Cuckolding Sindy

Domina Lucy

Sissy Sindy sat in her room staring at her computer monitor. Her mistress Lucy had ordered her to stay in here and watch gay fisting videos. Her eyes watched the screen as closely as she could since she knew she might be tested on the content later. She was mildly distracted from the video by the huge vibrating plug inside of her sissy pussy. It was the largest plug that she owned, a full ten inches in circumference and 7 inches of insertable length. It plugged directly in the wall and was capable of teeth chattering vibrations. Her mistress Lucy had turned the controls to the maximum vibration mode prior to leaving the room, right after administering her nightly dose of hormones. Her distraction was furthered by the sounds coming from the intercom system connected to the other room. Her Mistress was apparently enjoying her date night immensely. Date night activities for Sindy varied quite a bit, and depended on how kinky Lucy's date was. Sometimes, like tonight, she was made to stay in her room watching porn (of Lucy's choosing) while listening to her Mistress be pleasured. Other times, she was allowed in the room to watch the festivities. For Lucy's kinkiest dates, she often had to suck them until they were prepared enough to fuck Lucy and sometimes they chose to fuck Sindy as well. Tonight was a little different than most because Mistress had two guests instead of the usual one. Judging from the sounds coming from the intercom, Sindy knew that Mistress was enjoying both guests immensely. Sounds of orgasm after orgasm filled the intercom speaker and had been for the last hour or so.

Sindy was dressed in a very sheer pink babydoll nightie with sheer pink thigh highs. She wore six inch stiletto heels. Her nails had been done that very day at the salon, and both her one inch fingernails and her well pedicured toenails were done in a very soft, glittery pink. Her makeup was flawlessly done in shades of light pink and looked extremely sissyish. She never knew if she would have to make an appearance to Mistress's guests or not, so she always had to look her best.

All of these factors combined to make Sindy one very aroused little sissy. Her hormone-shriveled cock was as hard as it could get in her CB3000. It didn't get very hard anymore, and hadn't in about a year now. Mistress had started Sindy on a heavy regimen of estrogen and anti androgens about 15 months prior, and at about month 3 Sindy started noticing a dramatic difference in her cock size and its ability to get hard. She wasn't even sure if she could get hard anymore, because she hadn't been out of her chastity cage in over 4 months. Nevertheless, she was very aroused. One of the wonderful side effects of the hormones was increased nipple sensitivity, and Sindy was pinching and twisting her nipples on her small B-cup breasts for all they were worth. The vibrating plug was jolting her prostate repeatedly and precum was streaming out of the CB3000 onto the towel placed in the chair for just that purpose.

Sindy diligently watched her movie for the next 45 minutes or so, and the sounds of fucking over the intercom never let up. Sindy was merely estimating, but she thought she heard Lucy orgasm at least 20 times and the two men must have orgasmed at least 4 times each. After the last round of orgasms, Sindy could hear shuffling in the room and whispered tones. She knew that the men would be leaving soon and that her mistress would be exhausted after being fucked by two men for nearly two hours straight. She heard the men let themselves out of the house, and then heard Mistress Lucy call her name.

"Sindy, get your sissy ass in here."

Sindy immediately stood and gently removed the huge plug from her sissy pussy. After being inside of her for almost two hours, she felt empty and could swear that she still felt the vibrations. She pranced into her Mistress's bedroom and saw her Mistress lying on the bed, obviously exhausted.

"Sindy, my dates tonight were a little more well endowed than my usual dates. That coupled with the fact that I didn't let them cum for over 3 weeks prior to our date means that they were quite enthusiastic. I am afraid I am going to be quite sore and I am going to need your soothing lips on my cunt and on my ass. Maybe giving each of them two Viagra was a bad idea. Well, nevertheless, I am sure you will be pleased to know that I have 8 very substantial loads inside me that you get to clean out. Aren't you excited? Now come over here and lay down."

Sindy knew better than to argue with Mistress and climbed on the bed. When she was laying on her back, Lucy swung her leg over and immediately was straddling Sindy's face. Sindy could see the very puffy lips of a well fucked vagina and a stretched out asshole. There were remnants of cum around on both.

"Let's start with my ass." Lucy said as she lowered her ass right in line with Sindy's mouth.

"I want very delicate lapping, as I told you that I might be a little sore."

Sindy immediately started licking Lucy's ass with abandon.

"Mmmm...That feels very good, sissy. Ah, yes. Right there."

Sindy continued the assault on her Mistress's ass, licking and sucking wildly.

"Ok, sissy, here it comes. I am going to give you your reward. I am going to push those loads out of my ass and into your waiting mouth."

Sindy could feel Lucy bear down. Nothing was different at first, and then a steady stream started trickling out. It was a mixture of cum, lube, and a small amount of shit. Based on the volume of the mixture entering Sindy's mouth, she had no problem believing that Lucy's dates hadn't cum in over three weeks. There was a seemingly endless torrent of cum entering Sindy's mouth.

"Don't swallow it yet, sissy. Swish it around in your mouth. I want you to savor my gift to you."

Sindy obliged. She knew this part was extremely arousing to her Mistress, and she could feel Lucy's orgasm building just from tonguing her ass. Truth be told, Sindy was incredibly aroused as well. It always got her going to clean up her Mistress after one of her dates. Lucy was grinding her ass on Sindy's face tighter and tighter and Sindy knew the orgasm was imminent. She felt Lucy shudder and then loosen her thigh's death grip on Sindy's face. After Lucy's orgasm, she felt Lucy lean forward and adjust herself so that her cunt was in line with Sindy's face now.

"That was a good cleaning job of my ass. Now you need to do the same to my cunt. I want it spit shined." Lucy said as she laughed and lowered her cunt onto Sindy's face.

Sindy could already see giant globs of cum that had already started leaking from Lucy's cunt. She dove in and committed to herself that she wouldn't miss a drop. There was more cum inside of Lucy's cunt than had been in her ass. Sindy's mouth was already full with cum, and she had just started!

"Mmm. Savor that too. Don't swallow until I tell you to. Ah, yes. Right there. Mmmm." Sindy could feel Lucy already approaching another orgasm. When Lucy orgasmed this time, more globs of cum squirted into Sindy's mouth.

"Ok, you can swallow it now. I think there is more coming, and I don't want you to lose any of it."

Sindy swallowed a whole mouthful of cum and could see more oozing out of Lucy's cunt. Holy shit she thought, how much cum did these guys have inside them? Lucy rode Sindy's face to another orgasm and gave her another mouthful of jizz.

Then Lucy rolled off of Sindy's face and went to the nightstand, opening the drawer.

"How long has it been since the CB3000 has been off?" Lucy asked.

"4 and a half months." Sindy replied.

"And did I let you cum when you were out of the CB then?" Lucy asked.

"No, Mistress, you edged me over 30 times without allowing me to cum, if I recall correctly."

"So when was your last actual orgasm, other than your milkings?" Lucy asked.

"7 months ago, Mistress."

Lucy had retrieved the key to the CB3000 and approached Sindy.

"Well, you have been good lately, so maybe it is time for a reward." Lucy said as she put the key in the lock of the CB3000 and turned it. As she removed the CB from Sindy's shriveled cock, Sindy could immediately feel the cool air. A drool of precum from Sindy's cock was connected to the end of the CB3000 as Lucy pulled it away. She caught it with her finger and immediately fed it into Sindy's mouth.

Lucy took a washcloth from beside the bed and began to wipe down Sindy's shriveled cock and balls. Once clean, she then took Sindy cock into her mouth. After being aroused for so long and not allowed to cum, Sindy was in heaven. It felt so good, she felt like she was going to cum instantly. However, Lucy was a master at this game and would stop stimulation whenever she felt Sindy getting close. Sindy was going crazy with arousal, but no matter what Lucy would do, her cock would not get hard. The feeling was amazing, but her cock wasn't hard in the slightest. Lucy kept edging Sindy in this manner for over an hour until Sindy thought she might go mad with lust.

"Well, I was going to give you a reward and let you cum, but apparently I don't turn you on anymore. This little pathetic thing doesn't even get hard anymore." Lucy said.

Sindy wanted to remind her that the doubling of the hormone dosage might have had something to do with it, but she did not say a word.

"How would you like to fuck me?" Lucy asked.

"Oh, Mistress, I would like that very much."

"Ok, well let's get to it. I don't have all night." Lucy said as she laid on her back.

Sindy was so excited. This was such a rare treat and she might actually get to cum for once! She approached Lucy's cunt with her flaccid cock and put all three inches inside her. The feeling for Sindy was amazing, but she still wasn't hard. Lucy's cunt was so stretched out from her well endowed lovers from earlier in the evening that Lucy didn't feel a thing. It was also very slippery as some of her lovers' cum was still oozing out. Lucy began playing with Sindy's hormone induced tits.

"Are you in yet? I can't feel a thing." Lucy said as she yawned. "I can't believe I used to let you fuck me with this pathetic little appendage. I used to babysit kids that had bigger dicks than you. No, I was right. All you are good for now is getting fucked—certainly not for fucking anyone." Lucy was really kneading Sindy's breasts and twisting her nipples now.

All of the humiliation and excitement was too much for Sindy. She felt the largest orgasm of her life as she came inside Lucy's cunt.

"Now you know what you have to do. Get down there and clean me out, you fucking sissy. That's all you are good for.

To be continued...