I bought an anal beginner kit of plugs. The smallest has diameter of 0.78” (1.98cm), so not much bigger than my finger that I probed with to start.
Day 1/2: wore plug for between 5 and 10 minutes. Twice each day. Felt soooo good!
Day 3: wore plug in the morning, sitting down while Black Friday shopping. Lost track of time and wore for twenty minutes! Guess it was comfortable!
Wore again at night, aiming for another twenty. This time I was walking around cleaning up. I could feel it with every step! It was so arousing and exciting! After 15 minutes I sat down for about 5 and went I stood up the plug was way less comfortable. 5 minutes later, I felt obvious discomfort and removed, but I made it 30 minutes!
I’ve been curious the difference between discomfort and “new fullness” and now I know. It was like I was poked instead of filled. Also noticed the plug was almost dry. Need to apply more lube, and being silicone must reapply quicker than I thought too.
Day 4: Wore smallest plug for 30 minutes while gaming. No discomfort until I stood up, that hurt for some reason. Removed plug and it was still wet, so I used right amount of lube this time.
Got adventurous and tried the next size, 1.1” plug! Took it very slow but got it in pretty easy, once in it felt even better than smaller plug - instant full erection ;)
Some soreness I guess is the word 30 minutes later. Might have gone up a size too quickly :(
In the afternoon I felt this need to put the plug back in. Put smallest plug in for 50 minutes. Wanted to go an hour but felt some discomfort. A little sore. Gonna try to force myself to take tomorrow off
Day 6: after a day off I wore the smallest plug for 45 minutes while gaming. Tomorrow I’ll go for the next size up again.
Day 7: wore second size for 5 minutes this morning. Was a little difficult to get in, took it real slow and no pain or discomfort once in. It feels so good sliding in, instantly hard again once it was in. Smallest plug slides in quick without erection. Still can’t believe the largest one will fit…
Day 8: cumming with 1.1” plug in feels amazing. Did so twice today. First time there was some resistance getting plug in. Second time it slid in much easier. Definitely going to be a while before I move up a size. This 1.1” is very tight still.
Day 10: a day off then back to the 1.1” and it was very tight. Had to go very slow to get it in, and could only wear it for 5 minutes. First 3 minutes do feel so good though.
Day 11: still a long way to go. Very tight getting the 1.1” in still and some discomfort after a few minutes, but it did get better after a bit today. Wore for 10 minutes.
Day 12: plug went in easier today, that’s good. Still not comfortable wearing it very long. Went 10 minutes but wasn’t all enjoyable. No pain, just a “not used to this” feeling.
Day 13: word for a little over 10 minutes. Wasn’t the intent, but I got carried away with horniness. Cumming with a plug in is sooooo good.
Day 14: two weeks! Wore plug for about 20 minutes. Didn’t mean to go that long but I was gaming and while sitting the plug is comfortable. Standing/moving I’m aware of it and it gets uncomfortable but while sitting I could go a long time. Still some resistance getting it in, so quite a ways to go before next size.
Day 17: I SIZED UP sick the past two days so no play but woke up really horny. Slid in the 1.1” with no issues. Put on extra lube and very slowly slid in the 1.28” plug. Some resistance at the widest part. Took it slow and got it in! Wore for 5 minutes no issue.
Day 18: Slid 1.1” in easily. Took it out and used the smallest 0.78” as a tiny dildo, sliding it in and out over and over, getting used to things making that movement in my ass. Then put the 1.1” back in for another 5 minutes while I came.
Day 21: two days off :( I got 1.1” in easily and wore for 20 minutes.
Day 22: 1.28” slid in easily, it feels more comfortable than the 1.1” surprisingly! Only wore for 5 minutes but had a good orgasm with it. Still hard to believe it fits, and still have a bigger size to go!!
Day 24: wasn’t horny but did my training anyways. A little discomfort but added more line and 1.28” went in easy - instant erection and horniness. Another good orgasm.
In afternoon I wore smallest plug, 0.78” for an hour! Felt ok, still some discomfort at times. I did sit down and a lot of lube squirted out… that was awkward.
Day 32: A long break for holidays. Wore smallest plug for 15 minutes while gaming. Then got horny and had a great orgasm, even smallest plug adds to it. Plug went in super easy! Was worried I’d be super tight after a week off. I’ll keeping working back up in size
Day 34: risked it and went straight to the 1.1” a little tighter than usual, but still went in easily. Wore it for 15 minutes with no discomfort, felt good. Really need to start motion training soon - getting used to something going in and out constantly. Just need to find the right toy…
Day 35: uses a household item as a toy for motion training. Felt alright. Was about as wide as the 1.1” plug. Slid in/out easily and went fairly deep with no discomfort. Disappointed it didn’t feel better. Maybe a thicker toy will?
Day 37: went for the 1.28” and had a really good orgasm. Very tight going in, I probably should have stopped - too tight a little pain at the widest part. Should’ve gone slower and added lube. Felt great once in and came out easily. Hoping all ends up ok. Either need more stretching or more lube.
Day 43: so many days off definitely sets me back. But I’ve also made progress. 1.1” was a tad tight going in but comfortable once in place. Word it for 10 minutes then got adventurous… tried the largest plug, 1.5”. I couldn’t get it in. Majority of it went in fine, but the widest part started to hurt. Used extra lube and relaxed best I could but it hurt and I wasn’t going to force it. Slid the 1.1” back in super easy. Had a ruined orgasm that felt better than expected thanks to the plug.
Day 51/52: Hoping to do more here. Tried the largest again at some point with no luck. But for now it makes a decent dildo for movement training. Day 51 I wore 1.1” for 45 minutes and the 1.26” for 45 on day 52. Both felt comfortable the whole time. Very full but comfortable. I was standing at a different angle and might’ve pulled too quickly when removing the 1.26” because it hurt. So gotta keep an eye on that.
Day 53: wore 1.26” for 10 minutes. Unfortunately, learned why they say to always have a bowel movement before anal play…… no discomfort inserting or removing the plug, just some grossness.
Day 54: Hour milestone! Word 1.1” for a full hour! Was mostly comfortable the whole time. Last ten or so minutes started to feel a little off. Water based lube for silicone toy seems to be limiting the time I can go. These are definitely more for width training.
*Day 57: word 1.26” for twenty then thirty minutes with a few hours in between. Felt very very full but not much discomfort until end of both sessions.
Day 59: I DID IT!!!!! I got the 1.5” plug fully inserted!!! Word the 1.26” for a few minutes then tried 1.5” took a few tries, stopping at the widest part of the plug probably 3 times. Took a short 20 second break, then slid it in!! Sooooo full! Not the most comfortable, don’t see myself wearing it while walking around, but I got it in!! Now to keep working with 1.26 and 1.5 until 1.5 is comfortable. Mmmph
Day 62: 1.5” plug successfully inserted! Still not the most comfortable thing. Sat still for 5 minutes getting used to it and that’s all. Satisfyingly full but need to get used to it.
Day 64: New time record. Word small 0.76” for two and a half hours!! Was seated the whole time so nothing crazy, but still an enjoyable long time!
Day 65/66: Wore smallest for an hour while cleaning around the house. I tried “injecting” lube instead of only applying to plug and was not as comfortable. Tried 1.5” again and could not get it in. Was painful at widest part again. Need to find more time for stretching but hard because so much lube/mess! Did wear the 1.1” for an hour while edging. That was really fun.
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