More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 15 by azrieal azrieal

What kind of surprise does my sister have for me?

New revelations, new roommate and the milk must flow.

While putting everything back in my purse, I stopped to think about everything I had done today with Carrie. I could not believe I had a purse now; it was my mother's old purse, which, for some reason, turned me on even more. Ever since starting my transition into Carrie’s busty housewife, the changes in my hormones were playing havoc with my emotions. The changes in my libido somewhat worried me; my cock was constantly hard now. My entire body was extremely sensitive, and I now had a hair trigger. Every little thing turned me on now, from looking at my body to seeing Carrie naked. Even my asshole was starting to crave penetration more and more. I found myself thinking more and more about how and when Carrie would fuck me. Thinking about the huge strap-on I had seen at the sex shop. Something deep inside me wished I could feel Carrie pounding my ass with it till I couldn’t even stand anymore.

Looking up, I watched Carrie leave the room to answer the front door. I could hear her talking and giggling with Emily. This caused me to blush and feel a little uncomfortable for some reason. I felt like they were plotting something as they giggled together. Looking up, I watched Emily walk into the room, holding a rather large bag. She got a big smile as she looked at me sitting in my cute little outfit. “Oh! Don’t you look amazing today! Carrie was telling me all about your first attempt at wearing heels today. I’m sad I missed it. Hopefully, I can watch you walk around next time. I still remember when I first started to walk in heels. I can’t tell you how many times I fell on my ass learning how to walk in them. Now, though, I honestly prefer wearing them.” She patted her huge belly and giggled. “Though I can’t safely walk around in heels with this big belly.”

Setting down the bag, she slid it behind her so I could not look inside it. I was curious to see what her surprise for me was. She had mentioned that she had something that would help with the pressure in my breasts. I had to admit that with each passing day, my poor breasts were starting to hurt. Searching online, I found that some women who experienced rapid growth sometimes experienced soreness. Nothing, though, on breast growth had pointed out what the pressure could be. I wondered if maybe it was a side effect of the experimental rapid-growth **** I was on. I hoped that the pressure would soon subside, it was starting to get very uncomfortable.

Emily sat her bags down and waddled over to me, she motioned me to stand up while she looked me over. “You look so cute in your little outfit, I bet Carrie picked it out. I love having a new sister, it’s so much more fun than having you as a brother. You used to be so mean to me while we were growing up, now though we can do so many fun activities. Taking you shopping, having girls' nights, doing our makeup, and trying on so many outfits.” She pauses and looks at me deep in thought. “You know, we need to pick out a new name for you. You need to have a girl's name now that you have decided to become a wife instead of a husband.” She laughs looking to Carrie for support. Carrie looks from Emily to me and smiles. “What do you think honey? Do you think it’s time to give up your old male name now that you have come this far? I mean, you can’t exactly go back to normal now, can you? Your hormones are way too far out of whack and with breasts your size why would you want to go back? As I see it lover, there is only one way forward.” She walks up to me and starts to rub my panty-covered cock, it was so hard it was painful.

The thought of giving up my name and picking a new girl’s name only made me even more turned on. With each passing day, I was giving up more and more of my manhood. This would terrify any normal man, but for me, it was such a turn-on. Hearing Carrie say that I was past the point of going back to being a man while she rubbed my dick almost made me cum. Carrie continued to rub my cock as she grinned at me, she looked to be deep in thought. “What do you think Em, what kind of name should we pick for her? Julie, Julia, Heather, Niomi, Beth, Vivian? What kind of names do you have for your new sister?”

Emily leaned against the wall and slowly started to rub her belly while she thought. “Hmmm, I’ve never really thought about what my sister's name would be.” She let out a laugh while continuing to rub her belly. “Tina, Hannah, Sara, Kim, Kelly, Robin, Trista. Heck, there are so many names Carrie, how are we going to pick one that suits her?” Looking over at Carrie, I knew she had something in mind. She had that look in her eye when she had made up her mind. I knew damn well there was no way of changing her mind when she had that look. “You know Emily, I think you came up with the perfect name for your new sister. It has just the right amount of smuttiness and I think it would fit her just perfectly.” Emily looked at Carrie a little confused while she tried to think of what name she had said that Carrie liked so much.

“What name, Robin, Tina? I don’t think she is either of those looking at her.” Emily looked me up and down and noticed my hard cock poking up. “She really needs some release soon Carrie, either she is going to blow between her legs or those udders are going to explode from all her milk.” Emily let out a laugh and I watched as her hands moved up to her breasts. She squeezed them and I saw wet spots start to form around her nipples, causing her to let out a soft moan. “I’m not going to lie, big sis, I get off while milking myself. I can’t wait to see if you’re just as perverted as I am. How many loads do you think you will shoot emptying those huge milk-filled udders of yours?”

Carrie continued to grin at me before she turned to Emily and spoke. “None of those names’ silly, she is totally a Trista though. Just the perfect name for your new sister and my soon-to-be wife. It sounds like the name of a naughty big-titted housewife. One who spends her time taking care of the house and is ready to be bedded the minute her horny wife gets home. She’s the kind of woman who will make sure dinner is on the table and is wearing something sexy and revealing. With the size of breasts that she will soon have, I’m going to have to work extra hard to be able to afford custom-made bras and clothing.” Carrie laughed and watched me blush at hearing the name she had picked out for me. Truth be told I liked the sound of it, my poor cock twitched and I felt like I could explode at any minute.

Giggling Emily walked behind me, I felt her belly rub up against my back as she reached around and cupped my breasts. “Your breasts are so warm, I bet they hurt so bad right now. I can feel how tight they are, your milk must be just about ready to start flowing. How about we coax it out of you, I’m sure you will feel so much better when you can finally release all that built-up pressure. I know when I started milking my breasts felt so much better.” Emily let go of my breasts and walked over to the bag she had set down. As she bent over it pulled her short little dress up exposing her naked ass to me. She was not wearing panties and I saw that her pussy was already wet. Turning around she laughed when I looked away my cheeks red in embarrassment from looking at my sister's wet pussy. The fact that it was so taboo only made it worse and turned me on even more.

“It’s ok to look at my pussy you know, we are all girls here. How bad do you want to eat it? You can tell me; Carrie already shares everything with me. When you get married all three of us will be sisters! I can’t wait for the day we can be naughty sisters together. How would you like it Carrie if we both squeezed our huge milk-filled udders causing our milk to squirt out all over you? We could give you a nice milk bath to help keep your skin all soft.” Emily walked back with a strange-looking device, I had only ever seen a breast pump once before. Emily and I found it in our attic while going through boxes when we were younger. We were so innocent back then that it took us a while to figure out what it was. Once we had figured it out though Emily giggled as she attached it to her chest first then mine and turned it on. I wonder if that was the start of my fascination with breasts. Emily’s breasts had only started to bud at that point, little did the younger me know that she would grow such large breasts.

“Carrie, be a dear and remove her top and bra for me. I’m sure once I start the pumps it will not take long before we see the milk flowing into the reservoirs.” Wasting no time at all, Carrie started to pull my top off and then reached around me to unclasp my bra. The cool air against my nipples made them start to harden. Emily walked up to me attaching the first pump to my left breast, when it was in place, she turned it on, and I felt the suction as it pulled on my nipple. It felt so strange, not at all painful, just a strange and almost pleasant feeling. The pressure seemed to build faster now that the pump was pulling on my nipple. I let out a soft moan as Emily attached the right pump and turned it on. The strange feeling was building as the pumps were alternating sucking between my left and right breast. “This feels so strange, Emily.”

Both Carrie and Emily watched with fascination as the pumps continued to suck and pull on my nipples. My face was flush, and I could see Emily grinning at me while she moved over to Carrie. Emily whispered something into Carrie's ear, this made Carrie look at her with a hungry look. The noise from the pumps and the building sensation right behind my nipples distracted me. Looking down I could see small white droplets slowly start to form on my nipples. The pressure continued to build but the pain seemed to be turning into a different feeling altogether. Seeing the milk start to seep out of my nipples had a strange emotional effect on me. I felt myself want to start crying, I didn’t know if it was shame or pride that my growing breasts had been turned into milk-filled breasts. I continued to watch as more and more droplets of milk started to be pulled from my nipples and then sucked into the breast pumps.

Hearing a loud moan startled me and I looked up to see Emily and Carrie now naked. Emily’s huge breasts were resting on her equally huge belly. She was slowly squeezing them causing her milk to squirt out all over her belly. She was standing against the wall spreading her legs wide, Carrie was between them licking away at Emily’s pussy. Seeing Carrie do this was such a turn-on, never had I even considered that Carrie would be bisexual. Seeing her between my sister's legs was even better, I wondered what Emily’s pussy tasted like. What it would be like to lick her pussy while Carrie pounded me with her strap-on. This thought coupled with a sudden rush of pleasure from my nipples caused my cock to start twitching. I let out a whimper as I orgasmed from watching this lewd site before me and having my breasts milked. It felt like a dam had burst and all the pressure was starting to flow out of my nipples. Looking down I saw streams of milk being sucked out of my nipples now, so much milk all being collected into the reservoirs.

Instead of reaching for my cock like I normally would, I found myself sliding a hand behind me and slowly started to finger my ass. As I worked a finger inside my ass, I felt a hunger to be filled with something more. I slowly worked a second then a third finger inside my ass wishing that Carrie would get her strap-on and make me moan out like the big-titted bitch I was now. With my free hand, I started to caress one of my breasts, Emily was right. Having my milk drained was turning me on, with three fingers working my ass and the milkers sucking on my nipples I felt my cock start to twitch again as I came for a second time. I let out a combination of a groan and moan, which caused a giggle from Emily.

Looking over at Emily she had stopped milking herself and Carrie had even stopped licking her to look over at me. Carrie was grinning at me as she looked at the milk reservoirs attached to the pumps. “Would you look at that Em, look like Trista had a lot of stored-up milk. The reservoirs are almost full, we might need to attach the pumps to drums when her breasts get as big as she wants them.” Carrie started to laugh as she stood up and walked sensually over to me. She started to run her hand up and down my side till she was tracing a finger around my breasts. Her finger traced around the cups of the breast pump. This caused me to shiver and moan a little from her touch, all the hormones I had been on had continued to make my skin very sensitive.

“Tell me, Trista, do you like your new name? Does it feel good to have all that milk being sucked from your big udders?” Carrie giggled and I felt Emily’s belly rub up against my back. “Do you need some help, big sis? Do you want me to stick something nice and hard up your greedy hole?” All I could do was shake my head up and down. I was so lost in the pleasure of everything that I didn’t care that my sister was offering to fuck me with one of Carries' toys. I felt her belly leave my back then was pulled forward by Carrie till I was on all fours. The breast pump now almost rubbing against the floor, I continued to moan as my milk was sucked from me. I heard footsteps behind me and looked back to see Emily had brought back several dildos of different sizes with her. She was grinning from ear to ear when she saw me looking at her. “It’s probably time we changed out your reservoirs Trista, they were quite full before I went to go find some toys.” Emily motioned for Carrie to help her and they made me rise so they could change them out. I watched as almost full reservoirs were unscrewed from the pumps and new ones installed.

Once finished the pumps were turned back on and Emily pushed me back down on my hands. I heard her moan out and looked back to see her pushing the dildo inside her wet pussy. After several strokes, she pulled it out grinning. “Had to lube it up for my big sister, don’t want to hurt you with this big thing.” I let out a slight gasp as I felt the toy slowly slide into my once-tight hole. With the constant fucking that Carrie had been giving me it hardly resisted the toy that Emily was pushing inside it. “Wow, you are a little butt slut, aren’t you? Carrie told me you were a little size queen though I didn’t believe her.” She let out a giggle and I felt Carrie start to gently caress my face. “How does it feel Trista, do you like having your little pregnant sister fuck your greedy little hole? It’s so hot seeing her fuck that toy into your ass, I never would have thought this was what you wanted when I said I would do anything for you.” She kissed me deeply; my orgasmic cry was muffled in the kiss as yet again I started to cum all over the floor.

I felt the toy continue to push deeper and harder into my ass as Carrie repositioned her pussy in front of me. She had her legs spread wide giving me full assess to her wet slit, I licked my lips as she pointed to her pussy smiling. “Eat it, Trista, eat it like it’s the last pussy on earth.” Doing as I was told I lowered my head and started to lick and suck around her clit. A good deal of our sex recently had been me fucking her till I came then she would make me eat my cum out of her pussy. I had started to like the taste of cum and knew if I kept this up I would soon be adding cum slut to the list of things Carrie called me. As I continued to eat out Carrie I felt her hands on the back of my head as she drove it into her pussy. “Oh, God Trista! You are such a good little pussy eater, if I would have known how eager you were all these years I would have had you eating me like this every day.” A few minutes later I felt Carrie start to buck and grind her face deeper in her pussy as she cried out in pleasure. “Oh fuck! Oh fuck! Oh Fuck! Emily, you need to try her tongue sometime, the longest I’ve had her eat me so far is half an hour.” Carrie laughed and then scooted away from me, Emily had left the toy lodged deep inside my ass and was using a second toy to fuck herself.

I did my best to roll over onto my back with the pumps still humming away at my now sore nipples. It seems like they have pulled all the milk I had in my breasts. The pressure was gone finally, and I felt a wave of relief. Now I knew what the pressure was and how to release it, it was even a pleasurable experience. Emily was right that it would feel good, though her fucking my ass with a dildo sure did help make it feel even better. Laying on my back Carrie crawled over to me and turned off the pumps. Slowly she pulled them off me and I was surprised to see how large my nipples looked. They had to have almost doubled in size from being in the pumps. Between moans, Emily giggled. “Don’t worry Trista, the growth is only temporary, well mostly temporary with as much milking as you will be doing. They will probably eventually be that size, mine have grown a little since I started milking myself. My doctor was a little mad at me for inducing my milk this early.” She grinned at me before she started to cry out in another orgasm.

Laying next to my cuddling Carrie ran her fingers around my large areola and kissed my cheek. “This is so much more fun than when you were my boyfriend, Trista. If I was not so in love with the way you fuck me still, I could see myself as Emily's lesbian lover.” Carrie winked at me and nodded over to my little sister who was too busy fucking herself to care about the world around her. “Look how hot she is like that, her huge belly, those huge milk-filled breasts. Oh god! I need to stop before I become a lesbian for real!” Carrie laughed and kissed me lovingly on the lips. “Don’t worry lover, you will always be my huge-breasted wifey.” Carrie looked like she was deep in thought. “Though, I think I’m going to ask Emily to move in with us. I think having her a permanent part of our relationship would be good for us.” She grinned and I felt her hand softly grip my now soft cock. This caused Carrie to frown before she squeezed my cock a few times and then started to tug on it softly. “Looks like someone does not want to come out and play anymore.” She laughed seeing how exhausted I looked from today's sexcapades.

After a few more screaming orgasms from Emily, she finally seemed to come back to reality and saw Carrie and me cuddling on the floor. “Mind if I join you two? I think I might have got carried away just a little.” She blushed as she lay the well-used dildo on the floor and crawled over next to Carrie. Laying on her back Carrie had both Emily and me resting a head on her chest. She was gently running her hand through our hair. “How would you like to move in with us Emily? Become our live-in busty pregnant sister, I know Trista here seems to like play time with you. Also when your baby comes, Trista can watch it while you go back to work.” Looking up at us Emily smiled while she thought. “You mean it? I can move in here with you, I…. I don’t know what to say” Emily seemed a little embarrassed at Carrie’s offer then she looked at me. “You don’t mind sharing Carrie with me do you, big sis? We can play any time you want as well.” She winked at me and then kissed Carrie on the lips, this caused my cock to twitch a little in Carrie's hand.

Carrie broke the kiss and looked over at me laughing. “It would seem someone is happy at the idea of you coming to join us.” She nodded down at my cock as it was starting to get hard again. “Now, now calm down girl, it's cuddle time, not sex time anymore.” She laughed and started to rub Emily’s belly. “What’s it like having a baby growing inside you?” Carrie looked over at Emily as she continued to rub her belly. She yelped as she felt a kick from the child growing inside Emily. “Oh my god! I felt it kick me!” She felt around for another kick and seemed a little sad when she could not feel another kick.”

Emily laughed and rolled over onto her back so Carrie could get better access to her huge belly. “Well, I’m horny all the time, I crave some of the strangest combinations at all hours of the night. Pickles and peanut butter are my favorite combination right now.” This caused Carrie to make a disgusted face, she hated pickles for some strange reason. “Every part of my body is expanding in ways I never thought possible, though most are in good ways.” She cupped her breasts and bounced them a little causing both Carrie and her to laugh. “Oh, and umm it's not just one baby inside me, I found out a month or so ago that I’m having triplets. Surprise!” She hesitantly laughed, looking over to see Carrie's reaction. “That’s why you're so big? Wow, I thought you were like eight months along and ready to pop.” Emily grinned before she continued talking more about her pregnancy. “Well, I’m only four months along, it’s just you know three growing inside me. My doctor said she was concerned about this with me being so small. However, she calmed down a little when she saw how well my body was “reacting” as she put it to my pregnancy. She said it's like my body was meant to be pregnant.” Emily laughed out loud as she rubbed her belly softly, she held her hands out away from it moving farther and farther away.

“How big do you think I will get?” She laughed before Carrie silenced her with another kiss. “Oh god, you are so fucking sexy you pregnant little goddess. I might have to keep you this way for a while.” Carrie grinned at Emily who looked a little shocked. “Wait… You would want me to get knocked up again?” Emily looked a little worried as she looked over at Carrie. Carrie just smiled at Emily and gently stroked her cheek. “Well, being my maid of honor requires you to have a huge pregnant belly. If I’m going to have one, then you have to as well. I’m toying with the idea of making all the bridesmaids have to be pregnant though.” Carrie grinned at Emily and then looked at me. “What do you think lover, should we keep your little sister barefoot and pregnant while she stays with us? Would you like to see your wife and all her bridesmaids with big pregnant bellies sticking out our dresses? What about me having triplets like your sister? Think I would look sexy with a giant belly for our wedding?” Carrie continued to tease me while she talked with Emily about her plans for our wedding.

“Well, Carrie, as long as you are just as pregnant as I am then fine. We have Trista here as a wetnurse anyways.” Emily laughed and I felt a little embarrassed at the thought of breastfeeding and raising both Carries and Emily’s children. This was not something I had thought of before, but the idea wasn’t all bad. I only felt a little disappointed with all the pregnancy talk that I could not join in the pregnancy fun. I knew how much Carrie wanted me to keep my cock. The thought of losing it also scared me, I didn’t know if it was all the hormones that made me think about getting pregnant or all the lewd talk that kept it on my mind. “I don’t mind, if you want me to be a wetnurse babysitter then that’s what I will be for you Carrie. I’m your big-breasted housewife and that’s what I was meant to be.” I smiled and tried to sound more confident than I felt right now.

“Well, you are on your way, we still have a long road to go. You still look a little silly as you have your normal face, and your proportions are all out of female norms. Emily, you said you found someone who could help Trista with that, right?” This caused Emily to light up as she turned to face both of us. “Oh, I found someone perfect. She specializes in people who transition, and her work is amazing. I told her all the things you wanted Carrie and she said it would take a few surgeries, but she could achieve all the things you both wanted. Trista here will be a hot little MILF soon enough, though she did wonder why you wanted to be turned into a MILF. Though with enough money she will not ask too many questions.” Emily laughed as I thought of what I would look like when the only part of my manhood that was left was between my legs. I could not wait till I started to look the part of my fantasy, all my life I had kept this part of my mostly repressed. Now I was heading full steam ahead into my fantasy and could not wait till I was the hot MILF I had always fantasized about.

Carrie brought me back to reality as she started to get up and then reached down to help both Emily and me up. “Let’s go to bed and tomorrow we can go check out this new doctor that will help you, Trista. I think we are going to need to get a bigger bed with Emily now going to be living with us fill time.” I watched as both Carrie and Emily crawled into bed naked. It was such an erotic sight seeing two very hot women in my bed. Even though Emily was my little sister I had stopped seeing her as that with all the naughty taunting and things she had been doing to me. Carrie motioned for me to join them in bed next to them. “Come to bed lover, we have a long day ahead of us tomorrow. I hope this new doctor that Emily found can bring the MILF out in you and give your body more feminine proportions. I also can’t wait till you are shorter than Emily here.” Emily giggled hearing that Carrie wanted me shorter than Emily. “So, Trista, you will soon be my little sister then.” Both girls started laughing as I crawled into bed with them. As I drifted asleep, I could hear Carrie and Emily giggling and kissing. My dreams were filled with many lewd situations. First, it was our wedding day, and just like Carrie had mentioned Carrie and all the bridesmaids had huge pregnant bellies. Even bigger than Emily had now, it was such an erotic sight. Slowly though the dream changed and standing next to me was my mother with a big grin on her face and her huge pregnant belly. Looking down I was even bigger than Carrie was, my huge breasts spilling out of my dress as it struggled to contain them. The pads used to soak up my milk had soaked through, and the entire front of my dress was lewdly covered in my milk. I woke up sweating and felt the wet spot where I had cum in my sleep. My breasts were also sore again from the milk building up in them. I knew I would have to pump myself before we went out. The bed was empty, and I could hear the girls chatting in the kitchen. I should probably take a shower to get the cum off me. Without even thinking about it I pulled the sheets off the bed knowing that I needed to clean them like a good wife.

Will this new Doctor help me become the MILF I dreamed about?

More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)