She Wears the Pants Ch. 03

Authors Note: Bit more spice from here on out! Hope you enjoy. My next chapter might take a bit longer to come out since I will be a bit more busy in the next week.

--CHP 3 START--

I woke up the next morning, still in my lingerie, snuggled in with Vivian in her bed. Both of us dressed sexily in our opposing pink and black lingerie as she held me tight to her chest and her legs wrapped tightly around me. Her rhythmic breathing was so soothing and comforting I almost fell back to sleep as I just enjoyed her holding me closely and the comfort it brought to be held.

My peace was broken as Vivian's alarm went off and she groaned a bit and let go of me to turn it off. But she quickly went back to cuddling me for a few seconds before she gave me a kiss on the back of my head.

"Good morning my sexy girl"

"Good morning Goddess"

I rotated my body to see her face to face and we both smiled at each other. We squeezed each other tightly, enjoying the closeness and warmth from each other. We stayed like that for a minute until a thought passed through my head.

"Goddess... What time does your alarm go off?"

"Mmmm 7:30." She hummed, still partly asleep. My eyes widened and I jumped out of her arms and bed.

"I'm gonna be late for class! I have an 8 am!" I said, scrambling to take off my lingerie and put on one of the new pairs of panties I had bought yesterday at Victoria's Secret. I chose a nice pink rosy pair and quickly put them on. I then started looking for my clothes I had come in yesterday. "Mistress, have you seen my clothes?"

"Aren't they in the bathroom from when you shaved?" She suggested, sitting up with much less urgency and worry than I was running around with. I ran to the bathroom to pick up a slightly damp and musty smelling sweat pants and shirt. I brought them into the room looking dejected, as I was going to be dirty and awfully smelling the whole day. I also did not have time to go home, change, and make it to school in time for class. As I was racking my brain, Vivian stood up and walked behind me, gently patting my ass as she shook her head.

"There is an easy solution here." She smiled as she pulled me by my ass cheek to her closet. "We have plenty of clothes here for you to wear, and after last night, I do think these clothes will look even better on you than those boring sweats you usually wear." She rifled her fingers through her hanging clothes with a wink.

I dropped my jaw, my mind instantly jumping to an image of me sitting in class with a dress, heels, and full makeup on. "I know you have been pushing me to embrace my feminine side... but this is too much! I can't be wearing something like a- like a dress in class!"

Vivian giggled, patting my ass softly again. "Who said anything about a dress? Plus you know me, when have I ever worn a dress? You think I have that in my closet? Seems to me like someone is projecting..." I blushed and turned away slightly as she fingered carefully through her clothes until she pulled out a shirt and shorts.

"I do think you should get to show off your sexy new shaved body though, so you can wear these!" She handed me a pair of denim shorts and a white button up short sleeved blouse. The blouse was a bit more tomboyish, so it really wouldn't seem too off unless someone looked closely. The shorts were a different matter, as they were definitely shorter than any shorts I had ever worn, not to mention I was someone who was basically only seen wearing sweatpants.

I was going to protest, but as I opened my mouth and saw Vivian's smiling face I realized that not only was there no better option, but this would also please my Goddess girlfriend, which meant more to me than what anyone else at school could think about me. "Thank you Goddess." I said as I quickly tried to button up the shirt. It took a little bit of effort, as the buttons were on a side I was unused to. I slipped on the shorts, which is when Vivian stepped in to half tuck the blouse in so it lightly hung over the waistline, looking slightly more femme and stylized while also covering my euphoria induced boner.

"You are sooooo cute! Babe, we need you to dress like this more often!" Vivan smiled as she ushered me to her mirror to take a look. I looked androgynous. My shaved body and clothes looked mostly feminine, not to mention my hair falling behind my back adding to that look. But my face and general body structure was still male. It was going to be a confusing experience for anyone looking at me from behind.

"Thank you..." I couldn't lie, I did like looking like this. Looking anything beyond just a gray blob in sweats scratched an itch, especially when that look was even a little feminine. Vivan seemed to be able to see my hidden excitement overtaking some of my nervousness at the prospect of going in public like this, and ushered me out of the house with a pair of my socks, my shoes, and my backpack in hand as quickly as possible before I could change my mind.

"Have a good day babe! I'll see you at lunch!" She waved as she shut the door behind me, leaving me with no choice but to move onward to class that started in just a few minutes - which I was going to have to run to in order to make it on time. It was 7:50 and Vivan lived further away from the school by foot than my house, so I started running. The feeling was strange, both the wind rushing past my freshly shaved arms and legs, and also the loose, tucked in blouse waving as I ran. Thankfully I was a runner, so I was able to make it into the back of my classroom just as the professor started the lecture, and was able to slip in without too much notice and take the attendance quiz before it closed after the first 5 minutes of class.

Monday, Wednesday, and Firdays at 8 am were my chemistry class general, but Tuesday and Thursday was a world religions course. I know that it's stupid to have two 8 am courses, and by now you would expect a senior to know better, but both these courses' limited availability had the best professors teaching them at that time, so it was overall a better option for an easier semester.

The ease of the class, both by the subject and the professor, allowed me to daydream the class away. I was mentally going over my androgynus outfit, and the more I thought about it, the less confident I became. That confidence I had at seeing myself this morning in the mirror with Vivian started to fade away. I began looking around the class to see if anyone was giving me odd looks, but thankfully people were either engaged in the lecture or playing games on their computers or phones.

When class finally ended I was ready to run out, quickly throwing my laptop in my bag and going through the doors. With my head down though, I was not able to react in time to the person in front of me, leading to a collision as I was knocked lightly down to the ground as they had much more mass and force in the exchange causing me to fall on my ass. Some of the person's stuff was knocked to the ground as well, so I quickly scrambled to pick it all up as the collision and length of time crawling on the ground with my short denim shorts framed ass poking high in the air caused more and more people to look.

"Sorry..." I mumbled as I stood up and handed the binder and a few papers to the girl I had run into. As I looked at them I immediately blushed, probably the last person I wanted to see me like this was who was in front of me.

"No problem Jonny. Cute fit by the way." London smirked as she grabbed her stuff from me. "Looks like Viv has made a cutie out of you! I never did understand her taste in boys, I prefer much more manly, no offense, but she did an alright job with you. Did you shave? Looks good!"

I blushed, not sure if she was teasing me or actually complimenting me. I racked my brain trying to come up with a clever retort like I usually would, but I was so shocked and self conscious I couldn't think of anything good.

"Thanks? I guess. No offense taken..."

"Hey don't worry about it. You guys wanna watch a movie tonight? We haven't been hanging as a group as much since you two ruined our whole group dynamic, so let's go to Viv's and watch something." London suggested as she walked off. I sighed, it was always whirlwind with her, but she really was a good friend. As I walked to my next class I texted Vivian to make sure she didn't have some special thing planned, which she did not, so I got the group all planned to meet at Vivian's at 8 for a movie.

I had one other class on Tuesdays and Thursdays, a World Civilization class, that again was nothing to write home about. The advantage of taking all these courses as a Senior was that they were generally ridiculously easy. But boredom from a low difficulty was well worth it. I also spent this class worried about my appearance, but once the class ended and I left the room, without an incident this time, I realized that no one cared. Either people were too engrossed in their own lives to worry about some random stranger they never met, or my change in appearance did not matter to them or was not noticeable. Overall it was a comforting feeling that added some confidence into my step.

This confidence was noted by Vivian as I met up with her for lunch.

"Hey babe! I love the little strut in your step." She smiled as our usual routine of her gently pulling me down for a kiss was performed once again.

"Thanks Viv." I smiled, we were in the middle of campus with people around, so I was well within the clearance to refer to her by her name, "I just... feel good in this. At least once I realized either no one is paying attention or cares."

"Well I think people are paying more attention and are caring more than you think." Viv smirked as she put her hand in her new favorite location of gripping my ass. "Just not in the way you might have been worried about. Trust me, I've seen heads turn from both guys and girls... honestly making me kinda mad. I need to mark you as my territory some how"

I blushed at all parts of her comments as we walked to the cafeteria. I became hyper aware of everyone's gazes again, but my confidence was supported by being held by my wonderful Goddess girlfriend. As we got a table, I moved to go buy myself lunch, as I did not come with a prepped lunch as usual, but Vivian pulled me to sit down.

"I knew you didn't have time to make lunch, for obvious reasons, so I made extra." She smiled as she pushed an extra tupperware container and fork to my side of the table. It was filled with rice, chicken, and an assortment of grilled vegetables topped with a balsamic glaze.

"Wow. This looks amazing. Thank you so much!" I said as my heart fluttered with love and adoration to my girlfriend. She was so kind and caring. I really was so damn lucky. "You're the best girlfriend anyone could ever even dream for."

"Aww. You're so cute! Thanks babe." Vivian blushed and tried to play off her love of my compliment nonchalantly. We then both dove into eating her delicious meal as we chatted about our classes and the rest of the day. I had both a class to TA for and my office hours on these days, and she only had one more class to attend.

"Come by after work babe. I'll be back by then and we can get dinner." She lightly ordered.

"Of course. Sounds great!" I smiled. I had gone from spending most of my free time just playing games or doing basically nothing, into spending almost all the time with my girlfriend. It was a pretty great change of pace in life. "See you in a few!" We gave each other a goodbye kiss as we went our separate ways.

My job as a teaching assistant was just as boring as the classes I took. I TA'd for the anthropology 101 course at the college, which fulfilled GE requirements. So the course was massive, but also fairly easy. I usually spent the class in the front left corner with the other TA's and today was no exception. London also TA'd for this class on top of her other jobs, so we chatted and played games on our computer while Dr. Johnson (also teaching this course) taught. Afterwards was my office hours, basically just an hour and half for getting homework done as no one ever came in to utilize them unless it was a required meeting for a later assignment. I couldn't wait for my boring job hours to end, and the second they did I ran out of the TA room to head towards Vivian's.

I knocked on her door and waited for her to answer. Looking down at my clothes I felt a pang of sadness that I would have to be taking them off soon. There was some relief, as the stress of worrying what others thought was tiring. My thoughts were interrupted as Viv opened the door.

"You know you don't have to wait outside anymore. If it's unlocked and I'm here just walk in." She shook her head smiling. "Also I can't say it enough how cute you look" She blew me a kiss and winked as I walked in, leaving me blushing.

"Thank you Goddess. I really appreciate you lending them to me. I.. uhh really liked wearing them today. It felt... uhh... right." I said, a little confused why I was feeling embarrassed at the comment.

Vivan smiled and gave me a hug. "Oh I'm so glad babe. Like I said, as your girlfriend I am here to support you no matter what. I'm happy if you're my boyfriend or my girlfriend, or something in between."

I started tearing up at her words. I usually wasn't a crier, not that I had anything against it or tried to suppress it, but besides when I had cried a few days ago when Vivian had found my girly stash and I cried from embarrassment and fear, I hadn't cried for years. Now at my Goddess' kind supportive words combined with the comfort and confidence I felt from the little extra feminine pieces of my appearance, I found myself on the verge of tears again.

Vivan pulled me to the couch and into a comforting cuddle with my head on her chest. She stroked my head as I started to cry; however, they were happy tears. Happiness at feeling loving support. Happiness at starting to accept who I really was. Happiness at having a loving partner.

We stayed in that position, lovingly holding each other for a while. As fun as the sex and sexual parts were, these sweet moments of love and tenderness were what really developed more love and attraction to Vivan. Eventually our stomachs growled simultaneously and we both giggled and started to get up. We left our little cuddle session with a gentle kiss before getting up to go get food.

Both of us didn; t feel like cooking, so we hopped in her car to grab something to eat out. We settled on some Korean fast food place, and got it to go to eat back at her place. When we got to her house, there were a few packages sitting on her front door. Vivan blushed as she ran forward to grab them.

"What are those for, Mistress?" I asked.

"Oh... just some uhh fun stuff I bought. You'll see... later. It was supposed to be a surprise" She smirked, but was clearly a little bit flustered at having her packages seen.

"Well I still don't know what they are, so I guess they are a surprise." I offered, trying to make her feel not as guilty. She wouldn't let me help bring them in though, and quickly ran them to her room before coming back into the kitchen to eat together. The mystery of the packages quickly left my mind as we ate and chatted.

After eating we snuggled up again on the couch, just working on our homework until it was 8 and London came barging in. As usual she came still dressed in her work clothes while bitching about some gossip. Cooper arrived soon after, and we took up our place in front of the TV, with this time Vivian and I snuggled close together.

"You have done a great job with Jonny's fits you know." London complimented Vivian as our topics changed.

"Oh thank you. He didn't bring an extra pair of clothes last night, so we had to resort to some of mine. And I agree. He looks perfect in them!" She smiled as I blushed. There being no mystery or shame or hidden aspects to my wardrobe change made it both embarrassing and kind of liberating. My previous shame at this part of me was being normalized by my girlfriend's willingness to show me off.

"Alll right. We didn't need to know that part." Cooper laughed. "Also London and I have been talking. You guys can't monopolize each other's time anymore. I'm hanging out with Jonny tomorrow. And London is taking you out for a girls night tomorrow. And this isn't a debate."

"Okay fine!" Vivan said as we all laughed. We finally decided to scroll Netflix for a movie, but as usual in any friend group, this part took forever. Vivian and Cooper had especially strong opinions on the movie we should watch. However, most days it would be split in agreement, with me backing up Cooper and London backing up Viv, but now I had switched sides and had to support my Goddess girlfriend. So when Cooper voted for watching some Marvel movie, and Vivian voted for a drama, Vivan won the vote.

"Traitor!!!!" Cooper cried out as we selected our movie. "Having a girlfriend shouldn't change you! I even have a wife and haven't betrayed the trust of man..." he dramatically swooned as we giggled and started the movie. We could never get through a movie without copious talking. So we ended up chatting through the whole thing.

When the movie ended, it was late enough that everyone was ready to leave. Myself included. I needed to get home and take care of my own things unfortunately, so I couldn't stay the night again.

"I can take him on my way back," Cooper offered. But Vivian shook her head.

"No shot. You are already stealing him from me tomorrow. I'll be taking him tonight." She winked as she grabbed my ass possessively, eliciting an eye roll from our friends. We gave a couple hugs goodbye and walked back inside. I grabbed my backpack and my bag of panties that I had bought the day before as we walked to her car. We drove back to my place quietly, just gently squeezing each other's hands. When we pulled into the parking garage, Vivan gave me another sweet and gentle kiss.

"Today was nice. Just being cute and all lovey.." She smiled and stroked my face gently.

"I agree. Thank you Goddess." I smiled back and leaned in to give her another kiss.

"I have to say though" Vivian started to say, leaning back after our kiss, "as much as I love this type of day, it only makes me want to do even more depraved things to you" She whispered, causing me to blush and my dick to stiffen in my shorts. She glanced down and giggled.

"Oh and I said it before, but I need to make it an official rule. That little dick of yours" She lightly tapped my bulge with her fingernail. "Belongs to me. That means no cumming without my permission ever. And there's a big punishment waiting if you do" She smirked, almost like she wanted me to dare to break the rule. I shivered, my body going through the whiplash of loving my girlfriend for being so kind and loving to me, then changing to a different sexual love and submission to my goddess in an instant.

"Yes Goddess. Of course." I breathed out. She leaned back into her seat, implicit permission for me to exit out of her car, so I got my stuff from the back of her car and started to leave.

"Oh. I'll wash these and give them back tomorrow." I said turning back and referencing my cute outfit I was wearing today.

"No no. You keep them. I don't wear those anymore, and they look so much cuter on you" She winked before driving off. I happily skipped back to my apartment, daydreaming of the sweet cuddling I had with my Goddess girlfriend, as well as imagining the depraved things she said wanted to do to me. I really had no clue what she had in mind, and fell asleep just to dream of being on my knees licking my goddess' beautiful pussy.

The next day was fairly boring. I texted Vivian in the morning. Went to my usual boring spattering of classes. Lunch with Vivian. Class with Vivian, where I couldn't focus due to my distractingly pretty girlfriend sitting next to me. And finally playing games with Cooper.

We were playing online, so I wasn't even hanging out in person with him. He asked about classes and about how it was going with Vivian. I answered honestly about how amazing it was, and asked about his own classes and time with his wife. It was a fun time, and I had missed playing games with him a little bit, but honestly it was barring in comparison to my time with Viv. That was no shot to my good and loyal friend Cooper, just that I guess love was much more interesting than some computer game.

After Cooper and I got off call, it was around 9 and I decided to text Viv.

"Hi my beautiful Goddess. How was/is your night with London?"

After a few minutes her response came through.

"Great! We are still out. Would be better with you here though... I've gotten too used to having my pussy eaten. Better stay hungry for tomorrow! I'm going to need quite a lot of service to make up for two whole days of nothing" She teased as I blushed, my dick twitching just at the mention of being squeezed between her magnificent thighs.

"Of course. I'd love nothing more!" I texted back.

"Good girl. ;)"

"Oh and don't worry. There will be a surprise for you to spice it up! Make sure you shave tomorrow morning"

I shuddered in anticipation, anxious to get through my day and spend some intimate time with her again. I let her enjoy her fun night with London and ran to the store to buy a women's razor and shaving cream. I then went back home to finish some homework that I barely got through due to my anticipation of tomorrow night.

The next day moved as slow as molasses. I woke up early to give myself enough time to shave the little pieces of growing hair. Each second felt like it was ticking down at half speed. The short reprieve from my anticipation was lunch, where I met up with Vivian to eat our lunches together.

"Hey there cutie!" Vivian waved as I met her outside my classroom. I quickly walked over and we kissed for a second before she grabbed my ass to lead me to a table outside to eat. When we were about to sit down, she quickly pulled my pants back to look at my underwear, before letting them snap back.

"Good choice! The light blue looks very sexy on your ass!" She teased as I blushed, looking around nervously hoping nobody saw the interaction. Viv only shook her head at my worry.

"Nobody is watching, baby. And if they are, they are only jealous of us."

I agreed with her before we dug into our food, chatting about our days and how our nights went. I recounted a fairly boring night of games, while Vivian shared about her fun girls night. She showed me newly manicured nails she had gotten done while out. She also recounted going to a bar, and how they were both hit on by some manly men.

"Now London was loving it. I think she got both guys' numbers." She giggled as I blushed. My heart sank as jealousy and self doubt crept in. It must have shown on my face as Vivian gently caressed my cheek.

"Oh don't worry babe. The best part for me was turning them down. Telling them I had a lovely partner at home waiting for me." I blushed as she looked into my eyes. She held my chin possessively. "Oh and how I had quite the naughty plan for the next night as well" I shuddered at her words, my jealousy being expunged by lust and anticipation once again.

"Th-thanks Goddess." I whispered as she let my face go to finish her meal.

"I loved that little jealous look. Makes me wanna eat you up tonight" She teased. I couldn't help but get a boner in my sweats. Vivan smirked as she brought her shoe up to press on it gently.

"I have so much in store for you today..." She winked before putting her foot down and picking up her stuff. Leaving me on the edge and desperate, just as she wanted. She walked over to my still seated body, gave another dominant kiss, sticking her tongue briefly into my mouth, before pulling away with a smile, a bit of our drool stringing between our mouths as she walked off.

I spent the next minute just sitting there in shock. My body reeling from the display of dominance over me over the last few minutes. Eventually I got up to hurry to my TA class. Time moved even slower after Vivian's lunchtime teasing. After an excruciating few hours, my class and subsequent office hours finally ended and I literally ran to Vivian's house.

"Are you ready to really show your devotion to your Goddess tonight, slave?" Vivian texted as I stood in front of her door anxiously, breathing heavily from my run over.

"Yes Goddess. Absolutely." I responded instantly.

"Good. Then you must never say anything unless I ask you a question. And everything we do tonight, unlike a few days ago, you don't have a choice in. I am going to push you, and you are going to say yes every time. Is that clear?" She texted back after a few moments.

"Of course my Goddess. Anything you say is my command." After a few moments the door unlocked and I took that as my que to enter. Vivian was standing there, in her glorious black lingerie, looking like a dominatrix.

"Good. Tonight you are my little sissy slave." She cooed and my body shivered in anticipation. "Now strip to your panties and crawl into my bedroom." She ordered. I was about to respond before I remembered her order to never speak unless specifically asked a question. So I obediently stripped, then got onto my hands and knees and crawled after her as she strode powerfully back into her room.

She led me to her vanity where I obediently sat as she quickly applied my makeup, and after a few minutes I was back to looking like a sexy girl once again. She smiled at her handiwork before leading me into the bathroom without a word.

"Here use this until you are shitting nothing but water. Once you are done let me know, but you must stay inside the bathroom" She commanded as she handed me an enema pump. I hadn't used one before, but I knew what it was and what to do. I also knew this meant my ass was going to have something in it, and that made me even more excited.

As she left I filled the enema up with lukewarm water from the sink and gently eased the nozzle into my anus after stripping off my panties. I gave it a few pumps, my cock twitching with every swish of water putting more pressure on my prostate and making me more horny. After I was full, I walked to the toilet and squeezed out, filling it with the dirty contents of my ass. I repeated the process a few more times until I was no longer releasing anything but water, then I did it one more time for good measure.

"I am done, Goddess!" I called out as I kneeled in front of the door obediently with my panties back on. After a minute the door squealed open and Vivian smiled at my kneeling form.

"Good girl. Now as much as I am wanting your pretty face in between my thighs right now, I want to give that makeup a bit more time to set and dry, so you are going to entertain me in a different way. One you might have already surmised by your little task there." She strutted out of the bathroom and led me to her living room in front of the tv. Sitting in front of the tv was a wide array of dildos and butt plugs. From small to large. And even a dildo that looked like some type of monster dildo that was comically large with several massive knots. I had only ever taken a fairly small dildo in my ass before, so most of the dildos in front of me were massive in comparison to what my little ass could take.

"Now my little sissy. I want to see you play with your pretty little hole. Make it a real show for me! And remember, do NOT touch your little cock. And do NOT cum without my permission." She ordered as she sat down on the couch in a relaxed position, like she was about to watch television.

I swallowed nervously, as her eyes looked down at me hungrily like a lion looking at prey. I thought for a second before taking the first action- stripping off my panties. Still on my hands and knees, I arched my back towards her as I slipped them off. Using my toes to pull them past my knees and off my body. I then crawled forward, grabbing a small jeweled plug and a large bottle of lube she had left on the far side of the array of dildos.

I cautiously squirted some onto my hand before reaching backwards to spread it around my hole. I thoroughly applied it all around my anus, before getting another squirt and putting a few fingers into my ass to start spreading it around and loosening my hole.

"Oh good girl..." Vivian moaned lightly from the couch. Her panties were now pulled down slightly and she was lightly fingering herself as she watched. This gave me a confidence boost, as my girlfriend was turned on from watching me, and I added in a few more fingers.

After I felt a bit more loose I put some lube on the plug and turned around, sitting in a position where I could both see my Goddess as well as show off my hole. I showed my wet hole, rock hard cock, smooth body, and pretty made up face as I slowly inserted the lubed up hole.

"Oh you're such a tease you little slut." Viv said huskily. My slow insertion of the plug seemed to really get her going, so I played more into it. I started slowly pulling the plug in and out, giving little moans each time the widest part would go past my sphincter. After a minute of this I knew it was time to go up a notch, and let the plug settle in my ass as I went back to my hands and knees. I shook my ass in the air, the pink heart jewel nestled between my cheeks, as I crawled back to the TV to pick up a dildo. I chose one that was about the size of the one I had back at my place. I then brought it in front of my Goddess and started applying lube to it like I was giving it a handjob.

"Oh fuck yes. Stroke that cock. Think of it like you're stroking your Mistress" She ordered. She shoved her fingers in and out of her own pussy at a similar rate of speed as my handjob. After half a minute of this I stopped, and Vivian did as well, taking deep breaths to try and control herself. I swung my ass back into the air to pull out the jeweled plug with a pop. Vivian gave an audible moan at the sound and sight of my puckered hole. I brought it back to that presentation position where it was all on display for my Goddess.

I lined up my hole with the dildo, squatting on either side as I slowly brought my body down on top of it. As the tip kissed my puckered hole I took in a sharp breath and looked directly in the eyes of Vivian. We held this intense gaze as I slowly lowered myself down. The tip stretched my hole as wide as it would go. I was biting my lip letting out little moans until my ass hit the ground and I broke eye contact. My cock was leaking lots of precum as the dildo pressed on all the sensitive spots. I then lifted my ass up and started slowly riding the dildo. The loud squelches of lube filling up the room alongside my moans. Once I was in my rhythm I heard the click of Vivian's phone as she took a photo, then a short video of me riding the dildo. She clearly didn't want to spend too much time though as pretty quickly Vivian was back to fingering herself at my riding speed.

"Oh God. Go faster! Faster you slut!" She commanded and I sped up my pace. She matched the speed up and before long she was moaning even louder than I was. After a few minutes of this, and as my legs began to tire, I was met with a loud scream from Vivian. She had reached orgasm by fingering herself and my face was misted as she squirted.

We both stopped and I lifted my ass off the dildo as she breathed heavily. I wasn't sure what to do at the moment so I just sat there next to the dildo waiting for instructions as my Goddess regained composure. After a minute or so of waiting, she sat up higher and smirked.

"God, that was so sexy. Your hole makes such naughty sounds around that dildo." She stood up and walked to the kitchen, her heels clicking. She filled a glass of water and took a large swig before walking back.

"Open your mouth." She commanded and I obeyed. She grabbed my open chin with one hand and pointed my head up. She took another mouthful of water, swishing it around in her mouth for a few seconds, before letting it trickle out of her mouth and drop into mine like a baby bird. I greedily drank every drop. The water and spit mixture was refreshing, just what I needed.

"You did very good my little sissy. Now I do see that your little cock is straining from all that pressure on your sissy spot." She cooed as she walked around me. I nodded in agreement.

"Well unfortunately today is all about me... You won't get to feel released there until I say so." She smiled and walked to the tv. She picked up a dildo a decent bit larger than the one I had used and placed it in front of the couch. It was by far not the largest in that collection, but it was a decent bit larger than I had ever used before.

"Now I want you to sit on this. I want to see that sissy pussy of yours expand." She smiled as she sat down in front of it. I swallowed nervously. If I hadn't been so horny or so mentally under the control of my Mistress at the moment, I might have thought about complaining or raising an objection, but in the moment all I could do was look at it nervously as I crawled forward. I cautiously poured ample amounts of lube on it before raising my hole over the tip. I lowered myself down as the head passed through my sphincter without much resistance. But that's where the easiness stopped. It began to stretch my hole with each millimeter it passed. I couldn't help but let out moans mixed with both pain and pleasure as my hole expanded.

"Deep breaths sissy. Relax" Vivian coached me. I took a deep breath and tried to relax my body. I fell down a few more inches, and my cock sprung up with precum in response. I shut my eyes in concentration as I moved slightly up and down, letting my hole get used to girth. After a few seconds I continued moving down. Each lunch caused me to squeal a bit until finally, my ass feeling fuller than ever before, my cheeks touched the ground. I opened my eyes, feeling proud of my accomplishment, to be met with my Mistress' pussy inches from my face.

"Good sissy. Now I want you to ride that dildo as you lick your Goddess' pussy." She commanded, and I eagerly leaned forward to get my favorite meal. I started licking and eating up her delicious taste, making sure I was moving my ass up and down with each movement. It took a minute to get used to moving my ass in tandem with my licking mouth, but I figured it out.

"Oh this is sooo good. You're licking with so much enthusiasm..." Vivian moaned as I licked. Her strong response to my efforts only made me more invigorated and horny, so I sped up my movement on the dildo - my ass fully and comfortably expanded to the dildo at this point - and my rate of licking. It was taking all my willpower to not touch my cock at that moment. I was harder and more horny than I had ever been before. Being between my Goddess' legs and having my prostate assaulted made me so incredibly horny it was a miracle I hadn't cum hands free yet.

"Just remember sissy. You'll get a big big punishment if you cum without permission!" My Goddess warned, as if she was reading my mind. But the way she said it gave off the feeling like she wanted me to fail.

I continued to lick and simultaneously ride and edge myself for 10 more minutes. My legs at that point had started to tire and my mouth was very sore. A large pool of precum was sitting below me, mixed with the lube from my ass. But I could tell my Goddess was getting close. Her breathing had sped up and she had put her hands on my head to suffocate me on her pussy. Just as I was losing air, I could feel the torrent of her liquids stream over my face. In my moment of pleasure, I was not ready for my mistresses' legs to tighten and suddenly her heeled boots hit and rubbed against my cock. I was so edged from the dildo, from the pussy eating, from the suffocating, from the 2 days of no sexual action with her, that just the second long rubbing of her boots on my cock caused me to orgasm. My ass squeezed down on the dildo as my cum gushed out of my dick and onto the floor and her boot.

As Vivian let my head go from her pussy she looked down and smiled. "Oh you naughty naughty girl! I'm very disappointed that you broke my important rule!" She shook her head. She couldn't easily hide her excitement, and her fake anger and disappointment was very easily ignored. Which honestly made me more nervous than if she had been giving me a punishment out of anger. It was clear she had been trying to set me up for failure for some big punishment.

"Now you have a big punishment coming. But first clean up your forbidden mess!" She commanded, sticking her boot into my face. I obediently licked it clean, having to stick my tongue deep into crevices to get all the cum out. I then lifted myself off of the dildo and cleaned up the rest of my cum-ass lube mixture from the ground.

"At least you can do one thing right." She teased as she walked back into her room. I heard her fiddling loudly with a bag before entering with her hands behind her back.

"Now stand and close your eyes." She commanded. I nervously got up, my legs wobbly from the work of riding the dildo. I shut my eyes and she approached slowly while my now flaccid cock still leaked some of my semen.

"Now you just showed me you have no control over your orgasms. So your punishment is really a reward. As I will give you a way to make sure you never break your Goddess rules! How gracious of me" She giggled as I heard her kneel down. She grabbed my now small flaccid cock and balls, before shoving them through some hard plastic ring. Then she maneuvered it around until my penis was resting in some small container. I heard a click of some type of button as an elastic band was pulled around my waist. Finally, I heard the distinct click of a lock as Vivian stood up.

"You may look." I opened my eyes as I looked down and was greeted with what I had surmised had been put on my cock. A tiny pink chastity cage was locked around my little dick and balls. There was also a pink band attached to the ring that went around my waist and seemed to hold the cage tight to my body. Vivan also had new apparel on as on her neck was a new thin necklace which had the keys to the cage proudly presented between her breasts.

"What do you say, bitch?" Vivian taunted as she flicked the cage with her finger.

"Thank you Goddess. Thank you for punishing me in a way to not further break your rules." I responded. My own words and her taunting only made me horny, and instantly I felt the continuing effects of the cage. As it visibly twitched Vivian laughed.

"Already so soon! You horny slut. It was quite difficult to find a cage that would fit you. I had to measure during one of the nights. Also your cock is so small when flaccid compared to when it's hard, so finding one that fits your tiny little cock requires extra searching." I blushed at her remarks and shyly looked down.

Vivian bit her lip as she looked at my cage and fumbled with the key in one of her hands. "You have no idea how powerful it feels to have this key in my hands and truly have control over you." She basically whispered, her voice filled with lust again. "I think it will be quite a while before I let you out unsupervised..." She shuddered in anticipation and I got goosebumps. The thought was both terrifying and alluring, as the more control my goddess had over me, the more attracted to her I felt.

"Now, like we both just said, this is more of a reward than a punishment really, as it's helping you keep to the rules..." Vivian smiled as her eyes lit up with an idea. "Punishments are supposed to hurt! And your cock is telling me you actually like its new accessory" She walked around me and I shivered with nervousness. She gave me a hard slap in the ass to prove her point.

"You really struggled to get that dildo in earlier right?"

I nodded. My brain followed her question as it led to only one possible conclusion. I swallowed nervously as I turned my head to look at the giant knotted dildo. It was at least 10 inches long with 3 knots going down the length, progressing in size until the final one near the bottom. Vivian laughed as she saw my head turn.

"What a smart little slut! We are going to make sure your little hole never feels the same." Vivian whispered in my ear as she pushed me by my ass in front of the dildo. My dick twitched in its cage as Vivian guided one of my hands to it. I couldn't even get my hand to fully close around it, and that wasn't even at any of the knotted parts.

"Even though this is a punishment, I will let you use lube! But you aren't leaving until your ass gets past that final knot!" Vivian gave my ear a small nibble, before stepping back to take up her comfortable observation position on the couch.

I took the dildo off the tv stand and put it on the floor. I kneeled down over it as I looked at it, cross eyed. I heard the snap of the camera again, as Vivian got a perfect shot of my cage dick slightly over the giant dildo with my intimidated look down at it.

"Now that's a screen saver if I've ever seen one!" Vivian mocked. The hamilton only made me more horny, and I quickly grabbed the lube bottle to drench the dildo with. As I rubbed it all around, I began to doubt if I really could get this into my ass.

I tried to find an angle to get down on the dildo from, but it was so tall that trying to get on it unsupported was impossible. I needed something to brace my back against so I could use one or two hands to guide the dildo in and pull my ass apart with. I moved the dildo back towards the tv, and used the stand to put one of my arms on. Then squatting down I lowered my hole towards the head of the dildo. My legs were shaking as the head first touched my hole. It wasn't able to break through without help though, so I had to lift myself up again and use my free hand to pull my ass slightly, creating a larger gape for the dildo head to enter through.

The wide head pushed through my hole, immediately causing pain and causing me to whimper. I heard Vivian take a deep breath, filled with lust. I looked up to see her set up her phone balanced on a small table to video the whole ordeal. I could only think about that for a second as the dildo was impossible to ignore in my ass. Calling it just a dildo felt wrong though, as this was nothing like the ones I had used before. Calling it 'the Beast' would be more apt. But the Beast's size did not taper as I pushed the couple inches before the first knot. My hole was already painfully stretching more than it ever had before, and there was a massive obstacle to face.

I took a few moments to catch my breath and rub some more lube on the first part of the knot. I could feel the excited eyes of Vivian watching me alongside the camera capturing every whimper and moan I sounded. I squeezed my eyes shut as I braced myself to let myself fall a little further down the Beast. As the knot hit my sphincter, it felt like I was trying to push my ass down to swallow the ground. I cried out in pain as it slowly started to push further into me as I let my legs drop a little. The pain was searing, and my body did not want to accommodate the massive invader. Then suddenly, my hole's resistance lightened a bit, and my body slipped all the way down that knot. I squealed in pain like a pig and Vivian started clapping.

"Oh Good sissy! You are a third there! You did the easy part!" She cheered from her seat.

My hole was bruning in pain. I was involuntarily squeezing my sphincter, like my body was desperate to get rid of the invader close again, but unable to. The massive knot pressed against my prostate, and my caged dick leaked precum in a long line. I was breathing heavily both from the effort, the horniess, and the pain. My legs were shaking like I had just done 100 squats. The only good part was the Beast was easier to move down until I hit the second knot. I could feel the first knot move up further into my ass. Every inch of my body feeling the painful insertion.

I squeezed more lube onto the second knot and tried the same technique as the first knot. I was trying to get my legs to let me drop further, but they wouldn't budge. Both out of fear and pain I was just unable to move. After a couple minutes with my ass halfway on the Beast, but not progressing any further I felt like I had gone as far as I could go. I was already stretched to such a degree that I could have never imagined, but I didn't think I would be able to complete my punishment any further.

"i-Im sorry Goddess. I c-c-can't go any- any further" I stuttered out, barely able to talk.

Vivian Stood up shaking her head. "I'll forgive you for talking without permission. But I know you can go further!" She walked over to me. She gave a few looks, then making sure she was standing on the side of me that would not block the camera view leaned down to give me a kiss on the cheek.

"Sorry about this sissy! But this is supposed to be a punishment after all!" She giggled. Then with one leg she sweeped my shaking legs out from under me, putting all my weight onto my one bracing and and onto the Beast. I screamed out in pain as the Beast pushed into my ass. But it still did not break past that second knot. With my legs still out in front of me Vivian leaned over and started pushing down with her body.

That was the final thing needed, and my hand slipped from its bracing position, and my body pushed down past the second knot. The combination of gravity and Vivians weight on top of it, also pushed me down past the third and final massive knot, until my ass hit the floor with a smack.

I screamed bloody murder as I could hear and feel my sphincter basically rip as I fell down the Beast. My little caged dick sprayed piss and precum as each knot hit and pushed on my bladder and prostate. Vivian gave a loud moan as I screamed and the sound of my cheeks hitting the floor echoed to her ears. My legs started shaking almost like I was having a seizure as the Beast invaded far into the reaches of my ass. There was a clear and visible bulge in my stomach where it was pushing against my insides.

"Oh... my... god..." Vivian moaned. She licked her lips as she stopped back and inspected my shivering body.

"I can't believe that worked. You were built to be fucked you slut!" She said, her voice dripping with lust. She bent down and sat on my legs, stopping me from shaking, while grabbing my arms to stop me from holding myself up at all. My eyes were rolling in the back of my head as the pain of being impaled mixed with the intense pleasure I had never felt before invaded my brian.

Vivian held both of my limp wrists in one hand as she lightly touched my deformed stomach with another. This led to me giving a loud moan.

"You look almost pregnant. Holy shit this is so amazing!" Vivian purred. She stroked my hair gently as I breathed heavily, unable to respond even if I wanted to.

"You are taking your punishment so well baby!" She said encouragingly. I nodded as I started to get control of my breathing. Once I was clearly not as uncomfortable and much more aware Vivian leaned in to give me a kiss. She stuck her tongue in my mouth as I moaned. Every time she moved while sitting on my legs caused my body to shift and the Beast to hit new places. But Vivian did not care. She made out with me and forced my body to get used to having this massive invader. Eventually her hands strayed down to start playing with my nipples as we kissed, adding even more overwhelming sensation to my body. My caged cock was straining to get hard in its new prison, as each movement brought immense pleasure. She continued to assault my body for a few minutes until she figured my punishment was almost over and stood up.

"Now for another fun part!" She smirked and grabbed me from under my armpits. I could tell where this was going, and moved my legs to try and help stand up.

"Slow please.." I whimpered. Vivian just grinned and with as much force as she could muster pulled me off of the Beast. I squealed again as the knots ruined my hole once again, passing through and assaulting all parts of my ass. Once I was off, Vivian let me go, and I fell to the ground in a heap, unable to move my body at all. A mix of cum and a little bit of blood from the stretching leaked out of my agape ass. Vivian giggled as she grabbed the camera to get a look into my wide open hole.

"Oh my god! I can see into your ass! This is so sexy sissy!" She moaned and patted my ass gently. She could have done more to play with and invade my ass, but I guess she had felt the punishment had concluded and I had received enough stimulation for the night.

"Thank you baby. You did such a good job today." Vivian whispered into my ear, giving me a gentle kiss on the cheek as she laid next to me. The change in tone indicated that our little session was over for the night.

"I know you enjoyed it too." She giggled as my cock was still leaking from the cage. I could only give a little moan in agreement. She got up and walked to the bathroom. I heard her turn on the water, to fill up the bath, and walked back. After a few minutes of letting me catch my breath she gently helped me up and limped over to the bathroom. I had never understood when people say they couldn't walk after sex, but now I really get it. As I literally couldn't walk. She led me to the bath and helped me step inside the warm filling water. As I got comfortable, she stripped her clothes and climbed in behind me. It really wasn't big enough for two people, but that didn't matter. We were fine being cramped as Vivian took care of me. She gently washed my hair and removed the makeup from my face. She also cleaned my body and my ass. Taking extra caution and care with my abused hole. All while I got to lie my head gently on her breasts.

When we were finished with the bath, she stepped out again, and helped me dry off and get to her bed. Before letting me get too comfortable, she took some ointment from her nightstand and rubbed it all over my ass. She was clearly ready and expecting my ass to get ruined today, and I was grateful for her kind and caring preparation. She was the perfect girlfriend and the perfect Domme. She was sexy and abusing and controlling. But also she was sweet and caring, and made sure I was okay after it all.

After I was treated with the ointment, she crawled behind me and brought the covers up over us as she spooned me.

"Thank you for being so good today." She whispered as she kissed my head.

"Thank you goddess. I loved it all..." I responded truthfully. All parts of our time today was amazing. The riding dildos for her. Licking her. The chastity cage. The Beast. The tender care after it all. I loved it all and I loved her. The most amazing thing of it all is I never felt odd or out of place, or ever like a guy. Even with my caged cock, I felt girly and submissive (not that being submissive is inherently girly). Vivian made me feel perfect!

"Good girl..." Vivian cooed as she gently rubbed my arms. My mind suddenly flickered at her gentle affirmation. I liked being her good girl, but my name never really fit. Being called Jonny in this movement would feel wrong.

"Goddess... I just had an idea, or, well, request..." I said nervously. Vivian sat up a bit and smiled at me.

"What is that, baby?"

"When we are... like this... and i'm your girlfriend or sissy, or whatever... Can... Can you call me Kaylee?" I said blushing. It was another moment of embracing my feminine side that felt embarrassing, but right.

"Oh that sounds perfect Kaylee. It's a beautiful name for my beautiful girlfriend." Vivian cooed in my ear, kissing it gently. We both silently cuddled, stroking each other gently for a while before sleep started to come.

"Kaylee... yeah that sounds right..." I muttered happily to myself as I fell into a deep sleep.