What was your first anal sex like?

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What was your first anal sex like?

sexcandy12 sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
10/06/2013
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Bignuf Bignuf
Quote:
Originally posted by sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
No pain, which is what turned me onto it. A gentle slow lover who explained everything before doing it, let me call the shots as for speed, timing and when to stop or pull out, and used enough lube to fill a bathtub. Messy, but the right way to get started. It was all positive, and while it felt more tight and filling then orgasmic, that first time, I quickly learned to enjoy the super sensual, super intense sensations and with a little clit play, learned about what would always remain my most powerful orgasms.
10/06/2013
C&K0143 C&K0143
Quote:
Originally posted by sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
My wife hated anal when we first tried it but over the years, she has grown to love it. My first time receiving anal sex was amazing. I had no problems with pain or anything like that. - C
10/06/2013
UnknownNobody UnknownNobody
I'd been a top for years before I bottomed the first time.
We were both rather drunk, and he was really really big. We didn't do nearly enough foreplay, and I really wasn't as ready as I thought I was. It hurt quite a bit, and was not the good time that I'd hoped for. That said, I know that first time could have been much better, but drinking really got in the way.
I've since had much better experiences bottoming.
10/06/2013
CutiePatootie CutiePatootie
Not as bad as I thought it would be, in the front seat of a car! And then again later that night because I wanted to try again.
10/16/2013
Lucifer the Cat Lucifer the Cat
Mine was kind of terrible. We were both young and very inexperienced and didn't have any lube, so we used spit. It didn't hurt as much with him as it would with some other guys, though...
10/20/2013
Oriental husband and wife Oriental husband and wife
Mine was by accident. Had to go to ER for serious stomach pains. Doctor had to go in deep for a specimen. She curled her fingers while pulling fingers out and gave me an erection during the process. Didn't hurt, she wore gloves and used a lot of lubricant. She did call me few days later to see how I was doing. Turned out to be allergic reaction to something I ate.
10/20/2013
earthmama earthmama
We were both kind of drunk, neither one of us had ever done it before, we did everything basically textbook wrong... but somehow turned out okay. I was amazed by the intensity of his reactions and it was an odd feeling, but not painful.
10/25/2013
SecretKinksters SecretKinksters
It was years ago with a different partner...it was terrible. Did everything wrong, and was drunk...not a good combo. Nothing like anal with my man now!
10/25/2013
HappyInNJ HappyInNJ
I got started by using a finger or two then moved into a plastic mop handle. To me if you use plenty of lube and go slow it is very pleasurable.
10/26/2013
justwannahavefun justwannahavefun
My first time was not good. I was 17 and there was no discussion, warning or lube. It took quite some time to even consider any sort of anal play after that.
10/26/2013
naturegirl naturegirl
First time was pretty much just like the last time...unpleasant, uncomfortable & pointless! Why on earth go up the anus when mother nature put a perfectly shaped orifice barely an inch away?
10/27/2013
HappyInNJ HappyInNJ
Quote:
Originally posted by justwannahavefun
My first time was not good. I was 17 and there was no discussion, warning or lube. It took quite some time to even consider any sort of anal play after that.
OUCH!!!!

That is 1 bad experience.
10/27/2013
Bignuf Bignuf
Quote:
Originally posted by naturegirl
First time was pretty much just like the last time...unpleasant, uncomfortable & pointless! Why on earth go up the anus when mother nature put a perfectly shaped orifice barely an inch away?
1. Incredible sensations (why was that area so innervated with pleasure sensors, shared with the vagina, I might add)?

2. A more heightened sense of trust and intimacy required.

3. One more way to have intense and incredible orgasms....

if done right.
10/27/2013
mam97 mam97
I really want to try it but my husband isn't interested. I have talked to him about it but he said he's nervous. I bought a toy to warm up with and he's still not interested. Not even me using the toy anally while he's in my pussy so I use the toy for anal while I masterbate. Earth shattering O's while I DP myself with toys.
10/27/2013
Happy Kupple Happy Kupple
My first time was with my husband(before married). I was nervous, but I orgasmed. We still do it occasionally and still have orgasms. We both enjoy, but it's just not that big of a deal for either of us. We both enjoy oral and regular lovemaking/sex more.
10/28/2013
BlackOrchid BlackOrchid
My first time was not bad at all. I was nervous but turned on. He did everything right, started slowly with fingers, let me tell him when and how much to move, etc.
It's all about communication, and lube!
10/28/2013
AnalLover2 AnalLover2
Quote:
Originally posted by sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
First time was uncomfortable, but after that I have anal orgasms every time. Did not know you could have anal orgasms or maybe I'm different.
10/28/2013
Frank Rogers Frank Rogers
Quote:
Originally posted by sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
It was intentional from a friend. To top it off he came in me. I really enjoyed that squishy feeling of cum in my backside. It is great. My wife enjoys having me squirt in her; I guess it is the same reason.
Mar 26, 9:37 pm
SaucyxGirl SaucyxGirl
In our youthful ignorance we had this crazy idea that a lubricated condom would provide enough lube for the deed. Yeah, didn't work out as we had planned. lol
Mar 27, 9:50 am
BlackOrchid BlackOrchid
Quote:
Originally posted by SaucyxGirl
In our youthful ignorance we had this crazy idea that a lubricated condom would provide enough lube for the deed. Yeah, didn't work out as we had planned. lol
Well, to your credit you were at least having protected sex! I had to lol at this though, reminded me of a friend in HS who said that her bf tried talking her in to using chapstick as a lube!
Mar 27, 10:25 am
Bignuf Bignuf
Quote:
Originally posted by mam97
I really want to try it but my husband isn't interested. I have talked to him about it but he said he's nervous. I bought a toy to warm up with and he's still not interested. Not even me using the toy anally while he's in my pussy so ...
Hubby isn't interested? Oh my, we don't hear that much. Your hubby should talk to my hubby. My man would spend 20 hours a day in my rear end (and I would love it) if we didn't have to do things like work, shop, etc. He says that being deep inside me, tightly held by my little anus is the most comfortable, and wonderful place he ever finds himself. Awwlink love!
Apr 6, 10:05 am
Two Grand Two Grand
I was raped by a bunch of guys in a YMCA locker room it was very unpleasant.
Apr 9, 12:22 am
RonLee RonLee
Quote:
Originally posted by Two Grand
I was raped by a bunch of guys in a YMCA locker room it was very unpleasant.
That's awful, you poor kid!
Apr 9, 2:11 pm
Husband and Wife Husband and Wife
My first time was great. My wife worked me up to the strap on. Went slow for a while till we were both ok.. Then she pounded me. Now we try to do it once a week
Apr 9, 2:19 pm
Aesenthia Aesenthia
So with my son's dad (who was an idiot), he was like "I wanna do anal" one day and I expressed that I wasn't really interested and he decided that I probably didn't know what I was talking about and tried to do it anyways during sex and then claimed later that it was an accident. I'd been pretty traumatized from the horrible pain of the deed so when my current boyfriend said he wanted to try it, I was leery. I had been doing some anal play on my own and I got a few toys to play with anally, but I couldn't shake the previous experience from my head. After about a year of anal training on my own, he was slow and patient and he listened to me and we had anal for the first time and I quite enjoyed it. Didn't think I would, but I was pleasantly surprised.
Oct 8, 10:57 am
Wicked Wahine Wicked Wahine
Quote:
Originally posted by Aesenthia
So with my son's dad (who was an idiot), he was like "I wanna do anal" one day and I expressed that I wasn't really interested and he decided that I probably didn't know what I was talking about and tried to do it anyways during ...
I am damn glad you're not with that jerk anymore! Just happened to have the 'accident' right after being turned down after mentioning wanting to do it? Yeah right. It's a good thing you could eventually do it correctly with someone to over-ride the previous bad memories. Thanks for sharing that as most people don't try again after such a bad first time.

@ Two Grand, I am so sorry to hear that happened to you and I hope you received counseling and medical care! What a nightmare -- rape is an act of violence, not sex.
Oct 8, 12:43 pm
AnalSlut AnalSlut
My first time was great. Hubby was gentle and let me control the pace. I cum easily every time. I
Oct 14, 2:55 pm
couples1 couples1
Quote:
Originally posted by sexcandy12
for both men and woman, how was you first time getting it in the ass? much pain? not as bad as you thought?? was it accidental?
My first time having anal sex was about two years after I got divorced. At the time I had a very good male friend that used to accompany me to functions and events. He works with me and I had known him for quite a couple of years already. He also used to be married so we had common ground so to speak. My first husband was very conservative so the sex used to be lights off, eyes shut type of event. One evening when he was visiting the talk turned to sex and porn. He said that he noticed that in a lot of movies there is always some anal sex as well and if I have ever tried it. I said no and asked if he has done it before. He said he tried it once with his ex, but she was not keen on it. After a couple of glasses of wine I told him jokingly maybe we should try it, I mean nothing romantic will flow out of it, because at that stage neither of us was interested in a new relationship. He laughed and said, "sure, why not?" I asked him if he was serious and he said he was.

I told him we should get cleaned up first and take it from there. He jumped into the shower and when he came out of the bathroom he just had a towel around him and told me he will wait in the bedroom. I went to shower and when I came into the bedroom he was already lying on the bed, naked. He works out everyday so he is quite well built and when I looked down I saw that he was quite well endowed as well, nicely trimmed with smooth balls and shaft. He was uncut, and already semi erect. I must admit at that stage I was quite apprehensive, wondering if he will be able to fit into me, seeing that he was big. I removed my towel and he told me that we should get some lube, and if he should use a condom. The only lube I had was a tube of KY and I told him the condom we can give a skip, seeing that I was allergic to latex. I lay down to him and he started kissing my neck and breasts. He moved down to my pussy, which is also clean shaven, and I nearly came when I felt his tongue and lips on me, this was the first time since my divorced that I had sex again. I told him to turn around in the classic 69 position, proceeding to suck him. He was even bigger when fully erect and I must admit I had my doubts. Some of my female friends had anal sex before and said it hurt like hell. I could feel his one finger rubbing my ass and every now and then I felt his tongue there as well. He then told me to to lie on my stomach. I turned around and saw him reach for the lube. I felt him opening my cheeks and then he started kissing and rubbing my ass, slipping his lubed finger in. He only slid the tip in, telling me to relax. It was quite a nice sensation and I started relaxing, feeling his finger going deeper. He slipped in another finger and and asked me if I am ready. I told him he must just go slowly. I felt the tip of his cock against me and slowly he started moving into me. I could feel his foreskin sliding back as he entered me and then felt his whole tip popping into me. It was actually a funny feeling, not sore, but I could feel he was big. The whole time he asked me if it still feels ok, I told him if feels quite hot. I could feel him going deeper and stretching me, but it was quite a pleasurable feeling. I felt him starting to slide in and out and at one stage felt his balls against me, thinking to myself that his whole length went in. He moved faster and faster, rubbing my clit and nipples as he slid in and out of my ass. I knew he was close to cumming and told him he can shoot in me. I heard him groaning and then felt the warm liquid being shot into me, and then I felt myself starting to orgasm. I could feel my ass contracting around his penis as I orgasmed. I felt him sliding out of me, his dick making a popping sound when it flopped out. As we lay on the bed afterwards we both both agreed that it was quite the experience, I looked down and thought to myself that I would have never thought that such a big cock could fit into my ass. It was another 6 years before I got remarried again, but in that time we had quite a bit of anal sex, as well as other sex. We are still good friends and I still visit him often, but that is a story for another time. I would recommend anyone to have anal sex, it is one of life's guilty pleasures, and it is a lot of fun.
Nov 28, 1:46 am
RonLee RonLee
Quote:
Originally posted by couples1
My first time having anal sex was about two years after I got divorced. At the time I had a very good male friend that used to accompany me to functions and events. He works with me and I had known him for quite a couple of years already. He also ...
Ah my very first GF and I had anal rather than vaginal sex because she was, with good reason, terrified of becoming pregnant. I must have done it right because even after we began having regular "conventional" intercourse she asked for anal quite frequently.
Nov 28, 6:11 pm
Total posts: 30
Unique posters: 25