What is the biggest thing you have inserted in you

[MAcpl69]

For me a 3" dia spade shaped plug in my ass. Also fucked a triple head dildo, 2.75 dia at max head size, although its 10 inches long I can only get about 4 inches in (just the three heads) but I keep working at it.

[cornholejoe]

a 8.5 x2.75 dick with a big mushroom head left my ass sore for a week:yikes2:

[cornholejoe]

let my friend put a 3 bumps for you rump plug in my ass 8 inchs long 2.75 on the last bump took it all my asshole was gapped like well used asshole

[Fzmr9t]

The wooden handle of a gardening hand rake that’s approximately 6” long and a 2” diameter

[Waylon]

I have taken a nice big 8inch cock dildo in my ass. I was surprised and pleased it went in so easily with lots of lube.

[hung4you]

Got used and abused by. 10 inch BBC. Normally if I take a big cock I can get used to it, not this guy.

[babyrmd]

9"long x6"round cock, 8.5"long x6"round cock, 9" straons by 3 fem dommes during a rape scene after being figged

[nma4me]

A big dildo. It was 8 inches long and 2 inches in diameter. It made me feel slutty to have such a big toy in my ass.

[Marriedbi58]

I have been fisted many times with medium to large hands halfway up the forearms.

[BiBombshell]

3.5 in diameter pride dildo. Fuck yes. What a great day when I could finally fit it in.

[jesslike2play]

The cock on a hot hispanic man my ex wife brought home from a club on night. He was almost 10 inches long and almost as big around as a coke can.

[Shelby57]

I have an 8” dong about 2.5” in diameter that I ‘practice’ with. Well actually, I have 2; I use one for anal play and the other to practice oral. It’s kinda hot when I have both of them all the way inside me. Would love to experience the real thing.

[sysper]

ur serious if u have different dildos for different things...i hope u get to experance the real thing soon, me too for that matter :)

[plainguy]

A triple D cell mag lite , with a condom on it , I came so hard, felt so good.

[sweet64]

9inch circ.

[monaohio]

a 10 inch long 4.5 inch round cucumber and a 8.5 inch long cock that was almost as thick as a pop can in my ass and they both hurt sooooooo good

[twntexas]

My left hand

[12voltyV2.0]

It was a cock----not a really long one, maybe a bit over six inches long--but holy cow---that sucker was bigger around than most fists are and that sucker---of any cock I have had, even the longest one--about ten inches but not anywhere near as thick-----hurt like hell.. He was rough to boot and it was the only time I have ever had any bleeding due to being fucked.

I'd rather take a nice big long, thinner cock than one of those big huge "fatties!" At least the guy could do it with more finesse and care--not "Slam, Bam, I have CUM!!! Man!!--NOW--time to go, Bye!!"

I really thought that the guy was going to make real, the old saying "Ripping a new asshole!!" on me....:bounce:

Getting fucked by that dude's cock--killed any possible desire I might have had to get fisted----ugggh-----that cannot really be good for your anal health and condition....

[sysper]

hope ur other fuckings have been a pleasure! that's important to know, i'll have to think about that when i finally meet the guy who will fuck me. i have thought taking a fat but not long cock up my ass would be ok but maybe i'm wrong? although i know alot will also depend on how he fucks me too & his attitude.

[12voltyV2.0]

hope ur other fuckings have been a pleasure! that's important to know, i'll have to think about that when i finally meet the guy who will fuck me. i have thought taking a fat but not long cock up my ass would be ok but maybe i'm wrong? although i know alot will also depend on how he fucks me too & his attitude.

I think a lot of it does depend, no matter the size of a guy's cock--if he approaches it in what I would call a kinder way. That guy was just one of those types that all he was interested in, was to get his dick in something--and then just pump it till he got his nuts off. He had no finesse, no changing things up---just go in and for his own enjoyment and orgasm.

The very first cock I ever took, the guy was pretty big, but he took his time, directed me, started slow, making sure it wasn't hurting me and while it did at first, before too long, it felt great and in the short time we were involved, we had tons of incredible sex. He knew what he was doing and what to do with his cock....

Fortunately, I have had pretty good luck with most of the guys I have gotten with over the years, so much so that I say that on balance, I am glad that I found out I do like to take cock, because most of those guys were good at doing it and cared enough to not just rip it up. They have found, if you are topping, if you make the bottom feel good, that is going to make you feel good too.

I hope that at some point, for the first person you do get with, the guy is "nice" and caring, and is not only interested only his own pleasure and thinks about making you feel good too.

Good luck, and here is to you finding a great first top guy.

[sysper]

thanks so much for ur kind words!!!! u make me feel good about wanting to try & hopefully my 1st guy will too :)

[bikurinpa]

thanks so much for ur kind words!!!! u make me feel good about wanting to try & hopefully my 1st guy will too :)
Finding someone is very tough, There is NO members on this site who are withing 75 miles of me here! others like adam4adam , silverdaddies are only games or guys who get more ass then a toilet seat!

[softheart]

hope ur other fuckings have been a pleasure! that's important to know, i'll have to think about that when i finally meet the guy who will fuck me. i have thought taking a fat but not long cock up my ass would be ok but maybe i'm wrong? although i know alot will also depend on how he fucks me too & his attitude.

You want a guy who will take his time and open you up a bit, and hopefully you are both into foreplay. For me, I'm totally into foreplay with not much off limits. So when it's time for him to fuck me, it goes in easy, and we are both so hot by then it's a magnificent fuck!

BUT.... no man has ever fucked me without us both getting an HIV test together, plus at least a couple of dates first before I give it up. You don't want your first experience to be with some crazy idiot. The emotional component is of utmost importance to me, even going so are as to agree to pretending to have a long, intense love affair as if we have been fucking for years!

[sysper]

very good points thanks! i'm very much into the idea of foreplay i think it's an important part of the whole sexual experiance. even if i'm experementing with homosexuality. i wanna experiance all of it at least once. plus it makes sense foreplay builds up ur appetites :) also good point about stretching out, i know when i have used toys/objects in the past it took awhile before i felt comfortable with them inside me. i could see how him just stretching me out could itself be fun! getting tested sounds like a very good idea i would at least insist he used a condom i would make that very clear. i'm also weary with add's that say wanna meet now etc. probably doesn't matter to such guys & women too i guess, who they find & they would probably not care too much be considerate of who they would be with. plus any guy i might wanna hookup with might think i'm the crazy idiot wouldn't want him to feel uncomfortable either lol.

[sysper]

wow i've gotton some very supportive comments on this list lately! thanks so much guys! u have given me some very good advise, what to do what not to do, what i could expect & encouraged me to go for it & enjoy it as much as the other guy. i think i would feel comfortable having any of u as my 1st. please take that as a compliment. maybe even a fantasy :)

I think a lot of it does depend, no matter the size of a guy's cock--if he approaches it in what I would call a kinder way. That guy was just one of those types that all he was interested in, was to get his dick in something--and then just pump it till he got his nuts off. He had no finesse, no changing things up---just go in and for his own enjoyment and orgasm.

The very first cock I ever took, the guy was pretty big, but he took his time, directed me, started slow, making sure it wasn't hurting me and while it did at first, before too long, it felt great and in the short time we were involved, we had tons of incredible sex. He knew what he was doing and what to do with his cock....

Fortunately, I have had pretty good luck with most of the guys I have gotten with over the years, so much so that I say that on balance, I am glad that I found out I do like to take cock, because most of those guys were good at doing it and cared enough to not just rip it up. They have found, if you are topping, if you make the bottom feel good, that is going to make you feel good too.

I hope that at some point, for the first person you do get with, the guy is "nice" and caring, and is not only interested only his own pleasure and thinks about making you feel good too.

Good luck, and here is to you finding a great first top guy.


Finding someone is very tough, There is NO members on this site who are withing 75 miles of me here! others like adam4adam , silverdaddies are only games or guys who get more ass then a toilet seat!


You want a guy who will take his time and open you up a bit, and hopefully you are both into foreplay. For me, I'm totally into foreplay with not much off limits. So when it's time for him to fuck me, it goes in easy, and we are both so hot by then it's a magnificent fuck!

BUT.... no man has ever fucked me without us both getting an HIV test together, plus at least a couple of dates first before I give it up. You don't want your first experience to be with some crazy idiot. The emotional component is of utmost importance to me, even going so are as to agree to pretending to have a long, intense love affair as if we have been fucking for years!

[Luvthewater]

I think a lot of it does depend, no matter the size of a guy's cock--if he approaches it in what I would call a kinder way. That guy was just one of those types that all he was interested in, was to get his dick in something--and then just pump it till he got his nuts off. He had no finesse, no changing things up---just go in and for his own enjoyment and orgasm.

The very first cock I ever took, the guy was pretty big, but he took his time, directed me, started slow, making sure it wasn't hurting me and while it did at first, before too long, it felt great and in the short time we were involved, we had tons of incredible sex. He knew what he was doing and what to do with his cock....

Fortunately, I have had pretty good luck with most of the guys I have gotten with over the years, so much so that I say that on balance, I am glad that I found out I do like to take cock, because most of those guys were good at doing it and cared enough to not just rip it up. They have found, if you are topping, if you make the bottom feel good, that is going to make you feel good too.

I hope that at some point, for the first person you do get with, the guy is "nice" and caring, and is not only interested only his own pleasure and thinks about making you feel good too.

Good luck, and here is to you finding a great first top guy.

Finally happened for me this weekend. Now I can say the largest thing I have had was an actual cock. 8"

[MAcpl69]

Finally happened for me this weekend. Now I can say the largest thing I have had was an actual cock. 8"
I'm jealous, would love to have my first time getting fucked be with a larger size. Did you use a toy to stretch your ass before you let him fuck you?

[bw299]

It was a long time ago. The wife had been doing me with a 6" tapered vibrator. Then I got her a 12" rubber dick vibrator with balls. Of course she had to try it on me. Damn I was sore for 2 weeks! That was the first and last time I let her use that on me.

[mtfromlv]

I bought me a present from Amazon. A nice 7" rubber dildo. I'm trying to ready myself for my first anal with my partner. I figured with some lube it wasn't that big and I'd take it with ease. WRONG .. Those things are a lot bigger than they look. I'm almost having second thoughts about it now. No, won't give up that easy... but only 7" and hurt like hell. Better luck next time.

[downforce]

The biggest Ive ever had in my ass was a cucumber that was 2" in diameter. Up until then it had been a 1-3/4" broom handle...that hurt like hell.

The two cocks I have taken in my ass werent that wide, so it wasnt that bad...but oh my did it feel good.

Since those 2 encounters, the biggest Ive had was when my wife fucked me with her 1-3/4" rabbit vibrator while I jacked off. I have a 1-1/4" prostate vibrator that I regularly use by myself.

[jackbirdjay]

I used cucumbers with a condom over them. The biggest I ever took was 13 in long by 9 ins round at the thickest point. Yes it hurt going in but once past my 2 rings it felt good. I held it in me as I jerked-off shooting a big load all over me. I have a doc johnson rubber dildo I use all the time it's 8 ins long by 5 ins round.

[BigAlNYC]

A medium sized fist. I must've dripped out a bucket of cum.

[ncbymail]

I have a 9" suction cup dildo that use when I really want to get filled. Most of the time I use my 7" because I can work it in faster and get done before the wife gets home!
Biggest dick I've had was probably 6" or 7". Of course I prefer the real dick but you know sometimes you gotta take what you can get.

[Sundazzled]

Same here. Once while playing in a threesome, the gal worked a larger size jelly dildo in my backside while her boyfriend and I exchanged oral favors. Once I got accustomed to the feeling of fullness and pressure, it wasn't altogether unpleasant -- and when I came, my orgasm was unusually intense, and my volume copious! Can't help wondering what the real thing might feel like.

[friskyous]

I've had a lot of things in my ass over the years, just o see if I could. Usually it was a cucumber I had selected at the grocery store but I do like to try different things. Once I had tried several objects and finally worked up to taking the shifter knob on my car which was pretty large.. it worked quite well actually, kneeling on the seats it put me in the perfect position. My favorite though is this foam bat i got in a Pizza Hut promotion.. a bit of plastic wrap and some lube an the small end gets you opened and lubed then i work the fat end in and that most always makes me cum like crazy.

[Beta31]

A shampoo bottle

[elmwood7]

A large fist.

[Switch53]

I use to have an 11" that was 2.75 dia. It took me a while with lots of lube but I got it all in. My cock was rock hard and I shot a big load. Now days I use an 8" with ribs on it I bury it in my ass.

[bridgepainter]

According to my ex-wife about 10 inches of her double headed dildo, the other six inches were in her pussy.

[Warren63]

Have various size dildoes, 1 1/2" to 1 3/4" wide ,8" long is perfect . tried a double ended one ,managed to get 2" wide about half In ,say 10" long. No fun!

[Warren63]

I just took a shower and had a good time with my 8" dildo! Using Jism lube it felt wonderful, but I still want the real thing.

[BiGuyinMA]

I used to have quite a collection of toys but I've whittled that down to my two favorites... One's a dildo with balls, 9.5" from tip to balls and with a nice thick head, the other's a large butt plug, about 5" long and about 9.5" circumference. Both of these I can take completely very comfortably.

https://bisexual.com/forum/attachment.php?attachmentid=57666&stc=1&d=1624113043

But a few months ago I hooked up with a guy who wanted to use his dildos on me... he asked me to pick one so I chose one about 10-11" long and probably the same circumference as my butt plug. With lots of lube I was able to take the whole thing quite easily so I think maybe it's time to update my collection.

[Jozyxt]

I have used my wife largest dildoe. Maybe 1.5 inches so it takes a bit of time to work it in and helps to use a starter dildoe. It has a suction cup end so I stuck it to our shower wall and moved around on it. I really enjoyed the feeling and found that despite my excitement while inserting, I coudln't keep hard while fucking it unless I masterbated. I've had a number of good Os while playing with that. It made me see why guys like to bottom.

We also have a very long double ended gel type dildoe. I have run that very far into me. It reaches a very special spot. I of course had to be very careful not to loose it and quit using it for that reason.

[Footstep40]

Dated a guy that wanted to try fisting, me being adventurous, thought sure I will give it a go…was not a fan…at all.
I do have some larger anal beads that are close to the size of billiard balls, they are quite nice and always fun. Used them last night with a couple that I get together with.

[tongueteaser]

Wow I have only had my girlfriends finger in there. I am tight and my girlfriend also says that. I have always thought about a guy taking me first time. If I could only find a thinner cock that could work its way into me I would try it.

[BackyardShaman]

I have a friend with a cock like that, about 6 inches but unusually thick wide and round and is the widest thing I?ve taken in my ass. Fortunately, he goes slow and easy and it takes a while to get it in. The stretching is phenomenal, there?s no way it?s not gonna be uncomfortable at first and my prostate and balls tingle the whole time. The whole fuck is slow and sensual, and even though I?m sore for awhile and walk funny, I enjoy it.

[BackyardShaman]

I tried a ridiculously huge 12 inch dildo and couldn’t get far past the head so it was the largest thing I’ve tried, threw it in the trash no fun and it hurt me. I have a friend with a 6 inch dick that is unusually wide, thick, round and fat that I let put up me, slow and easy, all the way, so that’s the biggest thing I have successfully taken. I walked funny and was sore for a while and felt very opened up. He’s done me 4 times, it’s uncomfortable at first but he’s slow and sensuous, the whole fuck is very slow, lots of lube.

[querty]

I have a 7 inch insertable length glass dildo with life like ridges and viens. The pefect not to big, not to small head. Moderatly thick, but not too much.

I prep with warm water using the bottle from a fleet enema (but NOT the fleet). Then using a small plastic siphon/suringe ill inject a healthy amount of silicon lube.

Wait at least twenty minutes (easy to stay entertained in the meantime). Coat the D with more lube, Then slow and steady. Slides effortlessly to and fro, and I can feel every contour and the full length of the shaft.

Some awesome orgasims have been had!

[Neonaught]

I like anal toys for the prostate stimulation. I recently got a fuck stool online but the wife was too heavy for it. Going to give it a try solo with a toy of moderate proportions!

[querty]

I like anal toys for the prostate stimulation. I recently got a fuck stool online but the wife was too heavy for it. Going to give it a try solo with a toy of moderate proportions!

A fuck stroll? Where does one shop for this?

[Warmnsalty]

I use to have an 11" that was 2.75 dia. It took me a while with lots of lube but I got it all in. My cock was rock hard and I shot a big load. Now days I use an 8" with ribs on it I bury it in my ass.Sounds like me, we have an 11" insertable length, 8" circum --- have taken it a few times takes some build up with smaller ones first. It feels crazy when inserted, wouldn't say pleasurable .. just a full feeling. My fav for pleasure fucking is an 8" insertable with a nice thick bulge in the center of the shaft ... feels amazing going in and out.

[Neonaught]

A fuck stroll? Where does one shop for this?

https://www.wish.com/product/606c44065791dfcf7ab5983d?from_ad=goog_shopping&_display_country_code=US&_force_currency_code=USD&pid=googleadwords_int&c=%7BcampaignId%7D&ad_cid=606c44065791dfcf7ab5983d&ad_cc=US&ad_lang=EN&ad_curr=USD&ad_price=38.00&campaign_id=7203534630&gclid=CjwKCAjwkvWKBhB4EiwA-GHjFmkzGTCmv3SPx52TObBnn1ulCdqaAvQnUxIZVfSanBHx_E7 rRnulxxoCv0AQAvD_BwE&hide_login_modal=true&share=web

[querty]

https://www.wish.com/product/606c44065791dfcf7ab5983d?from_ad=goog_shopping&_display_country_code=US&_force_currency_code=USD&pid=googleadwords_int&c=%7BcampaignId%7D&ad_cid=606c44065791dfcf7ab5983d&ad_cc=US&ad_lang=EN&ad_curr=USD&ad_price=38.00&campaign_id=7203534630&gclid=CjwKCAjwkvWKBhB4EiwA-GHjFmkzGTCmv3SPx52TObBnn1ulCdqaAvQnUxIZVfSanBHx_E7 rRnulxxoCv0AQAvD_BwE&hide_login_modal=true&share=web

Innnnneresting

[void()]

So far, would have to say a fellow met near 30 years ago. He seemed be about 7-maybe 8 inches long and about 1.5 to 2 inches in girth. He filled me up. He was very gentle so once he was fully entered he paused. Then, he gradually built up thrusting. I nearly tore the mattress under me apart. Damn I loved feeling him. The pounding would be dotted sporadically with breaks, I would caress him and love feeling full.

Did I care he was black? No.

Did I care he was Muslim? No.

All I cared about was that he had taken obvious dire risk just to spend an evening with me. Then, we culminated that evening back in is hotel room rented by his mom. The risk was that even back in 1996 his "kind" of person was on a short list to be watched, even if he was in the military services, in fact even more so. Yes, we ditched "tails" to get back to the hotel room. He wanted me though and after what time we spent together, I wanted him too.

He continued on in service. I unfortunately got a reject sticker. No, nothing due to sexuality at least not directly. I was too "little" accordingly to be a gremlin, ship welder, ordnance handler. It was bullshit but that was the gist of it, they just didn't want a scary beast like me there to frighten off enemies before they could "lob a nuke". Bless the almighty dollar, no?

Not one with much enthusiasm for "toys". So, yes, I think he may have been the biggest so far. My other bf was just a bit littler not by much though. And really it's not a size competition. If you know what you're doing you're golden. Especially so if you got a decent personality with it.

[void()]

Look at that, ... I expressively participated in a thread. There's not been any response for about three to four days. Come on, don't tell me no one has any clue how to respond.

I'm sure someone might want to know more, possibly? Maybe someone had similar experience/s in military service? Even a "hey man it's really great you got to know a guy like that"?

No, no one can be bothered because the site is scripted, I've broken it by actually participating. I have fed it some seemingly original content.

There's no algorithm for what to do regarding original content. All the site can do is let it breathe. Maybe that original content will help advertiser draw.

Though it is also possible that one seeming logical, calculated such as I do at times is not also allowed to be evocative, expressive. I'm not supposed to hold such an intellect either. No, I'm just a dumb backwoods West Virginia part time, county public schools custodian. No, intellect isn't supposed to reside within me.

I defy conventions, stereotypes. I only need to exist to do so. Will keep on keeping on, thanks.

And yes, maybe that does startle or take people aback. Still one would have thought three to four days would be time enough to garner a response, any at all. No, nothing.

Sorry if my defiance ruins your scripted algorithmic idea of entertainment in place for advertisers.

[twilde1952]

Other than my own head you mean? To be fair is was only a request (by my wife). I've put my fingers up there during masturbation, I tried a dildo but it was too hard and my inexperience that prevented that from happening so there you go. LOL.

[Jozyxt]

Back when I was single, I lubed up and put a long screwdriver in, handle first of course. The idea was to see how deep I could go. And I took it as far as I could retain a hold on the tip. Not particularly wise in retrospect because if it has slipped all the way in, that would have been trouble. I can just see myself using needle nosed pliers to reach in ad grab the screwdriver.

[dowmass]

You want a guy who will take his time and open you up a bit, and hopefully you are both into foreplay. For me, I'm totally into foreplay with not much off limits. So when it's time for him to fuck me, it goes in easy, and we are both so hot by then it's a magnificent fuck!

BUT.... no man has ever fucked me without us both getting an HIV test together, plus at least a couple of dates first before I give it up. You don't want your first experience to be with some crazy idiot. The emotional component is of utmost importance to me, even going so are as to agree to pretending to have a long, intense love affair as if we have been fucking for years!

I think you are lucky.. that you can insist on am HIV test. Thats the right thing to do.
Maybe you are a top, and as most of us know, there are more bottoms than tops, anywhere.

[Cum1st]

Volume wise: One winter the neighbor hadn't picked his prune plums. I packed quite a few of those wrinkly things in there.

M&M's may not melt in my hand, but they melted in my ass.

[BigAlNYC]

The fist of a very large former football player dude. This guy who had cruised me online for a different act was really intrigued when I told him that I'd been fisted before and was really clearly interested in doing it to me. It turned out that that was something he was really into and he kept messaging me. But when I got to his apartmenr and saw him in real life I really didn't think that it would work, However, with calmness, kindness, the use of a few relaxing substances, and the pure male lust we were building up, it eventually 'popped' on in there and daaaamn. I was left just moaning and slowly leaking a lot of cum for goodness know how long as he worked it inside of me, before jerking himself off and cumming all over me.

[DaddysBoy]

I almost took most of a 12” double sided dildo, but it toook a tonne of time and work , after I managed a decently girthy rolling pin though ����, I think I used all the lube in Canada aaah

[Bifun2009]

58418584185841858418Vibrating Vincent is the largest that I've inserted. Its 11 inches long by 6.28" in circumference. Would like to work up to something thicker, but can't find the private time to work on it :(

[Bifun2009]

58418584185841858418Vibrating Vincent is the largest that I've inserted. Its 11 inches long by 6.28" in circumference. Would like to work up to something thicker, but can't find the private time to work on it :(

https://www.amazon.com/Sexflesh-Vibrating-Vincent-Dildo-Suction/dp/B01BVZSWV6/ref=cm_cr_arp_d_pdt_img_top?ie=UTF8

[tongueteaser]

I could never take one of those dildos in me that I have seen. They definitely would not even start in me. Why are they all so damn thick? I was getting a handjob from my GF one day and she lubed up her middle finger with lotion and told me to spread while she had me laying there slowly stroking me. She sunk her finger in me and I squirted cum all over her and me. I never felt anything close to that intense climax before. Her fingers are thin but still felt tight inside me. Perfect size

[gcs2718]

This is fun to play with in the tub. It's only 3/4" wide and yes I can get all 18" in.
https://www.amazon.com/Hosed-Inch-Swirl-Thin-Snake/dp/B079ZQC13C/ref=sr_1_87?dchild=1&keywords=anal+snake+sex+toy&qid=1634963903&s=hpc&sr=1-87 (https://www.amazon.com/Hosed-Inch-Swirl-Thin-Snake/dp/B079ZQC13C/ref=sr_1_87?dchild=1&keywords=anal+snake+sex+toy&qid=1634963903&s=hpc&sr=1-87)

I've got one similar to this about 8.5" at full thrust and very thick. I work my way up to it with smaller dildos first and the thrusting, vibrating motions are nice. Almost as good as a real cock.
https://www.amazon.com/Thrusting-Vibrator-Realistic-Silicone-Masturbation/dp/B08DCHFZ2K/ref=sr_1_10?crid=2VNO7VQ0FM1WG&dchild=1&keywords=thrusting+dildo+vibration+machine+sex+toy&qid=1634964010&s=hpc&sprefix=thrusting+dildo%2Caps%2C195&sr=1-10

I probably have 30 or more toys I use in my ass. Dildos, plugs, prostate toys, anal beads, etc. I love having my manhole violated.

[MAcpl69]

The fist of a very large former football player dude. This guy who had cruised me online for a different act was really intrigued when I told him that I'd been fisted before and was really clearly interested in doing it to me. It turned out that that was something he was really into and he kept messaging me. But when I got to his apartmenr and saw him in real life I really didn't think that it would work, However, with calmness, kindness, the use of a few relaxing substances, and the pure male lust we were building up, it eventually 'popped' on in there and daaaamn. I was left just moaning and slowly leaking a lot of cum for goodness know how long as he worked it inside of me, before jerking himself off and cumming all over me.
Definitely on my bucket list!

[Tight1-4u]

well that all depends on if you are talking real cock or toy or just the biggest thing??
1: real cock ( the longest 13 inches!! Yes I measured it!! Reached in and touched me in places that no man had or has since.. it was long but slim!! Thickest real cock it was 8” long and thicker than a coke can.. the head was kinda pointy and was full width at about 1/4 the way down.. lots and lots of lube and he let me work it in.. took about 10 min to get it in hurt like hell at first.. he said no one had ever taken all of it so challenge excepted.. he fucked me for about an hour with that thing.. I hurt for a week after.. fucked me two more times after..
2: toys ( 12inches of a 2 headed dildo!! About 2.5? thick!!

[MontyinHamilton]

11.5 inches of a thick double dong going for depth, my everyday is a 9" x 7.25" Jock bareskin, it looks so huge and feels so good inside, makes me shoot no hand twice in a row on a low vibe, can't believe it fits so perfectly looking at how huge it is! Can't even fit it in my mouth past the head its soo thick.

[Nocockyet]

The realskin john holmes was my favorite. Took me so long to take it all the way to balls. It's 2 - 3/4 thick and 11 long. First time I got it all the way in, my insides hurt for a week. I'm not joking. I was so worried I would have to go donthe E.R. and tell them, and my wife what I did. Luckily it sort of got better on it's own. Still one of my all time favorites.

[Warren63]

Was it worth the trouble you had to go through? I've only had toys. My wife and I had pretty good sex the other day and she knows I want to be fucked . She said while I was inside her with vibrator on her clit , that I would love the feel of a hot thick veiny cock cumming in my ass, then she started cumming very loudly. One day I hope.

[Warren63]

Start out small and work your way up.

[Nocockyet]

It was a great overwhelming feeling when I finally got it all the way in. I wish I could ride it that deep all the time. After the 2 weeks of soreness and pain I decided to not go past the first part of the colon ever again.

[biChazman1]

Hmmm, I like what I just read... your friend in Round Rock. Lets do this!

[thickneasy]

An 8.5 inch toy, 2nd would be a 7inch cock

[Warren63]

Cum to Lagrange and fuck me!

[SAW1969]

A triple D cell mag lite , with a condom on it , I came so hard, felt so good.
Me too.

[tongueteaser]

I recently decided to try a toy inside me to try and get used to it. The toy I bought was for anal and vibrated too. It is like only 1" thick. I lubed myself and the toy. I fought to get it started into my tight little hole for like ten minutes. I relaxed myself and used a finger in me to get ready and tried again. I finally got it into me slowly. I was so full and stretched out and held it into me about four inches. I relaxed again and turned on the vibrating part. I layed there feeling stretched and pretended it was my first cock in me. My dick got so hard so I jerked it slow till I came all over my tummy. I will keep using it for now on to get my little ass ready

[Jozyxt]

My wifes largest dildoe is the largest. About 9 inches long and very thick all the way in. It was great. It had a suction cup end that would stick to the tile in the shower so I could fuck myself on it. It felt very good to cum after a good fucking.

We got a flexible double headed dildoe that I could double insert in her. That is the longest I have had in me. But not all the way so it wouldn't get lost.

[DLazguy]

I have inserted an 8", 10" and 12" dildos, butt plugs and a trailer ball. I don't remember the diameter or circumference of the plugs or dildos, but they were thick. The trailer ball was 2-5/16" in diameter or 7.26" in circumference. I've also been fucked once with a thick, cut, 8" cock. Took every inch and every drop. I like the full/stretched feeling and I like to feel multiple inches sliding in and out of me.

600286002960030

[Basin_Bouy]

I met a really nice older than me guy at a hotel in Halifax, Canada, he was visiting g from Ottawa. His cock was as round as a beer can. I took him in my mouth and it totally hurt my jaw so much. He wanted to take my ass with it but there was absolutely NO WAY that was going to happen! I blew him until he had cum. He cum BUCKETS, and I swallowed ever drop. Never had a cock like that again :-(

[Waylon]

I have a realistic 8 inch cock that I used to tame my gag reflex and one night my side chick was playing with it and watched me deep throat it. We were high and had been drinking and she broke out the lube and lubed my ass and the cock up real well. She sucked my dick to get me going and slowly pushed the head of the cock around my ass hole and gently pushe it in.After waiting a bit for me to adjust and get used to the helmet head she slid it up a bit further until it cleared the point of no return I maned in ectsasy as she started sliding it back and forth until I was totally on board with it and then pushed it all the way in balls deep. I was totally filled and it felt so fucking good! She twirled it a bit back and forth as she slid it back and forth and I was going crazy and then sh took my cock down her throat and thrust the dildd deep again and my balls drained out a huge load that she almost choked on. Finally she slid the cock out of my ass with a pop and cleaned me up. It was amzing. i

[Pinktoes]

I have a Mr Hankey's Davy's Tendrils in the MD/LG size and can take it to the base. This is the thickest thing I have ever had in me at 9.75" circumference. The longest Item I have had in me is a toy I purchased from a local sex shop. It is a tapered, almost tentacle like, toy. 15" insertable, but the base, which is the thickest spot, is 1.5" circumference. This toy slides in with some lube, and barely any pressure. Can't really feel it inside because it is so soft and small, but when you start pulling it out...OMG... that thing comes out FOREVER. I love the out stroke, so this toy is super fun! Because of it's length, it generally makes a mess, unless you completely clean yourself out first.

[rukiddingme]

7 inch vibrating dildo, but only able to get about 6 1/2 in.

[seniorsucker]

I took a 7 inch cock with about 2 1/4" diameter in my ass yesterday. It was the biggest cock I've had in me yet.

[nhjake]

Two of my favs

[lust2021]

john holmes 12 inch and 7.5 inches girth, 1 week later i took the real thing 10 " smoothly


https://thumbs2.redgifs.com/AmazingAcclaimedMicrovenator-mobile.mp4

[Jozyxt]

Two of my favs

That first one looks like a lava lamp. I bet you erupt with that one.

[williamg]

My Njoy 11. It takes my breath away!

[grover]

An 8.5 or 9 inch cock. I don't know if it was so long as opposed to, too thick. All I know is when he got it all in I knew I couldn't take anything bigger. My asshole ached for days afterward.

[Small one]

I used to play with large toys with a fuck bud I could take more than him.

[BiGuyinMA]

I recently added a new 'friend' to my dildo collection.... he's 10" insertable length and 2-1/2" diameter. The feeling of this guy balls deep in me is quite extraordinary.

[Modude]

Just a dildo about the same thickness as my cock but a little longer...mmmm it always feels sooo fucking good....

[Skeetshooter65]

King cock, 12” long 31/4” diameter. Talk about a full feeling! Love the big toys!

[dman8888]

I have been experimenting with depth play, anal and oral, for the last year or so. The longest I've had anally is a 24" (22" inside) tapered plug that starts about 0.75" in diameter and gets to about 2.25" at the widest with a narrower neck for retention. Orally, 17" on the same kind of plug, but I prefer the feeling of the 10"L 1.6"D squirting realistic dildo I have when I get it in as far as I can, about 8" when I bottom out on the balls. It stretches my throat and leaves me sore, but it's so ... fulfilling?

[IncuBI slut]

Biggest toy was a dildo 12 inches long and about 3 inches around (maybe 3 and a quarter inch at the widest parts of the head.

The most I could take was about 9 inches of the thing. The girth and firmness was mind blowing.

Biggest cock was 9.5 inches long (maybe a little more) and about 2.5 inches around. Thick for sure.

After a little play, lots of lube and getting used to his size, I was able to take him balls deep and let him pound away in my asshole while alternating between trying to squeeze against his cock and bearing down to try and take him deeper.

I've let a few ladies fist me, but they've all had hands on the smaller size, which is not to say that moment when your asshole swallow their wrist isn't a godlike moment that sends my cock into dripping spasm.

[DLazguy]

The biggest dildo I've had is 10"x2.5". I'm trying to find a fwb that is, long, thick and cut

Me
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[jimkimball]

A 12" x 2 1/2 wide dildo ,wow once I got it in omg it was great ,I started riding it and ozzing cum from my cock it feels so good .

[Small one]

I have used some big stuff during my play time the double dildo was 1 1/2" each so that makes 3" other is 2 1/4" also had a huge purple one that was 5" at the head clerk had to put it in a trash bag when I bought it was so big. All my measurements are diameter.

[csreef]

^^^ To the last two pictures, all I'm going to say is OUCH!!!

[Curiouz1]

A finger

[Small one]

It is very hot working your way up to big toys but any cock is better.

[BeauKnerr]

I went through a phase a few years ago where I was very orgasmically responsive to anal penetration and craved it frequently. I had no interest in finding a real cock, due to being married and otherwise not wanting to deal with the hassle of finding one. But that didn't stop me from amassing a nice stockpile of toys to do the job. Eventually, I was feeling brave and ordered this monster:
60873
It was something I had to work up to, and it wasn't for every day, but I have to say that on those special occasions when I "needed it", this guy was nothing short of amazing. I don't recall the exact dimensions, but it was so damn big that it couldn't avoid pressing all the right buttons. My prostate didn't know what hit it. Sometimes this beast would make me cum within minutes from the penetration alone -- a full-blown ejaculatory orgasm but emanating from within my ass. It was incredible.

I had to throw him away with all the other toys when we moved houses. I don't think I could ever handle him again, but it's fun to look back on.

[i'm uncut]

real me and my wife before she passed away drove over 400 miles just to get fucked by the only real 12 inch cock we ever saw. no a dick my wife would fist me elbow deep.

[iamcontent]

I have had a 8 inch dildo in me

[SFOBiGuy]

The biggest thing up my ass is my girlfriend?s fist. She pushes it in halfway up to her elbow and then fucks me hard. Her special twist is sucking my cock while fisting me. Because of her fisting me so much, I can handle any guy?s cock up my ass.

[jimkimball]

A 12" x 2 1/2" mushroom headed dildo ,I used three other smaller ones to work up to that while watching porn .
It hurt going in but while in there felt so good,I ozz cum while riding it but hurt worse coming out.
I wound up shaving the head down so it didn't hurt , I still have to work up to it but man it feels really good when I use it.

[i'm uncut]

a fist