Ever Been Scared Of The Person Fucking You?

One of the things my wife always does is have a neutral site meeting with any man she is considering fucking.  It's really something I insisted on since I was out of town a lot when she was meeting them and she agreed.  That way if she gets a bad vibe or they just don't hit it off, she or they can just leave.  If they do hit it off then they can adjourn to his place or a motel (never at our house).  This has always worked well except for one time when a guy was a little rough with her.  He had been drinking but she didn't realize it until after they were in the room and he was fucking her.  He insisted on trying to fist her but his hands were too large and it was painful.  However one bad one out of  the well over 200 men she's fucked is only 0.5 per cent.

On the other hand, most of the men that I met were ones that I had talked to online long enough to get some sense about them or had been recommended by other sissies I know and in a couple of cases men recommended by a Master that I knew (no I wasn't one of his subs but it's an interesting story).  One time though I was quite frightened by one man.  We had only been in contact for a short time and he was really anxious to get together so I agreed to meet him, thinking it would be at his house.  Instead, he wanted to meet at a motel and I should have said no but I didn't.  After a little online discussion about what he wanted me to wear, I got a motel room near the airport in my city and called him with the room number.  I was wearing over the knee boots, Silk Reflection thigh-his, and a black all-in-one that unhooked at the crotch.  Over that I was wearing a black lace body suit that also unsnapped at the crotch, a leather skirt and leather vest.  All black from head to toe with a very bright blonde wig.  When he got there and I let him in, I got a little vibe that made me uncomfortable plus I could tell he was VERY nervous.  He was also a big guy, around six foot two which made him eight inches taller than me and big through the chest and arms.  In other words, someone who could break a five foot six faggot like me in half.  Even though he seemed nervous, he was also aggressive and wanted to basically get right to it.  I wanted to delay a little to see if he would calm down some but that didn't work and quite soon my skirt was on the floor and I was unsnapped, kneeling on the bed with my ass in the air.  I tried to get him to use a lubed condom but he wouldn't saying he hadn't fucked anybody since his wife left him and he was clean.  He did, at least, lube his cock and smear a little on me before he just slammed his dick up my ass.  Now any sissy knows that when someone shoves a dick in your ass before you're ready, it hurts and this did even though he was about normal size or a tiny bit bigger, six and a half inches at most.  But he didn't even give me time to get used to it before he began fucking me.  (Guys when you fuck us sissies, give us a little time to get used to your dick before you start sawing in and out.)  After a minute or so the pain was pretty much gone and I was starting to enjoy it plus the humiliation of being used as pussy.  That's when I started getting really worried because he started calling me names in a kind of nasty tone and slamming his dick into me. He called me things like a "fucking pervert, little homo, damn queer, faggot" and such while adding that little bitches like me didn't deserve to have balls.  That we were only good for sucking dicks and being ass fucked.  Like I say, it wasn't what he was saying but the way he was saying it and most of it I've said about myself.  Heck, I agree that sissies shouldn't have balls or at least I shouldn't.  Anyway, I could tell he was getting close to cumming and I was a little worried about the aftermath but what can you do when a male twice your size it holding you by the hips from behind while shoving his dick up your ass.  I knew it was time when he slammed forward and pulled back on my hips at the same time and then I could feel it, that hot molten male lava pumping into me.  I will say one thing for him, he pumped out a LOT of cum.  And that's when it got really strange.  As aggressive as he was before and while he fucked me, he was almost as meek as a kitten afterwards.  He had told me online he never fucked a sissy before and after he filled my ass, I believed him because he seemed really embarrassed.  It was as if he couldn't get dressed fast enough to get out of there and away from me.  So sissies, be careful who you meet and how/where you meet them.  I was lucky that nothing happened other than a slightly sore ass but it could have ended a lot different. 

Oh yeah, he was supposed to pay me back for the motel but he left so fast the bastard stuck me for the cost of the room.

I Gave 23 Blowjobs Yesterday

OK, not really but now that I have your attention. What I found was a game online called Super Deep Throat. Basically what it amounts to is you are controlling an avatar that is sucking a massive cock and your goal is to make him cum which I did 23 times yesterday. An added bonus is that you can design your avatar in a number of way from large breasted to flat chested. You can pick the colors of makeup, put yourself in bondage while you suck his dick (and pick the color of the bondage equipment). Of course the main object of the game is to make him cum and you'll know it when it does. Let him cum in your mouth and hold it for a few seconds and you'll swallow, pull your head back and he spunks your face, let him cum in your mouth then pull back and cum will run out over your lips and down on your tits although I keep mine flat chested and short hair to look more like a sissy faggot. Oh did I mention my avatar has a pierced tongue with a ring in it and made him cum 23 times yesterday. So cum on all you sissies, use the link below and start sucking some cock!

https://7chan.org/fl/src/SuperDeepthroat1_9_1b.swf

Sissie

Please Follow Me On Tumblr

I created a tumblr account and would love to have more followers there.  If you have a tumblr account please follow me at sissiefaggot.tumblr.com/.  I have a large number of cartoons and sissy faggot pictures I'll be posting.

Do You Remember Your First Orgasm - Part 2

In my post about my first orgasm, I mentioned that my mom had started wearing a little more makeup than she normally did and at the end of the post, I said I thought she was fucking the guy next door.  I wanted to clear that up so that no one is thinking that I am being critical of her.  I hope she was fucking him as often as she could possibly wrap her legs around him.  You see, my father was a complete asshole, a drunk, a cheater and on a few occasions an abuser and my mother deserved better but she stayed with him, I'm sure, just for us kids.  So I hope she was getting fucked a lot and I hope it was our next door neighbor.  In a way, it would have made she and I closer.  I wore her clothes quite a lot and that made me feel close to her but remember in my post about my first cock I wrote about regularly sucking my neighbor's cock.  It would be nice if she had the father and I had the son.  I kind of like to think that maybe just once, we were giving them blowjobs at the same time.  That maybe we went to bed one night and both of us had their cum in us.  Plus I hope she was getting it close to home and that she was giving my father sloppy seconds and maybe, if he ever ate her pussy, a cream pie.  I'm a sissy, a faggot, a cuckold.  I have no problem sucking a dick and swallowing cum so eating a cream pie after some real man had cum in my wife's pussy is no big deal.  I also love sloppy seconds or thirds or tenths.   When she still let me fuck her, I adored being the last after she had been gangbanged.  Just sliding my little cock into her when she was loose and had a river of cum running out of her would have me close to cumming.  BUT my father was different.  The thought of any of that would have made him feel less of a man and the thought of a cream pie would probably have made him sick at his stomach for a week.  So whoever was fucking her, I hope she gave my father what he deserved.   Freshly used pussy!

Jealousy

I was reading a story the other day about a husband who was very jealous of his wife and it got me to thinking.  Have I ever been jealous about my wife?  As I thought back over all the times I knew she was in bed with her legs wrapped around a real man capable of pleasing her, I remembered a few times when she first started fucking men when I was jealous.

One time that stood out in my mind was the night she drove almost one hundred miles to spend the weekend with Roy, he of the long lasting 8" dick.  This is opposed to me, the short dick with the 1-3 minute fuse.  Anyway, not long after they began fucking on a regular basis, Roy wanted her to come spend the weekend with him out of town.  This was when I was working almost 400 miles away and, as it happened, also working midnight shift.  So when I was eating dinner on Friday evening, I knew she would be just about getting to where she was meeting Roy.  When I was watching a little television before getting ready to head for work, she was either sucking Roy's dick or fucking him.  When I was taking a shower before heading for work, she and Roy were in the shower also.  When I got to work, she was in bed with him, his arm around her, her hand holding his dick.  All night at work, all I could think about was the two of them sleeping together and her with Roy's cum in her stomach or her pussy, maybe both.  Saturday morning when I was going to sleep, I was pretty sure they would be just waking up to a nice slow morning fuck.  Was I jealous?  Yes, no doubt about it but I was turned on too.  The entire night I couldn't decide if I wanted to throw up from jealousy or masturbate from being excited that she was fucking someone else.  Since I had watched Roy fuck her, the image was quite vivid in my head.  I knew exactly what her face looked like every time she would orgasm from his big dick.  I knew what it looked like when he would pour a river of cum in her pussy.  And most of all, I knew how he talked to her about how tight her pussy was (pretty much telling her she needed something to fill her like him, not a small dicked little wimp like me.

Another time I remember she was going to drive up to where I was working and stay with me since I couldn't get home that weekend.  On Thursday before she left, she was chatting by e-mail with one of her out of town lovers and found out he was on a business trip and would be staying about 30 miles from where I was both Friday and Saturday nights.  Driving up to see me she would be driving right past his hotel.  Of course she decided, since they hadn't seen each other in a couple of months, she would spend Friday night with him. By this time she had spent the night in so many beds I was kind of used to it and I didn't object too much since I would be working (again midnight shift) Friday night. Plus she wouldn't get there until after I went to work anyway.  Little did I know.  After their morning wake up, they decided to go to breakfast with her following him and then she would leave to travel the rest of the way to meet me.  Well, on the way to breakfast, someone cut in front of him and slammed on brakes causing him to hit the other car and really mess up his rental car.  He wasn't hurt but he didn't have transportation.  Well my wife decided he needed someone to make sure he was ok and then get him to the airport Sunday morning for his flight.  So what it amounted to was that, after dropping him off at the airport, my wife got to where I was staying Sunday  just about in time to start back home.  I said something to her about spending the night (Saturday night) in a hotel room with a man and no sex.  She just laughed and said just because he was a little sore from the wreck didn't mean no sex.  That he didn't have to do anything if she gave him a blowjob or rode him cowgirl.  That did make me jealous since we still had sex occasionally back then and he lover got to fuck her both nights while I got rosy palm that weekend.

I think the thing that made me most jealous though also involved Roy.  Since we were first married, she had never been one to swallow on the rare time I got a blowjob.  And even my small cock would make her gag.  Well, after fucking and sucking Roy for a couple of months, she got over that gag reflex pretty quick.  One night when she was late getting home (she had stopped at Roy's for an hour or so), she decided I needed a little mercy sex.  She was quite well fucked by Roy so what I got a blowjob.  Now don't get me wrong.  Most blowjobs are good but men rave over the way she sucks cock.  That night however, as I warned her I was getting ready to cum which was her cue to grab a washcloth or her panties or my panties for me to cum in, she just increased her efforts and swallowed what little cum I produce.  When I finally came back down from that blowjob, I asked her what brought that on.  My wife came back with, "I've been swallowing Roy's cum so I might as well swallow yours too."  Talk about stinging!

But what's funny about the entire thing is that when she first started fucking men, I was a a little jealous until I got used to being a cuckold.  Now I really like the fact that I'm a cuckold and proud of the fact that over 200 men have fucked my wife.  You know what though?  I'm still jealous but now I'm jealous of the fact that she's got a man fucking her and I don't.  I'm jealous that she's sucking a cock and I'm not.  Isn't that a kick in the panties!

I'm In Love With A Woman

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And now for something completely different

I know that all of my posts have been about what a sissy wimp cuckold I am.  And yes, I haven't had sex with anyone in going on 4 1/2 years despite the fact that my wife has remained quite well fucked during that same time.  But once up on a time, I was a teenager and my hormones were raging.  Granted, as I wrote in another post, I was spending a lot of time with a dick in my mouth but that doesn't mean that I didn't have thoughts of girls when I masturbated.  You pump that much testosterone into anyone, even a cocksucking sissy like me, and they are going to be interested in getting some pussy.  Now where am I going with this?  Well, there is a web site that has a LOT of amateur women who post nude, nearly nude and/or hard core sex pics of themselves for a subscription fee.  However, they all give samples of their last three photo shoots for free trying to draw members in.  Now there is one woman on there who is in her mid to late 50's, looks 40's and according to her info has 3 children and 6 grandchildren.  She doesn't specify what sex her grandchildren are but let's assume that one of them is a teen or soon to be teen boy.  Now, grandma is 4'11", 109 pounds and has a 36D-24-36 figure (yes she's had a boob job).  She has a belly button piercing and I would expect unknown to grandkids a piercing further down.  OK, so now imagine you are a 13 year old boy and your grandmother is HOT.  This HOT!

Now you tell me that as a hormone raging teen, you're going to be hanging around grandma's house a LOT of the time.  Personally, remembering the fact that I would masturbate sometimes as much as 4 or 5 times a day, if it was me, I would be fantasizing about getting grandma into a compromising position when grandpa wasn't home.  Hell, with today's kids and the access they have to things like ecstasy grandma would be pretty easy pickings.

An Interesting Story of Castration (Almost)

I read an interesting story on a erotic fiction website called Literotica.  I'm sure many are familiar with the website which has many categories of fiction including one called Loving Wives.  The thing about it is most of the wives in these stories are loving someone other than their husbands.  The particular story I read was called "See Ya."  It's the story of a willing, chastity caged cuckold who is suddenly asked by the police to come down to the station to view a video.  When he starts watching, his wife is is talking with some women friends at lunch in a restaurant and telling about her plans for castrating her husband.  She basically says she's going to give him a mickey and a surgical nurse friend is going to do the castration while wifey gets fucked doggie style by her lover so they can both watch.  I won't say any more about the story in case you want to read it but I have to say this one certainly got me going.  As I read, picturing myself tied down with legs spread and being castrated while being watched by my wife who was getting fucked by a real man's cock doggie style, I actually felt a little twitch between my legs.  There was an ever so slight growth toward an erection in what has been pretty much useless for quite a while.  Oh don't get me wrong, it wasn't anything close to actually getting hard enough to use, just a very, very slight firming replaced almost immediately by it's normal flaccid worthless state.  But it did get me to thinking.  As I've written before, I'm a wimp, cuckold, sissy faggot who has fluffed my wife's lovers, held their cocks and guided them into her, watched them show her what it's like to be fucked by a real man and sucked their cocks hard so they could go at her a second or even a third time.  I've sat in the corner and watched as man after man fucked her during gang bangs.  I've taken her lovers cocks up my ass so they could show me who was her man and who wasn't.  I've never been chastity caged like the cuck in the story although I have spent many weekends with what little cock I have tucked between my legs while covered with a tight panty, Sheer Energy hose and a very restrictive girdle and only out of that long enough to go to the bathroom.  So back to what I was thinking about.  I've done many things that make me much less than an man and much more of a sissy, faggot cuckold.  Would that be the ultimate act of a sissy cucky?  Sacrificing your balls for your wife's pleasure?  I wonder what I would do if presented that dilemma?  Would I let myself be castrated while she and her boyfriend fucked and watched.  Would I let it be photographed so it could be relived over and over?  Since I actually have a castration fetish and desire it, I have to say yes I would and hope that my wife has an out of this world orgasm as it's being done.  So how about you other cuckolds.  Would you give up your balls for your wife?  Would you want to know about it before hand or for it to be a surprise as the wife in the story planned.  Would you want to be awake watching your balls fall into a pan and watching your wife fucking or would you rather wake up to find them gone.  Personally, I think it would be better to have it filmed so I could watch it all but to have it as a surprise when it happened.  Wouldn't it be wonderful to know you've never been much of a man but to wake up and find you're not a man at all anymore?  How about you, what would you prefer?

Of course since I wrote this I have been castrated.  Unfortunately it was in a doctor's surgical room and my wife was in the waiting room, not watching while she was cumming on some boyfriends big cock.

Do You Remember Your First Orgasm?

I'm sure most of us remember it in some shape, form or fashion but I remember almost every single detail of mine.  The one thing I can't remember about it was my age.  I know I was older than 10 so I was either 11 or 12, but I'm not sure which.  I know it was a dry orgasm, it was during the summer, it was between one and two in the morning and I was standing in front of the dresser, looking in the  mirror in my parents room.  I know that sounds like a strange place to have your first orgasm but there is a good explanation for that.   You see, my mother was taking her turn working midnight shift at the hospital on base and, since she was doing midnights, my father traded duty with other people so that he was the base Assistant Duty Officer some of the nights she worked.  That way, he got his overnight duty out of the way while she was doing the overnights.  Since I was always a responsible child, even at that young age, I was allowed to babysit my brothers.   Now can you think of anything more perfect for a sissy like me who would dress up in his mother's clothes anytime he had the chance?  I would usually give them about 15 minutes after they left to make sure they weren't coming back for anything, then I would be out of my bed like a shot and into her lingerie drawers and her closet.  Many times I would wear a grayish black skirt with little flecks of blue in it, a blue sweater, stockings, her heels which fit me at that time and of course underwear.  Bra stuffed with panties, wearing a pair of panties and long leg girdle.  I would ad a scarf and lipstick before going out on the back porch to feel the breeze across my nylon covered legs.  This particular night my outfit varied a little.  I had managed to avoid a haircut for a while and my hair was slightly long and combed back over my ears.  If I let it hang down it looked faintly feminine (at least in my mind it did).  This particular night I was wearing the usual white panties with a long leg panty girdle and, at that age, I knew nothing about tucking.  But I could let my penis lay flat against my stomach and allow the firm center panel of the girdle to mash it flat (and it did).  I knew that rubbing myself through the girdle always felt really good.  Anyway, I had raided the closet for the nurses uniform she wore the night before.  This was back when nurses uniforms were very heavily starched, had buttons up the front and on each sleeve that were placed in similar to cufflinks.  She would hang her worn uniforms back up until she could take the buttons out before sending them to the laundry.  The nurses hats were also starched heavily, then folded and buttoned, then held to the hair with hairpins. So there I was, white nylon stockings (about as thick as tights) attached to the garter tabs of the panty girdle with a soft nylon panty underneath.  I seem to remember that I was wearing  her longline bra with panties stuffing the cups and of course back then a lady always wore a slip.  Most of hers were just very plain nylon to wear under her uniforms.  And on top of that, her uniform and with my hair barely long enough, I was able to pin one of her nurses caps on.  Shoes were my mother's spare pair of white nursing oxfords.  Normally the only makeup my mother wore was face powder and lipstick but for some reason she had started wearing a little mascara and some eye shadow not long before that (I think I know why but that's another story).  So I was able to use more than just lipstick and powder that night.  I'm sure with no practice using shadow and mascara I probably looked terrible but I thought I looked beautiful.  Oh and I topped it off with clip-on button style pearl colored earrings.  This particular night all along as I was dressing I kept rubbing myself and it felt different somehow, I guess better than normal.  After I was finished dressing, I walked around the house, peeked in their room to make sure my brothers were still asleep, went into the kitchen to get something to drink more to see my lipstick marks on the glass than anything else.  This was also during the short time that my mother smoked but she only did it in the house, never in public.  And yes, I was sneaking her cigarettes when I could but again that night, it seemed more erotic(?) to light up a cigarette and see red lip marks on the filter.  Can you imagine how intense a feeling it would be for an 11-12 year old sissy boy to be standing on his back porch, looking like his mother in all her clothes and smoking one of her cigarettes.  I went back inside, put the cigarette out in an ashtray that she used and went back into the bedroom.  I was standing there in front of the mirror and, as I said, rubbing seemed more pleasurable that night that previously so I rubbed a little more.  That was when it happened and I didn't have any idea what was going on.  The MOST intense pleasure started through me but I honestly thought something was wrong.  I remember being really scared that I was sick or something but couldn't stop rubbing my dick, my vision blurring and my legs collapsing as I went to the floor and everything just exploded.  I really think I passed out for a short while because the next thing I was aware of, I was laying on the floor next to my parents bed on my side with the most incredible feeling throughout my body.  I could really feel the stockings on my legs, the pressure of the girdle encasing me from my waist almost to my knees, the bra tight around my chest and the taste of lipstick.  It was so amazing that I was really sad that I had to put everything away, shower to clean up my face and go to bed.  Of course I have cum many times since then while dressed in women's clothing.  Being a sissy faggot, I've sucked dicks and/or taken them up my ass while crossdressed and cum while doing it.  Nothing, including my first time with a girl, has ever come close to that night and my first time cumming.

Oh, the other story about my mother and the makeup?  I honestly think she was having an affair with someone in the neighborhood.

Found a book the other day that I was going too buy my wife for our anniversary.  It's called "How to Get a Teen-Age Boy and What to Do with Him When You Get Him".  Then I found out that it was a book written back in the 60's for teen girls, not a current book for cougars.  I figured if it was a book for cougars, maybe she could learn a few tricks although she's had her share of young men.   I think one of them may have snuck in there using his older brothers ID from what she told me. She said there is nothing like being 45 and laying on your back looking up at the face of an 18 year old fucking her.  She's solving two problems.  She's satisfying his Oedipal complex where a boy wants to fuck his mother and she's getting laid by an 18 year old tireless sex machine.  That would be a win/win/lose situation.  She and he win and me, the cuckold, loses because I'm sitting at home watching some old movie while she's getting her brains fucked out.