Anna's Sub - Humbled and Rewarded
My mistress Anna and her friend who I am instructed to call Ma'am without knowing anything else have planned a weekend get away to Ma'ams beach house. Initially it was just going to be my mistress and ma'am but ma'am was very impressed with my skills of taking punishments and pleasing her the last time we had the double domme session, thus, at her request, I was allowed to come along.
My mistress was very happy and said that I will be rewarded because of this good feedback and that am paying attention to my training well. She also showed ma'am the new branding on my ass and ma'am was jealous as even she wanted an obedient submissive who was ready to permanently be hers. This made my mistress more happy as she felt very happy to own me and said I will be getting the promised reward there.
My dick throbbed at the thought of the reward I will be getting as mistress was very happy to hear about the compliment for my "vibrator" skills and the branding of being permanently being hers which made ma'am very jealous.
Friday rolled over and on the morning, I reached at my mistress's house, ma'am was already there, both were wearing sundresses without panties. I was constantly flashed while my dick was being locked up in chastity.
Ma'am had gotten pink lacey panties for me to wear under my shorts. I guess mistress must have told ma'am about how I do not like feminization as she had a smirk on her face when she handed them to me.
"Wear them!" She commanded, "These are my used panties and I want you to wear them throughout the trip." Mistress smiled slyly as she liked me being obedient and following their commands, she really seemed happy with me.
I wore the pink lacey panties, the chastity cage bulging through the soft cloth made me feel embarrassed.
I pack the final bags and start to load them in the car while mistress and ma'am did their final touchups.
"Any more bags ma'am?" I asked.
"My name is Denise, call my D." I nodded and acknowledged, "Yes D, any more bags mistress?" I asked my mistress.
She waved her head and we all got in the car. The total travel time was approximately and hour and a half.
I started driving while D sat in the back seat and mistress sat in the front seat next to me. D and mistress talked about how they can't wait to tan on the beach, all the while I could think of was the reward mistress had for me.
20 minutes in, I hear D shuffling through the bags in the back and take out her vibrator. She started to use it. I glanced at her through the rear view mirror.
"Eyes ahead," D commanded.
She started to use it but it did not switch on. "Anna, did you charge this?" asked D.
"Yea Denise, I remember plugging it, I think I must not have switched the socket on".
D lets out a sigh.
"Use him," mistress told D while pointing at me. "Good thing we did not wear panties, pull over," D commanded.
I pulled over and mistress changed seats with me. I hop on in the back seat where D was sitting with her legs already spread and her skirt lifted up to her waist.
"Remove the shorts, I want to see those pink lacey panties while you suck me." I was embarrassed as I was worried someone might see through in the car. Reluctantly I removed while blushing as D and mistress were not to be disobeyed. I did not want to lose my reward!!
I crouch down and start licking her. Her pussy spotless without a single strand of hair and smelled like strawberries. Must be the shea butter body wash that she uses.
I kiss her thigh and lick the crevice of her inner thigh where it joins to the hip. I must've touched her somewhere where she didnt like as she commanded me to stop.
She took out a pair of hand cuffs and cuffed my hands behind the back. "Youre just a vibrator for me, do not touch me do not kiss me JUST LICK ME!" she commanded.
Obediently I started licking her, swirling my tongue on her clit, tonguing deep inside her. I could say I was doing a good job as her moans grew louder and louder. This went on for 10 minutes until D climaxed on me. My shirt was wet and my face glistened with her cum.
"He is better than my vibrator Anna, you should have introduced him to me earlier and I wouldnt have wasted money on a vibrator." Mistress smiled gleefully, I could feel that I really pleased her.
"Have a go Anna, Ill drive." She suggested mistress which she readily accepted. We pulled over, D and mistress exchanged seats.
I start licking my mistresses pussy, I really love her clit, its a tiny little button that is just the right size for sucking onto. I slurp her clit and her pussy. I feel her hand in my hair pushing me onto her pussy. I took this as a sign and started grinding on my mistress's pussy harder with my tongue.
She must've really been enjoying it because she did not speak the entire time, she just moaned and pushed my head down harder on her pussy. After I dont know how many orgasms, she pushed my head away leaned down and kissed me. She did not tell me much and just gave me a smile and told me to put my shorts back.
Nothing much happened for the remainder of the ride, D and mistress talked about their plans at the beach house and what else they can do there, mistress told D about my branding experience, how we decided, how we did it and eventually how much time it took to heal.
We reached at the beach house, it was 1 in the afternoon, I unload the bags and put them into mistresses and Ds room.
"Put our bags in the same room, put your stuff in the other room", I was surprised as I thought I would be bunking with mistress (she usually prefers this whenever I stay over with her".
I change the rooms and mistress and D disappear into their rooms, I go into mine to have a bath. In the washroom I look at my ass, a trophy proudly bearing the "A" for my mistress. After having a bath, I wear the pink lacey panties (Dare I remove them) and start walking towards mistress and Ds room. I knock and hear a come in under some giggles.
I enter, mistress and D were naked, they were riding a double sided dildo while scissoring. It was so hot that it caused me to bulge through the cage and the panties. Mistress saw it and exclaims
"Easy there baby boy, you'll get your reward soon".
They stop and get off the bed, mistress digs into one of her bags and pulls out a prostate massager, a spreader bar, cuffs, some ropes and the humbler. D smiles and orders me to remove the pink lacey panties. I remove them and she gives me another pair of her "supposedly" used panties and order me to put them in my mouth. I do so. Mistress walks over and cuffs my hands, she ties the rope on the cage and tells me to undress.
D walks over and starts to inspect me. She circled me and exclaims, "he is clean and smells good." Mistress fingers my ass and checks whether its clean. Good thing I thoroughly cleaned my ass, I thought to myself.
I am lead into my room by my balls.
"Dont worry, this cage will come off, we have some good rewards planned for you," exclaimed mistress.
We enter my room and I am ordered to lay on the bed facing down. Mistress cuffs my hands to the either side of the bed while D locks my ankles in the spreader bar and ties them to the bottom part of the bed. Mistress put me in the humbler and puts a pillow beneath me. This left my balls and ass exposed while I lay their spread on the bed. D takes the rope attaches it to my cage and stretches it while tying it to the bottom foot rest.
Mistress lightly spanks my ass "You make me so happy after the feedback D gave, you deserve your reward, I love you for what you did for me", she says this as she leans over to kiss my ass on the "A" spot. I lay there not knowing what will happen when I feel my asshole getting moist.
"D needs to practice licking ass, She needs to return me a favor, so who better she practice it on until she gets better". D kissed my hairless ass, licked my hole. "This is what it feels like, I thought to myself". D tongue fucked me while stretching apart my ass, I moaned and mistress continued to lightly spank me while calling me a good boy. After my ass was wet enough, D stopped and mistress put in the prostrate massager, my ass was relaxed enough and it slid in.
"Good boy," mistress chuckled as she said this. D took some duct tape and taped the massager in place so it doesnt get loose and wiggle out. The feeling felt so good, mistress switched on the vibration mode.
"There are 10 different modes with different speeds, lets start with the first mode, a less intensity continuous vibration, Enjoy boy." They said this and walked out. I lay there in confusion, did this actually happen.
The vibration tingled my whole ass and I felt ripple after ripple an orgasm build up. I was scared as I did not know whether I could cum or not and did not want to dirty the sheets. I violently came through the cage in the first 5 minutes, I could feel the warmth between my legs, my ass feeling as if wave after wave a tsunami built up. I stayed like that twitching for another 2 minutes when D and mistress came back.
"Wet baby boy?" mistress asked in a soothing tone. D standing by the door got her vibrator. "We wont stop here, feel this." D switched on her vibrator and pushed it against my balls and secured it there. She jumped up the intensity to 5 I think before they left the room again. My bum arched out and vulnerable now felt as if there was an earthquake, my dick pushing against the cage throbbing. I could feel my heart beat in my dick. My internals were constantly stimulated and felt like the prostrate massager was one with my ass. I could feel my balls loosen up and sag because of the constant vibration but were held tightly in place secure to the footrest of the bed. I was ecstatic. I came thrice and now there was a wet spot and a warm fuzzy feeling in my groin.
Mistress and D came back again after another 10-15 minutes. The constant buzzing left me overwhelmed and mush with pleasure. Mistress was pleased with how much of a mess I had made. She maxxed out the vibrator and the massager, this time however she came and laid down in front of my face. She commanded me to just bury my face in her ass and not do anything else. She knows how obsessed I am with her ass. Her warm fuzzy but made a perfect groove to rest my face in while ripple after ripple I felt my ass and balls violently tremble. I could hear D masturbating. She walked over and sat on the back of my head with her legs on my back. I got pushed more into my mistresses ass. No one could explain the heaven I was in. I couldnt resist kissing her asshole and slowly started to kiss her ass.
After another 10 minutes and countless orgasms for D, she got down and turned the massager and the vibrator off. She removed the vibrator and bought it over to mistresses pussy, I was ordered to stay the same, face resting in her ass. I could hear some shuffling and suddenly felt my asshole being stretched apart. D was thrusting violently in and out, her thrusts hit my balls giving me the slight sweet pain and I could feel mistress climax. I was sandwiched between two gorgeous looking ladies who were not only pleasing themselves but also me. My insides were numb from the constant vibration and every thrust gave me the painful pleasure I crave. D rough fucked me with every thrust being more aggressive than the previous one, my insides were numb yet the pain from the girth caused me pleasure.
After D was satisfied, I was freed from my bondage and was told to turn over. Mistress told me to rest my head on her ass and D unlocked my dick. It shot up erect and throbbing, wet and sticky from all the orgasms. I thought this was it but D tied back her hair and started to suck me off.
The noises and the moans she maid while sucking me, and the moans of my mistress were heavenly. I was completely drained from all the cumming and had a dry orgasm seconds after D sucked me off.
I never felt so ecstatic, I forgot what I had done in that moment that made both mistress and D so so happy to reward me with this.
The three of us just laid there exhausted, I rested my head on my mistresses ass and D just stayed on my groin area. I was twitching from the sensory overload.
After about 30 minutes of just staying there, D and mistress got up. I was ordered to clean the bed and put the sheets for washing. D and mistress mentioned that as a continued reward, I will be cage less for the whole weekend and will be free to masturbate as per my will, both D and mistress will be naked throughout and will tan naked in the patio.
I was ecstatic and never knew that my mistress could be so generous. I had always seen her sadistic and punishing side along with a few minor rewards here and there but never had I thought that she was capable of rewarding me to a scale this big.
In the car, D reveals that she has trouble with her vibrator and commands me to use myself as a replacement. I obediently start pleasing her, feeling both embarrassed and grateful for the opportunity.
Upon arriving at the beach house, I discover that Mistress and D have decided to share a room with me, but I am to keep my belongings in another room. I am surprised by this change of plans and adjust accordingly.
As I lay on the bed, Mistress cuffs my hands and feet and attaches a humbler to my body. She then introduces me to a prostate massager and a vibrator, promising me that I will be rewarded for my obedience.
During a session with the prostate massager and vibrator, I experience multiple orgasms and feel a wave of pleasure wash over me. Mistress smiles at my reaction, clearly pleased with the impact of her reward.
In the following days, Mistress and D continue to treat me with kindness and generosity, allowing me to be cage-free and encouraging me to masturbate freely. I am grateful for their continued acceptance and affection, feeling both humbled and honored to be a part of their dynamic.