to take him into my mouth.
I would be honored to tell you that I gave him the best blow job he has ever, or will ever have in his life. But if I told you that, I would be lieign through my teeth.
What happened is that once I got my first taste I had to have more. I had to feel him in my mouth, sliding in and out, fucking my face like a good sissy. I am very proud to say that I was able, on several ocasisons, to take his full length into my mouth, my nose flattened against his body, and to come back up without gagging. Other times I was not so luck. One of the sexiest feelings I had was when I took his entire length into my mouth and he put his hands on my face and pumped even harder. Those times made me gag, but also made me glad that I am a sissy, to be used for a mans pleasure.
The real problem began when my nose started running again. Soon, as much as I wanted to keep sucking Oral Al, I had to pull off every few strokes to sniffle and to breath. I cannot think of anything less sexy than a sissy slut breaking contact every couple seconds to sniffle. Oral Al seemed to take it in stride, telling me on more than one occasion to take a break and blow my nose (not his cock). I am here to tell you that I would rather have been able to keep sucking that delicious cock. To his credit, Oral Al stayed very hard during my breaks and was patiently waiting for me when I attacked his cock again.
At one point, Oral Al allowed me off my knees and told me to lie down on the bed. Soon he was crawling over me and forcing his cock in my mouth. (Well not really forcing because I wanted it so bad!) Talk about feeling like I was being used! And LOVING the fact I was being used!!!! Unfortunately it became a fight between Oral Al and myself. Oral Al using me for his pleasure and me just trying to breath! I loved being used and "forced to suck his cock. I felt very excited several times, especially after taking in his entire length, that I tasted pre-cum. When I tasted that, I was even more determined to have him shoot his load down my sissy throat, hoping it would be a huge load.
Eventually I was fighting a losing battle. I was not trying to avoid his cock/cum, but I could not keep up my sucking. I could not breath, and soon my jaw was hurting from being open so long. While the banana exercise helped, there is no way I practiced it long enough to prepare for being used for such an extended period of time.
Oral Al either became so frustrated at my not being able to take him over the edge, or decided to take pity on my physical problems. He had me lay on the bed while he used his own fist to bring himself over the edge. I was very humiliated that he had to suggest that and felt like a major failure. Topping it off, I felt like such a porn-star slut, mouth open waiting for the "money shot". It did not take long and Oral Al told me to take him in my mouth again. I did, taking him deep, before I felt my final reward. I could feel the spasms of his cock in my mouth. His first few squirts went right down my throat without me even tasting it. However, as the squirts settled down, I did get what I have wanted for so long, to taste a MAN cumming in my mouth. I think I could easily become addicted to the taste of a MAN's cum, and enjoyed every bit I could taste.
We sat on the bed for a while talking. It was really nice. I truly felt like a sub sissy. Part of me wanted to get dressed out of my sissy clothing, but an even larger part of me felt great. I have finally taken my dream to a new level. I can honestly say I am a cock sucking, cum swallowing sissy, and proud of it. I only wish I had performed better for Oral Al.
It took a couple days, but some guilt settled in. I feel very bad about taking the chances I took. I feel bad that my wife was not a part of the experience. It would have been sooooooooo much better if my wife had dominated me and "forced" me into the situation, just as I had fantasized about!
In the week building up to my new status I was out of control. I knew I was taking a very dangerous road, one that turned out wonderfuly, but dangerous none the less. All I could think about was getting my mouth on Oral Al's cock. I was out of control! Now that it is over I still think about Oral Al's cock. It's wonderful texture, how great it felt in my mouth before I started having so many health problems. How it felt to be kneeling, his hands on my head while he pounded himself in and out, using my mouth for his pleasure. How glorious it felt to feel his cum flowing in my throat, and the taste of his sweet cum.
I would love to continue training with Oral Al, and I think, despite all the problems, he would be willing to take the time to give me the training I want. However, the reality of what I did means that may just not be possible.
Finally I just have one thing to say:
THANK YOU ORAL AL FOR THE ABSOLUTE HONOR OF BEING ALLOWED TO SUCK YOUR COCK AND SWALLOW YOUR CUM. I WILL ALWAYS BE GRATEFUL FOR THE EXPERIANCE, AND IN SOME WAYS I WILL ALWAYS BE
YOUR SISSY TOY
linda
What you are about to read is very true, but also discusses something that was very dangerous and in many ways very stupid. I do not recommend other sissies follow my example, but that they take the very reasonable precautions you read about when meeting someone in person that you have only met on the internet, especially meeting them for the first time in an open, public place.
About the first of the year I started corresponding with "Oral Al", discussing my desire to some day suck a mans cock as an extension of my sissy training. The e-mails got very interesting, especially once we set a date for training.
Oral Al provided very detailed instructions on how I should be dressed to present myself. We did discuss some limits as to activities we would pursue which was a good thing. He also suggested that I take a banana and practice some instructions he gave me, including taking it deep down my throat. From the day I get this instruction, I practiced at least twice a day. Unfortunately this was something that I could not practice at home, (my wife would not understand my sudden craving for bananas) so I had to practice in various parking lots, which only added to my shame. Oral Al told me I would be tested on this before I would be allowed to suck his cock.
One problem that did arise is that I developed a very serious cold, one that caused me to cough very hard and very frequently and caused my nose to run like a leaky faucet. I very seriously considered calling off my training, but thought I would lose out on the chance of a lifetime, so I decided to go ahead as best as I could.
On the day in question I left in time to be properly prepared, but due to weather and difficulty checking in to the hotel, was not ready as soon as I had wanted to be. However I soon found myself answering the door and meeting Oral Al.
Oral Al started to talk with me. I could tell he was trying very hard to put me at ease, and I will always be grateful for that. He did give me one order I found EXTREMELY hard to follow. I was not to call him "Sir". Given my background that was almost an impossibility. I don't remember how many times I violated that rule, but was fortunate that Oral Al was very forgiving on this matter.
At one point Oral Al had me lay down on the bed next to me. I was scared out of my mind!. Oral Al ran his hand over me. It felt wonderful! I did not expect a man's touch to be so tender. He really teased me by playing with my breasts quite a bit, complimenting me on them, and kissing and sucking them. It felt so great to have a man using my body in that way, and to have my breasts carressed, kissed and sucked by a MAN!
Then it was my turn to touch him. I tried to make him feel good, but my fears took over. I was very shy and tentitive and do not think I did very well. Eventually he told me to remove his boots. I got a very big rush kneeling in front of him, removing his boots. I felt like a very submissive sissy. Once his boots were removed he opened and removed his pants. I helped him step out of them and my face was just inches away from the largest, hardest penis I have seen in my life.
Once I put his pants on the chair, he asked what my thoughts were. I was honest and told him I was impressed and a little intimidated by the size, but it did excite me. He asked if I wanted to touch it, and I could not wait. After being reminded to ask for permission, and being given permission, I touched it. You would have thought I was a nervous school girl. I was very gently just barely touching it. It felt both hard and soft at the same time. Hard as the various vibrator's I have touched in my life, yet somewhat soft and very smooth. I just had to have it in my mouth.
I asked for and got permission to give it a kiss. I really loved doing that, even if I felt shame for asking to touch a mans cock. I gave it my first kiss, getting my first taste of cock. I am here to tell you I loved it. I had to take it into my mouth. It was then I remembered the banana test. Unfortunately I also realized I had left the banana in my car. Oral Al said to figure I would have passed the test and allowed me to take him into my mouth.
I would be honored to tell you that I gave him the best blow job he has ever, or will ever have in his life. But if I told you that, I would be lieign through my teeth.
What happened is that once I got my first taste I had to have more. I had to feel him in my mouth, sliding in and out, fucking my face like a good sissy. I am very proud to say that I was able, on several ocasisons, to take his full length into my mouth, my nose flattened against his body, and to come back up without gagging. Other times I was not so luck. One of the sexiest feelings I had was when I took his entire length into my mouth and he put his hands on my face and pumped even harder. Those times made me gag, but also made me glad that I am a sissy, to be used for a mans pleasure.
The real problem began when my nose started running again. Soon, as much as I wanted to keep sucking Oral Al, I had to pull off every few strokes to sniffle and to breath. I cannot think of anything less sexy than a sissy slut breaking contact every couple seconds to sniffle. Oral Al seemed to take it in stride, telling me on more than one occasion to take a break and blow my nose (not his cock). I am here to tell you that I would rather have been able to keep sucking that delicious cock. To his credit, Oral Al stayed very hard during my breaks and was patiently waiting for me when I attacked his cock again.
At one point, Oral Al allowed me off my knees and told me to lie down on the bed. Soon he was crawling over me and forcing his cock in my mouth. (Well not really forcing because I wanted it so bad!) Talk about feeling like I was being used! And LOVING the fact I was being used!!!! Unfortunately it became a fight between Oral Al and myself. Oral Al using me for his pleasure and me just trying to breath! I loved being used and "forced to suck his cock. I felt very excited several times, especially after taking in his entire length, that I tasted pre-cum. When I tasted that, I was even more determined to have him shoot his load down my sissy throat, hoping it would be a huge load.
Eventually I was fighting a losing battle. I was not trying to avoid his cock/cum, but I could not keep up my sucking. I could not breath, and soon my jaw was hurting from being open so long. While the banana exercise helped, there is no way I practiced it long enough to prepare for being used for such an extended period of time.
Oral Al either became so frustrated at my not being able to take him over the edge, or decided to take pity on my physical problems. He had me lay on the bed while he used his own fist to bring himself over the edge. I was very humiliated that he had to suggest that and felt like a major failure. Topping it off, I felt like such a porn-star slut, mouth open waiting for the "money shot". It did not take long and Oral Al told me to take him in my mouth again. I did, taking him deep, before I felt my final reward. I could feel the spasms of his cock in my mouth. His first few squirts went right down my throat without me even tasting it. However, as the squirts settled down, I did get what I have wanted for so long, to taste a MAN cumming in my mouth. I think I could easily become addicted to the taste of a MAN's cum, and enjoyed every bit I could taste.
We sat on the bed for a while talking. It was really nice. I truly felt like a sub sissy. Part of me wanted to get dressed out of my sissy clothing, but an even larger part of me felt great. I have finally taken my dream to a new level. I can honestly say I am a cock sucking, cum swallowing sissy, and proud of it. I only wish I had performed better for Oral Al.
It took a couple days, but some guilt settled in. I feel very bad about taking the chances I took. I feel bad that my wife was not a part of the experience. It would have been sooooooooo much better if my wife had dominated me and "forced" me into the situation, just as I had fantasized about!
In the week building up to my new status I was out of control. I knew I was taking a very dangerous road, one that turned out wonderfuly, but dangerous none the less. All I could think about was getting my mouth on Oral Al's cock. I was out of control! Now that it is over I still think about Oral Al's cock. It's wonderful texture, how great it felt in my mouth before I started having so many health problems. How it felt to be kneeling, his hands on my head while he pounded himself in and out, using my mouth for his pleasure. How glorious it felt to feel his cum flowing in my throat, and the taste of his sweet cum.
I would love to continue training with Oral Al, and I think, despite all the problems, he would be willing to take the time to give me the training I want. However, the reality of what I did means that may just not be possible.
Finally I just have one thing to say:
THANK YOU ORAL AL FOR THE ABSOLUTE HONOR OF BEING ALLOWED TO SUCK YOUR COCK AND SWALLOW YOUR CUM. I WILL ALWAYS BE GRATEFUL FOR THE EXPERIANCE, AND IN SOME WAYS I WILL ALWAYS BE
YOUR SISSY TOY
linda
Wednesday, January 14, 2009
Wish me luck
I cant believe where this adventure has taken me over the past years, not where it will take me in the near future. As I travel and can research things on the web, I have read very many stories about sissies, those who wanted to transformed, those who are forced, and everything in between. One common experience, at least in the stories is the requirement to learn how to fulfill a real man's sexual desires.
I have to admit, before accepting that I am a sissy, things like that turned my stomach. Once I accepted my sissy nature I enjoyed reading about Mistresses sending their sissies out for training, or bringing in a real man to show a sissy what she is missing.
As a result I have begun having fantasies about being forced my Mistress to service both other Mistresses, but Masters of her choosing. What began as dreams of being forced to lick a mans cum from my wife's breasts to cleaning her out after a man has cum inside her to preparing a man for my wife/Mistress with my mouth, and cleaning the man with my mouth after he is finished.
Unfortunately, I have doubts I will ever find a woman to Dominate me the way I want, the way I should be serving a woman. That might lead you to conclude that also means that I will never know the joy of a warm cock in my mouth, or the taste of another man's cum. All I can say is "who knows". One of linda's goals for 2009 is to be used by a man for his pleasure. I am actively seeking that experience.
I will let you know if anything develops and if I take that step to becoming what many of us want very badly, a cum seeking, cock sucking sissy slut!
Linda
I have to admit, before accepting that I am a sissy, things like that turned my stomach. Once I accepted my sissy nature I enjoyed reading about Mistresses sending their sissies out for training, or bringing in a real man to show a sissy what she is missing.
As a result I have begun having fantasies about being forced my Mistress to service both other Mistresses, but Masters of her choosing. What began as dreams of being forced to lick a mans cum from my wife's breasts to cleaning her out after a man has cum inside her to preparing a man for my wife/Mistress with my mouth, and cleaning the man with my mouth after he is finished.
Unfortunately, I have doubts I will ever find a woman to Dominate me the way I want, the way I should be serving a woman. That might lead you to conclude that also means that I will never know the joy of a warm cock in my mouth, or the taste of another man's cum. All I can say is "who knows". One of linda's goals for 2009 is to be used by a man for his pleasure. I am actively seeking that experience.
I will let you know if anything develops and if I take that step to becoming what many of us want very badly, a cum seeking, cock sucking sissy slut!
Linda
Saturday, December 27, 2008
Things
I recently learned that I have other sissys "following" my blog. That was a very exciting discovery. To think that others are actually reading my ramblings and enjoying learning about my adventures is incredable! I am so happy about that.
On of the problems I have is posting. There are two challenges to that. (1) - Given my situation I do not get to venture out as a sissy often, and thus there is not always much to write about. When I do have a chance to play, I try hard to ensure I wrap up the fun with a good post. (2) Getting to a computer I can post from. Obviously I cannot post from my work computer. Since my wife does not know about my sissy life and would not be very happy about it if she did, I cannot use my home computer either. Most of my postings are from the public library. The problem with that is I do not have a chance/excuse to go to the library often.
This communication problem also impacts my ability to communicate with my sissy friends. The vast majority of my correspondence with my friends (and potential Mistresses/Masters) is done over my cell phone. I can usually check my e-mail, but I cannot download pictures very often. Also my cell phone is rather limited in that I can usually only send very brief messages. This means that I must often send two or three messages to complete a thought. The keyboard is not very good either and so I rarely capitalize or use as much punctuation as I should.
I am lucky that my good sissy friends seem to understand and accept these limitations.
My sissy life has lots of limitations, restricted chances to express my sissy nature and the communications limitiations are just two. However, these limitations cause me to really appreciate the chances I do have. I look forward to the trips, not for the travel, but for the chance to be seen in public as a sissy. The chance to experience some of the humiliation that I crave as a sissy, and hopefully the chance in the near future to meet people who can help deepen my sissy experience.
I hope to have some very juicy tales for you in the future. Stories I hope you will find as exciting as I have just thinking about them, and the humiliation they will bring.
Love
Linda
On of the problems I have is posting. There are two challenges to that. (1) - Given my situation I do not get to venture out as a sissy often, and thus there is not always much to write about. When I do have a chance to play, I try hard to ensure I wrap up the fun with a good post. (2) Getting to a computer I can post from. Obviously I cannot post from my work computer. Since my wife does not know about my sissy life and would not be very happy about it if she did, I cannot use my home computer either. Most of my postings are from the public library. The problem with that is I do not have a chance/excuse to go to the library often.
This communication problem also impacts my ability to communicate with my sissy friends. The vast majority of my correspondence with my friends (and potential Mistresses/Masters) is done over my cell phone. I can usually check my e-mail, but I cannot download pictures very often. Also my cell phone is rather limited in that I can usually only send very brief messages. This means that I must often send two or three messages to complete a thought. The keyboard is not very good either and so I rarely capitalize or use as much punctuation as I should.
I am lucky that my good sissy friends seem to understand and accept these limitations.
My sissy life has lots of limitations, restricted chances to express my sissy nature and the communications limitiations are just two. However, these limitations cause me to really appreciate the chances I do have. I look forward to the trips, not for the travel, but for the chance to be seen in public as a sissy. The chance to experience some of the humiliation that I crave as a sissy, and hopefully the chance in the near future to meet people who can help deepen my sissy experience.
I hope to have some very juicy tales for you in the future. Stories I hope you will find as exciting as I have just thinking about them, and the humiliation they will bring.
Love
Linda
Saturday, November 8, 2008
Last Trip
Here I am on my lastest shopping trip. I got the outfit at a couple "thrift"stores for less than $ 5.000, plus the thrill of trying the clothes on in the thrift store.
I had a great time at this store, the clerks were very helpful. I got to try on several "costumes", (including a cute french maid costume). You cannot tell from this pic, but I am wearing black fishnet stockings, pink nail polish and red lipstick.
Got several comments from other shoppers and lots of giggles. It is so much fun to go shopping as a sissy. While it is fun to go out and try to "pass", I have found it to be even more fun and rewarding to wear the feminine clothing, but leave no doubt that I am not a woman. I think it screams "look at this flaming sissy" more and is a lot more exciting.
Saturday, November 1, 2008
Hello Again
I know I have not posted for a very long time, but circumstances have prevented it. I have had some fantastic adventures in the past months. I have appeared in public (out of town) on several more occasions wearing nothing but feminine clothing. I have come to love these days. I even managed to get spanked at a lingerie store. A fantastic experience that left me black and blue for over a week.
I have lost touch with some of my few sissy friends and for that I am very, very sad. Fortunately, one of my dearest sissy friends finally wrote back to me this week. I was very excited to hear from her and I had missed her badly. Se told me a story about one of her adventures since we had last talked. It was fantastic. I was a little jealous, but extremely happy for her. I am so glad that she had the experience. It may be weird, but I was really, truely and genuinely happy and excited for her.
It seems the forced-sissy site has pretty much shut down, but I was able to find a new site to help me feed my craving for sissy input. I have started writing to a couple gurls there, and I haop that I can establish a relationship with them that will help us both explore and expand our sissy nature even more.
I may not post often, but I will keep you updated.
I have lost touch with some of my few sissy friends and for that I am very, very sad. Fortunately, one of my dearest sissy friends finally wrote back to me this week. I was very excited to hear from her and I had missed her badly. Se told me a story about one of her adventures since we had last talked. It was fantastic. I was a little jealous, but extremely happy for her. I am so glad that she had the experience. It may be weird, but I was really, truely and genuinely happy and excited for her.
It seems the forced-sissy site has pretty much shut down, but I was able to find a new site to help me feed my craving for sissy input. I have started writing to a couple gurls there, and I haop that I can establish a relationship with them that will help us both explore and expand our sissy nature even more.
I may not post often, but I will keep you updated.
Tuesday, March 11, 2008
The final installment
Fast forward many years of wearing my own clothes or sneaking into my sisters dressers/hampers to find things to wear. I never wore anything out in public, even under my boy clothes. My fantasy life became very active. Had the standard fantasies about my girlfriend, girls on the street, girls on the beach, etc, but also had fantasies about being kept in feminine clothing and dominated.
It took a while after I was married for me to bring up the subject of domination. My poor wife had no clue what hit her. To her credit, she tried. The earliest activity I remember is that she painted my toe nails bright red. I really enjoyed this. However, I was shocked one day when sleeping after working a night shift, a little girl my wife was babysitting was giggling and I opened my eyes to see her pointing to my toes and commenting about my polish. I was embarrassed, and it was the last time for a long time that I got to play.
Over the years, I got real lucky and at times my wife would indulge my desires and occasionally surprise me with a new bra or panties. I have to confess, I really had no desire to be completely dressed as a woman, just to wear bras and panties. I hated pantyhose! Except before I was married, I never wore dresses, blouses, skirts, etc. I just had no attraction to them. Bras on the other hand!!!!!
My job required occasional travel and during these periods of separation my wife and I would exchange Mistress/Slave letters (e-mail was not invented yet). These usually got very hot and I enjoyed them tremendously. I thought my wife felt the same way. We talked that once the kids moved out of the house we could set up a “dungeon” in the basement and really have fun. I bought her a riding crop one time. She used it a couple times, never very hard. She said she just was not into hurting me because she loved me. Who could argue with that!
I don’t know how or when I came across the idea of having my nipples pierced, but I did. Even more surprising, is that my wife went along with the idea. I did the piercing myself using a sewing needle. Ouch! I pierced both nipples and wore hoops in them every day. My wife seemed to like to play with them and she even said she liked the fact I did it to show that I belonged to her. Unfortunately, there were some complications after about 9 months and I had to let the holes close up. I have fond memories of those days.
One day searching the internet I found a book called “Sissy Charm School” with “lessons” on how to transform a man into a sissy maid. I bought it and gave it to my wife. I explained that perhaps she could use this to dominate me as it did not really involve inflicting pain. She gave it a try. We went so far as to throw out my tightie-whities and bought me panties. I loved it. For the first time in my life I was wearing panties every day. She bought me a nightie I could wear on special nights with her permission. I performed the household chores, including dusting and vacuuming every day.
Around this time I was able to locate a store about 90 miles from home that would allow me to try on some lingerie in the store. I told my wife about it, and we made an appointment. On the appointed day we went into the store and introduced our selves. What a great response. I was surprised when there were two clerks instead of just the one I had been expecting. We picked out some thing and the first clerk took me to the changing room. I went to close the door behind me and the clerk stopped me and said something about how it would be easier for her to help me if the door was open. Now I was really embarrassed.
I took off my shirt to try the first bra and she let out a squeal. She saw my pierced nipples. She loudly called for her assistant to come in and see. They both asked permission to touch them and of course I gave it. One clerk pulled on one nipple, not very hard, but it was very exciting. It seemed to push them over the edge. I would try on a bra and have to come out of the dressing room to model it. Of course the clerks always found things wrong with the fit and we would have to try something else.
The first clerk said “here try this” and handed me a corset. I had seen them in the pictures but never thought I would be wearing one. I was about to step out to model it when she stopped me. She came back a couple minutes later with a pair of heels. I had never worn heels before and they were quite a challenge! Before I knew it, a wig was placed over my head and settled into place. Then I was brought out to model for my wife. I was in heaven. Three women dressing me, playing with me, and of course criticizing me for being such a sissy. It was one of the most memorable and enjoyable days of my life.
Occasionally when I was in a city away from home I would stop at a Fredricks of Hollywood, or Victoria’s secret and ask for help finding a bra. I love the excitement of approaching the clerk. Some seem very surprised, others like it is something they do every day. Some make you feel this is a part of the job they hate most but what is really fun is when you get a clerk that truly likes helping you find something.
I thought things were going along pretty well. Imagine my shock a couple months later when I went to move my wifes car so I could shovel snow away and found her bags packed. I came in and asked her about it and she said she could not handle this domination thing anymore and if I insisted on keeping up with it, she would leave. We sat and talked and the next couple months were very long and involved lots of fighting. Needless to say that was the last of my wife dominating me, and crushed my sissy desires.
Try as hard as I could I could not completely bury my sissy desires. I would occasionally wear one of my wifes bras when she was not home, but it was not the same. My most recurring fantasies involved being a slave to a strict dominant woman who would dress me up in all sorts of frilly feminine things, and use me for her pleasure. I especially liked the dreams of her inflicting pain on my nipples and breasts. One particularly strong fantasy found me bound spread eagled on my back on my bed. Mistress would be straddling me. My penis rubbing against her warm wetness, but not allowed to enter. She would give me a pill to swallow and then would rub cream into my little titties. All the while she would tell me how nice my breasts were developing, and soon I would have real breasts so I could wear real bras and lingerie.
On one of my business trips about a year and a half ago I typed “sissy” into the search engine and came across the silken trap web site. One of the most exciting things was that it was free. I read stories about real sissies, some who volunteered for the experience, others who had it forced on them. I got a real kick out of the Assignments portion of the web site. Here sissies would usually ask for assignments, things to do to reinforce or deepen their sissy nature. I finally got the courage up to post to the site and ask for an assignment. A part of that first assignment was to purchase and wear nail polish. When writing to the person who gave me the assignment, I mentioned I was a life long nail biter. Pink came back and ordered me to stop biting my nails, and to get a professional manicure.
My first reaction was to tell Pink that she was NUTS. But as I thought about it, I realized she had hit the nail on the head. Give me an assignment that was not too difficult, but pushed my limits much further than ever before. This was exactly what I was looking for! I explained that I was very scared to perform the assignment, but that I would.
A couple weeks ago, I made an appointment for Linda to see a manicurist. On the appointed day I went to the salon. My heart was pounding when I came to the desk and said I had an appointment for Linda. The clerk asked me if Linda was there and I said I was Linda. That brought out a smirk and a little chuckle. I took a seat in the waiting area. I swear a couple of the workers came by just to take a look at me. When the girl who was very cute, came to take me back to the manicure area she walked into the room and said “Linda”. I said that’s me. She giggled and said how cute. We talked about what I wanted and she went about her business. At one point she said that I should come in a dress next time. I laughed and said maybe next time I would. She said that if I came in a dress she would not only give me a manicure, but a pedicure as well. Unfortunately she lives about 2 hours from home and I rarely go to the city.
I left the shop feeling more like a sissy than I ever had felt before. All the way driving to my conference I kept looking at my nails, the way they looked so smooth with their two coats of sheer polish. Occasionally I would rub the nail across my lips to feel just how smooth they were. My hands felt incredibly soft from the cream. It was a great feeling. During the two days of the seminar I could not get my mind off my nails. I kept looking at them, staring at them, often to the point of not hearing the speaker. Alas, all good things must come to an end and I had to take the polish off. What I could not believe was how sad it made me feel to have to remove the polish. Pink – thank you so very much for “making” me do this.
Since that time Pink and I have exchanged Assignments several times. Unfortunately for her, my imagination is no where as strong as hers. I rarely think of good assignments, but she has great ones. How could I forget the day I spent at work having my first period? I had to wear a bra, panties, hose and a girdle under my clothes at work. I also had to wear a tampon, and of course a panty liner for extra protection.
While visiting silken trap I read about a sissy (Gina) who had another sissy friend visiting Gina’s hometown. Gina took her friend shopping to some very racy places and to a male strip club. WOW, that sounded like fun. Not the club part, but being taken out in public by another sissy. Business takes me to Gina’s hometown from time to time so I wrote to her to see if we could meet. Gina is far more aggressive than Pink and is always calling me a panty waist, sissy-boi etc. She is the only person who has talked to me like that. I like it. I arranged to meet her on one of my trips. She told me how I was to dress, completely feminine from head to toe, but no wig, and no padding in the bra. I was not trying to look like a woman. I was to look like the pantywaist sissy that I am. She also told me she would be taking me to a club dressed as instructed so I would be seen next to the real men.
I froze when Gina told me this and wanted to back out, but as she pointed I had no choice. In some ways she was right on. In others, she was wrong. I did have a choice. I chose to go through with it. During this period I started having fantasies I never had before. Not only was I dominated by a woman, but ordered to “clean” her after using a real man for her pleasure. Then the fantasies moved to being required to prepare the man for her by using my mouth to ensure he was hard for her, and to not only clean her when she was done, but to clean the man as well. I was shocked at these fantasies, and even more shocked how strong they were. Now I would welcome the chance to show this side of my sissy nature. Unfortunately I have not been able to meet Gina. Our schedules have not matched up too well. She is undergoing some changes in her life right now. Changes that I am a little jealous of to be honest, but I love reading about the direction her life has taken and her reaction to it. She also rights a great story about sissy servitude and the journey from standard male to loving sissy. I really hope that some day I can meet Gina. I know it would be a meeting I would never forget.
I have no idea of where my sissy journey will take me, or where I want to take it. I do know this, I am finishing this history on a plane to Gina’s hometown. I am wearing panties, thigh high stockings, (no socks) a bra and camisole, both of which are visible under my off-white business blouse. The person in the seat next to me has looked over at my bright red finger nails several times.
It took a while after I was married for me to bring up the subject of domination. My poor wife had no clue what hit her. To her credit, she tried. The earliest activity I remember is that she painted my toe nails bright red. I really enjoyed this. However, I was shocked one day when sleeping after working a night shift, a little girl my wife was babysitting was giggling and I opened my eyes to see her pointing to my toes and commenting about my polish. I was embarrassed, and it was the last time for a long time that I got to play.
Over the years, I got real lucky and at times my wife would indulge my desires and occasionally surprise me with a new bra or panties. I have to confess, I really had no desire to be completely dressed as a woman, just to wear bras and panties. I hated pantyhose! Except before I was married, I never wore dresses, blouses, skirts, etc. I just had no attraction to them. Bras on the other hand!!!!!
My job required occasional travel and during these periods of separation my wife and I would exchange Mistress/Slave letters (e-mail was not invented yet). These usually got very hot and I enjoyed them tremendously. I thought my wife felt the same way. We talked that once the kids moved out of the house we could set up a “dungeon” in the basement and really have fun. I bought her a riding crop one time. She used it a couple times, never very hard. She said she just was not into hurting me because she loved me. Who could argue with that!
I don’t know how or when I came across the idea of having my nipples pierced, but I did. Even more surprising, is that my wife went along with the idea. I did the piercing myself using a sewing needle. Ouch! I pierced both nipples and wore hoops in them every day. My wife seemed to like to play with them and she even said she liked the fact I did it to show that I belonged to her. Unfortunately, there were some complications after about 9 months and I had to let the holes close up. I have fond memories of those days.
One day searching the internet I found a book called “Sissy Charm School” with “lessons” on how to transform a man into a sissy maid. I bought it and gave it to my wife. I explained that perhaps she could use this to dominate me as it did not really involve inflicting pain. She gave it a try. We went so far as to throw out my tightie-whities and bought me panties. I loved it. For the first time in my life I was wearing panties every day. She bought me a nightie I could wear on special nights with her permission. I performed the household chores, including dusting and vacuuming every day.
Around this time I was able to locate a store about 90 miles from home that would allow me to try on some lingerie in the store. I told my wife about it, and we made an appointment. On the appointed day we went into the store and introduced our selves. What a great response. I was surprised when there were two clerks instead of just the one I had been expecting. We picked out some thing and the first clerk took me to the changing room. I went to close the door behind me and the clerk stopped me and said something about how it would be easier for her to help me if the door was open. Now I was really embarrassed.
I took off my shirt to try the first bra and she let out a squeal. She saw my pierced nipples. She loudly called for her assistant to come in and see. They both asked permission to touch them and of course I gave it. One clerk pulled on one nipple, not very hard, but it was very exciting. It seemed to push them over the edge. I would try on a bra and have to come out of the dressing room to model it. Of course the clerks always found things wrong with the fit and we would have to try something else.
The first clerk said “here try this” and handed me a corset. I had seen them in the pictures but never thought I would be wearing one. I was about to step out to model it when she stopped me. She came back a couple minutes later with a pair of heels. I had never worn heels before and they were quite a challenge! Before I knew it, a wig was placed over my head and settled into place. Then I was brought out to model for my wife. I was in heaven. Three women dressing me, playing with me, and of course criticizing me for being such a sissy. It was one of the most memorable and enjoyable days of my life.
Occasionally when I was in a city away from home I would stop at a Fredricks of Hollywood, or Victoria’s secret and ask for help finding a bra. I love the excitement of approaching the clerk. Some seem very surprised, others like it is something they do every day. Some make you feel this is a part of the job they hate most but what is really fun is when you get a clerk that truly likes helping you find something.
I thought things were going along pretty well. Imagine my shock a couple months later when I went to move my wifes car so I could shovel snow away and found her bags packed. I came in and asked her about it and she said she could not handle this domination thing anymore and if I insisted on keeping up with it, she would leave. We sat and talked and the next couple months were very long and involved lots of fighting. Needless to say that was the last of my wife dominating me, and crushed my sissy desires.
Try as hard as I could I could not completely bury my sissy desires. I would occasionally wear one of my wifes bras when she was not home, but it was not the same. My most recurring fantasies involved being a slave to a strict dominant woman who would dress me up in all sorts of frilly feminine things, and use me for her pleasure. I especially liked the dreams of her inflicting pain on my nipples and breasts. One particularly strong fantasy found me bound spread eagled on my back on my bed. Mistress would be straddling me. My penis rubbing against her warm wetness, but not allowed to enter. She would give me a pill to swallow and then would rub cream into my little titties. All the while she would tell me how nice my breasts were developing, and soon I would have real breasts so I could wear real bras and lingerie.
On one of my business trips about a year and a half ago I typed “sissy” into the search engine and came across the silken trap web site. One of the most exciting things was that it was free. I read stories about real sissies, some who volunteered for the experience, others who had it forced on them. I got a real kick out of the Assignments portion of the web site. Here sissies would usually ask for assignments, things to do to reinforce or deepen their sissy nature. I finally got the courage up to post to the site and ask for an assignment. A part of that first assignment was to purchase and wear nail polish. When writing to the person who gave me the assignment, I mentioned I was a life long nail biter. Pink came back and ordered me to stop biting my nails, and to get a professional manicure.
My first reaction was to tell Pink that she was NUTS. But as I thought about it, I realized she had hit the nail on the head. Give me an assignment that was not too difficult, but pushed my limits much further than ever before. This was exactly what I was looking for! I explained that I was very scared to perform the assignment, but that I would.
A couple weeks ago, I made an appointment for Linda to see a manicurist. On the appointed day I went to the salon. My heart was pounding when I came to the desk and said I had an appointment for Linda. The clerk asked me if Linda was there and I said I was Linda. That brought out a smirk and a little chuckle. I took a seat in the waiting area. I swear a couple of the workers came by just to take a look at me. When the girl who was very cute, came to take me back to the manicure area she walked into the room and said “Linda”. I said that’s me. She giggled and said how cute. We talked about what I wanted and she went about her business. At one point she said that I should come in a dress next time. I laughed and said maybe next time I would. She said that if I came in a dress she would not only give me a manicure, but a pedicure as well. Unfortunately she lives about 2 hours from home and I rarely go to the city.
I left the shop feeling more like a sissy than I ever had felt before. All the way driving to my conference I kept looking at my nails, the way they looked so smooth with their two coats of sheer polish. Occasionally I would rub the nail across my lips to feel just how smooth they were. My hands felt incredibly soft from the cream. It was a great feeling. During the two days of the seminar I could not get my mind off my nails. I kept looking at them, staring at them, often to the point of not hearing the speaker. Alas, all good things must come to an end and I had to take the polish off. What I could not believe was how sad it made me feel to have to remove the polish. Pink – thank you so very much for “making” me do this.
Since that time Pink and I have exchanged Assignments several times. Unfortunately for her, my imagination is no where as strong as hers. I rarely think of good assignments, but she has great ones. How could I forget the day I spent at work having my first period? I had to wear a bra, panties, hose and a girdle under my clothes at work. I also had to wear a tampon, and of course a panty liner for extra protection.
While visiting silken trap I read about a sissy (Gina) who had another sissy friend visiting Gina’s hometown. Gina took her friend shopping to some very racy places and to a male strip club. WOW, that sounded like fun. Not the club part, but being taken out in public by another sissy. Business takes me to Gina’s hometown from time to time so I wrote to her to see if we could meet. Gina is far more aggressive than Pink and is always calling me a panty waist, sissy-boi etc. She is the only person who has talked to me like that. I like it. I arranged to meet her on one of my trips. She told me how I was to dress, completely feminine from head to toe, but no wig, and no padding in the bra. I was not trying to look like a woman. I was to look like the pantywaist sissy that I am. She also told me she would be taking me to a club dressed as instructed so I would be seen next to the real men.
I froze when Gina told me this and wanted to back out, but as she pointed I had no choice. In some ways she was right on. In others, she was wrong. I did have a choice. I chose to go through with it. During this period I started having fantasies I never had before. Not only was I dominated by a woman, but ordered to “clean” her after using a real man for her pleasure. Then the fantasies moved to being required to prepare the man for her by using my mouth to ensure he was hard for her, and to not only clean her when she was done, but to clean the man as well. I was shocked at these fantasies, and even more shocked how strong they were. Now I would welcome the chance to show this side of my sissy nature. Unfortunately I have not been able to meet Gina. Our schedules have not matched up too well. She is undergoing some changes in her life right now. Changes that I am a little jealous of to be honest, but I love reading about the direction her life has taken and her reaction to it. She also rights a great story about sissy servitude and the journey from standard male to loving sissy. I really hope that some day I can meet Gina. I know it would be a meeting I would never forget.
I have no idea of where my sissy journey will take me, or where I want to take it. I do know this, I am finishing this history on a plane to Gina’s hometown. I am wearing panties, thigh high stockings, (no socks) a bra and camisole, both of which are visible under my off-white business blouse. The person in the seat next to me has looked over at my bright red finger nails several times.
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