Becoming a Sissy Cuckold Ch. 01

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Neighbor turns me into a sissy cuckold.
4.5k words
4.51
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Part 1 of the 2 part series

Updated 06/09/2023
Created 03/12/2019
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Beth and Dan were married very young, just 20 years old each. As such both were virgins when they married. Beth wasn't an outstanding beauty but very attractive with a nice body and very nice breasts, 36D. Dan, on the other hand, was rather feminine looking and wore his hair long, in a ponytail. Being slightly built, on more than one occasion he was mistaken for a girl not just from behind but when meeting face to face with people who didn't know him.

Being virgins when they got married, Beth had no idea how under endowed Dan was and found out on their wedding night that Dan was barely 3 inches fully erect. This was certainly disappointing to Beth as she had heard from her girlfriends about their men being more endowed with fully hard cocks of 6 inches are bigger. Beth loved Dan and so she felt she could deal with his very undersized cock. Over time Beth found her sex life lacked excitement and on many occasions after they had sex she would sneak off into the bathroom to play with herself until she had an orgasm. She never complained or said anything to Dan as she didn't want to hurt his feelings or confidence as a man.

They lived in an apartment building which they really liked until Jerry moved in. Jerry lived in the apartment next to theirs and they shared a common wall. Jerry played music all the time with the volume turned up, disturbing Beth and Dan. Jerry was pretty much the opposite of Dan, he was bigger than Dan and it was clear than Jerry worked out on a regular basis at a gym. Beth couldn't help but notice Jerry and especially at the pool. On more than once occasion Beth couldn't help but notice the bulge in Jerry's swim suit, which looked quite large even though he wasn't hard and had started to wonder how big it would be hard and what it would be like to have sex with someone so well endowed. Beth never said anything to Dan about it for fear he would hurt his feelings.

It was around a month after Jerry moved in that he was playing his music very loud later than usual. The music was really bothering Dan and he was complaining about it to Beth. At one point Beth said to him "you need to go knock on his door and tell him to turn it down." Well the mere thought of confronting Jerry was too much and while he wanted to go over and do just that, he was far too scared of Jerry. Finally, Beth had enough and said to him "either you to tell him to turn it down or I will." Dan just froze, unable to do as Beth said and Beth simply looked at him, and walked out the door.

Dan felt bad that Beth had to do what he was afraid to do but figured she'd only be gone a few minutes. After 5 minutes, he began to get worried. The music was turned down a bit but still loud. Dan kept hoping Beth would come back but after 20 minutes he knew he had to go next door and find out why she wasn't back. Dan knocked on the door and Jerry's friend, Sam opened the door.

Sam looked at Dan, pulling him inside saying "we've been waiting for you little man."As Dan walked in Sam had grabbed him, held both of his arms behind has back with one hand. Dan couldn't believe was he saw. Beth was completely naked in front of Jerry, who was sitting in a chair, no pants or underwear on and his very large cock rock hard, which Beth was holding and it was obvious from her position that she had been sucking his cock.

Beth said in a very commanding voice "Dan, you got to do whatever they tell you do."

Dan, in spite of being held by Sam, Dan blurted out "what are you doing to her, you have to stop".

Sam simply laughed at Dan saying, "you going to stop us little man?" There was no way Dan could do a thing about it.

And then Jerry said "Beth been telling us all about you little man. We want to see it for ourselves. Take off all your clothes right now."

By now Dan's arms were aching and there was no way for him to resist. Sam let him go and as he began to remove his clothes Beth had started to once again suck Jerry's very large cock. Dan got down to his underwear and stopped and Jerry simply said, "all of them little man." Dan pushed his underwear down and off and tried to cover his cock with his hands but Sam pulled his hands away.

Dan was now completely naked, his cock exposed to them

Jerry laughed, as well as Sam, with Jerry saying, "oh my god, Beth told us you were small but no way did I think you were that small." Sam was laughing too and then Jerry said, "it's not a cock at all, it's more like a clit. That's what you have, you have a clitty, not a cock." Beth was looking at Dan, while sucking Jerry's cock. And then Jerry said, "we need you to cover up you're clitty little man. Pick up Beth's panties and put them on."

Beth stopped sucking Jerry's cock long enough to say, "Do it Dan, put my panties on." And so, Dan picked up the panties and stepped into them, pulling the pink lace panties up, over his cock. Instantly Dan's little cock got hard, tenting the panties, to which Jerry laughed saying, "well look at that, his little clitty is excited by the pretty panties." Jerry then said, "now here's what's going to happen. I'm going to let your pretty wife suck on my cock for a few more minutes and then I'm going to fuck her. And here's the catch, you get to decide where I'll fuck her, either in her pussy or her ass."

Beth immediately said, "oh god, not my ass, you're too big, fuck my pussy."

Jerry looked at Dan, asking "so what will it be, her ass or her pussy. Beg really nice and maybe I'll fuck her where you ask."

Dan knew there was no way Jerry could fuck Beth's ass with his huge cock without really hurting her so Dan said, "pl.. please fuck her pussy sir. You'll really like how it feels. I'm so small that I'm sure it'll be really tight and feel great. Please sir, please fuck her pussy."

Jerry smiled saying, "that was really good little man. OK. I'll fuck your wife's pussy but before I do you need to now a few things. Because you're so small her pussy will be tight and when I put my cock in her it might hurt a little but that won't last long. After about a minute of fucking her it's going to feel really good to her, better than she can imagine. She'll start to really get into it and tell me what a great cock I have. She'll have at least 2 and possibly 3 orgasms before I come in her. And you know what else, she'll like fucking my cock so much she'll never fuck you again. So are you sure you want me to fuck her pussy."

Dan hung his head in shame and said, "yes sir, please fuck my wife's pussy."

Dan watched as Jerry had Beth get up off her knees and turned to face Dan and then Jerry pulled her onto his lap. His huge cock was pointing straight up and then Beth took hold of it, placed it at her pussy lips and very slowly impaled herself on it. As his cock slid in her pussy inch by inch Beth let out moans, getting louder with each inch entering her.

Finally, Beth had Jerry cock completely inside her, she sat for a few seconds getting used to the size and then she began to move up and down on it. Jerry looked at Dan saying, "your wife is my slut now, she'll do anything to be allowed to fuck my cock. Isn't that right slut Beth?"

Beth breathlessly said, "oh yes Jerry. I'm your slut. You own me, I'll do anything you ask, just keep fucking me." And just then Beth screamed,"ohhhh god, fuck me, I'm cuming, fuck me. YESSSSSSSSSSSS."

Dan had never seen nor heard Beth have such a strong orgasm. As soon as she stopped coming, she began to move up and down on Jerry's cock. Dan watched his wife fuck Jerry's cock for another 10 minutes, during which she had 2 more orgasms. Jerry finally said, "get ready slut, I'm about to cum in your pussy."

Beth said. "yes, do it, cum in my pussy." Dan watched as Jerry's cock throbbed and his balls contracted.

Jerry said, "yes, oh yes." Over and over he could see Jerry's cock shooting a huge amount of cum in Beth's pussy. Finally, he stopped coming. Beth sat on is cock for another minute and then very slowly stood up, letting Jerry's cock out of her pussy.

Dan watched as Beth held her hand under her pussy, catching Jerry's cum in her hand. When the cum stopped dripping, Dan watched his wife bring her hand to her lips and lick up all of Jerry's cum. When her hand was clean, she knelt again, took Jerry's cock and started to lick it until it was clean, with Jerry saying, "that's it slut, that's a good slut. Clean my cock." Dan starred in total belief to see what his wife was doing.

Beth finished cleaning Jerry's cock and got up to put her dress back on. As she did that, Dan started to take off her panties but Jerry said, "no little man, keep the panties on. From now on you wear panties all the time. If you had a cock you could wear boxers but you don't have a cock, you have a clitty so panties only." Dan was humiliated but left the panties on and got dressed. Just as they were leaving Jerry said, "I want you both back here tomorrow at 9, I'll want my slut to suck my cock and fuck her pussy again."

Beth and Dan returned to their apartment. Beth said she was exhausted and went straight to bed, not talking about what had happened in Jerry's apartment. Dan didn't want to talk about it either and went to bed.

In the morning after his shower, Dan walked into the bedroom to get dressed. Beth was there and handed him very feminine pink panties with lace leg opening, a lace waistband and a satin bow, saying "I think Jerry will really like these on you, they're so pretty." Dan didn't even try and object, taking them from Beth and pulling them on, over his little cock, which got hard immediately. Beth didn't say a thing but she smiled seeing Dan hard little cock in the panties.

While Beth was a little sore from the previous night she couldn't stop thinking about Jerry's very large cock and how great it was to be fucked by him. She even wondered if tonight he might invite some of his friends over to fuck her and if he did and wanted her to fuck his friends, she was more than willing to do it.

Dan on the other hand was actually happy for the first time he had a small cock but all he could think about was the fact he was wearing panties and they were keeping him very hard.

That evening after they had dinner Dan was watching as Beth redid her hair and make-up. It was clear to Dan that Beth was looking forward to being with Jerry again. Beth had put on a dress that Dan had never seen. It was very low cut, just barely covering her nipples with most of her tits out. She walked over to Dan, did a little twirl that caused her dress to go up, making it easy to see she wasn't wearing panties. She asked Dan, "what do you think? You think Jerry will like how I look?"

Dan could only respond yes and then asked Beth "Is it true what Jerry said? That you'll never have sex with me again?"

Beth ran her hand over his cheek saying, "yes Dan. As soon as I started sucking on Jerry's cock I knew that we would never have sex again. And then once he started fucking me, god. And did you see how hard he made me cum? I mean god, his cock feels so great, I just got to fuck it again. And if he has friends over and tells me to fuck them I must do it. I mean he owns me now, you too. We've got to do what he says."

Beth then said, "I think it would really make Jerry happy if we dress you up."

Dan immediately said "you mean as a girl, in girl clothes?"

Beth responded "yes. I'm thinking my white blouse, with the bra that matches the panties you're wearing, a little short skirt, with some hold up, lace top nylons and some heels. I'd do your hair, make up and paint your nails. Admit Dan, you've wondered what it would be like to wear girly clothes."

Dan said, "well yes, but most guys have."

And Beth said, "well maybe guys like you, sissy guys. But not Jerry, he's all man. He's big, strong and has a cock that any woman would want to fuck and suck. And I'm sure as he sees a pretty girl walking down the street in cute clothes he's thinking he wants to fuck her, he's not thinking about wearing the clothes she has on but you do, you're wondering if you'd look good in the dress she has on."

Dan didn't dispute what Beth said. Over the next 30 minutes Beth had Dan shave his legs and then dressed him in a semi-sheer white blouse which showed the pretty pink lace bra through it, lace top hold up nylons, the pink panties and a very short skirt with heels. She styled his hair, including some bangs, did his make-up and then painted his nails pink and matching pink lipstick.

Beth stood back and couldn't believe her eyes, he made a very cute girl. She made Dan walk around to get used to the high heels. She then told him to wait, she had one more thing to add to his outfit. She brought out a box and Dan looked inside the box not believing his eyes. It was a pink chastity CB 6000S, very small, with a lock and 2 keys.

Beth said "I bought it today, at lunch. It's the smallest one they have and look, it's pink. Perfect for a sissy. Now that we aren't going to have sex you'll probably want to play with yourself all the time. This will stop you from playing yourself and tonight you can give the key to Jerry so that he can decided when you can let you little clitty make squirties."

Dan was worried that Jerry would never let him cum so he asked Beth, "please, can I make myself cum before you put it on."

Beth said, "absolutely not. Jerry needs to know that he has total control over you now, that you're desperate to cum and you'll do whatever he says for the privilege of having a sissy cum." And Beth attached the chastity device to Dan's little cock. She put the lock on said to Dan, "now you close the lock." Dan reached down and pushed the lock closed, hearing it click shut. Beth put the keys in a small hand bag saying to Dan, "you can give Jerry the keys later tonight. And you make sure if he wants to see it, you'll hold up your skirt and push your panties down to show him."

Beth then said, "one more thing, you should ask Jerry if you could suck his cock."

Dan was shocked by what she suggested saying, "suck his cock, no, I don't want to suck his cock."

Beth replied, "well do what you want. But I think you should. You look so damn cute that he might just want to fuck your ass."

Dan was shocked asking, "really? He'd want to fuck my ass. No way, no way can his cock fit in my ass." Beth simply smiled and Dan said, "your right, I'll do it. I'll ask him if I can suck on his cock."

It was time to go. Beth knocked on the door and Jerry called out who there? Beth responded, "it's your slut Beth and sissy Danielle." Jerry said come on. He was sitting in the same chair as the night before and Beth and Dan walked over to him. When Beth got in front of him she twirled around, allowing her dress to hem to go up so Jerry could see she wasn't wearing panties. Dan simply stood, not saying a word.

Beth asked, "would you like me to take off my dress?" Jerry said no and had her move closer to him. He then placed a hand on her thigh, moving it up, inserting 2 fingers in her pussy, which was already extremely wet.

Jerry commented saying, "you really are a slut, aren't you?"

Beth said, "oh yes sir, I'm your slut. I'll do whatever you wish, you can fuck my pussy. I'll fuck your friends if you want, anything. Anything that'll make you happy."

Beth was grinding on Jerry's fingers, it felt so good. Jerry turned to Dan asking, "so little man, what do you say? Are you going to tell me to stop?"

Dan immediately said, "no sir. You can do whatever you want with my wife. You can fuck her pussy, have her suck your cock, anything at all." Jerry laughed at him as Beth continued to grind away on Jerry's fingers.

Beth was rapidly approaching an orgasm and Jerry said, "slut, you don't have permission to cum yet." Beth groaned as she slowed down, trying to delay an orgasm. Jerry asked her, "do tell me how many times did your little husband make you cum when you had sex?"

Beth blurted out immediately, "none, not once. I never had an orgasm with him. After he would cum I would sneak off to the bathroom and rub myself making me cum. Yours in the only cock that has ever made me cum."

This was the first Dan had heard this and was humiliated by what Beth had said.

Beth then said to Dan, "Danielle don't you have something you want to give to Jerry?"

Dan moved closer to Jerry, opened his hand bag and handed Jerry the 2 keys, saying "the keys are for the lock to my chastity device." Beth was quite surprised, without Jerry asking, Dan lifted his skirt, pushed his panties down to show Jerry his cock all locked up.

Jerry reached out, taking his locked cock in his hand saying, "you really are very small. This would never satisfy a woman, especially a slut like your wife. It's good think it's locked up, you won't be needing it anytime soon."

Dan then said, "please sir, maybe once a week you could unlock me so I can play with my clitty."

Jerry laughed saying, "once a week sissy, no way. I might unlock you once a month or every other month, or maybe never."

Dan said, "once every 2 months would be generous sir, thank you."

Jerry smiled saying, "let's see how well behaved you are sissy Danielle. That's a good name for you a sissy like you, Danielle." Beth was looking at Dan, smiling, still grinding on Jerry's finger's in her pussy. Jerry looked over to Beth saying, "you have permission to cum slut." Beth simply said thank you sir. Jerry moved his hand so 2 fingers were still in her pussy but also his thumb began to rub her clit.

Beth was looking directly in Dan's eyes as she started to moan. Jerry said, "watch your wife sissy, she's going to cum on command." Beth kept grinding on his fingers as Jerry started to count down from 10. Beth could feel her orgasm building with each number. Jerry finally said, "3, 2, 1." And exactly as Jerry said 1 Beth exploded in a massive orgasm.

When her orgasm stopped, she looked at Jerry saying, "oh thank you sir, thank you for allowing me to cum."

Beth than turned to Dan, saying "Danielle isn't there something you'd like to ask Jerry?"

Jerry was still holding Dan's cock in the chastity device, as he said, "please sir, I would, ah, ah, like to suck your cock, if that would make you happy with me"

Jerry looked at Dan, smiling saying "sure sissy, you can suck on my cock."

Beth moved aside so that Dan could get between Jerry's legs. Beth wasn't sure he'd do it and watched as Dan reached up, undid Jerry's belt, button on his pants and pulled down his zipper. Jerry lifted up a little bit off the chair and Dan took hold of Jerry's pants and underwear, pulling them down his legs and then off completely. Dan looked at Jerry's cock, not remembering just how big it is. Dan reached out, took hold of Jerry's cock and began to slowly jerk it up and down.

Beth watched and then placed her hand behind Dan's head, pushing him forward. Dan opened his mouth and then started licking Jerry's cock, starting at the head, moving down the shaft and then to his balls. As Dan licked Jerry's cock, Jerry said "that's very nice sissy, do a nice job, keep on licking." As Beth watched, her hand went up under her dress and began to very slowly finger her pussy and clit, amazed that her husband looked like he was really enjoying licking Jerry's cock.

After around 5 minutes of licking, Dan looked up and asked, "may I now suck your cock sir?" Jerry smiled, saying "yes sissy, suck my cock." Dan opened his mouth wide and took Jerry's cock into his mouth, moving up and down. Beth was getting more turned on by the sight of Dan sucking Jerry's cock and now she pulled her dress up, removing it and leaving her nude in front of Jerry.

She started back again feeling her tits and fingering her pussy, with Jerry saying "you like this slut, don't you? You like seeing your sissy husband sucking my big cock."

Beth almost breathlessly, said "yes, he can't fuck, his cock is so fucking small but he's a good little cock sucker." While this was the very first cock Dan had ever sucked, he worked on Jerry's cock, doing the things that turned him on when Beth used to suck his cock, moving up and down, using his tongue on the big head, and feeling his balls. Beth was really surprised by how much Dan seem to be getting into sucking Jerry's huge cock and she smiled when she noticed Dan's little clitty hard inside his pink chastity

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