The New Intimacy

First Anal Experience

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Contributor: Nashville Nashville
I'm just curious when everyone had their first anal experience.

Was it with a toy or with a partner?

Was it memorable- for good reasons or bad reasons?

Do you enjoy anal more or less since that very first fated experience?



- I thought this category was too empty and needed a discussion to liven it up!
03/16/2009
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Contributor: DreamyLove DreamyLove
My first experience was with my current boyfriend, using only a finger and analingus and it was fabulous. I can hardly wait to actually do anal, but I'll have to wait 6 months to a year for any anal play as per my GI doc, since I have a fissure that needs to heal.
I love the first taste that I've had so far, and when I'm all healed, I hope to jump right back in the saddle so to speak.
03/16/2009
Contributor: Sammi Sammi
My husband has a thing for anal. Several years ago, after I got tired of him pestering me, I bought a small silicone t-plug. He found it in the drawer (I hadn't tried it yet), and slipped it in one night when we were having sex. It was pretty enjoyable, and we use an anal toy a lot when we have sex now. I've only let him use his penis twice, and both times I was pretty tipsy. I think it's too big to fit! We have been getting a few toys that are a little larger than the t (it's about 1"), and sometimes I can work up to them.
03/16/2009
Contributor: Tuesday Tuesday
My first and only experience with it was with a boyfriend long ago. Unfortunately he was outlaw-sized and even though we were well-lubed I tore. I didn't even realize I was torn until afterwards. It took forever to heal and was incredibly painful.

Doctor's orders - I will never try that again.
03/16/2009
Contributor: jedent jedent
My first serious boyfriend goes "whoops, it just slipped!"

I was like 15. I was not prepared.

I was NOT happy.

That man is now dead.

I still shed tears.

I cringe when my husband wants to do the buttsecks.
03/17/2009
Contributor: Red Red
Funny story. It was late, we were drunk, the sex was vigorous and there was a lot of pull out and then all of a sudden he went hilt deep into the wrong hole. I started shaking uncontrollably and passed out. It looked, to his untrained eye, like a seizure. I now know that that is simply HOW I pass out - shaking like mad. But it was scary.

So, um, after a long and sleepless night, I went into work but had to leave cause I was so worried I had a medical condition or something, I was a complete mess. My good hearted doctor smiled very kindly (but with some amusement in his eyes) and said that sometimes it can be a bit surprising to get poked there. The next day my boss was really worried - said I looked pale as as sheet when I had left work, and asked if I was OK. I couldn't think of what to say so I said it was "just some personal stuff", and from then on my boss thought I was a drama queen.

Of course, now-a-days, anal sex is my absolute favorite thing. But, man, was I ever worried.
03/17/2009
Contributor: Liz2 Liz2
My first was with a prior b/f..not pleasant the first time..saliva as lube. Eventually with lube and care it was great. My present b/f was interested in anal, well versed in lube but he is endowed with a big head, no way!. Worked it out by prep with butt plugs, now awesome!
03/17/2009
Contributor: Goodkittygnbad Goodkittygnbad
My first experience made me almost never want to try it again. I had a not so caring boyfriend at the time. Everything was always his way and how he wanted it. Needless to say, he wasn't gently with my virgin bum and I'd have to say it was more painful than having my son. Today though, I have a loving husband who's very gentle and takes his time getting things warmed up. I love it! (Glad I didn't give up totally.)
03/17/2009
Contributor: Dragon Dragon
Years ago with my husband. No lube, and not much stimulation. Stupid enough not to know any better. It wasn't pleasant and it didn't go very far.

I absolutely love it now though. Still not with my husband.
03/17/2009
Contributor: Mamastoys Mamastoys
Quote:
Originally posted by Red
Funny story. It was late, we were drunk, the sex was vigorous and there was a lot of pull out and then all of a sudden he went hilt deep into the wrong hole. I started shaking uncontrollably and passed out. It looked, to his untrained eye, like a ... more
Mine was sorta the same-under the influence of alcohol and suddenly just slipped into the wrong place. Best I can remember, it was not real pleasant for me.
Since then, we have worked on it-using lots of lube and smaller items. Much better now.
Amazing what that alcohol can do!
03/18/2009
Contributor: Naughty Student Naughty Student
My first time was with my current partner. I had been interested in anal after having rented a porn movie and seeing a girl work a big shiny but plug in another girls butt. It turned me on so bad and Eden helped me satisfy my anal needs. I luckily was informed about safe anal play and worked up to be able to take his cock. It seems sometimes anal is better than other times like a sort of roller coaster. But the past few times its been delicious, I don't have it often but when I do its always a pleasure for both of us. (I will eventually get that nice red plug)
03/23/2009
Contributor: SassIsLookingForSex SassIsLookingForSex
Quote:
Originally posted by Nashville
I'm just curious when everyone had their first anal experience.

Was it with a toy or with a partner?

Was it memorable- for good reasons or bad reasons?

Do you enjoy anal more or less since that very first fated ... more
My first experience flatout sucked!!!!!!!! It was really early in the morning so I was half asleep, the guy that I did it with was very small, and he rushed the process which we all know doesn't help. I was on my side on the floor, no pillows, no cushioning at all, and to top it off, he didn't use any lube.... But overall I really enjoy anal, despite the screwup I had with my first experience
03/27/2009
Contributor: Ciao. Ciao.
My first experience was with my own fingers, similarly my first play with my partner was with her fingers. In all cases (and with the toys I've used) I've loved it.
03/27/2009
Contributor: Airen Wolf Airen Wolf
(EF Review Program Mentor)
Quote:
Originally posted by Nashville
I'm just curious when everyone had their first anal experience.

Was it with a toy or with a partner?

Was it memorable- for good reasons or bad reasons?

Do you enjoy anal more or less since that very first fated ... more
Hmmmm my first experience with anal was early into my relationship with my husband. He LOVES anal both giving and receiving. We were standing up and it was wonderful. Laying down however wasn't so much fun...we didn't know much about lube until recently. Now I am not sure what I feel actually, I have had kids so it's not as comfortable (I'm not gonna get into the details LOL) but with enough lube it can be pleasurable.
03/29/2009
Contributor: Airen Wolf Airen Wolf
(EF Review Program Mentor)
Quote:
Originally posted by Tuesday
My first and only experience with it was with a boyfriend long ago. Unfortunately he was outlaw-sized and even though we were well-lubed I tore. I didn't even realize I was torn until afterwards. It took forever to heal and was incredibly ... more
Good Lord and Lady above...what a way to be introduced to anal play! It's incredibly dangerous to tear in that area as well and does take near freakin' forever to heal. *shudder*
03/29/2009
Contributor: chinnaman1 chinnaman1
MY FIRST I FLEW SOLO MY WIFE IS 1ST RATE ALL THE WAY I CAN BARLEY KEEP UP BUT ABSOLUTLY NO ANAL SO SAD
05/08/2009
Contributor: Lithaewyn Lithaewyn
Haha, the first time was with my current partner and it was planned, but it was like losing my virginity all over again... Clumsy and bashful and awkward. But unlike losing my virginity, it wasn't really a fond memory. I didn't come to love anal until he tried "tossing my salad" a little over a year ago. I thoroughly enjoy it now just as much as vaginal intercourse.

I think for some people, like me, it can be like wine in that you have to really find how it works best in order to actually enjoy it. Either that or it's a love it or hate it thing.
05/08/2009
Contributor: Miss Cinnamon Miss Cinnamon
My first time was with my current boyfriend. I was on my period and had a tampon in, but we were fooling around anyway and he was just sliding between my thighs, trying to get off. Then he started poking around the back and I was like "Honey... what are you doing?" And he reassured me that it would be ok. I said "Don't we need... lube or something?" So he squeezed a glop of crappy drugstore water-based glycerin-y lube on my ass and smeared it around a little bit and then plunged in. My boyfriend is pretty well-endowed, and in less than a second I went from "oh!" to "OW FUCK FUCK FUCK PULL IT OUT PULL IT OUT HURTS HURTS HURTS"

It's gotten a little better since then, but I've yet to really get the hang of anal. I look forward to the day when I love it
05/08/2009
Contributor: bi-bi bi-bi
Quote:
Originally posted by Ciao.
My first experience was with my own fingers, similarly my first play with my partner was with her fingers. In all cases (and with the toys I've used) I've loved it.
at the time i was living as hetero .. i had been with guys when a lot younger and liked it, but the stigma forced me into the closet .. then i let a gay guy pick me up... first time i did anal was top with him.... and i really liked giving .. the ass feels so much different than a pussy .. years later while married i was with another man several times .. i wanted him to do me, but he didn't, he did however finger me very nicely ... and i have wanted to be bottom ever since... i have still been living hetero, and i given it to several women and like it too but i have remained in the closet .. only doing myself with didlos .. I LOVE IT .. as a bi guy, i really prefer sex with men.. i think men are for sex and women are for love.... but with my circumstances i will remain in the closet and live the lie...
07/24/2009
Contributor: Juliettia Juliettia
My first experience was actually pleasant and with my Husband. I was shocked that it didn't hurt and went smoothly. Since then I haven't seemed to enjoy it as much as the first time for some reason.
07/25/2009
Contributor: Luscious Lily Luscious Lily
My first was about a year ago. We'd both had a little to drink (only slightly tipsy) and were fooling around before bed. My roommate was asleep across the room, which meant no sex (I'm too loud), but we couldn't resist fooling around a bit. We'd been talking about me getting more comfortable with the idea of anal play earlier that day, and one thing lead to another. After a bunch of lube and massaging, a single finger was all I could relax for. It didn't hurt, but it felt STRANGE. After a little while of just holding it in place, I made him take them back out.

And... that was it. Then we went to sleep. Really exciting. But no pain!
07/25/2009
Contributor: Backseat Boohoo Backseat Boohoo
The first time I ever tried to have ANY kind of sex, I was in high school with an equally inexperienced guy. We were getting ready to do the nasty, and I waited for him to slip it in my vagina...but he missed, and the head of his dick started poking my ass. I was like, "Uh, no, bye," and left; I figured if he couldn't figure out which hole to stick it in and missed by that much, it wasn't going to be worth it.

Years later, I started using toys anally. With the exception of certain types of beads and plugs, I still don't love anal. I don't HATE it, but it doesn't do much for me. Of course, that's also situational...I like getting it rough plenty of ways, provided I've been properly dilated, and in a DP situation it's great, provided the folks involved are careful.

Generally speaking, I'll let someone penetrate me anally once in a while during our relationship, but I still prefer to be penetrated vaginally. (Kinda funny, when you consider the issues I have with vaginal penetration; you'd think I'd prefer the "number" area!) I'd say maybe once or twice a month, if we're having sex regularly.
07/25/2009
Contributor: Valyn Valyn
I was maybe 17.. I wasn't really prepared. I remember it hurting, and it only went on for a couple of strokes until it was just too much for me, and too weird, and we stopped.

It wasn't until years later and lots more lube that I realized I could really love it. I'm still reluctant to get into it, but once I do, it can be really good.
07/25/2009
Contributor: Alt Alt
First anal experience = around 5 and found different zones on my body that felt good.

First anal penetration = 13 (used a toothbrush handle)

First vibrating anal toy = 16 (use the handle of an older electric toothbrush - Amazing orgasm indeed)

First official sex toy used anally = 17 (was a slim plastic vibrator I bought online)
07/26/2009
Contributor: MR. P SPOT MR. P SPOT
My first was my wife was sick and I had watched some ass fuck trannys and Gays and strap on and told my wife I would like to try it and do it more if I liked it and forget it if I did not. She agreed and I actually started with the Pro-state. But soon I was asking her to use a dildo and then her vibrator when I got her a new one and the rest is history. If age is important I started at 47 and have been at it for 6 years+ and look forward to every anal orgasm as well as regular ejaculation with or without anal. My motto is a well reamed ass with a ass filling vibrator is a happy ass.
11/11/2009
Contributor: ~miss.heather~ ~miss.heather~
Just got into anal about a year ago with my current bf, he started with fingers when we were having sex, then I worked my way up to some butt plugs, and finally a few weeks ago I was able to take the real thing, real slow....with a lot of lube!!! But he is so gentle and patient with me it mad the experience so much better.
11/12/2009
Contributor: Rose Rose
My first anal experience was with my boyfriend, and horrible and amazing at the same time. It was a recipe for disaster: I didn't really realize ahead of time he was intending to do it that night; we were experimenting with bondage; it was in the backseat/trunk of a car; he wasn't going to pay any attention to my comfort*, and there was no time for me to get used to 'hey, no penis in my bum' to 'OH GOD THERE IS A PENIS IN MY ASS'; for half a week afterwards I couldn't actually sit to use the bathroom. And yet I still really, really, really liked it, probably because I was absurdly turned on by my absolute lack of power.

*Don't worry, this was pre-negotiated and we had a safeword...
11/12/2009
Contributor: Sir Sir
Well, for giving anal, it was fairly good my first time. It wasn't anything interesting, because my partner at the time and I had already known about sex and how it worked out. I wasn't exactly gentle on him, but I was softer than most other times that we had had sex. I believe that it was enjoyable for the both of us, but it got better as we each became more accustomed to each other's bodies.
11/12/2009
Contributor: ordinaryak ordinaryak
My first experience was wonderful my Boyfriend really loves my butt(the reason he asked me out in the first place) and while he was going down on my just started circling my bum hole it was wonderful he never went in or anything just rubbed then later on he asked if i wanted him to enter it with a finger i said absolutly so we got some lube and used it and it was wonderful a few months later he askedme if ide be intrested in his penis i said "nope" and he never asked again but the more i thought about it the more i wanted to try it so i practiced using toys on myself and thought about a postiotion that would work best then i suprised him with it and boy was it good i also made sure to set up the video cam and we still have it, he likes to watch it often.
02/18/2010
Contributor: usmcwife99 usmcwife99
Quote:
Originally posted by Nashville
I'm just curious when everyone had their first anal experience.

Was it with a toy or with a partner?

Was it memorable- for good reasons or bad reasons?

Do you enjoy anal more or less since that very first fated ... more
it wasnt a good one nor by choice, ile leave it at that.
06/23/2010