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Describe your first time anal

You have to get through the painful part first then it's great. The first couple of times we were both inexperienced and I just hurried things along b/c of the pain. My last bf was much more insistent that I like it and saw things through the right way, the first time. Turned me into an anal enthusiast, for sure. I like additional stimulation even while having vaginal intercourse, so you'll always find me playing with my own clit when everything starts to feel really good and I'm ready to get off. Same with anal. The orgasm is more intense somehow with anal, though. Either it's because there are different/additional muscles contracting or b/c of the relaxed state I'm already in once receptive to anal, don't know about that; but when he hits that spot deep inside and I've got a good rub going up front the orgasm takes me to the moon and back.
 
Damn there are some crazy ass stories in here..
My first time sucked the girl wasnt really havin it cause it hurt.

Since then I've had a lot of good runs with a couple chicks. haha
My girl I'm with now is down and we venture to the back door every now an then. She used to act like she didn't like it but she's wild an I could always tell she was wanting it. Love when she's playin while I'm goin at it. But the first time with her I was cautious and worked to ease her into it.
 
Oh god I don't want to do this. Well, for him I'll do it. He said we'd just try it, if I don't like it we don't have to do it again.

Oh fuck, there's the lube. This is really happening.

Hmmm.. a finger doesn't feel too bad actually. Two is even ok.

He's grabbing a condom. It's go time. Fuck, why did I agree to this?

Oh my god. ouch. OUCH. O U C H.

He's not moving, but it's getting less ouchey. Bearable, maybe.

Now he's moving. Ow, that feels uncomfortable. Oww-

Oh. OH. Thats.... Oh fuck, please don't stop. Oh my god, that feels amazing.

Oh god, fuck me. (I may have said that out loud =D).

More, please more... oh my god and his fingers in my pussy too I'm going to cum, oh fuck ;ASDFJ;OPWIRTU[ETIU[ASPDGJA'[


THE END :)
 
i have had anal sex well over 100 times (or more) and it still fucking hurts. i always use LOTS of lube and the guys are usually not too big..normal sized thickness. can someone answer why does it still hurt if i have done it soooo many times?

Maybe because you are tightening up in anticipation of it hurting. Unless of course you have some sort of injury to your anus.
It only stops hurting when you start to like the feeling and relax the sphincters.
 
Let me start by saying that My Wife and I have been married for over 32 years. During that time our sex life has been good but sometimes very stale and vanilla. We are both in our mid fifties and in good shape. We both are about 10 pounds overweight which I don't think is too bad.

My Wife just recently went through the "Change of life". I've noticed a very marked increase in her interest in sex. For most of our marriage, once every two weeks was fine with her. I naturally would have liked it more often. Now, she wants sex every day or two. Along with the increase of interest, she is more adventurous.

I've always wanted to try anal sex, but she was never willing to do it. Last Saturday night it just happened and she even liked it! We began the night with a romantic dinner at a favorite restaurant of ours. I told her that I had a surprise for her after dinner. On the way home, I stopped at an adult book/toy store. At first she didn't want to go along in, but after some coaxing she relented.

Once inside, she was very nervous, but helped me pick out a DVD and a G-spot stimulator. I think She was releived when we got back to the car. On the way home, we talked about taking a hot shower together and watching the movie. We ended up on the floor on an air matress watching ****.

This is when things got interesting. After about ten minutes, my wife reached down and started jacking me off. After another few minutes, She moved her head down to my **** and started giving me a blow-job. I reached down and started to rub her **** and She responded by getting very wet. She then stood up and turned around and mounted me reverse cowgirl and started pounding herself on my ****.

I grabbed her hips after a few minutes and pulled her sopping wet ***** to my face and started licking her. She started sucking my **** and playing with my balls. I then started licking her ******* and she started moaning with approval. After a few minutes, she rolled onto her back and I slid my **** into her dripping *****. She pulled her legs up to her sholders to allow me deeper into her.

I slid out of her and grabbed the G-spot stimulator and went to work on her. I licked her **** while I massaged her G-spot and within two to three minutes she had a shuddering ******. I continued to massage her and she had multiple small, almost continous *******. I have never seen my wife in this state of arousal.

My fingers were covered by her *** by now and I began to slowly inserting my middle finger into her *******. She squirmed a little at first, but just then she had another ****** and my finger slid all of the way into her. I continued to slide my finger in and out of her ******* while I stimulated her G-spot and licked her ****.

I had moved into a 69 position where she could suck my **** while I worked on her. At this point she was sucking me like she had never done before. It reminded me of those sloppy blow jobs you see in **** movies. I could hear wet sucking noises on moans coming from her. I knew if ever there was ever a time to try anal, it was now.

I moved around and got between her legs. Her eyes were only partially open like she was in some sort of sexual delerium. I said "I want to **** your ***" and she just opened her legs wider and pulled them up allowing access to her butt hole. In this position, the best I could do was get the head into her.

I rolled her over into doggie position and went to the dresser to get out some lube. I covered my **** and her ******* with lube and put the head against her butthole. The head popped in pretty easily, and I grabbed her hips and started to pull her towards me. She left out a squeal as I slid further into her.

What happened next really surprised me. She actually started to push herself onto my ****. I guess she was enjoying it. I could feel that she had taken the G-spot stimulator and was using it on her ****. The sight of her pushing back onto my **** and it sliding into her ******* put me over the edge. I came deep in her ***.

After being together with my wife for over thirty years, we had just finished having the best sex ever in our relationship. She even told me that she had enjoyed the anal sex! Makes me wonder whats next...

Did you **** her **** or did the ***** ****?
 
I tried to get my wife to have anal for a long time. We've been married over 32 years and are both still fit and attractive. She would never give in to my attempts. Last fall I noticed she was getting horny quite often and was cumming alot easier. One night we were watching some porn (this always turns her on) and I was working her "g" spot. She had an intense orgasm and her eyes rolled back into her head. I thought this would be a perfect time to try anal again. She was quite wet down there and I pushed my index finger into her asshole. She left out a moan and I began to lick her clit. She had another orgasm and was quite relaxed. I rolled her over and lubed up my cock really well. I pushed the head against her asshole and to my amazement, she pushed back against it. The head popped in easily and I left her push till in was ball deep in her ass. She began pounding against me and the sensation made me cum within 2 minutes. I shot my load deep into her asshole. She said that after some initial discomfort she really enjoyed the feeling. Now we have anal all of the time. Moral is, never give up.
 
Only been with two women having anal. first was 19 and tried... went terribly bad. no lube. my gf said... get it out! get it out!.
But, I loved the tightness and the taboo. Fast forward years later with my wife. It was a hot summery day and we were already having sex when I just went in her ass slowly and she was SOOO sexed up and felt my cum in her ass she got really turned on. we've only tried it maybe 5 times since as it makes her constipated and bloated for a week after. That's pretty much squelched the fantastic ass sex I like so much. Then a couple of weeks ago, I wanted it and she said ok. just as we were starting, she freaked out and said no so I fucked her hard in the pussy. All is good as I love pussy sex too but miss the feeling of her tight ass. Once in her backdoor though, my dick doesn't have the same 'feeling' as in her pussy. I like ass sex as a foreplay, wash, and then fuck the hell out of her. Maybe we'll try again but it'll take Mango Margarita's, a couple of good oral sex orgasms and more Mango Margaritas before I'll get to go in the backdoor again. Damn it.. but I love the wife too so it'll all be good. But, Damn it.
 
It was rather spontaneous. My gf and I were doing it regularly (vaginal) and somehow the topic of anal was brought up.
She was experienced with it. Before then it wasn't really somthing I was interested in.

Later on me moved up to pegging g hut I don't really count that as receiving for me. I imagen it will happen one day with a friend of mine whom is rather close and has a gf open to the idea of us fooling around (my gf is ok with it as well)

To be honest I want it to happen pretty badly,
 
Only been with two women having anal. first was 19 and tried... went terribly bad. no lube. my gf said... get it out! get it out!.
But, I loved the tightness and the taboo. Fast forward years later with my wife. It was a hot summery day and we were already having sex when I just went in her ass slowly and she was SOOO sexed up and felt my cum in her ass she got really turned on. we've only tried it maybe 5 times since as it makes her constipated and bloated for a week after. That's pretty much squelched the fantastic ass sex I like so much. Then a couple of weeks ago, I wanted it and she said ok. just as we were starting, she freaked out and said no so I fucked her hard in the pussy. All is good as I love pussy sex too but miss the feeling of her tight ass. Once in her backdoor though, my dick doesn't have the same 'feeling' as in her pussy. I like ass sex as a foreplay, wash, and then fuck the hell out of her. Maybe we'll try again but it'll take Mango Margarita's, a couple of good oral sex orgasms and more Mango Margaritas before I'll get to go in the backdoor again. Damn it.. but I love the wife too so it'll all be good. But, Damn it.

Great story
 
16 years old doing anal in some bushes because she was on her period just some random chick I met with the big group of people I was with...
What happens next you say? Well just as ibwas about to blow my load, 3 cops walk into the area were in and I pull out and pull her shorts up
He said "we're just going to pretend we didn't see that" and confiscated our alcohol... Bastarding friends got chased out andbdidnt think of calling me to give the heads up....
Only lube that was used was the stuff off a condom before it ripped and i took it off... She insisted I wore one but I just took it off after it ripped... It was her first sex of any kind and she pretty much cried through it though let me keep going lol.
 
First time was a quick in and out because my fuck buddy at the time decided to goose me.
Second time was with a dildo and boy did I have fun.
Real first time getting fucked in the ass; It took me a while to talk my boy at the time into it but I got all cleaned up for it so it wouldn't get... messy. We took molly and about mid way into the roll we got to it. I fucking loved it, it didn't hurt at all. He was timid but after he saw it wasn't hurting me he went for it. Gotta say, it's amazing when he'd go balls deep. Mmmhhmm, anal is amazing.
 
haha this is an interesting topic. I let my bf do it to me only because i was beyond drunk cuz sober me woulda never let that happen & it wasn't really a good feeling for me at all. I'm sure it felt good for him but after like 2 minutes I was done. The other day we were messing around and he was trying to finger me and put it in my butt and it somehow didnt realize. I was like a deer in headlights hahah. Anal just isn't my thing.
 
It really wasn't too mememorable, I had randomly encountered a nice Asian chick I used to work with, while we were both paying tickets in the local courthouse. We started the night of just going to a bar down the street to catch up and we both got drunk enough to admit to each other that we both had crushes on each other months back.
Long story short, we went back to her place started fooling around and she came out as a closet freak(I was completely caught off guard)
She didn't even want to go the traditional route-so off to the races we went. It was quite enjoyable, left me wanting more but she insisted that it wasnt going to happen again so I up and left, feeling like a champion.

It was one hell of a way to turn pay over $1000 in tickets into an erotic adventure. Haven't seen her since, probably because I never asked for her number.
 
Me? No she was most definitely down for the cause, but we really have nothing in common and don't even live near each other.
Mutual one night stands are pretty common place these days.

Edit: why would I wanna spoon a chick I don't intend to see again?
 
No, not you, sorry. I was responding to the dude who said 'she pretty much cried through it though let me keep going.' why would anyone want to keep going if their partner was not enjoying it. anal or anything.
 
Hi all, this is my first post. Where better to start than a thread about something as near and dear to my heart as anal sex?

I'm a bit of an anal fanatic. I've always loved having things up there. In fact, before I figured out how to masturbate I used to finger myself 'cause it felt indescribably good and just right. I don't know why! So, when it came time to get fucked, I was so excited I couldn't relax, but it soon became awesome; not the hard, stiff, dildo sensation, but more natural and really, really naughty. I think the taboo is what turns you on the most - I mean, it's not a hole typically used as an entrance! The mere act of saying something like "you're fucking me in the ass!" is sexy and exciting in my opinion, but I love dirty-talk during sex.

This article really sums it up quite well: I recommend you to read it if you're interested in trying (either giving or receiving) anal: thoughtcatalog.com/ryan-oconnell/2011/03/what-it-feels-like-to-get-fucked-in-the-ass/.

I just got a new boyfriend and he's pretty big. It's been a while, so I'm gonna make sure it doesn't end in painful tears by 'exercising' today and tomorrow with something smaller and then hopefully I'll work up to his big, thick, pulsing dick on Tuesday. :)

Oh yes, and I am a guy.
-Jam
 
Well Jam, just make sure you clean out and lube up before your new bf nails you.
Have a nice time!
 
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