First time anal play

[hilton1958]

After reading so much on LIT about guys enjoying anal penetration by fingers, dildos, cocks or whatever, I finally got to the point where I decided I simply have to try it myself, and decided that while having my morning shower would be a good time. I went into the shower with mixed feelings of curiosity, excitement, and some nervousness.
Once I finished my usual shower routine, I got my ass and middle finger both nicely soaped up, and gingerly began probing, before long I had half my finger inserted. For some reason, I was expecting a measure of pain, hence the nervous apprehension, but to my pleasant surprise, there was not, and after working the half finger depth for a while, I pushed in deeper, and found myself enjoying both the feeling and the idea of being penetrated for the first time. The sensation and thought of what I was doing, and before long I had a full erection, to which I also applied lavish amounts of soap, and began masturbating while working my ass to the full length of my finger. Although I never experienced any direct sensations of arousal in my ass, it felt almost like I was fingering a tight pussy, and it wasn't long before I was approaching orgasm. The joint sensations of stroking and plunging my finger in and out of my hole, was awesome, and as my climax built, I found myself bending over more and more, striving for deeper penetration. My climax was awesome, but what happened when it really took me, is that my ass muscles tightened so, that it forced my finger out of my ass, which was kinda disappointing.
Anyway, to sum up, it was my first time, but the way it left me feeling, it definitely won't be my last, but what I'm wondering, is what is the next step. the finger was fine for a beginning, and might be all I use for the next few times, but it is both small and short, and so I'm basically hoping for some suggestions from people with more experience. My wife does have a huge, silicone rubber vibrating cock, but although the idea of the vibration excites me, I know it would be much too thick for my poor tight little ass.
All the way driving to work, I felt sort of flushed and self satisfied, at having been penetrated for the first time, I know it was only my own finger, but it was the first time, my only regret is that I waited so long to try it.

 

[simple cruise]

Its a Start

A finger is a good way to start your anal play. And now that you have found out you enjoyed it, you will find that you will want to play with your ass every time you take a shower. Soon you will want to try putting two fingers inside you.
I have played with my ass for years and enjoy the penetration every time I do it, and the orgasms are intense when fingering my ass. I gradually progressed to using a dildo to penetrate my ass and let me tell you it was no easy task to get it to go in. It took me a few tries but to no avail, no penetration. It was the texture of the dildo that would not let it slide in my tight hole. until one day I put a condom on it, set it on the floor of the tub, fingered my ass a while to loosen it up , and then squwatted over it, I lowered myself on it guiding the big head onto my hole and slowly worked it in.
I felt my hole open up and allowed it to enter my ass, oh my I said , Its in, I did feel some pain but I did not want to stop. I pulled it out to let my ass settle down, I fingered myself a little more then went at it again, this time when it went in I left it inside me and slowly worked half the dildo inside my ass. I stroked my hard cock with it inside me and came so hard it was an amazing feeling. Since then I have played with my ass and toys on a regular basis.
Take your time and go easy, you want to enjoy the ass play. Have Fun

 

[hilton1958]

Will have about a half hour alone at home tomorrow morning, I want to try inserting a bullet vibe and just have it vibrating while I jerk, curious to know how it will feel.

 

[haurni]

Don't put in anything that you might lose up there! I suggest a simple dildo, not too large.

 

[jdonyx]

ah the joys of your first self anal play, I remember it well...

Just take it slow, you have to get used to larger items going up there. I too started with my finger, but then eventually worked up the nerve for other items, like dildos, vibes and eventually the very bug butt plug. Wow that was intense.

I even tried the wife's favorite vibe once, but because of it's set up it didn't work for me, was totally made for a women... so her g-spot centric vibe is perfect for the prostate!

Oh and when it comes to toys, use lub, not soap!

The feelings were indeed intense and the orgasms fantastic!

 

[AlterMoose]

Congratulations on taking the first steps in playing with your ass! Definitely be patient and go slowly when working up to more. Two fingers, eventually three. The wife and I once had an 'anal training' kit that had three different sizes of plug and a vibe, all fairly soft and forgiving. There are also, of course, a vast variety of sizes when it comes to butt plugs, dongs, and vibrators. My first dildo was a foot-long, inch-or-so-thick double header, and I do still enjoy slipping that one in once in a while. And over time I worked my way up, very gradually, to my over-the-top, not-for-the-faint-of-heart, practical-joke kind of big ones. Different sizes, different materials, different textures, different lubes. Play around with it, find out what works for you, and above all, enjoy the ride!

 

[hilton1958]

Thanks for all the advice guys, I was planning to use lube with the vibe this morning, but in the end I canned the whole idea because it was just too freaking cold in the bedroom to be naked, so I settled for the shower experience again, still using the finger and soap, but this time squatting and leaning forward, the orgasm was pretty mind blowing. In my fantasy, it was my sister in laws finger, not mine, I think she enjoyed it too, it was her idea after all, lol.

 

[jdonyx]

When you get to the point of trying a new toy, may I suggest this one with many happy returns!


Trust me it works wonders!!! and is easy to keep clean and work it's way into your play time.

 

[Phillyguy28]

My anal play

It is fantastic. I started with the little things behind closed doors. Then told a girlfriend about my desire to play with a strap on. As you can see in the pic, she was more than accommodating. She even came while fucking me. The first time was absolutely incredible. It stung a little when first put in (how is miss that part) but when the tip was nice and settled in, I came almost instantly. What a adventure to go on. How I miss it. Cant wait to let in the new girl on my desire. But with that, I am thinking I want the real thing.

 

[t1m1d1]

It is fantastic. I started with the little things behind closed doors. Then told a girlfriend about my desire to play with a strap on. As you can see in the pic, she was more than accommodating. She even came while fucking me. The first time was absolutely incredible. It stung a little when first put in (how is miss that part) but when the tip was nice and settled in, I came almost instantly. What a adventure to go on. How I miss it. Cant wait to let in the new girl on my desire. But with that, I am thinking I want the real thing.

Go with your heart and gut. I progressed to real cock , and love it, but whether u stay strap on or try cock, just relax and see what happens , see where it goes?

 

[kbp68]

Phillyguy

Thats hot, from another Philly guy. Let me know if you would like to explore more!

K

 

[Naughty69M2M]

I started with a real cock and have only used a dildo a few times. With anal sex, slow amd carefully is the best plan.

 

[bbcnc]

I'm still new to this. I started by using my finger in the shower and found that I like it a lot. Next step was using my wife's vibrator but it wasn't what I expected.

I had read about prostate massage and decided that I wanted to try that. Bought a Jopen E5 and have had limited success. Everything I read said that all I needed to do to prepare was to go to the bathroom before hand and take a good shower. So I did, used my finger to clean out a bit, and got busy with the E5. It felt good but I kept feeling like something was wrong. Sure enough, I wasn't as clean as I thought and made a big mess.

Tried again with pretty much the same results. So I am stumped. I guess I will try an enema next, but I really was hoping that wouldn't be necessary.

Despite the problems, I enjoyed my two attempts. The feelings were great. I'll keep trying until I figure this out.

 

[CBM514]

I'm still new to this. I started by using my finger in the shower and found that I like it a lot. Next step was using my wife's vibrator but it wasn't what I expected.

I had read about prostate massage and decided that I wanted to try that. Bought a Jopen E5 and have had limited success. Everything I read said that all I needed to do to prepare was to go to the bathroom before hand and take a good shower. So I did, used my finger to clean out a bit, and got busy with the E5. It felt good but I kept feeling like something was wrong. Sure enough, I wasn't as clean as I thought and made a big mess.

Tried again with pretty much the same results. So I am stumped. I guess I will try an enema next, but I really was hoping that wouldn't be necessary.

Despite the problems, I enjoyed my two attempts. The feelings were great. I'll keep trying until I figure this out.

Prostrate massagers are essential vibrators that have the curvature to reach your prostrate and do just that...and yes, used well produce an incredible orgasm and a huge load too! You can get the fleet style enemas that are really easy to self administer and run one or two of those through to "empty out" that will really help...

 

[lisad83]

I don't want to be rude and highjack this thread but I didn't want to start a new thread so please tell me if It is best in a new thread. I did a search and this thread seemed the most relevant.
I REALLY enjoy massaging a guys prostate with my fingers while giving him a blow job or even just kissing him. Guys who will allow me to do this say the the orgasm is much more intense. I can relate this experience to my female counterpart the g-spot. Unfortunately with most guys, if I even touch a guys sphincter during sex he will either jerk away or pull my hand away.

I'm a female and I enjoy anal play and sex and I know how good it feels. Guys like to have anal sex with me too. My vagina and anus are some of my most erogenous zones. A guy has an anus, and a penis which is the counterpart to the vagina so we have similar erogenous zones.

My question is do the majority of guys not like their anus touched by a female or is it just the ones I have had experience with. Do these same guys perform anal play on themselves when they are masturbating alone?

 

[ManInStockings]

I don't mind having my anus touched when having sex with a female. If she is willing to go down in there, I let her go for it.

I do sometimes perform anal play by inserting a lubed up finger in my ass. The erection I get is awesome and jerking off while sliding a finger in and out of my ass makes the orgasm even greater.

I might have to go do it right now!

 

[TooManyTLA]

lisad83, it could vary quite a bit really. Some of those guys might play with themselves that way, but like to keep that part hidden because they're embarrassed or ashamed of it, so they don't want to share that experience with someone else. Some of those guys might just be freaked out by the thought of it.

If you can get the guy to relax and trust you before you start, I think physically, most men would enjoy what you're trying to do for them. It's just a mental hurdle.

 

[hilton1958]

I don't want to be rude and highjack this thread but I didn't want to start a new thread so please tell me if It is best in a new thread. I did a search and this thread seemed the most relevant.
I REALLY enjoy massaging a guys prostate with my fingers while giving him a blow job or even just kissing him. Guys who will allow me to do this say the the orgasm is much more intense. I can relate this experience to my female counterpart the g-spot. Unfortunately with most guys, if I even touch a guys sphincter during sex he will either jerk away or pull my hand away.

I'm a female and I enjoy anal play and sex and I know how good it feels. Guys like to have anal sex with me too. My vagina and anus are some of my most erogenous zones. A guy has an anus, and a penis which is the counterpart to the vagina so we have similar erogenous zones.

My question is do the majority of guys not like their anus touched by a female or is it just the ones I have had experience with. Do these same guys perform anal play on themselves when they are masturbating alone?

I would hazard a guess that most guys would not like it. Speaking for myself, up to a couple of months ago, I would have reacted exactly as you described, but now, having been experimenting on my own, and sometimes incorporating it into a masturbation session, I would welcome it.

 

[FloridaSmoothie]

I don't want to be rude and highjack this thread but I didn't want to start a new thread so please tell me if It is best in a new thread. I did a search and this thread seemed the most relevant.
I REALLY enjoy massaging a guys prostate with my fingers while giving him a blow job or even just kissing him. Guys who will allow me to do this say the the orgasm is much more intense. I can relate this experience to my female counterpart the g-spot. Unfortunately with most guys, if I even touch a guys sphincter during sex he will either jerk away or pull my hand away.

I'm a female and I enjoy anal play and sex and I know how good it feels. Guys like to have anal sex with me too. My vagina and anus are some of my most erogenous zones. A guy has an anus, and a penis which is the counterpart to the vagina so we have similar erogenous zones.

My question is do the majority of guys not like their anus touched by a female or is it just the ones I have had experience with. Do these same guys perform anal play on themselves when they are masturbating alone?

Even for a man with anal play experience, a sudden touching of the sphincter can be unexpected and somewhat of a shock since there are so many nerve endings there. Either letting the male partner know you will be exploring that area or moving slowly from the perineum or cheeks should help get him prepared for your touch. What fun!

I cannot answer your questions as they speak to the majority of males. I only know what I and some other men I know like.

 

[bbcnc]

I don't want to be rude and highjack this thread but I didn't want to start a new thread so please tell me if It is best in a new thread. I did a search and this thread seemed the most relevant.
I REALLY enjoy massaging a guys prostate with my fingers while giving him a blow job or even just kissing him. Guys who will allow me to do this say the the orgasm is much more intense. I can relate this experience to my female counterpart the g-spot. Unfortunately with most guys, if I even touch a guys sphincter during sex he will either jerk away or pull my hand away.

I'm a female and I enjoy anal play and sex and I know how good it feels. Guys like to have anal sex with me too. My vagina and anus are some of my most erogenous zones. A guy has an anus, and a penis which is the counterpart to the vagina so we have similar erogenous zones.

My question is do the majority of guys not like their anus touched by a female or is it just the ones I have had experience with. Do these same guys perform anal play on themselves when they are masturbating alone?

You can play with anything I got, anytime you want. Especially while getting a blow job. Anal and oral, what could be better than that.

 

[lisad83]

You can play with anything I got, anytime you want. Especially while getting a blow job. Anal and oral, what could be better than that.

That's a good place for us to start

 

[jstaylor9]

Unfortunately with most guys, if I even touch a guys sphincter during sex he will either jerk away or pull my hand away.

I usually pull away too, even though I've had plenty of good anal experiences. For me it's concern about it turning messy if I'm not properly prepared. I've also had to stop partners because they tried to just jam a surprise unlubricated finger in me without giving me a chance to relax. Lube that finger up a bit first and start by just touching the opening with a little bit of pressure. As soon as I'm ready, it'll go right in.

 

[Trimjob69]

I don't pull away. I would push back on your finger.

 

[lisad83]

I usually pull away too, even though I've had plenty of good anal experiences. For me it's concern about it turning messy if I'm not properly prepared. I've also had to stop partners because they tried to just jam a surprise unlubricated finger in me without giving me a chance to relax. Lube that finger up a bit first and start by just touching the opening with a little bit of pressure. As soon as I'm ready, it'll go right in.

Being the anal sex fan that I am , I've had quite a bit of experience putting things up my rectum so I can completely understand the concerns you mention. Cleanliness and lubrication. On more than one occasion I have had a guy try to force his penis up my rectum thinking that because my vagina was wet, and some of that was on their penis, that it should go in just fine. Then exclaim how tight I am while I am speechless with pain. I have also learned that along with keeping my vagina fresh and rinsed out, I do the same with my rectum before any sex.

But all that aside, I have found most men dislike even a touch on their sphincter with a finger or even my tongue if I am giving them a blow job and I happen to wander south. But I admit a few men have loved the sensation and wanted me to go back for more.

 

[lisad83]

I don't pull away. I would push back on your finger.

Oh..Trimjob...your such a slut