Humiliation or Compliment

"Damn, you're good.  You suck cock exactly like your wife does.  She must have given you lesson's and let you practice on a lot of dicks."  Humiliation or compliment?  Well actually both.  Humiliation since my wife was right there beside him when he said it.  But also a compliment.  You see from what I understand, men with a lot of experience getting blowjobs consider my wife a world-class cocksucker.  That means, if I suck cock exactly like her, I'm a world class cocksucker.  I've never had any complaints from the dicks my wife let me practice on or the dicks I've found on my own.  In fact I was told by one that I gave the best blowjob he had ever had.  I guess two years of practice as a teen and lessons from my wife paid off. 

Is this what a woman feels the first time she's fucked?

In no way do I advocate the taking of any medicine not prescribed by a doctor.  The statute of limitations has run out on anything mentioned here.


I woke up the next day and realized that just a few hours earlier a dick was shooting a load of cum in my ass. I had been fucked by a man last night!  Yes, I had co-operated and, in fact, I was riding cowgirl when he shot that big load in me.  But in the light of day it was different.  OK, yes I love dressing in women's clothing and yes, I had sucked a cock when I was still in middle school but this was something else.  Last night I was not only dressed like a woman but I was used like one.  I had been fucked!  At that moment I hated him for fucking me. I hated myself for letting him seduce me. I hated him for the dried cum I felt in my panties. I hated myself for enjoying the feel of his dick sliding in and out of my ass.  Most of all, I was ashamed because I wanted the feeling of his cock in me again.  Is this what a girl feels when she loses her virginity?  Does she hate him for making her a woman and herself because she' gave up her innocence?  Is she ashamed because she wants to fuck again?  Is this what my wife felt when her high school boyfriend fucked her the first time?  Or maybe what she felt after an ex-boyfriend fucked her making me a cuckold when we had been married a couple of years.  What did all this mean?  I couldn't be a faggot, could I?  Yes I had loved sucking my neighbors cock for three years but we had been kids then and kids experiment with same sex relationships.  Now, years later, I wasn't a kid, I was an adult and I had let a thirty-seven year old bi-sexual man fuck me like a sissy faggot.  He had used me as a pussy just like he would have used his ex-wife.  Yes, I was really fucking stoned but is that an excuse?  Or did it just loosen me up and let me do something I wanted to do anyway? 

First a little background on him.  He was thirty-seven and divorced as I said.  About six foot three making him nine inches taller than me but fairly slim.  He lived by himself down the road from us in a house that belonged to his mother who was in a nursing home.  The two of us shared an interest in photography and we were always showing up at each others house to show off our latest photos.  While he never said or did anything overt, I always had the feeling when we were mounting our cameras on tripods, he would like to mount me on his mano-pod.  Little did I know.

How it all came about is really a cliche right out of sissy fiction.  Believe it or not, he actually caught me dressed.  This was before my wife found out that it was to her benefit sexually to have a sissy cuckold for a husband and back then basically just put up with my crossdressing but only if she was not there.  At the time this happened, she was to be gone for about six weeks helping take care of a seriously ill parent.  We had weird schedules at work and I was due for four days off, work seven days, then off two days.  I had taken those seven days of vacation time so I was going to be off for 13 days and I planned to spend a lot of that time in pantyhose and makeup.  It was late fall, going into winter so I was going to be wearing long sleeves and long pants for quite a while.  That allowed me to shave and Nair from neck to toe, from armpit to fingernails, something I had always wanted to do.  I started out in the morning planning on taking a very long time that day to get completely dressed.  I began with coats of red nail polish on my toe and fingernails, three coats each and letting them dry fully in between.  Oh, I forgot to mention that I also started the morning with a type of prescription mild amphetamine so that I would have "speed dick."  If you don't know what that is, amphetamines cause blood to be pulled into the body core which means that there is no excess blood flow to the penis.  No excess blood flow, no hard on.  Oh, you can get turned on but most men couldn't get an erection if the Playmate of the Year and Penthouse Pet of the Year were arguing over who was going to suck their dick.  Anyway, back to dressing.  By lunch time, I was wearing a pair of black panties with a strip of red and black lace across the front and suntan sheer to waist Sheer Energy pantyhose.  I was also wearing a panty girdle, my wife's long line bra and the half slip she wore with her really short skirts.  With my balls tucked up inside me and a shriveled dick, that girdle made me flatter than most women would be.  About that time I took a second amphetimine so if I was speeding before, I was flying that afternoon.  By around four in the afternoon, I was finished with my makeup (red lipstick of course) and was wearing a short red skirt (mine) with a white semi-sheer blouse of my wife's and a pair of black pumps (mine) with a three inch heel.  I had one wig and my wife had two but mine seemed to work best with what I was wearing.  It was a medium length dark blond with bangs.  I didn't really need the bangs to hide my eyebrows as mine have always been fairly thin and light but I liked the look with what I was wearing.  Oh, I forgot to mention that I have a very deep crease in each ear lobe which allowed me to pierce my ears but the holes not show.  I had done that several months earlier so I was wearing pierced dangle type earrings, a matching necklace and bracelet and a couple of rings that fit my little fingers along with my wedding band (ours matched).  By the time I finished everything, it was almost five and I walked outside for a cigarette (Eve menthol).  Because of the carport wall, the curve in our driveway, the curve in the road and a large shrub on one side, you had to be almost halfway up our driveway to see in the carport.  So I had no problem worrying about nosy neighbors.  I could enjoy the click of my heels, the red lipstick stain on my cigarette plus the feel of cool air and the slip swishing across my legs.  I had gone back inside, got something to drink and watched the news for a few minutes.  But that's another thing about speed, you can't stay with any one thing for a long time and another reason it took so long to get dressed.  You will start one thing, then start something else, then go back to the first thing. And I forgot to mention that I had taken a third capsule about four so I was back to flying again.  By that time it was dark and I had loaded up a bowl in my pipe and went back out on the carport.  I took a few hits off the pipe, took it back inside, got my cigarettes.  I standing at the back of my car, breeze blowing on and tickling my exposed legs and with that short a skirt, a lot of leg was exposed.  I had probably taken the third or fourth puff on my cigarette when a set of headlights were coming down the road.  Again, nothing to worry about except that instead of going around the curve, they came up my driveway.  Suddenly I'm standing there, cigarette up to my red lips lit by the headlights of his car.  I remember thinking, "Al can't be here right now, he's going to have to leave."  But of course he didn't.  He got out and came up, looking me over as much as he could in the dim light.  Of course he had all the questions of how long had I been dressing like this, etc.  We ended up sitting on the sofa with his arm on the back of the sofa behind me.  I have to admit he was sneaky plus between the speed and pot, my brain was running about five minutes behind my body.  He started by just barely touching my neck with his fingers but soon he was running them up by my ear and every stroke of his fingers was sending shivers through my body because the speed had me very sensitive.  Next it was a question of had I ever kissed a man.  I said no, that I had kissed a boy when I was younger but never a man.  He started kissing me but said I tasted like cigarettes and asked me to brush my teeth which I did. Al followed me into the bathroom and stood behind me rubbing my shoulders.  I freshened my lipstick and we walked back to the sofa.  As we sat kissing again, I felt his hand at my knee sliding up and down a few inches.  I really can't describe the feeling of his hand sliding over the nylon wrapped around my legs other than it was just overwhelming, like nothing I had ever felt before.  I don't know if I moaned but I know I was probably shaking like a leaf.  I'm pretty sure he knew I was his for the taking but he still worked slow.  He had me stand up and he moved the coffee table before removing the cushions and pulling out the sofa bed telling me if I would lay down, he would massage my legs.  Of course I wanted more of the feeling so I was back on the sofa in a hurry.  Al took his time and rubbed my legs from feet to the bottom of the girdle several times before he began pulling the girdle and hose off.  I hadn't noticed it but when he was in the bathroom with me, he had picked up a bottle of hand cream.  After he got my hose off, he started rubbing my legs with the cream and then asked me to take my panties off so he could massage my ass cheeks.  Yeah, I know but remember like I said, my brain was about five minutes behind.  Before long, he had  me laying on my side rubbing my neck and snuggling up behind me with my head on his arm.  I don't know when he took them off but I remember thinking Al didn't have his pants on.  Of course he was positioning his cock and pushing it into my ass.  I do remember when the head popped into me he stopped and asked if I was ok and I said I was fine.  It's kind of funny that he waited to ask me then but Al wanted to know if I had ever had sex with a man before.  I told him no, but the same boy I had kissed, I sucked his cock for three years.  After a minute or so Al started moving his hips pushing his cock deeper and deeper in me and I was really enjoying the feel of something in my ass.  I turned my head back over my shoulder and Al leaned in and kissed me more.  I do remember thinking I could really get into this kissing men thing.  I asked Al if we could try a different position and that's how I ended up cowgirl on him.  I would loosen up as much as possible to slide down on his dick and then tighten up as much as I could on the upstroke.  Of course I had learned that from my wife who had tremendous control of vaginal muscles. I think Al really liked that because he would moan every time I did it.  I don't think it took too long doing that before he grabbed me, yelled I'm cumming and tried to shove all of his dick and maybe his balls in me.  What amazed me was how hot his cum felt in my ass and how much of it he pumped in me.  I never realized you could feel the heat of cum like that. The next surprise I got was after I got a warm washcloth to clean his cock with.  By the time I got back, he had gone soft but in looking at it I thought how did that huge thing fit in my ass.  Even soft, Al's cock was bigger than my little one when I was hard.  I didn't realize then that Al was one of those who was almost as big soft as they were hard.  He was fairly thick and about seven and a half inches hard but when you consider that the last cock I saw up close belonged to the boy next door when I was 15, Al's seemed like a monster.

So that brings us back to the next day.  I felt  like a log had been shoved up my ass, I hated him and I hated me.  I hated me because I wanted to get dressed, go to his house as soon as he got home from work and ask him to fuck me again.  I wanted to call him and tell him to get up to my house and fuck me.  I was ashamed because I wanted to suck a man's dick instead of a boy's dick like I had when I was fifteen.  I was ashamed because I wanted him to make me his cocksucking sissy faggot slut, to use my ass as pussy for his pleasure.  I was ashamed because I wanted to spend all those days off making myself look as pretty possible so Al would want me.  I hated myself because I wanted Al to think I was the best fuck he had ever had and if he had a choice between fucking a hot woman and fucking me, he would choose me.  I hated myself and Al every day when I woke up but I loved it every night when Al was fucking me.  I did get to suck a man's cock for the first time and apparently I hadn't lost my touch in my seven year layoff.  I also found out that Al was good for more than one time a night.  That first night he didn't try for a second time because he didn't want to scare me.  What he didn't know was, as stoned as I was, when I was washing his cock after we had fucked, I wanted to suck it so bad but I didn't. Isn't it funny.  I spent three years sucking my neighbors dick from age thirteen to almost 16 and it never bothered me.  But the first time someone fucked my ass, I was so upset.  In the time since then, I think I know why.  As a child, and I'm talking about around age seven or eight long before I was sexually aware, I enjoyed having things in my ass.  I would put things like a golf ball, the handle end of my baseball bat, a broom handle or anything that would penetrate my ass.  I would use shampoo bottles in the shower and as a teen, I would run my arm between my legs, rest my hand on the side of the tub, group my finger and thumb together and see how much I could get in my ass,  I didn't know it was called fisting but that's what I was trying to do.  Once I got most of my hand in.  Basically, every chance I got, I was putting something in my ass and the larger the better.  So that's what I think subconsciously scared me when I enjoyed Al fucking me for the first time.  Sure I enjoyed giving what in essence was my middle and high school boyfriend blowjobs.  But I didn't wake up in the morning wanting to run next door and jump in his bed to suck his cock.  If I got a chance to suck his cock, I would and I would try to make his eyes cross when he shot cum down my throat but if we didn't get a chance, no big deal.  But when I woke up that next day after Al fucked me, I was scared.because the feeling of his dick in my ass brought back those thoughts of broom handles, bats, balls or whatever.  I wanted Al's dick in my ass again. I wanted him to pull up my skirt, pull down my panties and fuck me like a sissy faggot.  Today, that would be no big deal to me emotionally.   But then, it scared the hell out of me that I could possibly be a cock loving sissy.

Oh, two things for those who ask. One, although this reads like some sissy fiction you find online, it's not.  Al really did catch me dressed and fucked me that night.  Since he was a social worker specializing in drug abuse/addiction, I'm pretty sure he was quite aware of how stoned (and vulnerable) I was that night and knew I was easy prey.   Second, this was just before everyone had a cell phone and even if you did, the cell companies along with landlines charged for long distance.  My wife and I only talked once a week to avoid a huge phone bill so I didn't have to worry about her calling every night.

Toys In The Attic

OK, the toys are not in the attic but more like in my wife's pussy.  They are kept in a large bag that my wife strangely calls her "toy bag."  A very few of the toys are ones that we/she bought but most are ones that she has acquired elsewhere.  In particular one of the men fucking her always liked to use toys as part of foreplay before he slid his cock into her pussy.  He told her he liked her right on the edge of an orgasm before he fucked her.  The thing about it was he never liked to use the same toy twice so he was always buying something new and after they finished fucking, he would give her the toy to take with her.  She has a bag full of dildos, vibrators, nipple clamps, wrist cuffs, ankle cuffs, blindfolds, a couple of butt plugs, assorted lubes and such.  About the only thing she doesn't have in that bag is a feeldoe.  Now if you aren't familiar with that, it's a type of toy designed for a woman to fit into her pussy with a normal dildo on the outside to fuck her friend with.  One feature of the feeldoe is some little ridges built into it so that the woman doing the fucking rakes her clit back and forth over those ridges. 

They also come with a vibrator so that both get even more enjoyment.  As I said, my wife doesn't have one but one of her girlfriends does.  My wife said it's interesting to be on her back being fucked by her friend and then a few minutes later being between her friends legs fucking her.  And that, as much as she enjoys both eating pussy and being eaten, she likes being able to fuck her friend and cum while doing it.  The one toy she loves best though was when the same friend called to tell her that she had a friend my wife needed to meet.  This guy had a Sybian and her friend wanted my wife to try it out.  Now again, if you don't know what a Sybian is, imagine a half barrel with a very large, hugely powerful 120 volt vibrator built into it.  Then there are a LOT of attachments that can be snapped onto the top of it.  Attachments like this one that is the size my wife rode:

That's seven inches long and seven inches around which means it's just smaller around than a soda can.  Notice also the small ridges that will rub the clit.  My wife's friend told me that after her third orgasm, my wife was just barely aware of what was going on around her and just sat there shaking with that massive thing in her pussy.  You can be sure that every time he was in town, my wife and her friend made sure he brought that Sybian and once she even went to see him.  According to my wife, she's had some pretty powerful orgasms when she's been gangbanged but she said she's never cum like she has on that Sybian.  I'm sure if they were less that $1500 we would own one. 

You know you are a cuckold when....

The other night my wife's cellphone rang and it turned out to be one of the guys she is fucking.  You know you are a cuckold when your wife sits six feet away from you and talks to her lover about the lingerie she has and what he would like to see her wear when he fucks her.  They settled on her red corset, black stockings and black heels (no panties) which happens to be her favorite "fuck me" outfit.  She's been known to wear only that with a fur coat over it during cold weather on visits to her lovers because she just loves the look on their faces when she takes off that coat and has nothing but that lingerie beneath it.  More than once she didn't get more than a few feet inside the front door before she was being fucked.  I think another reason she likes that corset is that I have to lace her into it and fasten the stockings in the back.  I'm pretty sure she enjoys it because it gives her a "bad girl" feeling when I have to help her dress to go fuck someone else.  Something else that will certainly let you know you're a cuckold and a sissy is what also happened during that phone call.  She looked at me while he was still on the phone and said that she had put a run in her black stockings last time she was at his house and did I have any stockings she could borrow.  So if he didn't know it before, now he knows that her husband is a sissy as well as a wimp who's wife fucks other men.  He said something to her and she looked over at me before telling him to hold on a second.  She got up and walked into another room but I could still hear her when she giggled and told him, "Over four and a half years."  So what he asked her was when was the last time she allowed me to fuck her.   Which is true.  It's been over four and a half years since I've fucked my wife.  Oh during the first year or two she would toss me a mercy blow job every three or four months but even that stopped about two years ago.  I also mentioned in another post that my wife is bi.  Yes, you know you're a sissy faggot cuckold when your wife has gotten more pussy in four and a half years than you and you are not jealous but you are jealous because she's gotten more dick than you in that same amount of time.