16 loads and what do a sissy get? Another greedy hole with a lot of depth.
Yes I did swallow 16 loads (but they were all mine) and at the same time took my largest toys for the first time.
So... how did I get here? It all started a last month when I wanted to push my limits and try out my new toys in a slutty way, not the same old: gather some videos, wear chastity + outfit and have some fun. Like a greedy submissive bitch I wanted something extra... something more dirty and daring to get me in the mood of taking my new toys for the first time. So I began to plan my great sissygasm.
First step: Gather every masturbation orgasm in a condom and put it in a container in the freezer. When it fills I can have my playtime. I can only have a plapgasms or a sissygasms.
Second step: Have fresh poppers, lingerie and some x and weed. AND the most important J-LUBE (I love making a thick bottle of lube).
Final step: Train my body to take my new toys with minimal pain (masochist so a little pain is always welcome). First my 10x3inch Dildo and then my 7x5inch Plug. (measurements may be slightly inaccurate maybe post a pic if in the mood later).
So... I am writing this after the whole scene. It took 3 days to be able to take my toys.
Day #1: I just got back from a business trip. I intentionally did not masturbate the entire time. Got home my wife is traveling with her parents. I have until the 9th. We have 2 bathrooms. I prepare the bigger one with all my toys, outfits, towels, extra stuff and what ever I might need, fix the lights with some red LEDs, sound (even when using headphones, helps drown out the moans and it's part of the environment until the end). Grab 2 weeks worth of new content and I begin.
First shave and smooth then chastity and plug first, outfit (black nylons, white panties and a bodysuit) and I start the curation for the next 2 days... within 40 minutes I am sitting on a vibrating dildo, plapping with my favorite dildo, suction cups on my nipples and completely in trance and hypnotized. After not being able to take it anymore I cum within the 2nd hour with the dildo in a different rotation mode, plapping my balls to some great chastity/bbc/ hypno i created with tabs. I remove my chastity to collect my cum and I came a lot!!! Like more than normal, I wanted to drink it there and then, but I did not and put it with my cumllection. Took a shower and put on some pink panties.
Day #2: I woke up and did the normal back home routine inside only slut mode, outside is "normal" but panties, chastity and plug (nylons if possible). Did all the chores and got ready for my "night time" activities.
Since I was in outfit and half way there mentally and physically I put my rotating/vibrating dildo on the chair and sat down and continued my curation for the final day. I got distracted by my slutty and eager hole and shoved in my inflatable plug; first with the dildo, but then I wanted to play a game... pumping and popping in order to prepare it for the final day getting my whole ready for my "giants". After the 2nd our or so I was with my inflatable dildo with at least 9 or 10 full pumps, deepthroating my favorite dildo and plapping with my largest dildo (heavy plaps) and nipple clamps. I came fully and was able to collect it and fill up the container. I had a devilish slutty smirk.
Day #3: Today same as the day before but small changes before I even start: my most slutty outfit is a pink latex top and garter belt, white stockings, hot pink panties and my 7inch heels (still training), full makeup (still learning but only enjoy the lipstick and mascara, lipstick for marking the dildo and mascara for when the tears flow). My flat chastity with urethral tube (I was using a normal chastity for easier collection the previous days), plug and suction cups on the nipples. Also I took my container out of the freezer during the day so it could transfer it into a cheap condom (love the smell and taste), being careful not to break it or spill any of it. After that to start I sat down (on my rotating dildo, of course) took my x and began to enjoy.
I began plapping and sucking on my favorite dildo making a huge mess, not swallowing any saliva so I spat on the dildo and slapped my face or just let it run down. But I wanted to swallow my cum, I put it right in front of me but far away enough that I could only have it when I earn it, only way to earn it was being able to fit the plug inside and keep it there. So I started with the large dildo on the chair (J-Lube REALY make the difference), but after a while my legs started to give up I took advantage and started to impale myself with the dildo (huge fantasy of mine btw), I tried the nipple clams but I was still sore from the day before, so... I grabbed my trusty magic wand and stimulated my cage and put on some clothespins (pleasure comes from pain) and simply took my weight off the floor and FLOP... balls deep. I moaned like a dirty slut and felt some cum spurting out going into the tube, I did not have an orgasm but I did oozed. I collected with my hands every drop I could and I was determined to take the plug. "If I can take it deep and thick, I can take the "beast", I can grab it." I thought in a second. I grabbed the cum-filled condom (it was half way full, I was in love with it) and shoved it in my mouth keeping me drooling and temptation a bite away. But when I got up my legs kinda gave in...
I was exhausted and my legs were shaking, I did not wanted to wait or take a break. I wanted to feel full, tight and most importantly I wanted cum! I grabbed the plug and plopped it on the floor, my heels was preventing me from getting any... I could only tease. I saw the trash can and thought: "If I take away the trash bag and flip it over I can get on my knees and take it". I didn't want to throw my wait and impale myself again, it is very girthy. So I did just that and slowly got it inside me, I could not believe how much of a hungry whore I have become, I took the large dildo and I have this giant plug snuggly inside me. Is it stretching me out? Is it painful? It it bliss? Is it pleasurable? It it the biggest I've ever had inside me? YES! Then I remembered, I can have more! I bit down on the condom (it took a while for a cheap one) and sucked all the cum and kept it in my mouth, swirling, playing and tasting every drop. I was in pure sissy submissive bliss and I could still have and orgasm! So I plapped with the large heavy dildo and I got the vibrator. I wanted to have a very, very! Hard full orgasm caged, plugged and in pain... before I finally came I took the clothespins off (the pain was tremendous) and pressed hard with the vibrator and plapping my balls like it was nothing, my ass completely filled and I had a full orgasm. I was able to swallow 3 mouthfuls of my cum, first one before cumming right on the edge, second one while cumming (moaning with a mouthful of cum is wonderful) and third and final one after cumming and removing the plug.
After all that I was more than exhausted but happy, complete sissy slut bliss, laying in a mixture of lube and saliva on the floor. I was so proud of myself that I just stayed there for an extra hour or so reveling in my mess and enjoying the level of depravity that I endured and created. Admiring 3 big achievements: 1 giant plug, 1 large dildo and half a condom of cum. I honestly don't know how to finish this but I'll make it brief.
You can do it. You need training, space, mindset and goals. Keep a diary (for yourself). Don't think you can't get there just think how good it will feel when you are able be there feeling what you wanted to feel.
Posted Jul 8, 2026, 9:40 AM UTC