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

[KinkStevens]

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?

 

[Treeview]

There was a time when the Ladirs I was dating were in their menopause years. Some were experiencing a breaking out of their erotic desires

Four asked if they could give me their anal virginity. Going slow with. Them setting the pace made it a pleasure

 

[ArseGratiaArtis]

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.

 

[Treeview]

Go slow. Let the receiver set the pace with lots of lube

Stretch incrementally. Start with lubing your pinky and rubbing her. Don’t slip in until she asks you too

 

[soflabbwlvr]

I have had anal sex with 7 women. Two of them were very well experienced, 4 were first timers, and 1 I do not know. It was a one night stand, and history was not discussed.
Being first did not excite me. In fact, I prefer women with experience.
Of the four anal virgins, two were my wife and a former girlfriend, whom I persuaded. One was a casual FWB whom I visited one day when she was on her period. She was so horny she proposed giving me her ass. The other was in a swap situation where the woman was interested, and saw me as the opportunity to satisfy her curiosity. I, of course, did not object.

 

[Currentlysingle1]

Never had it , sounds like I'm missing out

 

[BlueSkiesBrownEyes]

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?

I would say I was the one that was coaxed or introduced to it. I had a few friends that tried it and none of them seemed to like it saying it hurt or was something they simply did for lovers. My boyfriend at the time was interested in it and it honestly made me curious so finally I told him he could go for it and I actually really enjoyed it. There was some initial discomfort and soreness following but I found it something I wanted to keep enjoying.

 

[KinkStevens]

Never had it , sounds like I'm missing out

Possibly. I love training a new asshole, whether gentle or otherwise

 

[KinkStevens]

I would say I was the one that was coaxed or introduced to it. I had a few friends that tried it and none of them seemed to like it saying it hurt or was something they simply did for lovers. My boyfriend at the time was interested in it and it honestly made me curious so finally I told him he could go for it and I actually really enjoyed it. There was some initial discomfort and soreness following but I found it something I wanted to keep enjoying.

Ever been an ‘anal virgin’ a second time?

 

[strike569]

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.

sounds hot,

 

[strike569]

Possibly. I love training a new asshole, whether gentle or otherwise

sounds hot, mine needs stretching i am sure. very curious to try

 

[KinkStevens]

sounds hot, mine needs stretching i am sure. very curious to try

Interested in a woman’s strapon or the real McCoy?

 

[Ssbbw4u1974]

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

 

[Elle4u2use2]

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?

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

 

[Foxed]

None. But I can think of a half dozen who enjoyed it with me …

 

[Not Normal]

Just 2.

 

[Foxed]

One. It wasn't a joy at all.

Agreed. Not the most comfortable thing - but I actually don’t mind. But gently

 

[matureman32]

As far as I recollect 4 and apologies to any lady I havent remembered.

 

[lowcollar]

I have been the first to anally penetrate 2 beautiful women. Both chose to continue the practice with glee. I was first pegged at 50 and still love it.

 

[HampshireBoy]

I tried with my first wife, she suggested after a couple of friends said how much they enjoyed it. We "failed" because she found it too painful.

Then, after divorce, a FWB directed my cock back there when we were spooning - entirely her idea, I didn't realise at first. We both enjoyed it and it became a regular thing.

Following that my (now ex) wife and I had a bit of a fling, I suggested we tried anal again. We took our time and she enjoyed it.

Third anal virgin, I started playing with her hole whilst fucking her doggy style - she enjoyed my finger in there. We explored a bit more as she was very nervous. She kinda enjoyed it but said she didn't want to repeat the experience.

 

[KinkStevens]

I have been the first to anally penetrate 2 beautiful women. Both chose to continue the practice with glee. I was first pegged at 50 and still love it.

Ahh, whats good for the goose approach, ey?

 

[KinkStevens]

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

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

 

[ffdan]

I can honestly say 3

 

[hulmule]

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

 

[KinkStevens]

Just 2.

Better than 0!