How many people have you introduced to the joys of anal sex?

[KinkStevens]

None, none would ever let it happen. Had a lady friend that was riding me, then she stopped and then i felt a new feeling. " Please go easy i want to feel that nice cock in my ass " Her ass was better than her pussy. But didnt have the heart to tell her. Dam it fit good

Did you spray in that browneye? I’ve had 1 or 2 whose ass was just as good as the pussy. I love to nut in a newbie’s asshole and plug it up so it stays in there. The thought of her absorbing my cum excites me

 

[KinkStevens]

I have taken more than a few "second virginities," and it is pretty exciting. I have had to coax two, and two, whom I met online and said they were eager for it, had second thoughts when they got a look at me, since I'm pretty big. Others were eager to try something new and a little kinky. Most said it hurt a little at first, but got used to it. A few could cum hard from assfucking. All have let me cum in their asses.

Assmilk. Magnificient

 

[Argus25]

I dabbled in anal play in my mid 30s. Never was able to get a real cock in with any guy, including my late husband.
But very small toys I could handle...

When I joined Lit, I got interested in anal and started with small plugs.... Thanks to another lit member.
Now I can use larger toys (not too big at all)
And it greatly enhances my orgasms

Two. Very first long time GF. She did it because I wanted it. Not sure if she really liked it but would put up a good front.

My wife I introduced. She’s gone through periods of really enjoying it and other times put off by it. I think it’s a mental hurdle or block for her sometimes. For the record it’s always been slow and loving.

Having said all that, she’s VERY into toys and analingus. She says it just enhances sex…just not me penetrating her much anymore.

 

[biggee163]

2 for me. One had obviously got a good level of experience and would regularly ask to be 'fucked up the arse' and one who was a true anal virgin. The first time we fucked, I slipped a finger in her arse, she liked it, saying 'no one had ever touched her back there before'. After a couple of weeks of prep - fingers, and a couple of small toys, we lubed up to the max and slowly went for it.
After busting a monumental nut, she said that this might be her new favourite thing! Many bum fun shags followed.

 

[FGB]

Three I think that admitted it...

Oh and play with that asshole ...always slide a finger or thumb while doing Doggyi If they push mack trying to get it deeper or start Cumming...Grab the lube!

 

[Not Normal]

Better than 0!

Oh, I'm not complaining.

 

[Elle4u2use2]

This is simply marvelous. I hadn’t thought of it in that way. I’m ecstatic knowing you intro’d anal love to 7 newbies. They’re all chasing sweet asshole right now because of you. Bravo

Im proud. Especially for the married guy whose wife hadnt

 

[Carolinaguy45]

One. My wife. Happened organically one night. Wasn’t something she was interested in until…vacation, feeling good and adventurous. I was slowly licking her lovely pussy and clit. Mmmmmm tastes like honey. Her legs up in the air. Moaning loudly and trembling a little. As I was licking I began stroking her clit with my thumb while slowly moving my tongue down to her sexy little asshole. When I first touched her rosebud with my tongue she groaned unbelievably loud, like a growl. Said “OMG baby!” And grabbed my head and pushed my tongue in deeper. She came almost immediately shaking and moaning louder than she ever had before. The next night she wanted my cock in her ass, and she got it. Absolutely loved it and went wild. Now she goes crazy for anal…it’s amazing

 

[KinkStevens]

One. My wife. Happened organically one night. Wasn’t something she was interested in until…vacation, feeling good and adventurous. I was slowly licking her lovely pussy and clit. Mmmmmm tastes like honey. Her legs up in the air. Moaning loudly and trembling a little. As I was licking I began stroking her clit with my thumb while slowly moving my tongue down to her sexy little asshole. When I first touched her rosebud with my tongue she groaned unbelievably loud, like a growl. Said “OMG baby!” And grabbed my head and pushed my tongue in deeper. She came almost immediately shaking and moaning louder than she ever had before. The next night she wanted my cock in her ass, and she got it. Absolutely loved it and went wild. Now she goes crazy for anal…it’s amazing

Turned her out for anal. Great story

 

[KinkStevens]

Im proud. Especially for the married guy whose wife hadnt

Ah yes, you were the anal harlot that kept him sane when his wife was being a prude. I’m proud of you.

 

[HotwifeBrooksideKC]

One

 

[jays78]

7
it turns me on knowing I introduced them to the great feeling of cumming in an asshole

There is something amazing about shooting a load in a woman's ass.

 

[Carolinaguy45]

Turned her out for anal. Great story

Thanks. It was amazing to discover that with her. And seeing her so crazed and shaking orgasm every time she gets my cock in her ass is unbelievable

 

[Elle4u2use2]

Ah yes, you were the anal harlot that kept him sane when his wife was being a prude. I’m proud of you.

Thank you

 

[KinkStevens]

I’m in process of making a new anal queen now. She’s two knuckles in. It wont be long before I shoot my sperm in her sphincter.

 

[ChuckWolf]

I don't think I've ever introduced a woman to it; most of the time, they'd already experienced it.

However, there was one woman who wanted to try it with me and I guided her through it, sort of.

In all cases, it's never really been a consistent thing, because of prep time, conflicting schedulers, both being in the mood for it, etc.

 

[live4thebj]

I fucked more in the ass than introduced them to. If my calculations are correct 2. Exwife but was new for both of us. I was curious and she was willing. Then had a very young gf for a month that was none stop sex. She freaked out at first upon entry but after I firmly told her to calm down she said at the end she loved anal. All others took it in the ass as easy as they take it in their pussy.


One mom sticks out. She was recently introduced to anal not by me. We had one night she was hammered and we literally fucked till morning. She woke up tired exhausted satisfied and a sore ass. She said to me her ass was sore and asked me what I did. Told her to quit her bitching she had multiple orgasms. She chuckled.

 

[KinkStevens]

Three I think that admitted it...

Oh and play with that asshole ...always slide a finger or thumb while doing Doggyi If they push mack trying to get it deeper or start Cumming...Grab the lube!

Thats a good gauge. When it comes to lube, I rarely use any other than saliva. If I do, I go for coconut oil

 

[FoxtrotJulietRomeo]

Quite a few - but some of the more memorable are a girl I was seeing at 18 who found she could take me easier in her ass than anywhere else - and it left her quite spaced out, even at than young age - and at the other end, Amelia, 17 years older than me and 59 at the time.

She’d always gone on about how it was the easiest way to transmit infection and medically, a really bad idea etc. One day at work, I was helping her reorganise her office furniture, moving the big stuff etc and she was being a real mischief, constantly grabbing my cock and had made me super-hard.

“Keep that up and that’s going right up your arse!” I warned her. Anything like that is a red rag to a bull with her and keep doing it, she did!

With her tall filing cupboard blocking the door, I bent her over, lifted her skirt, pulled her thong aside, slipped into her (by then) dripping cunt for lube then slid up her arse in a single stroke.

With two directors in adjacent offices, she couldn’t make a sound so at 59, Amelia took her first (and hard!) arse fucking over her own desk, at work, at 2pm and spent the rest of the day full of my cum!

 

[EmmAgain]

Quite a few!

Most boys don’t need much convincing, and they tend to become dedicated converts once they’ve tried it.

(Guys, just start slowly!!)

 

[old_hippy_46]

Curious to discuss your experiences with being someone’s first anal partner. How many have you introduced to it? Does the idea of being their first excite you or is it no big deal? Did you coax them or did you both have the same enthusiasm? Was there at least one who said you were their first, but that asshole was already open for business?

Somewhere between fifteen to twenty.

 

[bisissyhusband1]

My wife and four of her girl friends have all pegged my ass and for all of them it was their first experience of anal sex as the provider!

 

[Oshkosh60]

So.... in my mid -fifties I became friends with a widow who was 70. Eventually we ended up in bed. On the first night she said that she wasn't "into" anal. Okay. Fine with me. I had never done it or had it done to me and i respect peoples wishes. When I was with her, I liked to use my fingers and a small wand to give her a few orgasms before I entered her. This one night I am using my fingers on her clit and the wand on her vagina..... and I could feel her tense up a bit and then moan low and long and her hips start bucking and I then found out she was a squirter as she flooded the bed. It was then that I realized I had accidentally hit the wrong hole..... She was panting and apologizing and was in disbelief that it had such an effect on her.... and from then on ...anal play was a part of our lovemaking.

 

[trucker6142]

Curious to discuss your experiences with being someone’s first anal partner. How many have you introduced to it? Does the idea of being their first excite you or is it no big deal? Did you coax them or did you both have the same enthusiasm? Was there at least one who said you were their first, but that asshole was already open for business?

My wife.
Vagina intercourse during her period was to painful for her.
As I was down around her panty covered pussy, inhaling her hot aroma, my fingers would tease her ass with her juice. Then my fingers would come into play. Eventually she started to get use to 3 fingers.
We bought some butt plugs 3 differant sizes. and started using them, and she started to enjoy them, learning how to hold them inside and get
used to being spread open.
Then one night, she was bent over , looking in a drawer and I walked up behind, ran a finger down her crevice, stopping on her ass, and pushed into her. The low animalistic sound she made as I did that, was the sign I had hoped to get.
I moved her to bending over the bed, pulled her panties off, slide my tongue all over her rose bud, then took my cock placed it on her naughty hole and pushed.
The low animalistic groan got louder. She started pushing back onto my cock, driving me just as crazy.
We since incorporated anal sex into our play nights.
She has returned the favor, and has started to pay attention to my ass, with fingers and toys that has led into pegging me. All I can say is WOW.

 

[FoxtrotJulietRomeo]

It was 40 years ago that I met Carole - though some of the memories remain fresh and I SO wish we'd had digital cameras and computers back then...!!

She was married when we met and I thought I detected a submissive woman within her. As it emerged, I was right - though she didn't really know what submissive meant - but she'd had her own 'feelings' which she didn't understand (at the time) which remarkably, started during a 'quickie' with her husband where instead of removing her panties, they stayed at her ankles and while he was fucking her, she would them around with her feet to that they became quite tight - and she liked it!

Fast forward to us living together and starting to properly explore her submission and by then I knew she'd never had anal sex. I loved it (usually) and wanted it so we proceeded (gently) until it became part of our 'repertoire.

I knew things had progress significantly when she started to try to use it as a 'trading piece' for things I wanted to do to/with her which she perhaps wasn't entirely comfortable with or confident about at the time, for example, I might want to cane her (she had a LOVELY bottom!) and she'd ask if I would fuck her arse instead.

Sometimes I'd take the 'trade' and when I did, I would of course 'make it worthwhile'!!!

Some time after we'd parted, we had occasion to meet up and in the conversation, I asked Carole if there was anything she particularly missed about 'us'?

Imagine my surprise when her quick and unprompted response was "Yes - anal sex"!!

As simple as that!!