First anal experience

I had my first anal experience a few months ago and figured I would share it here with the zity community of course! A girl and I were rather drunk having sex sideways in the spoon position. I slipped out on one of my thrusts and she went to position me back in...but it went into the back door instead. I heard her make this incredible panting noise as she slid it into her ass and I confirmed it when i reached around to find that her vagina was conspicuously empty!

it was pretty thrilling to see that level of kinkiness come out of a situation like that. Anyone else have an impromptu anal event?

Don't you just love it when what you think is going to be just regular sex turns into something hot, intense and animalistic?

The experience you described has happened to me (being on the receiving end of it.) Sometimes it's a matter of thrusting at the wrong angle or too much lube causing slippage. As long as it isn't painful, I just go with it; making sure that my lover's fingers fill my vagina and pleasure me that way, as well.

When men are younger (or just plain ignorant) they'll plan for the "accident" to occur, thinking that once he's in, the lady will be fine with it. This trick rarely works out in his favor and he's likely to get slapped or made to sleep on the sofa for a month, if not kicked out of the house entirely. A male friend of mine firmly believes that every man who wants to try anal sex should have a strap-on used on them first so they know how it will feel to a lady and it will make him take his time to relax her and slowly stretch her before penetrating her. I think a man should be open to having anal play reciprocated so he knows what it feels like and how easy it is for things to go wrong and become extremely painful. Because when it goes wrong, the expression of pain being visceral truly applies so it's best to take it easy. At first, anyway. 😃

The first time I attempted anal sex was terribly painful. My boyfriend penetrated me quickly with his full length and rammed me deeply. It was an accident. I was lying on my tummy in the bed and he was kneeling behind me. We had no idea how quickly things move and how easy it is to lose control when the anus gives way and opens up for a lover. I screamed, "Whoa, Steve!" I cried that, "It hurts. It hurts. It hurts." He started to remove it quickly but that hurt, too, so he had to remove himself millimeter by millimeter. Then I curled up into a ball in the bed while he held and kissed me. He was really good about the whole thing.

Although my first experience was far from pleasant, my interest in anal play wasn't waned so we attempted it successfully the next weekend after my bottom had a chance to recover. It was divine. I always took enemas before we went out so I was always clean and ready for anything; a regimen which I maintain to this day. Eventually, we could laugh about our first (literal) stab at anal sex.

For the rest of the time we were dating, we regularly had oral, vaginal and anal sex every weekend. Often several times a night. We were teenagers so recovery time was nil back then. I can still remember the scent of our sweaty bodies mixed with baby oil in the un-air-conditioned room on the second floor of his dad's house.

In my high school yearbook, under favorite memories, I listed several special dates and brief memories and the quote, "Whoa, Steve!" to remind me of all the hot anal sex we had.

I'm still having hot anal sex as often as possible. I'm glad you and your lady enjoyed it and hope you have many more kinky times together.

Dianne

I recently had anal sex with my girlfriend using heated olive oil as lube, and I have to say that it was the most erotic experience that I've ever had. For once, it's nice being a guy who is endowed with average size, because that seems to be perfect for penetration without being too big. I didn't even really care about thrusting because the sphincter rings seemed to involuntarily massage my shaft, which is a sensation of its own. She was hesitant at first, but since has definitely has given hints that she wants this to be a continuing saga!

Good for you, and I think that warm olive oil sounds great. I would also remind you that olive oil is a major part of the very healthy Mediteranian diet. Welcome to Enemas 4 fun.

I hope for the sake of both of you that you carry on to explore your new found adventure

My wife and I use olive & grape seed oil as well for anal sex. It holds up much better than water based lubes and I think is better for the skin (wife says her bottom gets irritated by other stuff). Haven't tried it warm though...sounds great!

Score one for the average size penis guys!

Yes we guys who are not porn stars actually may have more fun when it comes to doing anal. If you are penetrating someone who is new to anal then a medium size girth penis (probably 2 inches or less in diameter) will be ideal for both parties.

If you are with someone who is large then it may take practice (gradual stretching with toys) and time to work up to pleasurable anal.

If you are not "large large" you should definitely suggest doing anal with your partner and you'll probably both have fun from the beginning.

Although this thread is several years old, I enjoyed reading both egirlky and spankreardem's stories.

I think most guys would love to have partners like these two ladies, who are into anal and look forward to doing it.

Keep the stories coming. This thread is too entertaining to let it sit for years and not have additional first time anal stories be told.

My first anal experience (not including playing with my own) was a night with my first girlfriend (she was 15, I was 16) the first time we ever got naked. I was "massaging" her legs and eventually worked my way up to her underwear-covered rear. Not knowing how she would react, I slowly pulled them down (first time I ever saw her bare bottom). she was OK with it. I was beside myself with excitement. Not really knowing what to do, I started massaging her ass gently, and I remember wanting to spread her open and look at her "there". She did not react as I opened her wide with my thumbs and, basically, examined her anus. That was years ago but I remember how small and barely pink and nearly hairless and totally clean her hole was. I spent a couple minutes licking her bottom, all up and down and in and around her anus. I recall that she just sighed very quietly but, somewhat surprising to me now, never flinched or asked me to stop. It was very intense then and now. Over the two years we dated, I often rimmed her like that, but she never allowed me to put a finger inside her and she refused to touch my anus. Wasn't until college that someone touched me there.

My first experience was long time ago. When I was around 14 I saw some Porn movies where they did anal. So I wanted to try that and I started to play with my own anus. Later I started to rimming and finger fucking my first girlfriend. Later she was open for dildos and other smaller toys/objects. I only inserted my Penis once in her ass back then.

With my current relationship I do have regular anal sex. Most of my experiences I have as an active part. No other person has done somthing like that to me yet.

Had mine a few months ago. I am 25 and I have always wanted to try it, but either I was too shy to ask for it from a guy, or it was a wrong guy with whom I really did not want to go there. And then he came. Mr. Fantastic. 😃 One evening we were talking over the phone about our deepest sexual fantasies and dirtiest experience and I admitted anal play turns me on like nothing else, but I never really tried anal sex. He neither, but also wanted to. Two days after this phone call we were together in my bedroom making out, when he asked if I had some oil nearby and smirked. I got very very excited, because I knew he wanted to try it and he knew I wanted to try it without even asking. My hands were shaking, when I gave him a jar of coconut oil, and I was completely wet just from the expectation of what was about to happen. I truly felt like the night I lost my virginity. "Lie on your belly and close your eyes," he whispered. I did so and then he spread my legs a bit and started rubbing that oil all over my butthole and massaging me from the outside, then he slipped a finger in and just played there for a while. He went very slowly and deep in, then very slowly out, but never completely, when he was almost out, he started going back in. It turned me on in an unspeakable manner! Then it was two fingers and then finally, his penis. Very slowly, very gently. First time for both of us and we were totally shocked by the intensity of it! He loved how tight I was there and enjoyed the dominance over my body (actually, this experience later got us to try BDSM and thats a whole other story). I loved being completely in his power. I loved being submissive. I loved the trust. I loved how slow, gentle and caring, yet dominant he was. I loved the feeling of his gorgeous body all over mine, I loved the position on my belly when I couldnt see his face, only hear his breath, I loved the feeling of his penis deep inside my ass and I loved that I could and still can trust him with his every move. I loved that it took him two days to fullfill my fantasy. 😃 We did a lot of ass play since then and it opened a whole new world of sexual pleasure for both of us.

@Morgane thank you for sharing your lovely experience!!

Hi Morgane!!!,

Thx for posting!!! As I was reading...I could only think to myself... "Oh My!!!!!!.........Oh MY!!!!!!........"

With a Kinky "KLICK!!!!!!" of that little white Klip...

That gets the "Flow" going!!!!!!!,

highwater

@Morgane thank you for sharing your lovely experience!!

That was well done. Thanks again.

@Morgane, you're such a whore. 😜

You need to give women lessons.

@Morgane, you're such a whore. 😜

You need to give women lessons.

Susie means that in the nicest way. She has a potty mouth though!

Susie means that in the nicest way. She has a potty mouth though!

How else would I mean it?

Whores are a very valuable commodity. Frigid and inhibited women are a dime a dozen.

I am certain marriages would be happier and the divorce rate would reduce if more women were whores for their husbands and significant others.

Whores are a very valuable commodity. Frigid and inhibited women are a dime a dozen.

I am certain marriages would be happier and the divorce rate would reduce if more women were whores for their husbands and significant others.

Amen sister!!

@SwitchableSusie. Bravo! Standing applause! Astoundingly stated and I couldn't agree more!

I was well aware I enjoyed anal stimulation long before I first had anal sex so it was me that initiated it.

I was out of control horny so naturally we were having sex and he popped out.

When he went to put himself back in me I directed him into my ass.

He was well lubed from my own natural lube so went in ok but was more uncomfortable then I thought it would be initially but once i settled into him it was great.

I'm willing to bet that my first anal experience was one of my 3 older cousins. Three girls, they would've been 9, 11 & 13 when i was a toddler. They often changed my diaper or bathed me. I suspect that the older 2 may have played peek-a-boo finger with me. I have always craved the sensation of penetration. Love it when it hits my spot!

It was great ,, we learn and watch so much before we start and it very good and enjoyable

Just had begun dating a woman who was a school librarian, very pretty and friendly but with what I thought was a conservative maybe a bit naive demeanor. So much for judging a book by its cover.

Anyway the morning after only our first time having intercourse, we started in again, tentatively. Behind her I positioned my very hard penis against her pussy but it slipped up and rubbed between her cheeks against her anus. I immediately said ‘sorry’ but she whispered ‘no it’s ok, you can put it there.’ Not sure I understood I said something like ‘what? where?’ And she turned her head and grinned ‘in my ass, it’s ok. I want you to fuck my ass.’ I think we had sex all day long. Later that evening we talked very explicitly about it and she admitted she’d never had anal intercourse but had long wanted to. She’d tried to get her former husband to do it but she said he seemed totally uninterested.

That was the beginning of several months of very naughty, gratifying sex.

@SwitchableSusie

I agree with you completely. 😃 I think for a good marriage, you have to be a little bit of everything. Best friend during common days, great cook in the kitchen and a whore in the bedroom. I am not married yet, but I enjoy my relationship with Mr. Fantastic very much and I honestly enjoy being his whore. 😃 We are both kinky in the same way and that's what makes our sex great. And great sex makes everything else great as well. It may seem strange at first sight when he spanks me, ties me up, holds me tight, pulls my hair back while sticking his penis inside my mouth or inside my ass, but he knows how to read the language of my body, he knows how to distinguish between pleasure and pain and exactly knows when to stop because he is doing something I no longer enjoy. I feel respected and loved in normal life as well as in the bedroom. It surprised a hell out me I feel respected even with my legs strapped to the bed, my hands tied with a belt, with his penis deep inside my ass, but I do and I am sure many submissive women can relate. 😃

My first experience was with a woman ten years older than me she would only let me penatrate her back door if I agreed to let her do the same to me and we both loved it we do it regularly now great experience everyone needs to try it

I was 16 and messing around with a FWB. I brought it up so nonchalantly while he was rubbing my ass "hey, maybe you could finger my butt?" He was more than happy to and I was hooked.

I'd never had a man interested in receiving until I was about 24. He loved it when I'd finger him. He also loved rimming which I was too weird about but eventually gave in. I remember the first time I licked his asshole I got so incredibly wet. Still makes me feel so dirty to lick and suck a man like that, one of my favourite things now!

The first time I had anal I was rape by a family member. I meet a guy that like to pee in the bed before he had anal sex he was an only top guy . first time I meet a guy was in a restroom changing my adult diaper ..he asked if he could help I immediately said no .. I forget to lock the stall door he walked in and lock it ..I was just about in my teens at the time he told me to bend over he was not gentle as he rape me he told me not to make a sound ..I like anal sex not from a young age as an adult I like the bottom any guy I have meet just like to get off a leave..