Last Night

My wife is in Florida being fucked silly by one of her boyfriends.  Well last night, I had sex with a man and a woman!  Well okay, he fucked me in the ass while I licked her pussy and she made fun of both of us.  Calling her husband pathetic excuse for a man and only good for fucking faggot asses while calling me a castrated baby dicked little pussy who is good for only being used as a cunt.  It was so much fun. 

Now first of all, I've known this couple for years and we met when they answered my wife's ad.  They are both very sweet, bisexual and quite adventurous.  In fact, she was the last woman other than my wife, I ever fucked and we have a long sexual history.  She and my wife did a 69 right next to her husband and me doing a 69, I've fucked her, she's given me a blowjob, her husband has fucked my wife, my wife has given him a blowjob, I've fucked the husband, he's given me a blowjob, he has fucked me and I've given him a blowjob.  She has been absolutely fascinated by me being castrated, loving to feel between my legs where my balls used to be.  She even woke me up once during the night feeling me.  This morning she told us to "entertain ourselves" while she went and made breakfast although she did stay and watch while I fluffed her husband but went out when I mounted him cowgirl.  We were relaxing with my head on his shoulder and his arm around me when she came in to tell us breakfast was ready.  I did clean up so as not to mess up their kitchen chairs.  The funniest moment of the entire time I was there happened when I went in the bedroom to dress.  She came in doing a sexy walk, shoved me back on the bed, jumped on me,  Then started rubbing her pussy all over my little dick and passionately kissing me.  After about a minute with no reaction from my little dick, she looked me in the eyes and said. "Wow, you really don't have any sexual feelings do you?"  I told her I enjoyed the kisses and the touching and her pussy felt pleasurable but not sexually.  She told me she was amazed at the difference between before I was castrated and now.  That before I could get excited but wouldn't fuck because I didn't want to break my streak of not fucking a woman ( now at almost 9 years) and now I have no interest and can't fuck a woman.  I'm now her best "girlfriend" and next time she wants to go for a girls night out, I'm her winggirl to keep men from bothering her.

Panties Crusted With Cum

I saw this picture on Tumblr of a woman holding a pair of panties and I have a pair quite similar to them.  In fact, I was wearing them the night I lost my anal cherry when Al fucked my ass and shot a huge load of cum in me confirming me as a sissy faggot.  I put them back on that night and, when I woke up in the morning, cum had leaked out of me crusting in the panties.  I sealed those panties in a baggie and years later, Al's cum is still crusted in the crotch.  I occasionally look at them and think of that night, the feeling of Al's cock in my ass the first time, him thrusting into me, and finally the feeling of his hot cum boiling into my ass.  I've had a lot of cocks in my ass since, but girls always say you never forget your first and they are right.  Al was my first lover, the man who confirmed me as a queer sissy faggot and I'll never forget him.

This actually happened one night.

Hi John.  Sure baby, let me get my coat on and I'll be right there.  

No lover, I wasn't busy.  Just talking to my husband.

 

John called one evening and my wife literally got up out of bed during foreplay, slipped on a dress, went over to his house and spent a little over an hour fucking him.  Such is the life of a cuckold.  I did get the benefit of sloppy seconds since John was one of the men who got to fuck her bareback.

She Has A Date Part II

She called last night at 6:00 right when I expected it.  She told me they were going out to dinner at a very nice restaurant on the other side of town.  She and I have eaten there and it is a nice atmosphere, good service, good food and best of all, some of the booths are almost private.  Not enough for any real intimate behavior but enough that lovers can kiss without putting on a PDA.  She told me they would be going back to his place where she would be spending the night and would probably be home in the early afternoon today.  I did find out it's one of her boyfriends and he's on vacation.  He wanted her to spend the entire week with him starting yesterday but she has some meetings and a doctors appointment this week. 

She Has A Date

It’s 1:08 Saturday afternoon and my wife has been gone since 7:30 this morning.  I know she has a date today but she didn’t say whether it was someone new or one of her established boyfriends.  I do know she had a bag with her so I’m wondering if it’s a weekender.  I’ll get a call or, more likely, a text later to let me know.  Looks like it will be lunch, maybe dinner and breakfast tomorrow for one at the Sissy Cuckold household.   There was a time when I would be rock hard knowing she was with a man who would be fucking her.  Now I’m just limp in my panties like I always am 24/7/365.  Impotence is a wonderful thing for someone like me.

Am I The Ultimate Cuckold?

I'm really not sure what would be an "ultimate cuckold.  Is it a sissy I know who has never had sex with her wife?  When they were dating, they agreed the wife would only have sex with men sot the sissy has pumped so much estrogen, progesterone and anti-androgens into herself that she's up to B cup breasts, completely shriveled balls and not a chance of an erection.  The closest she has ever come to sex with her wife is fluffing her wife's lovers and licking their cum out of her.  Could the ultimate cuckold be someone whose wedding night was spent alone while the wife fucked someone else?  Or would the ultimate cuckold be what I have suspected but am becoming more convinced of.  That someone else is the father of our child.

Now I've written about a lot of my wife's lovers but I've always suspected there was another that she would never, ever tell me about.  Around the same time we decided to try for a baby, a relative of mine was working in town.  He would occasionally drop by out apartment and a few times even spend the night on our sofa.  I know my wife was attracted to him as, after she had started cuckolding me, mentioned how sexy she thought he was.  Since we grew up together, I've always known women were attracted to him because he is tall, shaggy dark blond hair, good looking and, last but not least, well hung.  As for me, while I'm taller than my wife, I'm still shorter than a lot of women, dark hair and have an effeminate face with no eyebrow ridges and also no adam's apple.  The last part is rather handy when wearing makeup and, in comparing pictures, I am definitely my mother's daughter.  Going back to my relative, when it comes to women, he has no restrictions.  Married or not, if he can talk her into spreading her legs, he will fuck her!  And I'm becoming more and more positive that's exactly what he did to my wife after she had discontinued her birth control.  

Now as to why I think this.  As I said, I am rather short with dark hair.  My wife has lighter hair but still darker than my relative.  Our (their?) son however is tall for his age, quite good looking and has hair the exact same color as my relative.  Plus, based on a chart of penis length by age I looked up once, he is also well hung for his age.  So as he gets older, I am more and more convinced that the sperm used to conceive him did not come from me.  At least I really hope it didn't.  It's so humiliating that my wife and this relative may know that they were the ones who conceived a child while I was at work.

How I Knew I Would Make A Good Cuckold

Someone asked me how did I know I wouldn't become insanely jealous and furious knowing someone had been fucking or even watching someone fuck my wife.  In other words, how did I know I would like being a cuckold.  The person asking this was in a relationship and they were talking about her having sex with other men.  While he was turned on by the idea of sitting at home knowing his wife was in a bed with a man fucking her, he was worried about how he would feel afterward.

So how did I know?  While there were some earlier signs when we were dating, I knew when we were on vacation, staying at a hotel on the beach.  We were out on the beach and my wife was wearing a bikini made out of a material which looked wet even when it was dry.  The bottom was a little conservative although both sides were wide open with front and back connected by rings.  The top however was just two triangles of material connected by a ring between her breasts with a string tie for the neck and a string tie for the back.  It covered some of her breasts but not all, especially if she was laying on her back.  I had walked out in the water a little ways to do some body surfing when I noticed there was a guy standing next to where my wife was laying talking to her.  Now from where he was standing at her feet, he was looking right between my wife's spread legs as he talked to her.  My first instinct was to go ask what he thought he was doing but I decided just to watch and see what happened.  He sat down on my towel and talked to her some more but after about ten minutes he got up and walked off so I headed up to see what the story was.  My wife was laughing when I asked what the guy wanted (stupid question).  She said for the first couple of minutes he just chatted about where we were from, how long were we staying and how nice her bikini looked.  Right from the start she made sure he saw her wedding rings and finally he asked where I was.  She told him out in the water and that's when he started his pickup lines.  He asked if she could slip away for a little while....no.  How about telling me she was going shopping tomorrow.  He would pick her up at our hotel and they could go to his apartment not far away....no.  How about going to the lounge tonight and see if she could get me really drunk.  Then they could get away for a while....no.  No matter what he proposed, she turned him down but as she related it to me, I could see her nipples were hard and she was breathing just a touch faster than normal.  Thinking about what she was saying, the vision of her in our hotel room, legs around his waist and him fucking and cumming into her actually made me a little dizzy.  And excited.  I had to lay on my stomach for a while to get the little tent in my swim trunks to go down.  That was what got me started thinking about what it would be like if she fucked men instead of me.  Over time these visions of her fucking men varied of course.  I fantasized about her with one man, two men and even with a room full of men.  I wrote in another post about how we ended up with her fucking a lot, and I mean a LOT, of men so I won't rehash that here.  Anyway, that's how I knew I would make an excellent cuckold.

Oh, one other thing.  After my wife really got into the whole hotwife thing and was fucking several men a month, I asked her if she remembered the guy who tried to pick her up on the beach.  She said of course she remembered him.  She said the minute he sat down and started trying to get her to go with him her nipples were hard and her pussy was wet.  I told her I had noticed her nipples but didn't know she was that wet.  I did tell her about the fantasies I had of her going to our room and fucking him and she started laughing.  She said that was funny because she was having the same fantasies.  It's too bad we didn't share those fantasies then as it was a few more years before she started regularly fucking men.  She probably would have a couple of hundred more men in her "collection."

The Accidental Gangbang

This is how my wife was accidentally gangbanged once.  No, she didn't fall down and a group of naked men trip, landing their cocks in her pussy.  If you haven't done so, read my post about Online Gangbang Groups first.  I mentioned in that post that occasionally women who were setting up gangbangs would ask for one or more women to be included with the men.  One day the moderator of her group called her and asked if she would be interested in being the woman among a group of men gangbanging one of the members.  What the woman had set up was she would be available to any man between 6pm and midnight.  All they had to do was stop by fuck her and leave.  My wife's purpose was simply to fluff anyone who needed it and provide a little soothing tongue to the woman during any breaks in the action.  It was to be on a Friday night, I would out of town, not getting home until Saturday around noon, she had done a 69 with the woman before and she hadn't had any pussy in a while, my wife agreed.  (You know you're a wimp cuckold when your wife gets more pussy than you do.)   Anyway, come the night of the gangbang and a lot more men showed up than the woman expected.  Have you ever heard the expression "eyes too big for your stomach" when you take more to eat than you can actually eat?  In this case, the woman's "eyes were too big for her pussy."  My wife said she wasn't sure how many men fucked the woman but, despite the amount of KY used on her, around 10:00 the woman was just too sore to continue.  Since there were still a few men left, the moderator of the group asked my wife to take over.  In relating it to me the next night, she said she stripped, lay down on the bed next to the woman and started fucking the men left.  She said by midnight, she had fucked seven men (the woman who started the gangbang was fluffing them for her so it was one after another assembly line style).  After the husband had taken the woman home, it was just the moderator along with my wife left in the motel room and if you read the other post, you know what happened.  She drove home with a pussy full of his cum.  Unfortunately for me, I wasn't home to take advantage of his cum in her.  It's also a good thing my wife had been well satisfied that night.  The next night telling me about it caused me to cum in less than 60 seconds.  I did manage to get hard again on Sunday and lasted at least two minutes then. 

So that's how my wife ended up in an accidental gangbang.

Online Gangbang Groups

One thing I've mentioned a few times is my wife having gangbangs, but how they were set up is another story.  You could go out to a bar and round up a few men but generally, despite fiction and captioned photos, picking up a man or men in a bar is not really a good idea.  You may get someone who is great in bed but you could get someone who lets alcohol override his good sense and does something stupid or you could even get someone who is a member of serial killers anonymous and the Ted Bundy fan club.  So what's a good way to set one up then?  Gangbang groups.

One of my wife's lovers mentioned to her that he belonged to a group specifically for women to set up gangbangs and he would be glad to nominate her for membership if she was interested.  She asked me what I thought about it and I told her it was totally up to her.  So she accepted his offer and he nominated her to the group moderator.  After a few e-mails back and forth, she was accepted into the group.  Men were much more heavily screened and could easily be kicked out at the moderator's discretion for not behaving at one event or another.  I never knew the exact figures but it seemed like the group had somewhere around 6 to 1 ratio of men to women with anywhere from a couple hundred .  I understand that the group started out as a Yahoo groups and then went private.  The way it basically worked was this.  When a woman wanted to set up a gangbang, she e-mailed the moderator.  She specified the date (primary and backup dates) the number of men she wanted, activities allowed or not allowed, such as one at a time, DP, airtight, if anal was or not allowed, yes or no regarding condoms, if voyeurs were allowed and if any women were to be included.  She also would specify if she was hosting or if they needed hosting by someone else.  If the woman was hosting, all other participants were expected to provide refreshments. If the woman was not hosting but someone else was, then all participants except the ones hosting and the woman guest of honor were expected to chip in and buy refreshments.  If the woman couldn't host and no one else volunteered, then the moderator would reserve a hotel room and participants (except her) were expected to chip in for the room and refreshments.  Once the moderator got the information, he then puts it into his e-mail group data base set up and sends out an all call e-mail blast to the group.  Men would respond if interested and available on the dates set by the woman or couple until the requested number are filled along with a few extra and at that time, they are given the once over by the woman.  A man might be disqualified for any reason by the woman and the moderator had final say so if he felt one of the men responding was not a good fit.  Husbands were allowed to attend as long as he had no behavior complaints against him but he was strictly an observer allowed to take pictures but not to participate.  Now husbands could be invited to join the group as one of the men but, due to my small size, I obviously never was.

Anyway what my wife would do is e-mail the moderator that we could not host but she wanted x amount of men (usually between 6 and 10)  since my wife considers fucking less than six men a quiet evening spent with friends. She usually requested two specific men to be among the number she wanted.  One was the moderator who had a fairly nice length cock but was very thick.  The other was a good looking older man who was in very good physical condition and possessed a large cock which looked to be a little over 8 inches.  After that she would choose the rest of the men from those submitted (with photos).  Occasionally she would ask for another woman to be included just to satisfy her urge to eat pussy and the men generally loved watching two women in a 69.  One thing my wife tried to do was get a few new men every gangbang.  She might even leave off someone who applied that she knew was a good fuck to include someone new.  This had a twofold purpose as it let her sample more and more of the men in the group and it let her increase the number of men she had fucked.  Now don't get me wrong, she would never have sex with a man just to increase her number but, if the opportunity presented itself, she didn't mind increasing her "notches on the headboard."  Once the gangbang started, it was up to the men to sort out the order in which they would go with one exception.  The moderator always went last with my wife.  The simple reason for this was all the men were required to wear condoms except the moderator.  You see, after her first gangbang, she found she liked the way the moderator fucked her and they occasionally met for some one on one sex.  So he went last in the gangbangs because he was allowed to fuck her bareback and cum in her.  This had a dual purpose.  First of course was just the simple act of fucking bareback and letting him cum in her.  According to my wife, this made the sex even more exciting to her just knowing I was watching him pump he cum deep in her.  The second purpose was to allow me to enter her using a man's cum as lube, something that always made my premature ejaculation even more premature.  I've actually cum just as I entered her knowing a man had just fucked her.

If you've read my other posts you know that I worked out of town a lot.  She tried to do the gangbangs only when I was home but once or twice, I had to work extra and didn't make it in time.  Also, the moderator of the group recommended her to another gangbang group in the city where I was working so that opened up an entirely new group of men for her.  So if I was at home, she could set up a gangbang with our local group or if she was visiting me, she could set up a gangbang there.  Now this wasn't a weekly thing but she sure tried to set one up at least once every other month or so. 

*Note: See the separate post for the story of my wife's accidental gangbang.

Now I know that gangbangs are not for everyone.  Some women don't mind taking on a lover but just couldn't do a large number of men.  Some husbands can watch and enjoy their wives taking on a man but watching a number of men take her would be beyond their limits.  However, if a woman is sure she can handle it without guilt and her husband is sure he can tolerate viewing it, I have to say there is nothing like watching man after man take and pleasure your wife.  My wife says there is nothing like laying in a bed and knowing that all the men in that room are going to fuck her at least once and some twice.  It may take some doing but try to find a group near you.  Believe me they are out there and most major cities will have at least one.  I also know that some online adult swinger sites like SexyAds or AdultFriendFinder have sections for groups looking for women.  Try it, you may very well like it.

I Wonder Who It Was She Fucked Saturday

I think I've mentioned it before but whenever my wife if fucking someone, she always tells me who, when and where.  The main reason for this is her safety as there are some rather crazy people out there.  Saturday I had several things to do and she knew I would be gone for several hours.  Last night, I happened to notice her favorite pair of black panties in the area we hang dry delicate items so  I reached up to feel them and yes, they were wet.  If she wears panties instead of going bare to meet one of the men she's fucking this is the pair she normally picks.  Plus she was in an extraordinarily good mood last night.  Now all of this indicates that sometime between when I left and when I got home, my wife got a serious fucking but I don't know who from.  And of course, I'm not going to ask.  However I have a feeling I do know who it was.  I talked about Robert when I wrote about being downstairs and listening to her fucking right over my head.   Also, I don't know if I've mentioned it but Robert is also the man she went on a five day road trip with.  What I think happened is something that has happened several times before.  If Robert is working anywhere close by, it's not unusual for him to come pick her up at lunch and go somewhere for an hour or so fuck session.  He's the same guy that dropped off some building supplies at the house once in preparation for a project then told her to get in the truck.  He looked at me as he walked back to his truck and simply said, "I'm going to take your wife off and fuck her for a while."  Of course I just said, "OK" and went back in the house.  What makes me think Robert took her somewhere is her car hadn't moved unless she managed to get it back in the exact same spot it was sitting in when I left.  Robert is the only one of her lovers that has ever picked her up at home and she wouldn't have worn those panties if she was simply fucking someone in the house.  Also she wouldn't have washed them out like she did unless the crotch was full of cum.  So all the evidence points to, while her sissy faggot husband was gone, my wife was well fucked.  I'm glad for her since she deserves real men with normal or larger cocks and great staying power instead of a premature ejaculating, small dicked wimp like me.  After all, my pathetic little cock hasn't been in anything in over five years so one of us deserves a lot of pleasure.  I'm just happy it's her getting it.

The other day on Tumblr

The other day on Tumblr, someone posted a captioned picture similar to the one of Cassidy above.  The caption asked, "Does your wife know you want her to dress like this....then go out and fuck men?"  Well yes, my wife does know it and takes full advantage of it.  All the men she sucks and fucks also seem to be quite appreciative of my desire to be cuckolded as many times by as many men as possible.

I Think One Of My Boyfriends Is A Crossdresser

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A Different Cuckold Experience

I've seen my wife fucked many different ways.  I've held cocks to guide them into her pussy and sat 3 feet away watching while a man fucked her.  I've seen two men fuck her, I've seen three men make her air tight. I've seen ten men fuck her into little more than a quivering mess that I had to help into the car and she fell asleep before I even got the car cranked.  But yesterday, I had an experience different from watching, I got to listen to her getting fucked.  Now one of our "rules for cuckolding" has always been don't bring anybody home.  However, this was a little different.

First I have to explain something.  Our house is really two stories but because it's built into the side of a hill, you actually enter the house on the second floor.  Normally the downstairs would be called a basement but since it's above ground in the back and partially on the sides plus being completely finished, we don't call it a basement.  We have bedrooms there, bathroom with shower and a little den.  Finally, the house needs a new roof which is where the different experience comes in.

One of my wife's lovers owns a construction company and one of the things they do is roofing.  So we were having him come by and give us an estimate on the roof yesterday.  Now, it's been a little bit of a dry spell for my wife as it's been the end of April since she has been fucked.  As we were getting ready for bed Tuesday night, I asked what time Robert would be here to check the roof and she said 9:30.  I smiled and told her I felt like staying up very late to watch TV, that I would sleep downstairs and would probably sleep until around 11:30.  In other words, I was telling her she had my permission to fuck Robert in the house despite our rule.  She tried to say no but I could see her eyes light up and her nipples get hard at the thought.  I said yes,  headed to the downstairs and I did watch TV but did got to sleep around 2 am or so.  Of course I didn't sleep until 11:30...I was really up about 9:15.  I knew when Robert got here because I could here her get up from her chair and go to the door right at 9:30.  It was right around 10 when I heard the two of them walk back to the bedroom.  A bedroom and bed that sits right over my chair downstairs, by the way.  As I was sitting there watching TV, I could hear some rustling sounds which I think was Robert getting undressed and then I could hear the bed moving a little.  Let me interject two things about my wife here.  Number one is she requires very little foreplay to get her excited.  Kiss her nipples, run a couple of fingers over her pussy and she's spreading her legs saying, "Fuck me."  Number two is my wife is a screamer.  I don't mean loud moans, I mean screamer!  One of her lovers once wrote that he hoped the people in the next hotel room enjoyed listening to her cum as much as he did.  Anyway, it didn't take long before the sounds of the bed became the rhythmic sounds that are only made by two people fucking.  I know she had two good orgasms and the third...well I'm surprised the neighbors didn't call 911 to report a woman screaming.  It wasn't long after that third one that I heard the pace pick up and then stop suddenly when was Robert cumming in her pussy (he's one of the ones that doesn't have to wear a condom with her).  I heard my wife get up and go to the bathroom which meant she was going to clean up and getting a warm washcloth to clean his cock.  I'm pretty sure she cleaned him up and then started sucking his cock because before long, I heard her move around the bed.  Within a minute or so, the rhythm started up on the bed again, although a little slower and less frantic than the first time.  It also lasted a while longer but in the end, they were slamming together just like the first time.   With all the "Oh Shit"," Fuck Me"," I'm Cumming" and just pure screams it was like hearing a porno movie in the next room or something.  Finally, I could hear them getting up and before long, they were headed for the door.  When I heard the shower start upstairs I went on up.  I had to laugh when I looked in the bedroom.  The top sheet was on the floor, one corner of the fitted sheet was loose, a pillow and a sham were right where her ass would be so Robert had her positioned to stroke her good.  I also noticed that the only clothing evident for her was a pair of stockings, a garterbelt and one of her nicer satin robes.  Apparently that's what she wore to meet him at the door so he knew he was getting pussy from the start.  When she came out of the shower, I asked if a "thank you for sleeping downstairs was in order."  She just leaned in the doorway, rolled her eyes up and said, "Oh yeah!"

So how did I feel about that?  As far as I know, that was the first time she's fucked anybody in our bed.  I know she was getting a little horny so I was glad to "suspend our no one at home" rule for her.  I can say that I actually felt a few twitches from my cock.  I'm sure if I could still get an erection it would have been one of the "iron hard bar" type.  I wrote a couple of months ago she wanted to get Viagra or Cialis so I could try to fuck her but I managed to avoid it.  Yesterday, I almost wished I could get hard enough to fuck her because I've always loved sloppy seconds.  Knowing that her pussy is wet  while I fuck her because it was full of cum, not because I was turning her on used to be really exciting for me.  Two months ago, I didn't want to fuck her because it's not something a sissy does and yesterday, I did want to fuck her because I would be the cuckold wimp getting sloppy seconds.

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.

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.

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!

For Wannabe Cuckolds - Part 2

In part one, I mentioned that demon that can be let loose when a wife gets a taste of cock belonging to someone else besides hubby. 

I've read somewhere that sex with someone new releases a type of chemical in the brain that makes being fucked by that new person more exciting.  I mean think about it.  She's getting fucked, something she's done many times in your marriage but there is something intoxicating about that same act with a new partner.  It's that chemical causing the intoxication, that drug like high.  And we know that different people react differently to drugs.  Some can do it once, walk away and never really be interested in it again.  Others can "chip" occasionally without becoming addicted while some will become hopelessly addicted after two or three (and sometimes only one) times.  That's what happened to my wife.  She went from two threesomes spaced over 1 year into full blown addiction. This is about how she got there. 

I had set up a threesome with me and a friend to fulfill a fantasy for her of being fucked by two men.  It didn't hurt that the other person was WELL hung (8 3/4 and very thick) and that she was thoroughly fucked when we went home.  Then about a year later, I set up another threesome, this time with two men (Roy and Mike) with me watching.  The two men had done several threesomes like this and were able to tag team fuck her into total exhaustion.  I just about had to help her to the car she was so tired.  This was the point where things changed.  Let me interject that I was working out of town at the time, had been for quite a while, would be for the foreseeable future and only got home on the weekends.  On a Friday, during one of our daily calls I could tell she wanted to ask something but was stalling until she finally asked would I mind if she visited Roy the next week.  It seems Roy had called wanting to see her again.  (A note here that we discovered when we got to Roy's house for that threesome Roy only lived about a five to ten minute drive from my wife's office depending on traffic.)  It was nice that she was asking me even though she knew I wouldn't say no and I didn't but this was also far different from a couple of threesomes to fulfill fantasies.  This was my wife going to a man's house, letting him undress her, sucking his cock and fucking him in his bed.  This was not a fantasy that the two of us would be sharing, this was going to be her and a man while I wasn't there.  And the way she talked, it wasn't a one time thing.  This was going to be an affair!  The next Tuesday afternoon she called as she was leaving work at 4:30 to let me know she was going to Roy's house.  Before someone thinks she was rubbing it in, we had always let each other know where we were if we were not going straight home.  Anyway, I figured, five minutes out of the parking lot, ten minutes to get there, five minutes to get inside and at most, ten to fifteen minutes of foreplay that first time.  This would mean that by 5:05 that afternoon Roy was fucking my wife again but this time I three hundred miles away.  I can't really describe how I felt at that moment other than to say I was confused, humiliated, a little sick at my stomach, envious (she was fucking and I wasn't) and yes, at little turned on.  I don't think it would have made as much impact had it not been for the fact that I had been in Roy's bedroom during the threesome so I didn't have to imagine what it looked like.  I knew how it looked when Roy drove his larger 8" cock deep into her, how she would slam her hips up at him to meet his thrusts, how she would lay her head down on her arms and then suddenly throw it back and scream as Roy fucked her doggie style.  About 7:00 she called me to tell me she was home and her voice was like a kick in the balls.  I can only describe it as a soft, "I am so well fucked and satisfied" voice if that makes any sense.  A voice I had never heard from her after we had fucked.  Roy fucked her twice two days that week and I will admit to having a little difficulty getting it up when I got home that weekend knowing I was going to be compared to Roy and knowing I probably wasn't going to "measure" up in more ways than one.  At first our agreement was this was just a couple of times a week but soon she was asking for three, then four and occasionally five or more times a week.  The five or more occurred when she started to spend one or two nights a month with him because Roy had a pretty good recovery rate.  When she did spend the night, he would fuck her at the normal time when she got off work, that night when they went to bed and in the morning before she left for work.  It got to the point where Roy was her steady fuck and I was the guy she fucked once or maybe twice a week on the side.  Even the two weeks I was home for vacation she stopped by Roy's several times. 

At this point let me tell some of the things that happened while she was having her affair with Roy.  One evening when Roy wasn't going to be home until after 6:00 she went home, changed into a corset, stockings and that same faux fur coat (this was the first time she wore it for sex).  That plus heels was all she wore to drive 10 miles back to Roy's house and let it open just inside the door of the house.  According to her, Roy fucked her five feet inside the door when he saw what she was wearing.   Another time she was giving me a blowjob and she didn't back off when I started cumming, swallowing my cum instead.  This was something she had never done before and when I asked, she told me she had been doing it for Roy so she felt she should do it for me!  Wow, thanks.  Another time she mentioned something about how much Roy would cum.  I asked about seeing it inside the condom and she said they hadn't used condoms in several months.  One day they were in a real hurry and didn't think of the condom until it was too late so they just quit using them.  What I realized then was, on occasion, I had fucked her right after she left Roy and what I had put down to her being really wet was actually his cum.  I had gotten sloppy seconds...I had been fucking my wife through another man's cum. 

So there is more for you wannabe cucks to think about.  Do you want to take the chance that someone else will be your wife's main source of cock?  Do you want to lay in bed thinking about her spending the night with another man?  Do you want to fuck her using someone a man's cum for lube?  Do you want her comparing you to her boyfriend as you fuck her?  All of these are questions you need to ask yourself before she takes that first cock.  Can you really handle being a cuckold and basically thought of by her boyfriends as a wimp?

End of part 2 - Part 3 to follow

I Am A Sissy Faggot Cuckold

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