I’ve never enjoyed anal sex, until I decided to [F]uck my own ass

So last night I was having trouble sleeping. I had a stressful day and I laid in bed for an hour tossing and turning before I decided to masturbate, hoping that it would help me sleep.

Things started fairly normal. I got out of the onesie I was wearing, reached down to my pussy and started slowly fingering myself. It took me a while to get into it, as I wasn’t horny before I started masterbating, but after I started playing with my nipples (they’re very sensitive) and found some good porn to watch, I was good to go.

The video I watched was of this gorgeous redhead fucking this INSANELY attractive black guy, and it was incredibly hot. They were both just really into it, and it was very passionate sex, and watching them just really did it for me.

So I’m about 10 minutes into the video, when out of nowhere, the guy starts fucking her ass. The moment he sticks in in, both of them let out these sexy deep moans and I start gushing. He started off fucking her slow, with nice long strokes and she’s telling him how good it feels and I get so turned on by her moans that I want to feel the way she does.

Now I’ve done anal before a couple of times with, but I’ve always found it painful, and not very enjoyable. It was probably because the guys I was fucking didn’t know how to do it, but because of those experiences I usually turn guys down when they ask me for anal, and I’ve never felt much desire to try it for myself, until I was watching this girl get fucked in her ass and sound like she loved it.

I reached into the bottom drawer of my bedside table (my sex drawer) and pulled out some lube and my favourite dildo. I quickly lubed up the toy, and then applied a pretty generous amount of lube to my ass, working it in with my fingers and when I felt ready, I took a deep breath and stuck my dildo in my ass.

I nearly came right there. Initially there was a bit of pain, but almost immediately I just felt complete pleasure. I started going slow, just like the guy in the video had, and with each stroke it just felt better and better. It just made me feel so full inside and feeling my ass stretch around the toy was amazing. I kept fucking my ass, increasing my speed with each thrust and it felt so good. I got on my knees and bent over, holding myself up with one hand to get better access. I’m sure my neighbours must have heard me because I was moaning so loud.

After a minute of that I couldn’t resist touching my pussy at the same time. I went face down, ass up and with one hand fucked my ass and with the other I was rubbing my clit. I was in heaven. My eyes rolled into the back of my head and within seconds I was cumming so hard I nearly blacked out. For a few minutes I just laid there in post-orgasmic bliss before quickly throwing my now soaked sheets into the wash and climbing back into a fresh made bed

I never thought anal could ever be that enjoyable. But after last night, I might not be turning guys down from now on…. Hell I might even be the one asking for it ?

Source: reddit.com/r/gonewildstories/comments/fg3amv/ive_never_enjoyed_anal_sex_until_i_decided_to

18 comments

  1. I got so hard picturing you face down on your knees playing with your pussy and fucking your asshole.

  2. Hey congratulations on discovering the pleasures of anal, hopefully you will have more fun on the way.

  3. *My eyes rolled into the back of my head and within seconds I was cumming so hard I nearly blacked out.*

    _____________________________

    Whatever you are doing to get this, keep up the good work.

  4. Sometimes the best way to try something out is to take matters in your own hands. Loved the story!

  5. Bravo! I love the story of your anal awakening. I hope you share the story of the first time you let a guy bring out that first anal orgasm!

  6. > I never thought anal could ever be that enjoyable. But after last night, I might not be turning guys down from now on…. Hell I might even be the one asking for it ?

    You just need to say very firmly that he needs to start very slow. ?

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