Women, tell us about your first anal sex journey

Kr1st1 said:
I learned in college shortly after I first got involved with black guys. The third time one came to my dorm he told me to get a bottle of soybean oil and that night I learned how to take it. He knew what he was doing and made sure it didn't ever hurt too much. Not long after, I started going to their house where they lived on weekends. From then on it was always part of it when I saw them.
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Good to know that he knew how to do it the first time without it being painful 😊
 
My first time was with the man who would become my husband. We had played around a bit teasing each other's asses (there was no way I was going to let him if he didn't have some skin in the game!) We were going home for Christmas and I knew we would have so stop overnight somewhere since we were leaving after work. So I decided I would give my boyfriend a very special Christmas present.

I brought along lube and a couple of toys and a sexy little baby doll nightie he liked. We stopped in some no name roadside motel for the night in heavy snow. After we settled in, I went in the bathroom to change. when I came out he was very excited. We started to make out and at the right point I started to play with his ass. He eagerly started playing with my ass. Caressing my little pucker with his tongue and finger. When I handed him the lube, his fingers grew more bold.

He was very gentle with me (as I knew he would be). When I handed him our anal toy he was really excited since we had only used it once before. I told him to take it slow since this was part of his Christmas present. Well he ate my pussy and teased my ass with the toy, until finally I relaxed and he slid it in. He took it real slow letting me accept the toy. All the while playing with my clit and lapping away at my pussy.

After a while I was really excited and the toy felt really good. So I asked him if he wanted the rest of his present. He almost shouted yes, and then I told him he could cum in my ass. He was so eager, so I reminded him to go slow and easy.

He rolled me on my knees and played with the toy in my ass for a while until I said I was ready. He left the toy in me while he lubed his cock. When he was ready he gently slipped the toy out of my ass. Then very gently I felt his cock press against my ass. I dropped my head and shoulders down onto the bed and told him to go real slow but stop when I tell him to. He grabbed my hips and slowly pressed against me. Since the toy was almost as thick as his cock I was well prepared. When the pressure built on my puckered hole, I pushed back on him and his cock promptly popped out and slid up my ass crack. He apologized and I assured him it was alright. He lined up again and pressed against me slowly. I pushed back and this time relaxed enough the head popped in. There was that intense burning sort of pain that everyone who has done anal recognizes.

I gasped and I guess moaned because he asked if I was alright. I told him to hold still and he stayed there -- gripping my ass in his hands and the head of his cock inside me. Because I was so turned on, well lubed and reasonably stretched from the toy the burning sensation started to pass pretty quickly. I'm sure it felt like forever for him, but eventually I told him to push a little bit in. That wasn't so painful, but so intensely invasive -- my boyfriend's cock was sliding into my ass. A year ago I'd have said no way, but now my ass was his Christmas present. Slowly bit by bit I had him slip his cock into my ass. He kept telling me how great it felt and finally, he was buried in all the way.

He was so gentle with me. After just holding his cock in my ass, he slowly eased out just a little, added lube and then slid back in. Over I don't know how long he got me to further relax and his (frequently re-lubed) cock could slide farther and farther. Eventually he was fucking my ass with long slow strokes, swearing about how good I felt. I just relaxed and let him have his fun. His cock felt pretty good in my ass -- although I think it was because it was his cock and I so wanted him to enjoy it.

I didn't get off on it, but it felt good to give him so much pleasure. Eventually he came in my ass and his present was complete. Clean-up wasn't horrible, but it certainly was more difficult than regular sex. We have done it a few times since, but I really need to be in the right mood and feeling confident about all of my bodily functions.
 
freestatecurious said:
My first time was with the man who would become my husband. We had played around a bit teasing each other's asses (there was no way I was going to let him if he didn't have some skin in the game!) We were going home for Christmas and I knew we would have so stop overnight somewhere since we were leaving after work. So I decided I would give my boyfriend a very special Christmas present.

I brought along lube and a couple of toys and a sexy little baby doll nightie he liked. We stopped in some no name roadside motel for the night in heavy snow. After we settled in, I went in the bathroom to change. when I came out he was very excited. We started to make out and at the right point I started to play with his ass. He eagerly started playing with my ass. Caressing my little pucker with his tongue and finger. When I handed him the lube, his fingers grew more bold.

He was very gentle with me (as I knew he would be). When I handed him our anal toy he was really excited since we had only used it once before. I told him to take it slow since this was part of his Christmas present. Well he ate my pussy and teased my ass with the toy, until finally I relaxed and he slid it in. He took it real slow letting me accept the toy. All the while playing with my clit and lapping away at my pussy.

After a while I was really excited and the toy felt really good. So I asked him if he wanted the rest of his present. He almost shouted yes, and then I told him he could cum in my ass. He was so eager, so I reminded him to go slow and easy.

He rolled me on my knees and played with the toy in my ass for a while until I said I was ready. He left the toy in me while he lubed his cock. When he was ready he gently slipped the toy out of my ass. Then very gently I felt his cock press against my ass. I dropped my head and shoulders down onto the bed and told him to go real slow but stop when I tell him to. He grabbed my hips and slowly pressed against me. Since the toy was almost as thick as his cock I was well prepared. When the pressure built on my puckered hole, I pushed back on him and his cock promptly popped out and slid up my ass crack. He apologized and I assured him it was alright. He lined up again and pressed against me slowly. I pushed back and this time relaxed enough the head popped in. There was that intense burning sort of pain that everyone who has done anal recognizes.

I gasped and I guess moaned because he asked if I was alright. I told him to hold still and he stayed there -- gripping my ass in his hands and the head of his cock inside me. Because I was so turned on, well lubed and reasonably stretched from the toy the burning sensation started to pass pretty quickly. I'm sure it felt like forever for him, but eventually I told him to push a little bit in. That wasn't so painful, but so intensely invasive -- my boyfriend's cock was sliding into my ass. A year ago I'd have said no way, but now my ass was his Christmas present. Slowly bit by bit I had him slip his cock into my ass. He kept telling me how great it felt and finally, he was buried in all the way.

He was so gentle with me. After just holding his cock in my ass, he slowly eased out just a little, added lube and then slid back in. Over I don't know how long he got me to further relax and his (frequently re-lubed) cock could slide farther and farther. Eventually he was fucking my ass with long slow strokes, swearing about how good I felt. I just relaxed and let him have his fun. His cock felt pretty good in my ass -- although I think it was because it was his cock and I so wanted him to enjoy it.

I didn't get off on it, but it felt good to give him so much pleasure. Eventually he came in my ass and his present was complete. Clean-up wasn't horrible, but it certainly was more difficult than regular sex. We have done it a few times since, but I really need to be in the right mood and feeling confident about all of my bodily functions.
Click to expand...
Your experience is so natural and realistic. As someone who has experienced pegging, I totally understand that point you made about the burning sensation 😁
 
indianwannabe said:
I got into pegging recently. The first time I took pegging was really difficult even with a small 5 inch dildo. Even now I am scared of taking anything big. So when I watch pictures of women taking huge black cocks up their ass, I feel shocked.

So I have these questions for women
1) When and with whom was your first anal experience?
2) Was your first anal with a black man?
3) How did he get you to do it? Did he ask you nicely or did he just order you to take it?
4) Was it painful at first or were you able to get pleasure out of it? Were you prepared for it?
5) Do you still do it? If yes, what's the maximum size you have taken? Do you have hunger for more
Click to expand...
Getting to where anal is no problem for any size is something you work towards or it was for me, not an overnight process lol.

1.) My first anal exp was years ago with a BF at the time. I was scared of gettings pregs so I offered up the back door and he was eager to take it. He was not huge and I was pretty sore the following day.

2.) No my first time was with a white man.

3.) I was the one that offered it the first time actually.

4.) The initial going in yes was a bit on the uncomfortable side but then faded away.

5.) Yes I still enjoy having anal sex and am a lot better at it and have taken some larger men up there yes with no issues.
 
CountrySkies said:
Getting to where anal is no problem for any size is something you work towards or it was for me, not an overnight process lol.

1.) My first anal exp was years ago with a BF at the time. I was scared of gettings pregs so I offered up the back door and he was eager to take it. He was not huge and I was pretty sore the following day.

2.) No my first time was with a white man.

3.) I was the one that offered it the first time actually.

4.) The initial going in yes was a bit on the uncomfortable side but then faded away.

5.) Yes I still enjoy having anal sex and am a lot better at it and have taken some larger men up there yes with no issues.
Click to expand...
Regular experience definitely makes it much easier. I have no problem at all now. When my friend bends me over he is able to just do it easily like he wants. Fortunately he loves for it to be super-slick so he always puts a huge amount of lube in first.
 
Kr1st1 said:
Regular experience definitely makes it much easier. I have no problem at all now. When my friend bends me over he is able to just do it easily like he wants. Fortunately he loves for it to be super-slick so he always puts a huge amount of lube in first.
Click to expand...
Oh you whore you love it in the ass, don’t you!!
 
indianwannabe said:
I got into pegging recently. The first time I took pegging was really difficult even with a small 5 inch dildo. Even now I am scared of taking anything big. So when I watch pictures of women taking huge black cocks up their ass, I feel shocked.

So I have these questions for women
1) When and with whom was your first anal experience?
2) Was your first anal with a black man?
3) How did he get you to do it? Did he ask you nicely or did he just order you to take it?
4) Was it painful at first or were you able to get pleasure out of it? Were you prepared for it?
5) Do you still do it? If yes, what's the maximum size you have taken? Do you have hunger for more?View attachment 6638500
Click to expand...
1.) My first time doing anal was with my boyfriend at the time.
2.) No, he was not black. Probably for the better starting out.
3.) We both had been curious about it so wanted to try and see what it was like.
4.) The initial entering was a bit uncomfortable and then yeah it actually felt good.
5.) Yes I still have anal sex and upon occasion crave it.
 
SnowWhte said:
1.) My first time doing anal was with my boyfriend at the time.
2.) No, he was not black. Probably for the better starting out.
3.) We both had been curious about it so wanted to try and see what it was like.
4.) The initial entering was a bit uncomfortable and then yeah it actually felt good.
5.) Yes I still have anal sex and upon occasion crave it.
Click to expand...
Have you tried anal with black men yet?
 
SnowWhte said:
1.) My first time doing anal was with my boyfriend at the time.
2.) No, he was not black. Probably for the better starting out.
3.) We both had been curious about it so wanted to try and see what it was like.
4.) The initial entering was a bit uncomfortable and then yeah it actually felt good.
5.) Yes I still have anal sex and upon occasion crave it.
Click to expand...
Beautiful ass like yours deserves anal baby :blackgrimace: :blackheart:
 
SnowWhte said:
1.) My first time doing anal was with my boyfriend at the time.
2.) No, he was not black. Probably for the better starting out.
3.) We both had been curious about it so wanted to try and see what it was like.
4.) The initial entering was a bit uncomfortable and then yeah it actually felt good.
5.) Yes I still have anal sex and upon occasion crave it.
Click to expand...
🥵
 
It was big, it was black, and it hurt a lot. It took a couple of months before I started to enjoy it. It was one of the few things I didn't tell my husband about right after being with another buy. Mostly because i was very young, a little scared, and I hadn't done it with him yet, so I didn't want to disappoint or hurt him. He was only upset that I took so long to tell him
 
txwifey said:
It was big, it was black, and it hurt a lot. It took a couple of months before I started to enjoy it. It was one of the few things I didn't tell my husband about right after being with another buy. Mostly because i was very young, a little scared, and I hadn't done it with him yet, so I didn't want to disappoint or hurt him. He was only upset that I took so long to tell him
Click to expand...
How big was it? Taking a bbc the first time can be very painful. Hope you used lot of pube
 
suckglovaa said:
1) When and with whom was your first anal experience?
With my nephew around 2 and a half years ago.
2) Was your first anal with a black man?
He's half Indian, half aussie/white.
3) How did he get you to do it? Did he ask you nicely or did he just order you to take it?
Once I told him I was an anal virgin, he was very keen to be the one to take my anal virginity and have something of me that would be solely his. He told me he wants me to be a full three hole slut for him, and as the owner of my holes, he will obviously be fucking me in the ass going forward too. We then figured out a way to properly prep it together. Ordered a few butt plugs of increasing size that he'd swap in and out of me over the course of a week or two to open me up before he actually fucked me.
4) Was it painful at first or were you able to get pleasure out of it? Were you prepared for it?
Despite using the butt plugs, was still quite painful at the start for the first few mins even using lube as well. My cuck was tied down on the bed underneath me in 69, while my nephew slowly pushed into me. The cuck lapping away at my pussy and asshole from below helped me relax more and it eventually started feeling amazing as my nephew really took his time slowly going inside me and allowing me to adjust to his size. By the time I did and he really started pounding me, I was screaming like a woman possessed while cumming on his cock.
5) Do you still do it? If yes, what's the maximum size you have taken? Do you have hunger for more?
Of course, I still absolutely love it. My nephew is the only one who's ever been in my ass still and likely will ever be. So he's the biggest at around 8.5" long, and around 4-4.5" around.
Click to expand...
how old were you both when that started?
 
indianwannabe said:
Agree that porn makes it look way too easy than it actually is. Women who take such huge cocks up their asses are legends
Click to expand...
It's not the porn industry that tricks people into thinking anal is easy. There is no point in showing a woman preparing for anal sex in a porn movie. People deceive themselves. You have to be naive to believe that porn stars don't need proper preparation for this... They definitely do enemas, use lubricants, exercise Kegel muscles and sphincter muscles and, above all, they have been doing it for years. People think that without a woman's gradual preparation, anal sex will be easy. It won't and you can physically harm her!
 
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