Will bottoming always hurt?

[Lovecox]

Okay. I bottomed for a beautiful TS (strictly for pleasure, not pay-to-play)and I had to ask her to stop. Ow! It felt like a baseball bat going up my wazoo. Ow, ow, ow! She's a goddess and I want to see her again. I want to be a good sport and a good lay for her. I bought a dildo to "practice" and I feel a little silly. Will I just get used to the pain? Will the "pain" start to feel like pleasure? Should I take up knitting? Help.

[GrimFusion]

Knitting is a great idea.
You know they make buttplug sets (http://www.amazon.com/Trinity-Vibes-Anal-Trainer-Set/product-reviews/B001UOU98S) that train you into taking dick, right?
A dildo isn't going to help much if it's already too big. Start small and work your way up.

You could just be one of those weirdos like me that can't get over the pain barrier. I had an ex-girlfriend that tried talking me into some dom/sub anal play, and I tried training into it because I knew she enjoyed it, but it didn't work. Weeks into it, I still couldn't deal with her finger up my ass. Everybody's different. Do what works for you, dude.

[Jericho]

Knitting is a great idea.
You know they make buttplug sets (http://www.amazon.com/Trinity-Vibes-Anal-Trainer-Set/product-reviews/B001UOU98S) that train you into taking dick, right?



But don't try knitting a buttplug! :shrug

[Mayrah]

Yep, buttplugs!

[jimbo1974]

Should I take up knitting?

I wouldnt recommend sticking knitting needles up your arse.

Thats just silly

[LibertyHarkness]

being bummed isnt for everyone ...taking a good fucking is 99% about being mentally relaxed and comfortable with the person ....

I mean i can fist myself easily when i am relaxed, if i am pennsive its tighter than a mouses earhole :)


So lots of lube, lube lube, be relaxed and youi really want to have sex in your head this way ...... soem toys will help loosen up abit ... but that still wont negate the feeling of being fucked .. for some people they just dont like it ..

[Prospero]

I'd say it is also down the girl as well. A really skilled girl can get you relaxed and fuck you very enjoyably. A brutal one will hurt you however experienced you are. But it really isn't for everyone.

[jimbo1974]

I just want to point out, perhaps somewhat controversially, that not liking getting bummed doesnt make you a bad person

*becomes a pariah*

[Adore]

being bummed isnt for everyone ...taking a good fucking is 99% about being mentally relaxed and comfortable with the person ....

I mean i can fist myself easily when i am relaxed, if i am pennsive its tighter than a mouses earhole :)


So lots of lube, lube lube, be relaxed and youi really want to have sex in your head this way ...... soem toys will help loosen up abit ... but that still wont negate the feeling of being fucked .. for some people they just dont like it ..

Best Anal Sex advice I have read in a long time.

Relaxing, Lube and the right Partner(Size also) does go along way to making great Butt Sex.:salad

[jamesedwards]

okay. I bottomed for a beautiful ts (strictly for pleasure, not pay-to-play)and i had to ask her to stop. Ow! It felt like a baseball bat going up my wazoo. Ow, ow, ow! She's a goddess and i want to see her again. I want to be a good sport and a good lay for her. I bought a dildo to "practice" and i feel a little silly. Will i just get used to the pain? Will the "pain" start to feel like pleasure? Should i take up knitting? Help.

lots of lube for you!!!! Use it!!!

[Bobzz]

Also remember that too much lube is just about always the right amount.

[oifarang]

I just want to point out, perhaps somewhat controversially, that not liking getting bummed doesnt make you a bad person

*becomes a pariah*

Not liking being bummed is a bit gay !

[LibertyHarkness]

anal sex is only gay sex when you start to push back :)

[top4bigbutt]

Okay. I bottomed for a beautiful TS (strictly for pleasure, not pay-to-play)and I had to ask her to stop. Ow! It felt like a baseball bat going up my wazoo. Ow, ow, ow! She's a goddess and I want to see her again. I want to be a good sport and a good lay for her. I bought a dildo to "practice" and I feel a little silly. Will I just get used to the pain? Will the "pain" start to feel like pleasure? Should I take up knitting? Help.

I have no clue, the tattoo in my ass says EXIT ONLY
But you will find plenty of help here (wink)

[oifarang]

I just want to point out, perhaps somewhat controversially, that not liking getting bummed doesnt make you a bad person

*becomes a pariah*


anal sex is only gay sex when you start to push back :)

Thats me outed then cause I would push back if you were bumming me:party:

[LibertyHarkness]

son if you pushed back i will just driill in harder and harder until i split you in two :)

[oifarang]

son if you pushed back i will just driill in harder and harder until i split you in two :)

Is that a promise Libby ?:praying:

[LibertyHarkness]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..

[oifarang]

Bumsville hear I cum !

[Mayrah]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..

Its stuff like this why im afraid to take the bumming lol :Bowdown:

[bassman2546]

For some the initial pain may always be a bad hurt versus a good hurt but wait it out. If you are relaxed, your ass will eventually accommodate to a certain degree of cock size. I can vouch for that. I wanted to quit after a few minutes but was encouraged by her to relax and keep going because it would get better. And she was so right.

[GurlyCockLover]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..


i would love get destroyed by you Liberty, bet i'd last longer than the 10mins that guy lasted!

[oifarang]

I look forward to experiencing Libby the fearsome rump pumper !

[LibertyHarkness]

if i can get my head into it during session my cock stays hard for a good hour or so lol so i can top/bottom at weill then lol .. i love gaping an asshole :)

[oifarang]

if i can get my head into it during session my cock stays hard for a good hour or so lol so i can top/bottom at weill then lol .. i love gaping an asshole :)

Libby I draw the line at you getting your head into my gaping asshole:hide-1:

[Jericho]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..

That explains a lot.
I thought Dinos post count was down last week! :shrug

[raiku9909]

Lots of lube, stay relaxed and don't clinch up. Also what I'd recommend is starting with you on top.

I was with a girl once who was packing an anaconda and after about 10 minutes it went from pretty painful to top 3 sexual experiences ever, and it all changed for the better when I was on top. After that I was good for any position.

[dafame]

Its stuff like this why im afraid to take the bumming lol :Bowdown:

Mayrah you've never been fucked?

[Rivz]

anal sex is only gay sex when you start to push back :)

Does it mean I'm gay, I take loads in the ass? LOL!

[Mayrah]

Mayrah you've never been fucked?

Nope

[oifarang]

Does it mean I'm gay, I take loads in the ass? LOL!

Yep you are a certified poop pirate of the gayest order:joke:

[phillyguy21]

I'd say it is also down the girl as well. A really skilled girl can get you relaxed and fuck you very enjoyably. A brutal one will hurt you however experienced you are. But it really isn't for everyone.

So true. Adding to that, it also has to do with how concerned she is with your pleasure. I'll give examples.

I've bottomed a grand total of four times.

The first was with a "working girl" (back when I wasn't too proud to trick). When she first started to penetrate, I felt an extremely intense pain, but she did a good job relaxing me. She talked me through it and told me to take a deep breath as it was going in. It felt so damn good after that. However, the pleasure didn't last that long because she couldn't keep it up (not her fault. i understand what comes with hormones). So, I proceeded to fuck the shit out of her for the rest of the session.

The second was with a girl (non-working) that I met on adultspace. That was the best sex I'd had in my life at that point. When I bottomed, I initially felt that same extreme pain, and told her to take it slow. She was really patient with me, and I felt relaxed. Before I knew it, the intensity of that pain had transformed into an intense feeling of bliss and ecstasy. I feel like that fuck really made me understand how girls get pleasure from being fucked. I was moaning like a bitch. I then fucked her, and proceeded to go straight to sleep.

The third was a girl (non-working) I met on CL. She said she wanted someone to bottom for her. I was down. This turned out to be the type of fuck in which I was hoping for her to hurry up and be done. This wasn't even because it hurt. She was just not into trying to make it feel good for me at all. Once again, it made me kinda understand how girls (both GG and TS) feel. As a matter of fact, I think bottoming has made me an exponentially better fucker of GGs, but that's a better story.

The fourth time was with a TS friend of mine who I met years before. Previously, we had done just just about everything short of intercourse. She had a boyfriend, and considered intercourse to be cheating, but not everything else (i.e., oral, frottage, sleeping in the same bed, etc.) Well, long story short, we fucked last year. I topped first. Then when she topped, I didn't get that much pleasure out of it. I don't know if it was because I already came, or if it was because her big dick was continuously hurting me. However, she came pretty quick so it was over soon anyway. I felt relaxed with her, because I knew her. However, I think that "skill" thing that you mentioned (or the lack thereof) may have played a factor.

So the moral of the story is: yes, it does depend on the girl (at least for me, it does).

[LibertyHarkness]

its like stirring porridge eh :) nom nom

[oifarang]

The moral of the story is "get it in ya "

[oifarang]

One up the bum no harm done !

[LibertyHarkness]

this is what i play for my clients when i need to bum them


Gay Bar by Electric Six - YouTube (http://www.youtube.com/watch?v=aUA0_nDvMBs)

[kaientai]

My experience (or lack there off) it mostly hurts with the first penetration once it in and you relax it is just pleasure granted my anals experiences had plenty of time between them but they were always with big dicks or one big dick miss dasha voxxx

[GurlyCockLover]

My experience (or lack there off) it mostly hurts with the first penetration once it in and you relax it is just pleasure granted my anals experiences had plenty of time between them but they were always with big dicks or one big dick miss dasha voxxx


agree with this, but buttplugs def help

[GurlyCockLover]

this is what i play for my clients when i need to bum them


Gay Bar by Electric Six - YouTube (http://www.youtube.com/watch?v=aUA0_nDvMBs)



play it for me libby haha...

[Hardbodyshemale]

not if you relax and use the right amount of lube

[south ov da border]

it won't always hurt, but you have to build up to it, or just think pain is pleasure... and remember lube is your best friend

always remember...

Southpark- Towlie Don't forget to bring a towel - YouTube (http://www.youtube.com/watch?v=JZoL7nEh3fQ)

[Flaco]

Bottoming has always been a fantasy of mine (See the guy in my avatar? :D ), but I kind of feel like if I do it in reality I might not like it very much and that may change the way I view things a lot. I like reading stories of guys getting nailed and moaning and crying and stuff like that, and I wish it was me. But then when I seriously think of it, I think to myself "Why the hell would I want something like that?". I'm just confused as hell, honestly.

[Flaco]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..

OMG you took 2 Viagra Jelly and then fucked him? That guy must have been in hell! I wonder though, When guys cry when getting topped by TS are they really like shedding tears? Or is it just like them moaning super loud? It's really hard for most guys to cry even if they're going through something super painful. Which is why I'm kinda surprised to hear that.

[LibertyHarkness]

take a rounders bat and shove it up your arshole hard and fast with not much lube and see how it feels :) it will probably make your eyes run abit lol to be fair i was abit cruel to him that day .. as i wasnt a happy bunny with personal stuff . so he was unfortunate that he got my anger taken out abit lol

[lifeisfiction]

The first time I was ever topped was by a gg who wanted to have friend try it for the first time. I was willing to be the test subject even though I have never been topped I had played with butt plugs for 3 years prior to it and thought I would be fine, but she just shoved this strap-on (didn't what was big or small and it was big) really hard and fast up my ass. I jumped 2 feet forward off my knees from the intense pain. I didn't talk with her friend ever again and I didn't talk with her for awhile. That was so painful. The good part she didn't tear anything down there. By time I tried it with a tg, there wasn't any pain weird.

[loren]

Use lube and take it slow.

[Helvis2012]

Maybe you're not that into it?

[smoothboi]

It's not supposed to hurt! Taking it in the ass is something you have to work up to if you really want to do it. There's inexpensive plugs you can use to train. I've only taken strap-ons, but I still need to be in the right headspace to do it. (Which seems like I am most of the time now anyway, but I digress.)

I agree that it might not be for everyone. I would encourage anyone to try it at least once if you're curious. It's a way different experience than anything. And if you can cum that way, you're in for a mind blowing orgasm.

[buttslinger]

Correct me if I'm wrong:
A dick in your ass should be XXL and rock hard.
A dick for sucking should be smaller and a tad "semi"

[robertlouis]

Correct me if I'm wrong:
A dick in your ass should be XXL and rock hard.
A dick for sucking should be smaller and a tad "semi"

I never realised you could buy them in stores.

[alizia]

I really agrre with the "relax and lube" idea here.

Although I am only be topped by my Mistress-GGf with a strap-on I hope I can soon enjoy a real cock and compare both pleasures and "pains" strapon-real :D

[kfortune]

My first time was in a rather lust-fueled meeting. He rimmed me to get me wet (he didn't like using lube) and I was too excited / nervous. When he fucked me doggy it really hurt and I had a flash of inspiration and suggested I get on top. I was able to control the speed of penetration and felt more in control. After that, it was awesome.

It got easier and easier the more he fucked me.

[Ryz]

Do lots of coke

[Chase_Mcthirsty]

actually i was topping a client recently (in last week) and i had taken 2 viagra jelly in the morning .. i was sporting some pipe :) he got his ass destroyed to the point he was crying on the bed lol i just said well you have paid for the hour and i am going to fuck you for the hour mwuahahahaha . alas he only last 10minutes ..

..........Fucking rookies.

[Chase_Mcthirsty]

So true. Adding to that, it also has to do with how concerned she is with your pleasure. I'll give examples.

I've bottomed a grand total of four times.

The first was with a "working girl" (back when I wasn't too proud to trick). When she first started to penetrate, I felt an extremely intense pain, but she did a good job relaxing me. She talked me through it and told me to take a deep breath as it was going in. It felt so damn good after that. However, the pleasure didn't last that long because she couldn't keep it up (not her fault. i understand what comes with hormones). So, I proceeded to fuck the shit out of her for the rest of the session.

The second was with a girl (non-working) that I met on adultspace. That was the best sex I'd had in my life at that point. When I bottomed, I initially felt that same extreme pain, and told her to take it slow. She was really patient with me, and I felt relaxed. Before I knew it, the intensity of that pain had transformed into an intense feeling of bliss and ecstasy. I feel like that fuck really made me understand how girls get pleasure from being fucked. I was moaning like a bitch. I then fucked her, and proceeded to go straight to sleep.

The third was a girl (non-working) I met on CL. She said she wanted someone to bottom for her. I was down. This turned out to be the type of fuck in which I was hoping for her to hurry up and be done. This wasn't even because it hurt. She was just not into trying to make it feel good for me at all. Once again, it made me kinda understand how girls (both GG and TS) feel. As a matter of fact, I think bottoming has made me an exponentially better fucker of GGs, but that's a better story.

The fourth time was with a TS friend of mine who I met years before. Previously, we had done just just about everything short of intercourse. She had a boyfriend, and considered intercourse to be cheating, but not everything else (i.e., oral, frottage, sleeping in the same bed, etc.) Well, long story short, we fucked last year. I topped first. Then when she topped, I didn't get that much pleasure out of it. I don't know if it was because I already came, or if it was because her big dick was continuously hurting me. However, she came pretty quick so it was over soon anyway. I felt relaxed with her, because I knew her. However, I think that "skill" thing that you mentioned (or the lack thereof) may have played a factor.

So the moral of the story is: yes, it does depend on the girl (at least for me, it does).

You should've kept the 2nd girls number.

[TGasMutiny]

son if you pushed back i will just driill in harder and harder until i split you in two :)

You are awesome Lib!!!!!!!!!!!!

[jm813]

Honestly the bigger the dick the less it hurts. The smaller ones tend to almost pinch as they go in and out.

[Westheangelino]

One word: poppers. Once you pop, you can't stop.

[Lovecox]

I started this thread and I would like to update.
I bottomed for a TS and it was really fucking hot! I think there were three factors that contributed to this being pleasurable and not painful.
1. I've known her for awhile and feel comfortable around her.
2. She licked and sucked my ass for a good long while first.
3. Her cock is not too big or fat.
It happened really naturally. For me getting eaten out first really put me in the mood. When she started rubbing her cock on my ass I felt really ready. She took her time. I was definitely relaxed and was able to enjoy it. It was really great.
She's not as hot as the other one but I definitely want to see her again. Maybe it's all chemistry.

[BeardedOne]

I've been with small, average, and large (Try thinking 10"+) and it's all relative to how receptive you are and how co-operative the gurl is. Don't shake off the gurls that are seriously blessed so long as you can follow the basic rules of 'relaxation, lubrication, and communication'.

[polesitter]

My first time was awful and she was Huge (10+). The Second time it was better but the condom broke so it was short. Third time was a charm. What happened in between was i became more liberal with ass play when alone. I had a 8 inch dong that was a decent thickness. i wanted to get use to stimulating my spot and taking penetration. It got to the point that the third time ended with out me touching my self the whole time. I came just on penetration. I think mindset all so pays i big part too. The third time turned me to the dark side lol i havent topped since.

[Kayden Harley]

I hate bottoming. I've done it twice in my life.. last time was little over 4 years ago. Taking a dick in the ass just isn't for everyone. I hate the feeling of having something inside of me. It creeps me out, and it just feels like poo.

ugh, just thinking of it makes me squeeze my cheeks.

[PeePeeLover]

I've had a finger in my ass before and I couldn't handle it. Not because it hurt, which it didn't, but feeling like I was gonna shit all over her fingers, hand, and bed. Couldn't find pleasure or enjoyment in it at all. I'm into piss play not shit play lol

[deuxglass]

My first time hurt like hell but I was very young at the time. But one very important thing is that it felt it right to be penetrated. It was natural. Having a cock up my ass the first time was hard but good at the same time. I felt like a girl getting fucked. And I loved him getting so much pleasure from my body. And the first anal orgasm, well that's another topic altogether!