Sorry for the long delay between my posts in this sub! I know a lot of you messaged me these last few months asking me to come back. I’ve been busy with a lot of life changes and I guess those changes bring some fairly recent stories I can tell!

So a quick update on my life, that guy I wrote about in my last story, you know that 48 y/o hot doctor I went home with at a bar and we hit it off? Well we dated casually for a couple of months and then I became his girlfriend around Christmas time and I actually moved in with him in early February. Things just clicked really well between us although his daughter absolutely despises me >_<; (Quick Intro for new readers: I am an Asian transgender woman in her mid-20's. Right now I've been told I look as white as possible because I dyed my hair blonde again but I usually have brown or black hair most of the time. I'm 5'4 110 lbs and I started my transition when I was in high school) Our first Valentines Day was coming up and I had just moved in with my now BF Wally and we were talking about what we would like to do together. I really wanted to see 50 Shades Darker on Valentines day as for some reason as ridiculous as it is, that series of books turn me on so quickly! Don't judge me! I know I'm one of those brainless girls sucked in by corporate smut but I don't give a darn! 😛 Wally of course was absolutely against the idea of watching that. His idea of Valentines Day was an expensive dinner, some flowers and some fun in the bedroom. Now I'm all for fun in the bedroom as we are very sexually active. I mean after all, it has to be good if I have material to write here! But I guess I can blame years of bars and clubbing and tinder for wanting a little bit of spiciness and foreplay to get the juices flowing. We've been casually exploring less conventional places to have sex, but Wally is a bit conservative seeing as he hasn't had much experience outside of his ex-wife. In fact his ex-wife was his high school sweetheart and now that he just turned 48 and is single, he really is lost in the dating world. (Lucky he has me now right? lol) We debated one another for a bit until he came up with a proposition. "Since you like that BDSM stuff so much, I promise to go watch it with you after work, but only if you put these on for a full day." My conniving BF spouted. He pulled up his phone and launched amazon to show me a Penis Chasity cage and an Anal Jewelry plug. I've had dildos and vibrators up my ass since I was a teen, but I never had a butt plug in for a full day nor have I ever had a Chasity cage on before. I wasn't against it, but heck I have to go to work you know~ "On top of that, no panties for the day and you have to send me a picture every 4 hours so I can make sure you're actually following the rules. If I'm going to have to sit through that horrendous rubbish on Valentines day, you're going to have to make it worthwhile." He added. "You know your daughter already says I'm a live-in prostitute right? This so makes it seem like we have that relationship." I laughed. Seriously his daughter hates my guts... But I agreed. I was actually quite excited too. I've really toned down my sexual exploits recently. Maybe it's because I'm in my mid-twenties or maybe it's that I really wanted to find a stable relationship, but I used to get so aroused by danger. Not like kill yourself danger, but like the idea of public nudity, or sex in public or other various things of that nature. Maybe that's why things like 50 Shades get girls like me so worked up. It's in every girl's nature to want some danger in their sex lives. Anywho, Wally ordered the "accessories" and I was to wear it the Monday before valentines day. As part of the rules, I had to do my everyday routine including going to my yoga class and I couldn't just call in sick and stay at home! (Darn!) Monday morning came and usually I wake up before Wally does, but I can tell he was excited because he was already up and shaving when I woke up. "Morning love. Why don't you jump in the shower and I'll help you with your wardrobe." He said nonchalantly. I glared at him. Wardrobe. Ya...buddy. I took a shower and came out, dried myself and went into the closet to get dressed. I work at a little mom and pop coffee shop in the city at the moment as a waitress/sometimes barista. We kinda have a soft uniform of sorts where the women wear a sleeveless white collared shirt and a short tie with a black mini-skirt. So I put on my bra and behind me comes Wally wrapping his burly arms around my waist. He smelled nice. Must have put his cologne on already. I feel so safe and hot when he holds me. It has to do with our size difference. I'm only 5'4 and he's 6'0 so he can manhandle me without any trouble. Being a women, that is our biggest fright and our biggest comfort. It all comes down to the man that possess that control of your body that determines your outcome. Choose wisely ladies! So Wally has me in his arms and he pulls out this pink silicone penis cage that seriously looks intimidating. It's actually bulkier than I thought it would be too. My penis is quite small (being around 4-5 inches) and definitely not thick. The cage has this little key lock which is so ridiculous. Wally slapped that thing on my poor clitty after giving it a wiggle to adjust and then actually used the key to lock it. He put the key in his pocket. "This won't be coming off until tonight. Doctor's orders." The perverted doctor said with a smirk. I can't tell you how shameful it is to wear a chastity cage. The feeling you have when the silicone touches your skin, especially in such a sensitive area naturally gives you a tingling sensation. Maybe that's why this is a fetish to so many. I didn't have much time to get acquainted with the my new companion when I felt a slimy finger slide into my anus. I let out a soft moan. That was too sudden! Wally slid another finger in and teasingly exercised his muscles as if his fingers were peddling a bike. Oh no... I was getting aroused. But the stupid cage was pushing against my clitty and it was way too early in the morning to do this. I would be horny the whole darn day and wouldn't be able to get my mind off sex. Just when I was starting to get into it, he pulled his fingers out and in comes the coldest feeling you can ever experience. It sent chills up my spine. The round stainless steel butt plug was small but when inserted in you, it feels like a cold easter egg. For us trans-women, I guess it could be metaphorical. It was like my BF inserted an egg into me to bear his semen later. I fell onto my knees trying to adjust to this new sensation. The butt plug Wally chose for me was this ruby color gem that when I looked in the mirror, caught reflection from the light and glimmered at every angle. Oh my gosh I was being attacked from the front and the back. I don't know if I can do this for the whole day! "Hurry up or you'll be late Alyssa." The dang bastard said as he continued getting dressed as if it was just a normal day. Just getting up was an issue as my asshole clenched tightly to the foreign object at any slight movement. Yikes this is not going to work! There is no way I can move in this and the bulge in the front was totally noticeable. As a long time no-op transgender woman, I've master tucking, but there is no way to tuck this cage. I reached for a pair of shorts to put under my skirt. Wally stopped me. "Nu uh. No undies or shorts. Don't cheat and be sure to send me a picture every 4 hours so I can check up on you." Wally kissed me and I could see him laughing as he left the house. I hated him, but I loved him for trying something new with me. He would have never done something so kinky with his wife. It was not in their nature. He has repeatedly told me he's trying new things because he loves me and wants to experience them with me. I somehow manage to put on my pantyhose and my skirt and off we go... So I took the bus in what was the most awkward and longest commute ever. Luckily not many people take public transportation in my city, but I tried so hard to keep my legs crossed so the bit of bulge in my skirt would not be noticeable. Problem with that is the anal jewelry up my ass that was in a position I would normally mount myself over a sitting dildo when masturbating. It felt so good having the butt plug push against the seat especially with the bump and grind of a traffic commute. This was a fucking erotic nightmare and I had yet to even get to work. I finally did arrive at work and I was luckily behind the counter that day. We had two girls including myself working and a college student named Hibbert who was waiting. I had worked there the longest so I took care of the drinks on that slow Monday morning. I cannot imagine how insane it would have been to wait tables with a butt plug in my ass. I don't know if I could do it. [Although now I want to try ;)] Anyway my shift went surprisingly mundane and nobody seemed to notice anything out of the ordinary or at least no one confronted me about it. When it was really slow and Hibbert went for a smoke break, I made sure no one was around and I pulled out my phone to snap a pic of myself lifting my skirt next to our espresso machine to show Wally I was following his orders. He replied to my text with "Good girl. Save some of your coffee for me tonight." He's not good at flirting, but I found it cute. 4 PM, my shift ended and I walked a couple blocks to my corepower yoga class. This was the part of my day that I was going to have trouble with. By now the butt plug had settled in and marked my inwards with its shape so I was able to walk without too much discomfort (or pleasure lol). But if you've done corepower yoga before you'll know that every muscle will be flexed. Not only that, I normally wear a sports bra and yoga leggings which hug your body to the point where it's like part of your skin. There was no way to hide the bulge from the stupid cage. I was in the ladies locker room changing covertly trying to conceal the cage when i realized that even the anal jewelry was standing out! Because my yoga leggings were white, the shimmering red ruby emit a presence! You could actually see it through my leggings. That was stupid of me for not wearing black or gray but I didn't do laundry over that weekend for some reason... I blame Wally! I workout in the middle of the pack and there are quite a lot of people, both men and women at that location. Imagine my embarrassment doing the dolphin, cat and happy baby poses... Yeah look it up and you'll get it. I was so nervous and turned on at the same time. I've never been aroused doing yoga before but having a plug up your ass and worrying about people seeing a bulge in between your legs will get that excitement level up high. There were like 2 guys directly behind me too. I could feel eyes on me. When you're doing something naughty, or exhibiting, something about your senses heighten and you're more keen about things. Maybe you're tricking yourself. Maybe not. I was at my limit I wanted to fuck. I needed a cock...I couldn't do the whole class so I excused myself early. In the locker room I went into a bathroom stall and slide my yoga pants down to my ankles and sat on the seat with my legs held up. With my phone, I took a selfie. I looked like a horny slut. I was a horny slut... "Come home now. I can't take it anymore. I need you to fuck me." I texted Wally with the photo attached. I put on a tank top and my leggings back on and took the bus home. I got home first and went straight up to the room and attempted to take the cage off. To my surprise, you really can't take those things off without the key. It actually hurts if your force it too much. It was around 7 PM and I was laying in bed naked and in the worst lust I've had in a long time. Wally and I have sex about 2-3 times a week at least so it wasn't that my pussy was dry. This was all because of the excitement from the "accessories". I guess they really work. They spark a passion in the wearer and their lover alright. I found myself fondling my AA breasts. They're small but perky. I've always been proud of them. Everything about my body is natural although enhanced by a portion of hormones. It was a painstaking battle not to attempt to be perfect with plastic surgery especially for someone as superficial as me. But my body was the one trophy I can flaunt. That I can say is real in a sea of falseness. Wally says he loves my small breasts. He said that for 20 something years all he saw was his wife's which were apparently significantly larger than mine. When he came across my little puppies for the first time, he said it was like coming across a new car that revved his engine again. That resonated with me whenever I played with myself there. I wanted him. All I was thinking about was him. I found one of hands tipping the steel butt jewelry as if it was a joystick on a controller. I was in full masturbation mode. My feet clenching on the bed sheet with every movement of my finger, scrunching on the previously perfectly made bed. "I see you started without me." A man's voice... I jolted up. I had no recollection of hearing anyone. There was Wally at the edge of the bed staring at me. "Omg, how long were you standing there?" I whimpered. "Quite a long time. I didn't want to disturb such a beautiful scene." Wally leaned in an kissed me. His lips swallowing my desires that were harbored towards those exact lips the whole day. It was a hot kiss. I told him I wanted him to fuck me silly right now. "I will. But first I got some more toys for you to get you ready for the movie." Wally brought out another Amazon box. Oh shit... He pulled out of the box a pair of handcuffs that looked like steel but was plastic and this neck choker thing with a chain ring around it. There was also what looked like a cock ring that had chains that go around your ankles. "You're kidding..." I pouted. "You can't fully experience 50 Shades unless you know how it feels right?" He retorted. "How do you even know what they do in it? Wait did you watch it?" He averted his eyes. He actually watched the first movie. Wow did he watch it for me?... I love this man. "Okay... I'm so fucking horny right now I just don't care. Just fuck me already." I tried playing it cool but deep down I wanted to cry because this was already my favorite valentines day and it wasn't even valentines day yet! Wally led me into the closet. I was like why are we going into the closet? "Didn't they do their kinky stuff in the closet?" He responded so cutely. "It was a sex room baby." "Well I'm only a doctor not whatever CEO he was so I can't afford a sex room." Wally said as he put the choker thing around my neck. "Uh.. what exactly is this supposed to do?" I've had a lot of crazy sexual exploits but I really have no idea what and how to do BDSM. Wally took out the key and unlocked my cage. Yes it was finally off! But as soon as he took it off, a new form of restriction slid right in. This time a cock ring with chains that Wally buckled around my ankles and my choker. He then clasped my hands together and handcuffed them to the highest coat rack bar which was actually quite higher than me. I was on my tippy toes with my arms fully extended over my head. I usually have to get a stool to reach our top rack in our walk-in closet. So that's why we're in here. He really thought this through. Pervert probably thought about it the whole day at work while his patients were asking for pain killers! Oh snap. My sexy man just took off his shirt. Damn those pecks and those chiseled abs. Always makes me drool. I've lived with him for months now and I still don't know how he has this bod at 49. He doesn't go to the gym much since he works so dang often. That sexy body of his was the last image I saw before he blindfolded me. "Hey! I can't see!" I whined. "That's the point. Don't worry I'm going to record it on my phone for you to watch after." We had talked about making a sex tape for our own enjoyment but he's a bit old school. I can't believe we were doing all of this in one night! The next thing I felt was pure bliss. I felt like I would faint and all he did was pull out the butt plug. Oh my goodness I can't explain the feeling. My ass pussy was clutching for air trying to reshape itself after being molded in one shape for so many hours. Then I felt something warm and a little textured rimming me. He was licking my asshole right after pulling the plug out. I was tingling and shaking standing erect. The more erect my posture the harder it was for me to stand on my tippy toes. My cock which was binded the whole day was now erect and again binded by the cock ring. All I can hear is the sound of chains clashing every time my body moves as his tongue enters deeper in me. I was going to faint! Wally continued to play with my pussy for what felt like forever. "Pleasseee.... No mooreee" I could barely get the words out. I couldn't think straight. Then as I thought I couldn't stand anymore, I wasn't! My legs were spread wide and I was hovering in the air. Wally had lifted me from behind and now his arms were entrenched under my legs spreading them open for him to enter from the rear. And he did just that. Oh gawd. >_< That nice juicy cock that I've had countless times since that night at the bar felt like a dream. Being blindfolded accentuated my image of his dick. Was it bigger than before? It sure felt like it. Strong ram followed by another strong thrust. It was a steady rhythm. Oh god I'm being manhandled. This was what I was craving since that very morning. My man holding me up like I was a children's toy and inserting his will onto me. I couldn't take it. I was ejaculating but I wasn't. The ring was preventing me although I was bursting. My brain was hurting. My man was fucking me so badly my mind was blank. Wally turned my dangling body around and once again began thrusting his cock into my now customized pussy. It really was completely trained for his cock now. Thrust after thrust I was orgasming without actually orgasming. "Pleasseee. Pleaseee let me cum." I think I said that. I think I was repeating that over and over lol... "Let's cum together." My master whispered in my ear. [50 Shades ;)] I felt my clitty loosen up and I exploded. He released it... I felt whatever I had frustratedly compiled throughout the day coming out of my little cock spurting all over my stomach. This was the most I've let out in a long friggin time. With my legs wrapped around his firm waist and his strong hands clenched around my heavily puffing hips, Wally kissed me and let out all of his pent up sperm. I could feel his offspring launch deep inside me where I swear my stomach was so warm with his cum that if I ever could get pregnant, that would be how I imagine it would feel. I must have passed out because the next thing I remember was waking up in bed. Wally joked he came 3 more times in me after I told him what I last remembered, but that didn't happen for sure. He looked like he just woke up too. "So do you still want to go watch that movie tomorrow?" He asked me. "After what you put me through today, I have to get my revenge on you tomorrow so of course!" And so we did end up going to watch 50 Shades Darker on Valentines day and I even went with the Ruby Anal Plug inside me. We ended up sitting in the back corner of the packed theater and he actually had fun no thanks to the movie of course 😉 This story was originally published here

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