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>be me half an hour ago
>cleaning out to insert small plug to sit, chill, do kegels
>lube up, insert plug
>if I relax it wants to slip out, let it settle, tighten and pull it back in
>I let it push out a little further, I feel the conical base past the neck...
>suddenly it jumps out
>falls into unflushed toilet
>ohGODDAMNIT.wav
>fish it out and wash it 3-4 times thoroughly with dish soap and hot water
>reinsert and leave it alone

Not a fun time. Also /analgen/, I have a question. Do any of you ride bikes or motorcycles? I recently picked up the hobby last year and I'm wondering if anal will get in the way of it? I've recently started aiming toward 2" diameter and doing more kegels. I haven't done it lately but I have started using my plugs again. After an hour I'm going to switch up to my 1.8" plug and sit for another hour or more. They're b-vibe Snug Plugs. No I'm not going to wear a plug and ride, that's an incident waiting to happen.

>>11516145
>>11516873
i should have checked for new thread before replying

>>11516858
>No I'm not going to wear a plug and
betcha will

How hard is the silicone on other Hismith toys than the default? I was kind of looking at the p-spot one, but the default dildo is firmer than I like, and I worry that the p-spot toy would be the same.
If it ever comes back into stock on their AliExpress shop, that is. Their own website has the most insane shipping fees I've ever seen. Fucking $114 on a $60 toy.

I wish there were a good way to use third-party toys. I have another that's a little larger but softer than the included toy, but I haven't gotten it or anything else with a suction cup to last more than 30 seconds.

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>>11516880
What suction cup attachment have you got? If its the one with the screw, you might just need to tighten it more, mine wasn't tight enough and it was causing an issue with the suction cup seal.

>QOTD: What was your single BEST anal experience you've had so far?
Far and away has to be my wife pegging me for the first time. I'd already warmed up a bit before she got home, and she took charge at once. I'd figure we'd start slow, but she went straight for it and almost immediately she's plowing me. I'm normally a pretty reserved person during sex but with this every thrust had me moaning like an obnoxious hentai girl

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>>11516845
>What was your single BEST anal experience you've had so far? What made it particularly good for you?
I think the 2 best experiences I had was squirting multiple times with my N-joy wand, I was bent over with my ass up using the big end to glide over my prostate repeatedly. It was super addicting to chase the build up and then relaxing to orgasm continuously.
the Second experience I keep coming back to is riding my dildo cowgirl, really slamming down on it, making my thighs slap with the floor or just focusing on making my hips move. harder to chase an orgasm, but after the session I'm left with a really satisfying soreness. it might be making my butt bigger too....
2 shots of liquor, a bit of weed, and a Friday night really adds to the experience.

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>>11516845
>QotD
I've been pegged, I've had sex with a ton of men, I've had a dommy mommy nurse gf finger fuck my prostate until I came. Nothing beats my 2nd time having sex, when I got fucked by my dad's best friend. 1st time I had sex was horrible but that made me see the light of anal

>>11516845
It was last week when I finally had my first hands free anal orgasm. I realized girth gives me full body multiple convulsing orgasms. Now I know why women scream during anal sex. Usually my tantus silk large makes me feel like im about to have the biggest orgasm of my life but I cant get there. I start shaking when I thrust but its too intense. My gf pegged me once with a medium one but I told her to use the big one.

We did doggystyle and I was shaking uncontrollably from the girth and stretch again but she decided to just fuck me through all the shaking hard and fast. She noticed all the shaking and said babe you're allowed to scream. She also started spanking me with red welts. Then she did deep hard thrusts making squelching sounds pounding the hole and hitting the sigmoid and I came so hard I had a full body hyperventilating, clenching, shaking, back arching, seizing up, i'm gonna die orgasm for a minute. I had to scream in the pillow because the orgasm wouldn't end. I had one more orgasm but I couldn't handle a third without passing out. It wasn't even a p-gasm, maybe it was the depth or girth

>>11516939
Relationship goals

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>>11516938
>fucked by my dad's best friend
story??

>>11516889
I tightened it and also put some electrical tape over it to try and make a seal.
When I pull them by hand the toys feel secure, but in use they come off very quickly.

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>>11517030
I gave the rundown last thread but I'll go a little deeper this time
>19ish, had already gotten fucked my first time by a married guy in his truck but it was very disappointing, dude barely got it inside me
>Still haven't had straight sex at that point
>Rationalize to myself I can't let my first disappointing experience be my only experience
>Post on Doublelist
>Get a ton of responses, one of them is a dominant BBC that demands we meet up that night
>Yes sir
>After classes end at about 5 head out
>I usually kept some lingerie in my bag, hair was long, and kept myself almost permanently caged
>This was before gps was reliable and my tomtom took me to the wrong place all the time
>Pull up at a church I thought we were supposed to meet at
>Rough neighborhood, with my dad's cop plates on my car
>Can't help but fantasize about being gang raped while I wait and tell the dude I'm here
>Eventually he realizes I've gone to the wrong place, pulls up and tells me to follow him in his car
>Follow him into a moderately better neighborhood
>Pulls up at a park, tells me to hop in
>Get in there and have a slight panic attack when I realize it's my dad's coworker, another cop he's really good friends with
>He laughs and says I'm his bitch now that he knows my secret
>Panic turns to arousal at being "blackmailed" and I realize I really want to play with his cock
>I do, start rubbing him through his pants as we drive to his place
>We get there, he's already got gay porn playing in the bedroom of femboys getting destroyed bv cock
Sorry, preface over, time for the actual sex

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>>11517041
2/3
>He lays down and takes off his shorts
>His cock isn't even hard yet but it's long and thick as hell
>Suck his cock from balls to tip, making sure every inch gets wet
>This is already way better than my first time
>But I realize a problem
>When I lost my anal virginity he barely got it in due to size issues, no chance of that happening here. I had practiced with plugs and dildos before but nowhere near this size
>He already said he wants to fuck me, and this may be more than I could actually handle
>Not about to back out without trying at least
>Finally get him as hard as he can be
>Try deepthroating him a few times but gag, so suck on him and stroke him until he fucks my face through my gag reflex until it calms down and he just slides in and out
>Didn't even know I could do that
>Eventually he throws me off, pushes my face down and coats his cock and my ass in Vaseline
>When he pushes his cock in he doesn't wait and is not gentle
>Pretty fucking hot but also hurts like hell. I scream and try to pull away, he holds me down until I stop squirming
>I say something along the lines of "you're too big, let me suck you instead"
>He just laughs and holds me tighter. Says "Nah, you can handle it"
>He starts fucking me, going deeper and deeper each time as I realize I just said "no" and he didn't care
>Being "raped" is a confusing feeling. It feels REALLY good to be wanted that much but at the same time hurts and is scary
>Just kind of moan/scream into the pillow
>He tells me to call him Daddy and I'm screaming it at the top of my lungs
>Towards the end, my ass stretches enough to start feeling good, squeeze my prostate around him for a quick buzzing feeling, and he seems to love it
>Try to push back on him too but I really don't know what I'm doing
>He finishes in me, cleans himself up and tells me to get dressed
>I do and he brings me to my car
>Tells me he'll get with me when he's ready to bust a nut in his favorite son again, takes my cage key

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>>11517043
3/3
>Next week I'm itching to see him again
>Go back, let him use me until he cums twice to get my key back
>That starts a whole chain reaction of being his toy, letting him take me to a gloryhole, etc
>Week after he gives me my key back I buy a bigger dildo, bigger plug and start doing squats
>Lose my gag reflex completely by the end of the next week, ass is pretty much always gaping by the end of the month (exaggerating but still, I barely needed prep for a quickie)
>Getting "raped" gave me some messed up kinks and goals, but overall 9/10
Don't be like me

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>QOTD
My best anal experience was with this hot Brazilian trans escort. We made out like crazy, super deep and sloppy with tongue everywhere. I dropped down and gave her a hungry passionate BJ, sucking her thick cock like I needed it.

Then she topped me. She started me in doggystyle, sliding in deep and fucking me hard. After a while she flipped me onto my back, threw one of my legs over her shoulder, and pounded me even deeper while we kept kissing nonstop. Her thrusts felt insane. I came way harder than usual.

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>>11517064
sounds hot, i once got assfucked by a hot trans escort and it was the best shit ever

>>11517045
hot

How long do I need to boil a brand new dildo?
Or is a simple wash with soap and water enough?

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Can't decide if I should get an XL Rex or a large Flint (or something else).

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>>11516845
>QOTD
I guess I have two answers since they were both life-altering sessions, one was sex and one was solo.

Years ago I hired a very hung trans escort for half an hour. We get on the hotel bed and she gets on top of me as we're both nude making out, then soon enough the massive 8 inch dong slides into my hungry hole, and i'm getting mounted missionary style as the escort is stroking me and choking me all while fucking me. I remember cracking a smile uncontrollably, which made the escort smile and then began fucking me harder. I think about that night very often.

The other is when I solo assfucked myself in chastity for about 4 hours with the help of some alcohol, and I had an immensely powerful HFDO which to this day is the single most intense sensation I've ever felt. I was lying and spasming on the bed for several minutes afterward, literally physically incapable of moving or getting up or controlling my body in any fashion.

One day I hope to recreate and top both of these experiences.

Anal makes me feel like such a bitch but I love it. I love it so much.

I'm thinking of buying a butt plug to start my anal journey. Any recommendations or tips I should have when buying my first one?

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>>11517137
Fuuuuk, i want hing trans mommy so bad

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Anyone ever use jojoba oil as lube? I remember people used to post about it and it is in a few commercial products like
Pjur ans they claim it helps you get super relaxed and stretchy. I remember an ooooold fetlife post where someone said after using it daily they would gape if they just bent over….
>>11516845
>qotd
The first time I ever used my fuck machine. I was in my inverted cage, a little high, watching PMVs whilst getting fucked stupid by a thick 8 inch cock. I had only ever ridden dildos before this and had never ever experienced something else fucking me. I was drooling, moaning, unable to stop squirting pre with every thrust, it was pure bliss.

How do you lube up for deep insertions well past the bend? I've got a syringe but it only goes like six inches deep and it doesn't really feel like the toy is pushing the lube deeper as I insert it.
Does nobody make a lube syringe with a really long flexible tip?

>>11516845
Would you say MDMA is a good thing to mix with sissy hypno/sissy pmvs? Those put me in a headspace to get fucked and I'm wondering how they would combine with MDMA

>>11517188
As with all drugs, less is more

QoTD
The first time I came from anal. Now its more routine. The first time I it felt amazing and I was hooked. It was a bad dragon vector laying sideways on my bed watching gay anal creampie comps.

Now I'm ready to be a bitch in heat for cock. I just want to know how you know you are getting a decent guy to top you? How long should you talk before you bottom for them? Do any of you recommend anything other than prep? I want to get a hpv vaccine first.

Anyway tonight I'm training with plugs. I have my gape keeper 55 and 65. I'm on 65 right now. I'm going to the mare maker 70 next. Should I get a gape keeper 75 or a hilt 75 next? I'm thinking about the gape keeper because I can focus more on it and won't be tempted to fuck the knot too soon. I've never had any toy bigger than the mare maker 70

>>11517164
Material and shape will make a big difference. Make sure you get something that is body safe, platinum-grade silicone is the best kind you can get. There's not a lot of safety laws around sex toys, so many can be made from harmful materials. Smaller, narrower plugs will be easier to put in, they might be good for you as a beginner but you will probably outgrow them pretty quickly. It might be best to use fingers until you are more comfortable with the sensation then get a plug with a bit more size. Lube will also make a huge difference, X-lube is highly recommended for being both economical and the slipperiest, making inserting it very easy and more pleasurable.

>>11517188
I would say so, the colours and flashing lights from those videos might be a bit overstimulating, but you can always turn it off if it gets to be too much.

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Upgraded from the Gape Keeper 75 to Grip 96... hoped the jump wouldn't be too bad bc some of my toys are a bit bigger than the GK, but I just hit a wall on the Grip. Guess I'm stuck buying an in-between...

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>use silicone dildo
Just feels rough despite all the lube.
Can't really feel my prostate
>use glass dildo
Feels slick in and out easy
Can clearly feel my prostate
Why? I mixxed some xlube but it only last for like 5 minutes, I used 2x lube shooters but I think it's just getting shoot up the ass. Also how hard should I go on the prostate? I can defentially bully the fuck out of it with the glass one though I haven't gotten much pleasure

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>https://c.lovense-api.com/t2/wmvdc623
Up for a bit if any anons wanna play with my butt

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>>11517173
hung trans mommy is seriously peak living. if i could come home to that same escort every night where she could just fuck the living shit out of my ass for hours every night, it would be absolute heaven

>>11517220
Give it some time and some tech ;)

>>11516845
>>Question of the day
While living with family I had gone a few years without any buttstuff, since there were literally never any periods when I was home alone for a known period of time, and I didn't want to risk it at night. Eventually I finally had an opportunity.
I decided to go for prone-bone position, and I used a small BD Chance, the old style. Based on the website's sizing tool, they've changed the measurements; the one I have is halfway between Mini and Small. I wish I had the new-size Small because the one I have is barely more girth than a couple fingers.
But despite being such a narrow toy, I was feeling it WAY more than I ever had before. I'm normally dead silent, not deliberately but just no urge to vocalise in the first place, but that time I couldn't have stopped myself if I had tried. I was moaning, biting the pillow, legs were shaking, it was incredible.
I didn't cum hands-free, and I jerked to finish it when my arm was getting tired from fucking myself, but the orgasm still left my entire lower half twitching and it was a few minutes before I could even stand up.

Never managed anything quite like it again.

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>>11517185
>How do you lube up for deep insertions well past the bend?
you buy some surgical piping, cut to length to go into your sigmoid, and pair with it the syringe filled lube to get in deeper. I've tried to before when the cum tube from my bad dragon Rex just decided to come clean off.
>>11517215
Try using the glass dildo in the shower, my X-lube definitely lasts longer compared to when I try prostate play in bed, and when I target my prostate, I definitely give it a good amount of speed & pressure, but not an insane amount, one time I went a little too crazy and saw a faint amount of blood come out of dick... scary