Showing posts with label cross dressing. Show all posts
Showing posts with label cross dressing. Show all posts

Saturday, October 28, 2023

Cats away day 4

 

Wore black nylon chastity cage today.

Came home for lunch and it was a very warm day so stripped naked and ate my lunch on the screen porch. Wearing a leather ball harness with two hanging straps with rings on them. Used snap hooks to attach them to the chair, which stretched my balls the whole time I ate. After lunch, added 4 brass rings to the straps, swaying from my balls.

Went outside and cleared leaves from Mistress water feature and cleaned filter. Naked in the sunshine with slave rings clanging. Found cane in garden and whipped my thighs. Left nice welts that will probably bruise.

That evening I dressed up in blue lace bra and thong set with breast inserts in bra. Also wore gold necklace with heart key for cage. Wore short cage with urethral tube.

Went to Panera for dinner. Sadly did not see any hot women and had no close enough encounters that anyone might see my stuffed bra.


Came home and used Estim device to shock torture my cock. Was fun for awhile but got somewhat boring.

Put every belt that I could find on my body from nipples to knees, total of eighteen belts plus leather collar. With nipple suckers on.

Then inserted wolf tail butt plug. Whipped ass while on all fours on the floor with butt up for beating.

Took off belts and went to bed with nipple suckers on (all night) wearing silky red nightie with legs and one arm restrained with under bed restraint cuffs.

Saturday, May 27, 2017

behaving myself

Home alone equals free time to abuse my body. T is away for two nights and she told me to behave.
She did not say to behave well. She did give me a short list of things I am not to do including burning or piercing, both of which I have done when alone in the past. I confessed both of these to her. I would be very happy to have her do them to me and much more.  

I had placed a cock and ball restraint on last night and slept with it. The morning erection was painful as my cock could not grow and pulled on my balls. Nice. White cloth bandage tape pulled my chest up around my nipples and made them stand out while.  Lit a small red candle and poured hot wax onto the under side of my cock head, filling my slit with a plug of  molten wax, then pulled the hardened plug out of the weeping red eye of  my useless cock.
I had also put a red jeweled butt plug in my ass and slept with that in.

I took the butt plug out this morning and put vacuum suction devices on my nipples after removing the tape.
Rope tied to the cock ring tied my cock back between my legs and pulled my balls up in front, nicely twisted situation.

Tied my feet together with rope and pulled my feet to a ring over my head. I flogged my ass with a small flogger, my cock was flogged as well.
Feet still tied together I rolled off the bed onto the floor. Ass up and head down I whipped my ass brutally with a heavy leather belt. Rolled on my back and whipped my thighs and belly.
Put a worn pair of T's panties over my head and tied them in place with a rope that wrapped around my head through my open lips, under my nose and across my eyes.
Gagged and blindfolded I whipped my ass for another 60 hard strikes.

Crawled blindly around the room to get a towel, bottle of lube and glass butt plugs.
Took the panties off my head, lubed the first plug and shoved it up my ass. This one is thin with ridges and I pumped it in and out. Next plug is smooth with a bulb at the end. Milked my prostate with that and watched my cock streaming a steady flow of fluid.
Got out a big clear glass plug with a ring on the end. Had to work very hard to get that one in, but eventually it popped inside me. Tied it in place with a rope through the ring, though I don't think it can come out without being pulled.
Placed a pink chastity device on my cock and locked it on with the goal of keeping it on until T comes home and unlocks it.

Took off the nipple suckers that had been on for an hour. Put a pair of nipple clamps with big silver rings onto my plump nipples. They have been on for an hour and a half now as I write this.
I am sitting on a chair now with the glass plug up my ass, grinding on the loop holding it in. I am wearing my favorite leopard patterned nighty and T's silky light blue robe.

What else will I do to myself while “behaving” today?

Saturday, April 22, 2017

New nightie

It was about 18 months ago (Oct 2015) that I wrote about T getting fabric to make me a new nightie. That was a very exciting scene wherein the fabric was wrapped around my cock and balls and then pins were stuck into the fabric and me.
Last week, T decided that it was time to get a pattern and make the nightie. She started out by checking the size by pinning the paper pattern pieces to the shirt I was wearing. There were a few slight pokes t the pin to my skin that reminded me of the last time she used pins on me and some ended up stabbed into my hard cock. I was really hoping that she might stick me good this time, but she didn't.

She is a skilled seamstress and in short order she had the fabric pieces cut out. I helped by running some of the edges through the serger. Once it was mainly put together she had me try it on. She wanted to cut it to length and she decided to match the V at the plunging neckline with a reverse V at the crotch, leaving that area peeking out. She decided the length to trim, then I think she cut it five inches shorter. The V in the front left my cock, balls and pubic mound completely exposed at all times. My ass cheeks were just peeking out of the hem at the back when I stood up straight and the slightest bend over showed my ass. Very slutty. I love it!

She liked it so much that she made one for herself with a more modest fabric and a looser, longer fit.
Mine is mainly sheer with a pattern of velour fabric that doesn't cover much, so it's basically see through.


I slept in it that night and the next morning she had me bend over the bed and she whipped my ass with her belt. After a few minutes my legs were shaking, so she had me get up on the bed on my knees and bend over. She got a riding crop out and started to use that on me but the leather slapper on the end flew right off. That would not do so I got the leather rooster for her. I guess it is supposed to be an Amish fly swatter. It is heavy leather cut in the shape of a rooster and firmly attached to a 18 inch long wooden handle. It can really pack a wallop and she gave me a serious ass warming with it. I have told her that I really crave being beat long and hard enough to leave marks. I long to have her make lasting marks on my body and she gave it a good attempt this time. I was left with a hot red ass, but it must be a tough ass since there were no bruises there the next day.

Friday, January 27, 2017

Ride it cowgirl!

Every January I attend a business conference. One of the highlights of this conference is the opportunity for Hot Hotel Monkey Sex! T and I have had some great sex while away from home where we feel slightly less inhibited so I always look forward to that.
My last orgasm was before Christmas, so we joke that I have not cum since last year even though that was only a month ago and I have been denied in the past for as long as 3 months. Still, I was thinking that being at the hotel would be a great time for me to be allowed to release.

I had bought some underwear for T for Christmas and had at that time bought a six pack of cotton panties in a variety of pastel colors. I definitely bought them for me! I had it mind that for the week of the conference I would wear these “everyday” regular panties for the week and I did.

The first night at the hotel, we were tired and just relaxing on the bed when T got up and brought something to the bed. “Give me your foot”, she said. The week before she had put nail polish on my toenails. She now had a bottle of bright red polish which she put on my toes. Wow! I will certainly notice that every time that I look at my bare feet.

The next evening was the social event. We had a fairly short time to prep before hand and I was surprised that T told me to get out my whipping implements. I got out the small flogger, crop and quirt that I had brought. She told me to get naked and stand in front of the mirror, holding on to the closet clothes pole. She then gave me a substantial whipping, front and back. When she started using the crop she commented on how loud it was. I don't know if someone who was not into kink would recognize the sound, but she kept up a steady whipping as people were walking and talking in the corridor just outside our door. She would not have done that in the past and I marveled at the progress she has made.

I dressed for the dinner in a garter belt that has an attached crotchless g-string and thigh high stockings.
The dinner was uneventful until I went to the bathroom and T walked with me to the men's room. She stopped and told me that I was to go pee like a woman. No use of the urinal and she told me that since it was a strange toilet, I was not to sit like usual, but I should lift the seat and squat over the bowl.
This was a very new experience for me, made a little more difficult when you have to hold your penis down to point into the bowl. Nobody would know what I was doing in the booth, but I was still embarrassed. To top it off, one of my garters popped loose from the stocking and I had to struggle to re-attach it.

After dinner, we hurried back to the room. We undressed, well I kept on my lingerie, then made out for a short time until T told me to bend over the bed and she whipped my ass again. She was really hoping, as I was, that there would be some lasting marks to remember this by for a few days. Alas, there were only a few bruised dots from the knot on the quirt.

She then put a Chinese rope handcuffs on my wrists and tied my ankles and knees together and had me lay on my back on the bed. She teased my cock erect and rode my cock with her pussy for a few minutes. Then she told me to go get the strap on for her. I helped her put it on, then went down on her cock, sucking and licking it, only wishing that she could feel what I was doing for her cock.

I got her Hitachi magic wand then and she used it to give herself an incredibly squirting orgasm as she hosed down my leg. Then she asked if I wanted the strap on and I began rubbing it on my ass. I was soon very eager to have it in me, trying to shove it in without any lube. She had me get some lube though and lubed up her hard cock. I worked it into my boy pussy, a little difficult at first, but after a bit of fucking, I was riding that cock like a cowgirl. I fucked it hard and deep as she played the magic wand vibrator on the sensitive tip of my hard clit. I was delirious with pleasure and thought sure she would make me cum. Although she brought me to the edge several times, she had decided that she was not going to let me cum that night. Eventually she told me that she was tired and it was time to stop. I obediently pulled that long cock out of my man pussy. I removed the harness from her and cleaned everything up. Then I thanked her and we snuggled to sleep.

Yes, Hot Hotel Monkey Sex!


Friday, December 30, 2016

Your boy is my slave

My wife had the day off and suggested that I might come home for lunch and clean the kitchen floor while she was home.  Of course I went home for lunch.
After we ate she sent me to the bedroom to get properly undressed for floor scrubbing.  She suggested that my ball stretcher was typical for this job.
I put on the stretcher and also wore a short little dress that she has set aside in a "some day it may fit again" stack.
It was rather small for me, but it buttons up the front, so I left it unbuttoned from the waist down.
I also brought my leather collar and a riding crop.  She put the collar around my neck and put me to work.
I brought the vacuum cleaner as directed and vacuumed the floor first.  I put the machine away and went to get the wash bucket.  T asked if I had moved the table out of the way when vacuuming.  "no".
For that she told me to lift my skirt and bend over the table. She then used the crop on my ass.

After I had finished vacuuming the floor to her standards I put water and cleanser in the bucket and got a rag.
I have lots of rags now since my loving wife and Mistress gave me a whole stack for Christmas.
T also sent me to put a red jewelled butt plug in my ass.
I got down on the floor and started scrubbing.  I quickly realized that the small dress was cutting into my armpits a lot.  This was limiting my ability to scrub and might leave some lasting marks.  I would not mind but I have a doctor appointment next week.  I asked permission to take it off and got back down on the floor naked on my hands and knees to continue scrubbing the floor, while she was fully dressed.
T got on the phone and called her mother.  I could only imagine what she might be thinking as she talked with her mother and watched her husband naked on the floor with his balls bound, plug up his ass and scrubbing her floor.  A far cry from the way her mother's marriage was.

After I finished the floor, T told me to dump the bucket outside and report to her.  I took the bucket outside, naked in the winter cold and dumped the dirty water.  I reported back to her in front of the nice warm wood stove.  She had the crop in her hand and told me to lean on the mantle over the stove while she warmed me up.  She cropped my ass, warming it up.
While she was whipping my ass she was talking about calling her mother. Then she said maybe she should call my mother too while I was in this state.  "Maybe tell her that her little boy is my slave now", she said.  I groaned with arousal and humiliation as she said this. She pulled my balls back with the stretcher and smacked them with the crop.  She finished with four hard smacks to my ass.

"Time to get dressed for real work now and get back to the office" she said.  I knelt before her and relished my submission.  She put the crop in my mouth, put a clothes pin on each nipple and sent me on my way.

Monday, October 24, 2016

Anniversary island vacation

Last week was our long anticipated anniversary trip to an island retreat. Unfortunately I don't have time to give a detailed narration but I do want to at least make an outline of most of the things (sexually) that we did.
One of my top goals was to be shaved and T used her tiny crochet scissors to cut off all my pubic hair and painstakingly snip the hair from my legs. It took forever and I give her great credit and much thanks for doing so. After that, I got in the shower and she shaved me. The visibility was poor so there was a bit of clean up to do the next day, including shaving the tops of my toes, which I have never done before. So girly! I love the look and feel of my smooth legs and going out in public in shorts that way was really not a big deal after all.

The first night in the hotel, T presented me with a gift of a nighty and a pair of black lace panties. The nighty is black and brown print like leopard skin, so animal! It has lace at the top of the chest and all the way around the hem. It is mid thigh length, rides up just to my crotch when I pull my legs up in bed. I love it and wore it every night.

She also gave me two pairs of nylon panties, one is black to be worn as a bathing suit and the other hot pink. I wore the swim suit when we were swimming off the boat in private, unfortunately I did not get a tan line that showed what I had been wearing. I brought the white crochet bathing suit, but never did wear it.

T found a palm frond stem on the ground outside of our cottage. It looked a lot like a riding crop and she put it in the cottage for later use.

T decided that she needed to buy a pair of cheap flip flops to wear to the waterfront and we went to the local K-Mart.  She found a pair that had a black woven style toe strap and a white and black pattern on the top of the foot pad.  She had me try on a pair there in the store and decided that we should have matching flip flops.  At first glance they don't look too feminine, but they certainly are women's, and I delighted in wearing them out in public.

One day in the boat, she used a whole pack of clothes pins on my cock and balls. After she took them off, I playfully put one on her labia through her bathing suit. She didn't tell me to stop, so I put a few more on. She pulled down the suit and let me place the whole pack of them on her labia with one on each nipple and the last right on her clit. Then I took them off one by one and kissed and licked each spot that was revealed.

One afternoon on the boat she was licking my cock. I was getting very hard and worked up. I have not come in a month, so it does not take much to get me to the edge. I also really needed to pee. Suddenly, I felt like something was letting loose and I frantically pulled out of her mouth and grasped my cock hard and said “I really have to pee!”. I was surprised to see that the few drips that escaped were not pee, but cum! I certainly did not cum, so maybe it was a ruined orgasm.

The last night there, I dressed up in garter belt, thigh high black stockings, bra and black women's flat shoes. I did the dishes and packed some of our luggage. T then took me into the spare bedroom and had me take of the bra. I don't remember exactly the sequence of events, but she used velcro straps to secure me to the bunk bed ladder and used the palm stem to whip my ass and thighs. She inserted a jewelled metal plug up my ass, then had me sit in a chair and tied my wrists and ankles to the chair.
She put the clothes pins on my cock and balls, with two on my nipples. Then she placed the palm stem whip in my upturned bound hands and said she was going outside to look for meteor showers.
She left me there tied to the chair, covered in clothes pins and grinding on the plug up my ass, for however long she wished. She came back in five minutes, I really hoped she would leave me there to suffer for even longer. She untied me from the chair, put me up against the ladder and whipped my ass and thighs again. Then she had me turn around and beat the front of my thighs, my inner thighs, my cock and even a few smacks to my balls that had me groaning and writhing.

The next day I had numerous red welts on my thighs; back, front and inner. Not a mark on my leather ass though, darn! She was appalled to see what she had done to me, but I was thrilled to see that she had left her marks on my body and thanked her profusely. In a few days, they were big, dark bruises.

It was a great trip altogether. I got shaved, wore panties all week, got a new nighty, dressed up like her slave wife one night, got my ass whipped, wore a little monokini to swim in and got clothespinned.
A few things I had hoped for that did not happen: I did not wear the white one piece crochet bathing suit and I did not get whipped with her leather belt.
Months ago, I had hoped that we might renew our vows and take new vows of my submission to her and her ownership me, but we did not do that. Maybe someday. Considering what we are doing now compared to a few years ago, who knows what we will be doing a few years in the future.


ps:  While she was whipping me she was telling fantasies about me being tied to the post at the end of the pier, naked, and being whipped in public, including allowing other people to whip me. What a hot fantasy! Then she also told a fantasy about using a fish hook and piercing my nipple with it. Wow! That is a very hot fantasy for me, maybe someday it will happen. I would so love to have her put hooks in my nipples, then pull them up with a fishing line.

Wednesday, October 12, 2016

Panty whipped

Last night my wife asked me to bring some clothes hangers from the bedroom.  I forgot.  Shortly after she called me to the bedroom to "prepare" for doing dishes.  This usually means I either place some type of implement on my genitals or dress feminine.
I presumed that I needed to put something on and dropped my yoga pants as I realized she was getting a belt off the hook. Apparently I was getting a punishment for not getting the hangers.  I bent over the foot of the bed and immediately received a stinging strike of the belt.  She was using it full length rather than folded over and it was very stingy.  She could tell that I was feeling it more than usual.  After a good number of whippings to get my ass red I made some comment about being like a girl.  Maybe we had mentioned my hair and shaving my legs next week.
She said "speaking of being girly, I bought something for you".  She pulled a pair of turquoise colored lace panties out of a bag and handed them to me.  The back is completely lace and the front has a cute bow.  She told me to put them on and model for her.  I did so, then knelt before her and handed her the belt, "Please whip me with my panties on", I asked her.
She had me bend over in front of the mirror so I could see my pantied ass being striped with the belt.
Afterwards, she had me sit on her lap, facing away from her as she fondled my panty encased cock and balls and reached up my shirt to tweak my nipples.  I did create a wet spot in the panties that she teased me about.  Then she told me to go do the dishes.

This was a very moving occasion as it is the first time she has actually bought something feminine for me to wear.  She has had me wear things often in the past, but I feel that buying something for me goes beyond tolerating my cross dressing to endorsing it. We have talked about our vacation trip next week and she has talked about having me be naked or dressed feminine including stockings, shoes and a cute little dress while in the cottage. And of course, bring a belt!

Monday, October 10, 2016

Tropical dreams

My wife and I will be going to Florida at the end of this week. We will be staying at a nice cottage on the island with a sailboat there to use whenever we wish.
Last night as I was doing my evening stretches, which included her spreading my legs wide and high, she mentioned going skinny dipping while out sailing.  Then she said it would be fun to have me wearing one of her bathing suits.  I replied that was just what I had been fantasizing about that morning.  I actually salvaged a white crochet one piece bathing suit that she was getting rid of and kept it to wear myself someday.  Maybe this will be the time.  I dream of getting some very feminine tan lines!

I have also been looking forward to the cooler weather and end of shorts season when she has indicated that she may shave my legs again.  This trip has been loosely identified as when that may happen.  But we will be in Florida with temps in the 80s (F), so I will likely be wearing shorts and revealing my shaved, womanly legs. OMG, I am so excited at the thought of being exposed like that!

I have been allowed to keep my cock and balls shaved all the time, but not my pubic mound.  A few days ago while shaving, I shaved the small amount of hair growing from my belly to waist band.  When I told T about this she was disappointed as she wanted to be the one to remove that hair in an area that would be visible if I went without a shirt.  Several years ago, when she shaved my pubes, it was very exciting when she went "above the line".  She checked out my shave job while stretching me and found that I did a lousy job anyway, so she can certainly still shave there.

I will definitely be packing the electric hair clippers so she can make me as clean shorn as possible.

Thursday, August 18, 2016

Welcum home

My wife and daughter took a week long trip to Europe together.  I haven't been yet and she has been twice now.
I had expected that we might get a good sex session before they left, but that did not happen.
While they were gone, I thought about sex even more than when she is here with me to keep me from obsessing.  Every evening was spent naked or in lingerie. I had dress up sessions, bondage sessions, naked gardening, vegetables up my ass, hot wax all over my body, numerous spankings and whippings, nipple torture, cock and ball torture and way too much time viewing porn.
But I did not cum.
Though I wished that she had, my wife did not give me any instructions on what to do, or not do, while she was gone.  It is my own honor system that kept me from orgasm while she is not with me.
The morning after her return, I woke up and was getting out of bed when I decided that a quick cuddle was needed.  I snuggled up to her and pressed my balls into her knees. She responded favorably and soon rolled onto her back and pulled me on top of her, hard cock and all. I thought she wanted me to enter her, but she said that she needed lube as she grabbed me by the hair and pushed my head down to her pussy.  I was only too happy to eat her.  After she got good and wet she pulled me up and told me to put it in her.  We had a nice fuck for a while and she said that she needed to cum before I could. I got her magic wand along with a waterproof pad for the bed.  She used the wand on her clit while I fingered her g spot to a great, wet orgasm.  I went down on her and ate up all that good goo!
Then she had me enter her again.  As we fucked I told her about seeing a rainbow the day before and running in the rain wearing just a pair of panties.  I told her, with some anxiety, that I made a wish upon the rainbow. That wish was that she would be accepting and willing to feminize me and make me her slave wife, with my purpose being to submit to her and serve her.  She said that she wants me to be happy.  I told her that I want her to be happy too and that I believe that she would benefit from my service and submission to her.

Thursday, April 14, 2016

I want to be a bride

T told me that she missed tugging on my pubic hair so I had started growing it in nearly a month ago. Two weeks ago she also said that it was time to start letting my leg hair grow back. I have regained a short pubic puff and my legs are covered with short hairs. She says it is like I am going through puberty. I think it is more like going from girl to man and already am saddened by the change.

T recently “discovered” her wedding dress which had gone missing in storage. She decided to try it on and see if it still fit. The zipper would not go up the back, but she still looked lovely. Of course, I was secretly yearning to try it on too and she surprised my by telling me to put the dress on! How exciting it was to get naked and pull the layers of lovely lace over my head and down my body! She was able to zip it up and it looked quite lovely on me. This certainly fueled my fantasy of renewing our wedding vows with me being taken as her slave wife.

That evening, T pulled out the sheer white, ankle length, negligee that she received as a bridal shower gift. She gave it to me to put on to wear to bed. How exquisite this felt as I snuggled in to bed with her, feeling like her blushing bride! I have been wearing it for the past three nights now.

After our recent talk, I am determined to either wear what she tells me to for bed, wear something feminine of my own choosing, or go naked.

I have started reading chapters from a book called “My husband is my maid” to T and she certainly appreciates the part about me doing the dishes and cleaning.

She said that she really enjoyed all the service she received during her medical leave and I told her that I did not intend to stop. She does appear to be getting more comfortable with the idea of having me do things for her and telling me do them. Last night she told me to put her socks on her feet, then jokingly chided me for not kissing her feet. She said “I'm getting used to telling you what to do, you don't mind do you?”. I assured her that I did not mind at all and that I am here to joyfully serve her.   

Friday, April 01, 2016

Dress me up

I brought my wife home from the hospital after surgery six weeks ago. She had a hysterectomy including removal of the uterus and cervix. The surgery went well as did the recovery eventually.
We knew that she would be out of work for six weeks and there would be no intercourse for that long either. I did hope that there would be some sexual activity during that time and there has been including some oral for me, a few belt whippings, some anal probing of me, and some cross dressing.
I have not been allowed an orgasm during this time, although she just had her first two days ago.
I noted previously that I had shaved my legs and would be keeping them shaved for the six weeks. I have enjoyed doing so, but yesterday she said it was time to grow the hair back before shorts season.
I feel that if she wanted me to keep them shaved I would have done so, even though someone, at least my doctor, would have to notice. She does not want anyone to know what we do in the bedroom. Well maybe someday that will change and she will wish to out me as a shaved cross dresser.

I mentioned in my last post the great time I had when she dressed me for dinner. After wearing the garter belt and stockings to bed, the next morning the stockings got a hole. I shopped on Amazon for new thigh highs and found some nice ones, also bought a garter belt that has an attached crotchless thong. The package arrived when I wasn't home so I had to confess to T what was in the package, then wait for the right time to try them out.

Two nights ago, T saw an e book that I had open on my tablet and started reading it. It was the very last chapter of “My husband is my maid”. I had hoped that she would read it someday, but not to start at the last chapter and scare her off. I then read the prologue to her. She didn't have much to say about it although she was already okay with me doing some crossdressing and doing most of the household duties.

The next night when I got home from work she told me to change work clothes, do my outdoor chores, then change into what she had put out for me on the bed. I was so excited to see that she had laid out the new garter belt and stockings, a grey sparkly tight fitting sweater of hers and a knee length flowing black skirt.

It was with some anxiety that I presented myself to her for inspection in my feminine attire. She smiled and had me turn to show her. My hard cock was tenting the skirt. Then she sent me to finish preparing dinner. We had a lovely dinner together, her in sweats and me in sweater and skirt.
After dinner she said I could clean up the kitchen, but first she pulled the skirt up and tucked it into the waistband so that it was mini skirt length and she could see my stocking tops and garters.






I cleaned up and then reported to her assignment of a few chores. After doing them I went to her with my tablet in hand. She asked if I wanted to read to her. I said yes, if she would like to hear more.
She said she would listen while looking at a craft catalog. I read her another chapter about becoming a submissive maid to your wife. When I got up from the couch I left a drop of precum which she told me to lick up.

We went up to bed then. She found that I had left the box of moist wipes open earlier. She took a leather belt off the hook and told me to bend over the bed. I did so, pulling the skirt up to my waist.
She whipped my ass, the first six moderate, then much harder for the next few. I don't know if they were that much harder than she has done before or if I was just not warmed up yet, but they hurt!
She said that might teach me to do better. I agreed that I needed lots of training and thanked her for punishing me.


I went to bed then wearing my garter belt and stockings. It was a restless night, but every time I woke I thrilled at my sexy lingerie.

Sunday, March 20, 2016

Dressed for dinner

After a rough day at work, T told me I needed to dress for dinner.  She came to the bedroom to "help" me.
She pulled out a black garter belt and thigh high stockings that she has had for a long time and never wears.  I have worn them within the past year.
I had a bag of clothes that I grabbed out of things she was sending to Goodwill.  She pulled out a mid calf length dress and gave me that to wear.  It is very silky, with a dark floral print. It felt delightful as I slipped it over my head and it shimmied down my naked body. She sprayed some of her perfume on my neck, then told me to pull the dress up.  She sprayed it on my little tuft of pubic hair and told me to turn around.  I did so and reached back and spread my ass cheeks.  A cool mist of perfume made my asshole tingle.
She then told me to close my eyes and open my mouth.  I was happy to obey, not knowing what she was planning to do.  I was very surprised to feel lipstick being applied.  Wow!  I didn't think she would encourage me that much!
We went to the kitchen and made dinner together.  The dress is quite straight and narrow and I was surprised a few times to find my long steps or side steps to be effectively hobbled by the dress.
It was a pleasant reminder of the limitations imposed on me by being feminized.
At one point T said that by dressing me up she was dominating me.  It was interesting to hear what her opinion of cross dressing me is.  She does seem to becoming more accustomed to it.  Perhaps someday I will be her sissy maid of my dreams.
We had a lovely dinner together, then of course I cleaned up.  When we went to bed, T said that she thought I should keep the garter belt and stockings on to sleep in.  Everytime I woke during the night I felt them on my legs and smiled.  When I went to the bathroom I enjoyed looking at myself in the mirror as the garters and the stockings framed by genitals.  I hated to take them off in the morning and look forward to being dressed up again.

Wednesday, February 10, 2016

You aren't dressed properly for dishwashing, you need to be disciplined

"You aren't dressed properly for dishwashing, you need to be disciplined" is what T said as she grabbed me by the belt buckle and pulled me away from the kitchen sink and towards the bedroom.
She stopped off at the bathroom and sent me on my way to the bedroom to start getting dressed properly.
Recently she saw that I had been wearing a restraint around my cock and balls at the end of the evening.  "I told you that I want you to show me when you wear these things" she said.  Last night I came to her before kitchen duty and displayed the 3 brass rings around my cock and balls.
Now I got undressed as far as just a T shirt when she entered the room.  She took 4 of her leather belts off the rack and presented them to me.  I thought maybe she was going to "dress" me by putting all 4 around my torso.  "Pick one", she said.  I chose the heaviest leather one.  She told me to take the shirt off and present myself.  She then whipped my ass with the leather belt as punishment for doing dishes without being "dressed properly".  Then she had me turn around and whipped my nipples smartly, then my smooth shaved white belly.  Of course my hardening cock was encouraged to become more erect by numerous strikes of the belt.  Lastly was half a dozen to my balls.

"Get dressed now and go back to the dishes", she said.  I put on three brass rings along with a heavy rubber band connecting my cock and balls.  Nipple suckers to enlarge my nips for a better target for her belt.  My sexy capri work out pants and topped off with a cute turquoise crop top.  I went downstairs and presented myself for inspection.  "Aren't you going to be cold in that?" she asked.
I told her I was feeling very hot and went to do the dishes.

After I finished we went to bed, me naked but for my restraints.  She fondled my cock and found it to be a drippy mess of precum.  She got me good and hard and kissed me good night.  I said "Thank you" and "I love you", then rolled over to take off the rings and things along with turning off the light and left the sheet a wet mess of precum as I rolled.
Funny how I get to sleep on the wet spot now.

Thursday, October 29, 2015

Pins & needles, oh my!

I have been doing some cross dressing for a few years now. I often wear panties and even bought a new pair for myself recently. A few months ago my wife said I needed something sexier to wear at home in the evening rather than baggy sweatpants and she gave me an old pair of her black yoga pants. I wear them nearly every day now. My interest in cross dressing has been getting stronger lately and I recently spent some time trying on several of my wife's dresses. This was very exciting.
She also gave me an old flannel night shirt of hers to wear. It was a Casper the ghost shirt, so not only is it feminine, but also juvenile. I have worn it to shreds and asked her recently if she could get me a new nightie for me birthday.
She is an avid sewer and bought some fabric to make me something. She showed me a pattern for a little baby doll nightie. With winter coming on I was thinking of something warmer, but in the red color fabric she bought, it should be hot!
Last night she showed me the fabric, then draped it around me to see how the color, (red with gold sparkles) would look on me. She fashioned a top, then a short skirt based on a leather belt buckled around my bare waist. Then she wrapped the fabric through my crotch to model a sort of panties. Things got interesting when she got her pin cushion and used straight pins to make some tucks and form the fabric tighter to my crotch. She pinned it up between my ass cheeks, then started pinning it formed around my cock and balls. I was having some very erotic thoughts about the pins poking me as she stuck them carefully through the fabric. I was breathing very heavily, maybe even moaning. She looked me in the eye and asked if I was good with this. “Oh yes”, I groaned. She pinned very close to my ass crack, then had me crouch down. The pins along the edges of the fabric poked me in the ass. It was so exciting! Then she pinned very close to my cock and balls and had me bend forward to make the pins poke me there. Unfortunately, they didn't really poke me much and I was hoping that she would just shove the pin through the fabric and stab me.
She was getting hot too and laid back on the bed and spread her legs wide for me to eat her pussy. As I did so the pins were stabbing me in the ass. Her pussy was super hot and wet and I was very excited to lap it up and lick and suck her clit. After a few minutes she pushed me away. She told me to prepare the bed and get the magic wand out. I put down a waterproof pad and a towel and got out the vibrator while she went to the bathroom.
When she came back I kissed her as she fondled my wrapped and pinned cock and balls. She started using the vibrator on herself and I pulled the pins out of the crotch cover and reinserted them straight in. Some of them did poke me as I did so. She was getting very hot and told me to take the ones from my ass out. I did so and put them in my mouth like a seamstress. When there were too many to fit in my mouth I started sticking them into the fabric around my cock and balls. There were several layers of fabric so I really had to shove them in.
My wife is a nurse and I have long fantasized about her sticking needles into my cock and balls. Now, as she built toward her orgasm I began sticking these straight pins through the fabric and into the skin on my cock and balls. She was trying to hold off her orgasm till I got all of them pulled out from around my ass and stuck in my crotch. It was obvious by my reactions that I was poking them in me.
When I had only one left, I asked her where I should put it. She pointed out a spot and said that there was nothing there. I stabbed that pin hard into the base of my cock. At that sight she began to orgasm. Her cries of pleasure were met by my cries of pain as I pushed several pins into my cock head.

As she came down from her orgasm, I pulled the pins out with grunts of pain for some that were stuck in more than others. She noticed a wet spot on the red fabric. “I think you are bleeding!”, she exclaimed. We unwrapped the fabric and there were several bloody spots on my cock and balls.
I didn't care, it was super exciting and I hope that the blood didn't scare her away from sticking pins and needles in my cock and balls in the future.

Of course, I did not have an orgasm during this. She did and we both happily fell asleep.
The next morning I was shocked to see that the whole underside of my cock was covered with purple bruises from scrotum to foreskin. Apparently this is what happens when you poke pins into a bofy part that has lots of  very full blood vessels.
What a badge of honor to remember this by until they fade. Every time I go to the bathroom I see a reminder.



I am looking forward to helping her sew my nighties. I have also hinted that a maids uniform might be useful!

Friday, May 08, 2015

making progress

A few new developments in the FLR.
A while back I was wearing my old baggy sweatpants around the house and T said I needed something more attractive to wear that fit my ass better.  I started thinking about women's yoga pants and even looked on line for some to order.  One day, T tossed me an old pair of her old paint spattered yoga pants and said I could wear these while we are home alone. I was very happy to do so and they fit my ass nicely.
Shortly after that I had a coupon for Kohls cash that was about to expire.  Last moment I went on line and ordered a pair of new women's yoga pants for myself.  There was money left after the pants so I found some nice panties, pinkish red with white lace backs and bought those also.  This is the first time I have outright bought women's panties for me although I have bought some as a gift for T that I fully intended for her to have me wear.  But these are mine, stored in my drawer, not hers.
I was a little apprehensive about wearing the new yoga pants and panties for her the first time, but she said they looked nice and she even offered to hem the pants for me as they were a little long.

I have taken to a routine of stretching in the evening to try and loosen up my upper back and shoulder.  I bend over at the waist for 30 sec. then stand up with hands up for ten.  I do 4 sets.
I have made a ritual of doing each set while thinking of T and my submission.
1. Face the door and think of being in bondage including being cuffed up to the over door restraints.
2. Face the mirror and think of T making me be either naked or dressed up in panties, etc. and being feminized.
3. Face the hook where T keeps her leather belts and think of being whipped on my ass, thighs, belly, chest and cock and balls.
4. Face the bed (with T usually sleeping there in the morning as I stretch) and think of being submissive to her, worshipping her, being dutiful and obedient.  I also fantasize at this point of her fucking my ass and making me her sissy ass slut.
I began doing this in the morning and now have begun doing them in the evening before bed also.  This is nice because I usually do them naked as T is getting ready for bed and she sometimes takes notice and gives me some fondling.  She has also told me to begin doing another stretch where I am to kneel down, bend over with my hands and forehead on the floor, then stretch one leg at a time up and back, then pull my knee up as close to my chest as possible, then switch legs.  I have only done this a few times now but it is nice as she sits on the bed behind me and enjoys the view of my ass and cock and balls.
As I was doing this last night she asked if I was clean.  I wasn't sure what she meant and she said that she was getting interested in doing something with my ass, but wants to be sure I am very clean there.
She told me to be sure and keep myself clean and ready for her in case she should feel moved to do something.  I was also told to get a new box of finger cots (rubber gloves for individual finger). Yes!!

Tuesday, April 14, 2015

panty boy toy

As we dressed for bed last night I had just put on my usual silky boxers when T said "Oh no, you can't wear them tonight!  Take them off and I will choose some panties for you."
She tossed me a flimsy pair of indigo blue lace panties, that were nearly a thong.  The back was a lace piece less than two inches wide.  She said these are the silly things that men design for women to wear, totally uncomfortable!
I pulled them on and modelled them for her.  She told me to pull them up higher in the front.  Of course that pulled the lace back tight against me ass hole and the front to separate my balls.

I got in bed and snuggled my balls against her knees.  After a few minutes I rolled over to turn off the light and T reached down and fondled my bare ass cheeks.  I squirmed like a cat enjoying the attention, then pressed my ass against her and clenched my cheeks against her knees. It was almost as good as the feeling I get grinding my balls on her knees, which can send me into spasms of pleasure.
She said I was a slut and I replied that I was her boy toy.

T had a hot flash then and pushed me away.  I said what a change for you to be hot and I'm cold.
She said "yes, lot's of things have switched lately, you are wearing panties, cooking the meals, doing dishes and laundry.  I'm not even going to talk about what else has".  I was thinking about my fantasy of us changing gender roles.  A funny thing she told me was recently her sister joked about her being a dyke.  She does not wear makeup or very feminine clothes and she has a brusque manner at times.  I dream of us privately gender swapping and I think we would actually fit those swapped roles quite naturally.

T said she was thinking of having me wake her every time the panties scratched my ass crack and annoyed me, but she didn't want to disturb her sleep.  I didn't find them uncomfortable and any time I did wake during the night I smiled happily.

Friday, March 20, 2015

All dressed up

Last week T mentioned that she planned to do some house cleaning over the weekend. “You can be my maid”, she said and I hinted that a maid should be dressed for the part. I was looking forward to the weekend and hoping something would happen.
Saturday morning we slept late and when we got out of bed, T dug through her dresser looking for something. She pulled out a black lace bustier and handed it to me. She dug some more and tossed my a black garter belt and a pair of black stockings. “Time to dress as my maid”, she said.
I needed a little help getting the bustier pulled over my shoulders, but I sure enjoyed my feminine outfit. T enjoyed my erection and had me fuck her, then eat her pussy while she brought herself to an orgasm with the magic wand. She needed me to be submissive and servile, so no orgasm for me, as it should be!
She had another orgasm after she showered. It was chilly in the house, so I wore sweats over my lacy lingerie and two brass rings around the base of my cock and balls. I spent the day cooking, doing laundry. I did strip and clean the kitchen floor on my hands and knees in my maid's outfit. Unfortunately, T was working on her laptop in the living room and she never did come out to check on me.
That night as we got ready for bed, she had me take off the black lingerie and gave me a short pink baby doll nightie to sleep in. First she had me kneel before her and eat her pussy, leading to her third orgasm of the day.
I am so happy that she is taking the lead at times in having me wear feminine clothes. I recently bought a new batch of jockey briefs and threw out all my old tightey whiteys. I told T about this and mentioned that some women threw out all their husbands male underwear and replaced them with panties so that was all they had to wear, all the time. She doesn't understand why a man would want to wear uncomfortable women's undies. I don't understand it, I just know I want to!

Last night as we got ready for bed T pulled me over her lap and began spanking my ass. She gave me some nice hard ones as I moaned in pleasure. I thanked her and she said sleep well as I ground my balls against her knees.

Tuesday, November 04, 2014

Saturday morning arousal leads to Sunday play

Saturday morning I woke to feel T spooning me from behind. I wriggled against her and she pulled up her knee and pushed her thigh into my ass crack. I pushed back some more to encourage her. She then reached around front and fondled my cock which was rapidly getting hard. I started alternately humping her thigh and thrusting my cock into her hand. She said this was really getting me going, I must be imagining some good things. Well, then I did start imagining being fucked from behind by a woman with a strap on while I was fucking T with my cock. I was seriously thrusting back and forth now as I imagined the strap on driving up my ass as I pulled out of T. I began groaning and breathing very heavily, then T let go of my cock, rolled away from me and announced that it was time to get up and start our day as we didn't have time to play. I was sooo hot and erect, but she makes the rules and tells me when I can have sex.
After our shower I was lingering around the bedroom and not getting dressed. T asked if I couldn't decided what to wear and I said yes, I was trying to decide what underwear I should get out, hint, hint.
She went to her lingerie drawer and pulled out a pair of purple lace thong style panties and tossed them to me. I don't think I have ever worn panties like this before, the inch wide lace that goes up the back was right up my crack all day, the lace scratching on my ass hole constantly. T said “that's what women have to put up with all the time, wearing clothing designed by men!”. Maybe I would not want to wear them every day, but for this day, I certainly enjoyed the stimulation and the constant reminder that I was wearing pretty purple lace panties for my wife.
It was a busy day, with no further sex play. I hoped that we would have some fun the next morning when our daughter would be away for a few hours.
I slept in those lace thong panties all night. When we awoke I waited to see what might transpire. I hoped T was also thinking about play this morning and wondered if we would shower first and feel free to lick everywhere on our clean bodies. She got out of bed and went for her robe. I was very surprised when she instead took a bunch of her belts off the hooks on the wall. She told me to get out of bed. I hurried to stand before her. She buckled 2 belts tightly around my chest, one above and one below my nipples. Then 2 more as tight as possible around my belly as I sucked in as much as possible. The last was around my hips, pinning my hardening cock in the purple lace. My balls were separated by the thong and bulging out between my legs as she pulled the thong even deeper into my ass crack.

She then picked up my leather belt that I had conveniently left out next to the bed and started gently whipping my belly with it, then whipping my nipples as they bulged out between the tight belts cinching my rib cage tight.
She moved down and whipped my lower belly. She knows I love to cover my soft white belly with red stripes and she gave me many. Next was some lighter strikes on my cock as it bulged against the purple lace, then a few on my balls hanging free from the thong.

Then she told me to turn around and started whipping my ass. After warming up my ass she told me to bend over. That was an interesting feeling with the belts tightly constricting my waist, made even tighter as I bent over and offered up my ass for her to stripe with the belt. After a good bent over beating she had me stand up and come stand by the bed as she sat down. She gave my cock a few more swats, then released the belt pinning it down. Much to our surprise a spurt of pre cum came out right through the lace and we both laughed out loud at the sight. She scooped up the dribble with her finger and placed it at my lips. I dutifully licked it up. She pulled the thong down and released my cock then and licked up the pre cum. It felt wonderful and I hoped she would take it into her mouth. She laid back and took it into her pussy instead. She does love to be fucked and I did just that.
I was soon ready to come and pulled out while she reached for the magic wand vibrator. I got down on my knees by the bed and licked her pussy as she used the vibrator to bring herself to a moaning, squirting orgasm.
After she had recovered from her orgasm, she placed the vibrator on my cock head and turned it on. That sure turned me on and I thought she was going to make me come. I asked for permission to come and she said “No, I don't think you've gone long enough yet, maybe later.” and turned of f the vibrator.

I was denied orgasm, but it had been great sex anyway I look at it. I was happy, yet still aroused and sexually frustrated, just the way we both like me to be.

Friday, October 10, 2014

No sex for me, doesn't mean none for her

No sex for me, that doesn't mean none for her, that's what T told me after a quickie in the shower the other day.  We were showering together and I got hard when she lathered me up for my shaving, then spanked my ass.  I am pleased to see that she has been shaving her pussy too.  She said she keeps up with it to prevent itching.  I like to think she is keeping it ready and easily accessible for me to eat her.  Anyway, she had her period over the weekend, just when we had the house to ourselves, so not much sexual activity except in the shower.  She let me put my penis in her and fuck her for a few minutes during which time I took a chance and spanked her ass.  After a half dozen good smacks she said that was enough, besides I hadn't been given permission to do that.
Then she had me kneel down in the tub and eat her pussy.  Knowing she had her period I didn't eat too low down.
After we got out of the shower she told me that she had considered making me eat her while out of the shower and her menses was flowing but she took pity on me and didn't.  I told her that when it comes to having me do things like that, don't take pity on me, make me do it!
I am thrilled that she would consider making me do this just because she can and knows that the humiliation would be exciting to me.

A few weeks ago she was away for an overnight and I slept in a pair of her old pantyhose.  I was completely surprised when, a few days later, she told me to put on the pantyhose.  She had no idea that I had worn them a few days before.  After I got them on and she got me as hard as I could be while encased in them, she got a small utility knife and told me to stand still as she cut hole for my cock to pop out through.  I trust her implicitly, but I was a little anxious as she cut right next to my penis.

Another day recently she was verbalizing some fantasies while we were having some casual sex about dressing me in tight female underclothes to conceal my male parts "like a eunuch".  She mentioned making me wear her tight panty girdle.  A couple days later, she presented that to me and told me to put it on.  I squeezed into it and then she had me put on a tight fitting sports bra.  Then she gave me a list of chores to do.

I enjoyed that so much that the next time she was away for a day and I was doing chores for her I wanted to dress as her maid. I lubed up a small butt plug and put it up my ass.  I needed something to hold it in so I put on an old pair of panty hose with the panty girdle over that. Then I put one of T's old bras over my nipple suckers.  I thought that a maid uniform would be nice and did the best I could by wearing her short black skirt and a sleeveless red and white checked blouse.  Then I cleaned and vacuumed.  Later I took off the skirt and blouse and wore sweat pants and shirt over the bra, panties and stockings while I went to the trash transfer station and the hardware store.  Butt plug and nipple suckers still in place.

No orgasm for me for 4 weeks now, none until I catch 10 mice, I am at 6 now.  Four weeks is nothing now, I've gone twice that long in the past.  I'm just always aroused!