Husband to Slut

[ This is an original, fictional story. Please attribute properly. ]

I’m still finding it difficult to believe the situation I’m in. My wife and her lover just dropped me off, like they do almost every Friday and Saturday night. They’ll be going out for a nice long evening of dining, dancing or entertainment, and wonderful sex.

I am dressed in a tight short light-pink colored skirt, black fishnets over white stockings with a garter, bright red fuck-me heels, and a red bow holding my pony tail sticking straight up. My makeup is heavy and my earrings are gaudy to make it obvious at a glance that I am for rent.

Their car drives off and I walk around to the back of my pimp’s house. My wife’s lover recommended Angie and Rick, who runs a pretty successful business connecting clients with people like me who can provide, well, services.

I should back up and explain how it got to be like this.

About two years ago my wife and I finally got serious about chastity. We had played with it on and off throughout the 10 years of our marriage, but it was mostly a game. When I ordered the secure device, however, everything changed. She realized how much control this gave her, and hasn’t stopped leveraging it since.

It started slowly with her managing my releases and orgasms to get me to do the things she wanted. That included lots of oral sex for her, as well as more housework and fun times for her in general (e.g. shopping).

Fast forward, and eventually she realized that having my cock locked up for weeks and months at a time meant that she was having a lot less intercourse than she wanted. She made it clear that my cock wasn’t satisfying to her even out of the cage. She also told me that my crossdressing meant I was a total sissy, which does not turn her on sexually.

That’s when she started having sex with other men. I’m not sure I’ve ever seen her so happy and satisfied.

We went through all the usual cuckolding activities. Me tied up and gagged having to watch. Cleaning them both up orally after a messy bareback session. Walking behind the two of them in public at malls, carrying their purchases while they held hands. The observant would notice wedding rings on my finger and hers, but not his. Once, out of town, they additionally made me wear a shirt that read, simply, “cuckold”.

One of her favorite ways to humiliate me was to call me at work and say she was horny. She would elaborate about being naked in our bed, wet, and playing with herself. She’d tease that if only I was there right now she’d let me fuck her, but by the time I got home it would be too late. Then she’d tell me about the naked man next to her in our bed, often passing the phone to him with instructions for me to beg him to fuck her.

She kept exerting more and more control over me, maintaining a high level of embarassment, ridicule and shame at my expense. Whever we were, she would not hesitate to approach men she found attractive. She would ask them to come home with her and have sex, and then point me out as her wimpy husband — it was so humiliating. She’d drive back to our house with him, leaving me to drive our car back home, wondering all the while what they were talking about and doing. At home I would be assigned housework or errands as she fucked them in our bed. Afterwards she’d be sure that I thanked her lover.

Eventually she started to really connect emotionally with one of her many lovers. Then she asked him to move into our house. Tyrell is a very black man, and she loves his large cock and muscular body. They now sleep in the master bedroom. I don’t.

A few months ago Tyrell suggested to my wife that she could rent out her sissy husband and earn some money. They could do even more fun things together with that money, and my wife liked the idea. She first tried renting my maid and cleaning services to friends, but that eventually went nowhere.

I guess Tyrell knew about Angie and Rick’s business, told my wife, and that same day the four of them worked out a deal. I now work for them on Friday and Saturday nights, providing extensive sexual favors to their clients. I remember how the conversation went when she told me about the details of the agreement.

My wife sat me down in my sissy clothes and explained that she had found a new job for me. I was in shock. If I was as successful as she expected me to be, she said she may even have me quit my day job.

Eventually she talked about the money. “Angie and Rick get half, and Tyrell and I get the other half. You’ll get a portion of our part, which will replace the allowance I had been giving you.” I started to balk, but she wouldn’t have any of that. “No complaints, or else. It makes sense, really, since the more successful you are, the more you earn. It’s called incentive, my little sissy”.

She went on. “So the bottom line for you is that a simple blow job might be worth four dollars or so for you! Pretty good, huh? You’ll continue to suck Tyrell and his other friends for free, of course.” I meekly nodded. “Now a good fuck might earn you $8, maybe less. Some clients get discounts for repeat business or referrals. And get this: maybe $12 an hour for you with a ‘rough session’, whatever that is. Rick said you might see some good business there.”

There was nothing I could do. I know she would just threaten to destroy the keys to my chastity device if I didn’t comply. Not to mention all the photos and videos she had taken of me over the years. I’d been through this kind of thing before. She gets her way, always.

Angie and Rick collect the money, so they said it’s very unlikely that I’ll be arrested for prostitution. Somehow they make that all work out. I get off about 3 or 4 am most days. My wife gets the money from them directly. If she remembers, she’ll give me cash a few days later, which is all I get for my own spending money. She doesn’t allow me a checking account or credit card.

She and Tyrell have saved up enough for a week on a Caribbean beach together. My wife loves being by the water. She tells me it’s like heaven to her to have sex right on the beach with the sun setting on the horizon. Of course, she has never done that with me.

In fact, I suspect that my cock will never touch her pussy again. Why would it, when she can enjoy any other incredible cock she desires, rather than my shrunken thing? At times I wonder if she’s already destroyed or thrown away the keys. It’s been 11 months since my last release, and she just keeps adding time to my lockup for the most minor infractions.

My wife also has had me taking hormones for a few months now in order to grow real breasts. I’m up almost to a C cup and they are still growing. Apparently she-males can make a little more money, even if they are in chastity. Some clients demand real breasts.

My first few hours tonight are on the street because I have no clients until midnight. It’s a little risky, but my wife insists that I be making more money. Rick has worked out some deal with another downtown pimp to get me a corner.

I get into the car with two other early-shift workers. Angie’s driving us tonight, and she chatters away. As she drops each of us off at our designated locations, she reminds us when she will be picking us back up to go meet with our scheduled clients.

Well, back to work.

Advanced Cuckolding

[ This is an original fantasy story, a continuation of the Cuckold Initiation story. Please attribute properly. ]

It’s been about 6 months now since my wife and her boyfriend Richard initiated me as her cuckolded husband. I have written previously about that experience.

Two months ago Richard moved in with us. He has taken over many of the things which used to be “mine”, the most significant of course being my wife. He’s moved into the master bedroom with her. They now share the closet we used to share for our clothes, and he now uses the dressers and nightstand that I used to use. And of course he sleeps each night with my wife in the bed she and I used to share.

But that’s only the beginning of the changes that have happened since I became her cuckold.

Richard makes more money that I did, so they had me quit my job. I now dress as a woman 24×7, and stay home to take care of the house, cook, clean, do their laundry and errands, and more. I even go shopping as a woman now. Fortunately I am very passable, and it’s never been a problem.

They’ve decided that I should have real breasts as well. One of them watches every morning to ensure that I ingest the hormone cocktail they found on-line, which is pretty rapidly reforming my body. My breasts have grown to nearly C-cups, my nipples hre substantially larger and more sensitive, and my body fat is redistributing.

I think my testicles are shrinking too, and I’m certain my cock doesn’t get hard as it used to. I used to really strain against my chastity device, and the spikes inside the cage used to really bit into my glans. But lately it just feels snug when I get aroused, and the spikes don’t seem to dig as deep. I suspect that the hormones will eventually make me impotent. My wife still talks about castrating me, and at this rate there won’t be any reason not to do so.

Richard sometimes likes rough sex, which my wife is not into at all. So they decided he could use me as his slut whore when he is feeling like he wants to get aggressive sexually. If work was particularly stressful, he will use me when he comes home, often forcefully face and/or throat fucking me until he cums. I’m learning to accept it.

At bedtime there are other little rituals they enjoy. If my wife doesn’t want to suck Richard hard, they make me do it. Other times they have me lay on my back and Richard sits on my chest and dangles his balls in my mouth. He likes it when I run my tongue around his scrotum while I suck gently on his hairy balls. It’s humiliating to watch my wife’s lips slide up and down his fine cock as I stimulate his manly balls to produce more cum.

Here is another rough ritual they both enjoy often. They tie my ankles to the foot of the bed corners, bend me forward, and truss my wrists to the corners at the top of the bed. If Richard does ties me up, he likes to make the bondage very tight. They put two thick foam pads under my waist to get my ass to just the right height for Richard’s cock. My genitals point down, so that as Richard fucks me I can feel his large manly balls slapping against my small, shrinking nuts.

My wife then lays on the bed with her legs spread and her pussy about a foot from my face. She plays with herself and masturbates while watching my face as Richard has his way with me. She like to smear her pussy juices under my nose, since her smell forces me to try to get hard. I’ve realized this conditions me to eroticize what happens afterwards. Richard steps behind me and spreads my ass cheeks far apart with his strong hands. In that moment I feel (and am) utterly helpless yet very turned on.

One of Richard’s favorite techniques is to put the tip of his cock right at my anus and move it in little circles. By his moans I suspect this really turns him on. During this time he expects me to hold my anus tightly closed. Then, without warning, he will plow his cock all the way into me. This usually makes me scream and start to cry.

My wife loves that part. Often she will encourage him to do it again. And again. He pulls completely out, and when he’s ready, slams balls-deep into me again. My wife usually brings herself to orgasm during this part while I’m screaming and crying. Sometimes Richard will make be beg for more, which is humiliating and degrading. I always comply, and feel like an utterly debased sex object, which is appropriate, since I am.

The intensity of the invasion that his thick, hard cock causes as he rams it past my tightened little asshole is impossible to describe. Once he’s done piledriving, then Richard will usually take his time fucking me, sometimes 20 minutes or more. He seems to enjoy calling me all sorts of names like his bitch, slut, whore, a wimp, pussy, and faggot. I end up craving his orgasm, since feeling his cum finally spraying inside me ends the anal onslaught. I always have to thank him afterwards.

Since Richard prefers that my anus remain tight to maximize his pleasure, they avoid using butt plugs or dildoes on me. My ass would probably hurt less afterwards, but I realize that Richard’s pleasure is more important. The one exception is our heavy metal plug, which Richard has me use for anal training. Every morning I do my “exercises” which involves tightening my sphincter to hold it inside as long as possible. I have to chart my reps and durations so they can monitor my progress.

Richard also doesn’t like to use much lube. In fact, just a little of his spit, whatever is left after it runs down my ass crack, is usually all he uses. He doesn’t like it too slippery, the friction arouses him more. The result, however, is that my anus ends up pretty raw and sore. That’s another reason why I cry while he rapes me, but his pleasure comes before mine.

Sometimes they have me sleep in what they call the Slave’s Room, which is my bedroom. Sometimes they tie me up for the night just for fun, sometimes not. For punishment they will make me drink lots of water (or their pee) before bed, or even make me administer one (or more) enema solutions to myself. I have to put on a diaper and plastic pants — my bed already has a waterproof mattress cover. After a night of bondage in my own waste, I usually have learned a valuable lesson.

Most nights I am fortunate enough to join them in the master bedroom. There is a mat on the floor at the foot of their bed. A padlock is used to lock my chastity device to a short chain at the foot of the bed. So literally, my cock is chained to the foot of the bed that my wife shares with her lover. Richard had me install buttons for the two of them which release a retracting key for the padlock. In that way they let me unlock myself to do things for them after they’ve gone to bed.

One of these night-time chores is being their urinal. They don’t have to get out of bed, walk through the cold house all the way down the hall, just to use the toilet. I save them the trip and pee on their behalf later. I’ve found that I prefer to drink their night piss, since morning urine has a much stronger and less desirable taste and smell.

When Richard wants to pee, he will sit up on the end of the bed and I put slippers on his feet. Then I get between his legs and he puts his limp cock in my mouth. He’s trained me to guzzle properly. I swallow 10 times, then he stops his stream so I can take a breath. This repeats until his bladder is empty. I then relock myself at the foot of the bed. I’m not allowed to wake them to use the bathroom myself nor wear diapers in the master bedroom. So some nights I don’t get much sleep because my bladder is so very full. They insist this is good training, and that my bladder will enlarge so it can hold and more more over time.

Of course they make love while I’m chained to the bed. At least twice a week I get to hear them enjoying each others bodies while they completely ignore me. I’m so happy that Richard is able to provide so much pleasure to my wife. It is music to my ears to hear her enjoy his attentions, and to orgasm thanks to his cock, hands, tongue, or whatever. It’s so important to me that she be sexually satisfied.

During the days, Richard sometimes has me do favors for him with some of his work clients. Typically this involves me delivering some paperwork to a client at their hotel, as they are usually from out of town. Richard sets it up so that about half the time they are expecting me to give them a blow job as well. I don’t know when Richard has or hasn’t told the client, but my orders are to ensure they are fully satisfied.

During the days, Richard sometimes has me do favors for him with some of his work clients. Typically this involves me delivering some paperwork to a client at their hotel, as they are usually from out of town. Richard sets it up so that about
half the time they are expecting me to give them a blow job as well. I don’t know when Richard has or hasn’t told the client, but my orders are to ensure they are fully satisfied.

It’s an interesting predicament. I can’t risk them not using me for their pleasure, since they might expect it. I’ll be punished if they didn’t “get some”. But they tend to be cautious so it’s impossible for me to tell who knows and who doesn’t. I end up awkwardly letting them know that I “want them to be fully satisfied with my services”. They usually take the hint, and before long their cum is trickling down my throat. A few have gone further and forcably raped my ass, but I don’t dare say anything. I bring a sanitary pad just in case so that, as I’m driving home, their cum running out my behind doesn’t mess up my clothes or the car.

Richard and my wife entertain in our house too. Sometimes I am just a vanilla maid; no one seems to really notice. For their sex parties they outfit me in various embarrassing ways in order to ridicule me as the sissy, chaste, cuckold husband of the hostess. One time I had to serve the guests all night dressed as a baby, wearing ten diapers at once, a bonnet, and pacifier. I was required to suck on a baby bottle that they kept refilling with their piss. All their guests are free to use me as they wish during their sex parties.

The good news is that my wife has wonderful sex with Richard. They make love several times a week, as far as I know, perhaps much more than that. They don’t hide it, in fact they prefer that I am aware. My wife makes use of me as her “cum dump”, letting Richard’s big loads run out of her pussy into my mouth. She much prefers this to “wasting it down the toilet” and having to walk to the bathroom herself. I always have to thank Richard for the privilege of swallowing his cum.

One Saturday they gave me a long list of household chores to complete. They were going out for a full day of shopping, eating out, driving around, and having fun. I had to wear my locking 4-inch heels with a short chain between my ankles, which was just long enough to permit me to use the stairs. My elbows were tied 18 inches apart behind my back. My wrists were locked to an 18-inch spreader bar in front of me, and that bar was chained to my locking collar. They took all the keys with them, so there was no chance for me to get unlocked.

Most chores were much, much more difficult in this bondage. I could sit to pee, of course, but could not reach to clean my ass (which explained the series of large enemas early in the morning). About noon Richard called to tell me a client was stopping by to drop off some papers for him. I was nervous as I opened the door for him, being tied up as I was. It wasn’t long before he had made me suck him hard and then brutally raped me. He seemed to really enjoy himself.

After he left I tried to catch up on my chores. I did not complete them all. Understandably, I was punished severely. Perhaps another time I will share the details of that extensive “corrective experience”.

My life has certainly been transformed. Looking back at my cuckold initiation, I was just a sissy, pantied, chaste, cuckold husband. Now I am also a maid, slave, whore, toilet, servant, cum-dump, sex toy, and she-male. I don’t dare predict
what they plan for me in the future, although things like eunich or transexual seem like possibilities.

A sissy can always dream.

Cuckold Initiation

[ This is an original fantasy story; please attribute properly ]

A few days ago my wife mentioned that she had invited a special friend over this weekend. She was excited about the visit and about me meeting Richard, but she didn’t provide a lot of details. I detected a coy attitude as she talked about it, and slightly sexy inflections when she mentioned him. But I didn’t ask questions, it seemed normal enough, probably just an old friend. She has been reconnecting with a lot of people thanks to Facebook.

Saturday came, and she reminded me that he was coming over. She said it would be for dinner and some activities afterwards. I assumed she meant something like Scrabble. Boy was I wrong.

About 3 hours before his planned arrival time, my wife showered. I remember noticing, because she had also showered in the morning. She also called me in to shave her legs, a submissive thing she has me do for her sometimes. She teased me with her luscious pussy as I carefully ran the razor across her thighs.

After drying her hair, she started to get busy in the kitchen cooking. I offered to help, but she said she wanted me to go get ready instead. I asked her what she meant, and she said “Oh, didn’t I tell you? Richard is really cool about crossdressers. I told him you like to dress up, and we thought it would be fun for all of us. So I’d like you to go put on your maid’s uniform. I think your white thigh-highs with a garter would be nice, with black heels, and take some time with your hair and makeup.”

I was stunned. But also a bit excited. It would be the first time that we would entertain at our house with me crossdressed. I agreed, and went upstairs to get ready. After about 45 minutes I was ready. I thought I looked pretty good, and went downstairs to present myself to my wife.

She looked me over and decided I looked presentable. She told me to set the table, which I proceeded to do. She was finishing up the meal, putting things into the oven and microwave. Then she said “I’m going upstairs to get ready myself now. If Richard arrives before I come down, let him in, take his coat, and visit in the living room. Meanwhile, I want you to sweep the living room and kitchen floors.” I curtsied and replied “Yes, Ma’am”.

While sweeping, I realized just how distracted I was about this whole evening. I hadn’t even noticed that she had me set the table for two, not three people. There were also several nice candles on the table. It was then I knew she was planning on having me be their personal servant during dinner. The maid’s outfit suddenly made more sense. Well, that was fine, I like that role.

I finished sweeping and was straightening up the living room when the doorbell rang. My heels clacked on our hardwood floors as I went to the front door and opened it. “Hello, you must be Richard!” I said in my feminized voice. He looked me over, and boldly stepped in and past me.

“Yes, of course,” he said, “and you must be the sissy husband.” I was a bit taken aback by his straighforward statement, but it was of course true, so I replied “Yes, Sir”. He took off his coat and handed it to me, and proceeded to walk over to the couch and sit down. I hung his coat in the closet, and hesitated about what to do or say next.

Just then a door opened upstairs, and I looked up to see my wife coming down the stairs. I could not believe what I was seeing. She was dressed stunningly and extremely sexy. She had on a short dress that showed her figure beautifully, pretty heels, bare legs, and as I looked up the stairs at her I could see she was not wearing any panties. I’m pretty sure I stood there in shock with my mouth open.

By the time she reached the bottom of the stairs, Richard was there with open arms, and they embraced. Right in front of me they kissed deeply, and their arms were around each other. Then he was looking her over, telling her how stunning she looked, and that dinner smelled wonderful. I noticed both his hands were tightly cupping her lovely ass and pressing her body against his.

Clearly enjoying his strong embrace, my wife turned to me and said “Go to the kitchen and put the food on the table for the two of us. Light the candles, and run the microwave for 2 minutes.” They went resumed kissing, their moans and the clacking of my heels the only sounds.

I started the microwave, brought some food to the table, and lit the candles for them. Before long they joined me in the kitchen. The two of them sat down, him holding her chair. They talked between themselves as I served. Once all the food was out, I just stood nearby, awaiting further instructions. They chatted and began eating, mostly ignoring me. Richard said he wanted some catsup, so I retrieved it from the refrigerator for him. And my wife needed her water glass refilled.

Eventually my wife addressed me directly. “Sissy, come here.” I stood next to her. “If you haven’t already figured it out, Richard is my new boyfriend. As you can see we are becoming very good friends. We will probably be seeing much more of each other in the future.” What could I say, but “Yes, Ma’am”. I wasn’t quite sure what she meant exactly by “boyfriend”.

My wife continued, “After dinner we have an initiation for you. I won’t tell you exactly what will happen, but I will tell you that I expect you to comply with everything that either I or Richard tell you to do. If you even hesitate, I will instantly add another 6 months to your chastity time. For each offense. Is that understood?” “Yes, Ma’am”. Ok, this was getting pretty serious now.

Richard asked to see my chastity device, and my wife said “Lift up your dress, Sissy. Show Richard the tiny, useless cock you have.” I walked over to Richard, lowered my panties, and raised the front of my dress. He looked down and laughed. “Unbelievable. No wonder your wife is not sexually satisfied. Your dick is a joke. It’s pretty damn obvious why she calls it utterly limp and worthless.”

He asked if my cage had spikes, and I replied “No, Sir.” Richard suggested that my wife consider having them added so that my attempts at erections would cause significant pain. He pointed out to my wife that, over time, this would extinguish that annoying sexual reaction. He said he liked the idea of having the only functional cock in the house. My wife said she’d look into having spikes added to my chastity device.

My wife said to Richard “Her little clitty is always less than two inches. That’s smaller than my pinky! Isn’t that hilarious?” She held up her pinky, bent over like my limp, worthless cock. They both laughed. “A baby’s dick is bigger than that!” Richard said, and they both howled with laughter. My wife leaned over and whispered something to Richard that I couldn’t hear. They both laughed and laughed at that.

Finally they stopped laughing, and my wife said “Put your dress down, dear, stop flashing our guest.” I lowered my dress and my head, feeling very embarassed. My wife noticed, and laughed. “Look, her sissy cheeks are all red. She loves this. ” They both chuckled again.

Richard continued to ridicule me. “Your wife tells me you actually like to dress like this, and that you even put your own makeup on, is that true?” I replied “Yes, Sir.” He laughed again. “I wasn’t sure whether to believe that. But you really are a sissy. That’s a really pathetic excuse for a husband. Your wife deserves a hell of a lot better, doesn’t she?” Again, “Yes, Sir.” He replied “She sure does,” leaned over to her, and they kissed again.

They went back to talking between themselves. Richard asked some detailed questions about my chastity, how often she lets me cum, whether I am permitted masturbation or intercourse, and other very personal questions. My wife gladly told him everything, even how she milked my prostate and fed me my own cum. That made Richard shudder with disgust. He said he had never tasted cum, but that it was appropriate for sissies to learn to love it. He looked at me, and I said “Yes, Sir.”

My wife also offered that, like a true sissy, I enjoyed being a total cock slut and taking it up the ass. “I suppose you could hire her out as a cock whore and earn some money that way.” My wife seemed to consider the idea, then they both burst out laughing again.

They finished their food and my wife got up from the table. She told me to clean the table, put the food away, fill the dishwasher, and then meet them at the couch. Richard followed her out to the living room, but then I heard them both go upstairs and into our bedroom. I was relieved to hear them come back downstairs after only about a minute.

I cleaned up the kitchen and dishes, listening to their talking and laughing wafting in from the living room. I couldn’t hear what they were saying, but they were clearly enjoying each other’s company. They also talked more quietly at times, and I suspect they were planning the next events.

Eventually I finished my chores and joined them in the living room. My wife was sitting on Richard’s lap and had his arms around him. He was kissing her neck and fondling one of her breasts inside her dress. His other hand was very high on her inner thigh. Her eyes were closed, and she was clearly enjoying his attentions. I stood there quietly, watching and waiting. Richard seemed to be taking his time fonding my wife in front of me.
Eventually my wife opened her eyes, and noticed me standing there. “Isn’t it nice to see your wife getting some well-deserved attention from a Real Man?” she asked. I could only respond with “Yes, Ma’am.” They looked at each other briefly and
smiled, and then she said “Sissy, do you remember what I said about obeying tonight?” “Yes, Ma’am, I clearly remember”. I had already endured 2 months of chastity, and only had 6 weeks left before my next release. Six more months was very scary. She said “Good” and moved off his lap to sit next to Richard.

He then addressed me. “I hear that you are a pretty good cocksucker. Let’s see. Get going, and no teeth.” I was shocked again, but realized that I was starting to hesitate, which would be disasterous. So I sat down next to him and reached to unbuckle his pants. He stopped me, pointed to the floor between his feet, and said “No, down there. On your knees where you belong.”

My wife giggled, and I got off the couch. He moved his legs apart, and I knelt on the floor between his knees, facing his crotch. He allowed me to unbuckle his pants this time, and I pulled them along with his boxers down to his thighs. His cock was thick and semi-hard, and he had lots of pubic hair. A very manly smell wafted up. I looked up at my wife and she lightly nodded, indicating “get busy”.

I took Richards cock in my mouth gently, holding it between my lips. The tip of his cock was in my mouth and I worked my tongue around it. He moaned and put his head back. I felt him getting harder as I licked and sucked. I used all my
techniques on him, and after a while he started bucking his hips as if to fuck my mouth.
At that point my wife stood up and said that it was time to go upstairs. I looked at her, and she was grinning and looking at Richard. The instructions she gave me next were yet another surprise for this completely unexpected evening.

“Sissy, you will now go up to our bedroom and take off your dress and your panties. Sit on the chair, and tie yourself securely to it. Put in the ball gag and put on the blindfold. Then use the handcuffs to lock your wrists behind your back. When you are ready, stomp 3 times on the floor. Go. Now.”

My wife turned her attention to Richards cock, wrapping her hand around it and gently stroking it. I went upstairs and did as instructed. I found the chair had been moved from its usual location to be at the bottom corner of our bed. I partially disrobed, and sat in the chair in my bra, garter, stockings and heels. Some white rope was on the floor by the chair, and I used it to firmly ties my ankles and waist to the chair legs.

I enjoy bondage, so just this was enough for me to be aroused. My cock strained against the cage. I put in the ball gag and blindfolded myself. I closed one end of the handcuffs around one wrist. With my hands behind my back I closed the second cuff around my other wrist. My heart was pounding. As directed, I clomped my heel on the floor three times and waited.

After a few minutes I heard the two of them enter the bedroom. They were very quiet. My senses felt like they were on overdrive, as I listening intently. I heard my wife crawl onto the bed. “Ok,” she said, “remove Sissy’s blindfold and then join me here on the bed.” Richard walked over to me and took off the blindfold. It was bright, and as my eyes adjusted I saw that my wife was completely naked on our bed, looking at me and smiling.

Richard, still standing next to me, started taking off his clothes. My wife got up and rubbed her body against Richard, who reached out and gave her lovely ass a squeeze. She walked around behind me, and then rubbed her bare breasts against the side of my face. Her nipples were large and harder than I’d seen in a very long time.

She pointed across the room to something I hadn’t noticed. It looked like a cell phone on a little tripod, pointing at me. “Richard’s recording a video of this on his phone. Isn’t that cool?” With the gag in, I could only mumble. “Now I will tell you about your initiation. You’re going to watch Richard fuck me. Isn’t that wonderful?!”

I tried to talk but couldn’t. She put her finger gently over my lips and whispered “Shhhhh. Just relax, little Sissy. I know you want this as much as I do.” I let out a little whine. She gave me a look that told me I was dangerously close to some very bad consequences. Richard was now naked, and he crawled onto the bed that my wife and I sleep on every night together.

My wife leaned over and lifted my chastity device a bit, apparently for the camera. “Isn’t it true that you have a tiny, useless cock?” I nodded my head. She said “I can’t hear you!”. Through the gag I tried to say “Yes, Mistress” as I more vigorously nodded. “So you admit that your dick is worthless to me. There is no hope of it ever satisfying me, is there?”. My words, “No Mistress” were again garbled, as I shook my head back and forth.

She slowly crawled onto the bed next to Richard. “Since my own husband can’t satisfy me, I had to find a lover with a Real Man’s Cock who can satisfy me. Sissy, you want your wife to be happy, right? You want me to fuck Richard right here and now in front of you, isn’t that right?” My choice was six more months in chastity, or to agree right now.

I nodded my head. “Say it nice and loud!” she said. I said “Please Mistress, fuck Richard,” but it was a mumble. “Louder!” she said. I repeated it, and it was almost understandable. They both snickered. “Sissy, it will be our pleasure to initiate you as a cuckold. Enjoy the show.”

Richard was on his back, and I watched as my wife straddled him. She has very strong legs, and sheh took her time lowering her pussy onto the tip of his very hard cock. Richard’s penis is average in length, but noticably thick. My wife is smaller in stature and definitely not a size queen. She prefers quality to quantity — although apparently I have too little of both for her tastes.

Richard took her breasts in his hands and gently kneeded them. She slowly started bobbing up and down, and I watched his cock go deeper and deeper into her each time. He lay there, letting her warm, wet pussy hug and slide on his manhood. My wife put her head back, clearly enjoying his cock in her. They both were moaning and breathing more heavily.

I became aware that I was straining against my bonds, and I tried to relax. My cock was still trying to get hard, pointlessly of course. All two inches of my tiny dicklette were straining against the chastity cage, getting nowhere. I was grateful to hot have spikes digging into my sensitive cock flesh. I could do nothing but watch as they fucked. It didn’t take her long to reach her first orgasm.

I guess that officially made me her cuckold. The moment quietly passed.

They changed positions, and my wife laid diagonally on the bed with her pussy pointed right at me. Richard moved between her legs and took her ankles in his hands and raised them up. Between his thighs I saw my wife reach down and guide his cock towards her pussy. He gently and slowly slide his cock into her again.

This time he was fucking her. Another man was fucking my wife, right in front of me, on our bed, as I sat watching helplessly. The concept hit some chord in me, and I started to quietly cry. It was blurry, but I watched his manly penis sweetly pleasuring my wife.

I was awestruck by how fascinating it was to warch his cock slide in and out of my wife’s vagina. Of course I had fucked my own wife before (although not for many months now), but I had never really seen it. It was magical! As he pulled back, her labia lips revealed themselves and wrapped snuggly around his glistening shaft. When he pushed back inside her, her tender flesh folded inside and hugged his cock even tighter. It was beautiful. More tears.

Of course I longed for that to be my cock, caressing her from the inside, feeling her warm wetness. Instead of the hard, oppressive steel cage, I craved to be a Real Man enjoying sex with my wife like Richard was. It wasn’t long before the crescendo of her moaning signaled her second orgasm.

He stopped, and I recognized her gently sighs as her being in that wonderful, post-orgasmic space that I love to see her in. My tears kept quietly flowing. I felt joy, pure happiness for the pleasure she was savoring. Those feelings mixed inside me with the sad reality of my inability to provide adequate sex to my own wife. I felt grateful for Richard.

He manuvered himself and her gently, spooning with her. He slipped inside her pussy again from behind and gently rocked his hips as they both began moaning again. It didn’t take long for her to orgasm again. It surprised me to realize just how horny she was tonight. And he really had impressive stamina. I was happy my wife had such a capable lover.

He kissed her and she rolled over to face him, wrapping her arms and her legs around his body. He caressed her hair, gently running his hands along her curves, her ass, her thighs. She whispered to him, he nodded, and she whispered some more. Even after three orgasms, I suspected she was orchestrating at least one more.

She layed diagonally on the bed again, on her back, but this time with her head near me. She reached out and held my chastity device in her hand and looked at me. She saw my tears and smiled. I looked pleadingly at her, but Richard had manuvered between her legs and was entering her. Her eyes slowly closed as she felt him filling her pussy for the fourth time. He held himself there, fully inside her.

She opened her eyes. “There is an important cuckold ritual next that will complete your initiation. Are you ready?” I nodded. “Good. I’m going to let Richard cum inside me now.” My eyes got big and she saw my shock. She calmly continued “Oh yes. Richard is going to fill my pussy with his semen and sperm. It’s going to be wonderful! Then I’m going to empty my pussy into your mouth. I expect you to enjoy and swallow every single drop.” I nodded meekly.

Richard started fucking my wife at that point, slowly at first, then more quickly. Her eyes closed, but her hand was still around my chastity device. Their bodies moved back and forth as they copulated, and her hand moved back and forth between my thighs. I wasn’t able to feel anything on my cock, of course.

He was watching her carefully. I realized he was timing his release so they would have simultaneous orgasms. I marveled again at his impressive lovemaking skills. Their breathing got faster and their moans increased. Oh the pleasure they were having that I had not felt in months! I sat helplessly watching as they both built to their climaxes.

And then it happened. Her orgasm started, and he followed her lead. I could see his tempo change, and it was clear that he was pumping his cum into her. My wife startled a little, and I suspect she felt the force of his spray inside her. Their moans were more like yells as he pumped her full of his manly load. They slowly wound down, and he lowerd himself to all fours above her, with his cock still inside her.

After a short while they both caught their breath, and they kissed. She really kissed him, clearly thanking him for one of the best rounds of sex she had ever had. She whispered in his ear, and he reached over for two pillows. Pulling out of her, he quickly put the pillows under her ass, elevating her hips. Obviously they didn’t want any of his seed slipping out of her.

He then walked over to me and unbuckled the ball gag. My wife said “Sissy, show your appreciation to Richard for doing an incredible job satisfying your wife. Clean his fabulous cock.” Looking at his cock I could see some white splotches of his cum, it was wet and slick with my wifes juices, and I recognized the smell of my wife’s pussy. Richard stood in front of me, put his hand behind my head, and stuffed his semi-hard cock all the way in my mouth. I sucked and cleaned his cock as best I could. I could taste more salty cum as it dribbled out of his penis onto my tongue.

He pulled his cock out of my mouth, and then surprised me by turning my chair around. Before I knew what was happening, he had tipped the chair back on the bed. The top of the chair and my head rested on the bed. I was looking up at the ceiling.

In a moment my wife was kneeling above me, and she was holding her pussy lips together with her fingers. “Now, Sissy, it is time to complete your cuckolding. By eating his seed from me, you accept your role as my fully cuckolded husband from this point forward.” She did not wait for an answer and lowered her pussy onto my mouth, removing her hand at the last moment.

I gently licked her labia, again tasting both of their sexual flavors. I slid my tongue between her lips and got a surprise. What seemed like a whole cup of warm, salty sperm poured from her vagina into my mouth, coating my tongue. I swallowed several times. She directed me to take my time and clean her deeply and thoroughly.

She sat there on my face for quite a while as I worked on the inside and outside of her pussy, cleaning and swallowing as much of their juices as I could get. Richard sat down opposite her and they resumed kissing. My tongue muscles were getting sore from all the cleaning, first of Richard, then of her.

Abruptly she got up. The two of them tipped my chair back up and turned me toward the camera. She sat down on the bed and looked at me. “Tell me what you are now,” she said. Trying not to hesitate, but struggling to come up with the words she wanted to hear, I said “I am now your cuckold husband.”

She smiled, and said “Go on.” I wasn’t sure what to say, but I could not risk hesitating. “I am happy that you have such a capable lover that can satisfy you, since I cannot. Thank you for allowing me to watch. Thank you for feeding me his cum from your pussy. I want you to have as much pleasure as you want, since I am sexually useless to you.” I hoped that was what she was looking for. I was suddenly aware again that all of this was being recorded on Richard’s phone.

My wife continued “That’s very good, just one more thing. Do you want me to keep fucking other men?” The look on her face made it clear that there was just one correct answer. I responded immediately. “Please, dear, I want you to feel free to fuck as many other men as you wish. My worthless cock means nothing, so please find Real Men with Real Cocks that can give you the pleasure you deserve.” She smiled.

“Is this what you really want? What you really, truly want?” she asked. “Yes, Ma’am, it is.” The smile on her face made it clear that she completely agreed.

So it’s official. In addition to being her pantied, sissy, chaste husband, I am now her cuckold as well. I am lucky, and I am glad that she is so very happy.

[ Story continues with “Advanced Cuckolding” ]

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