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Self-Anal Play

Story Info
Exploring anal play by myself.
826 words
4.32
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I've been reading a lot lately and fantasizing about anal play. I don't trust anyone to share that information with or to help me experiment. I'm embarrassed by the thought of taking anything up the ass even as I'm turned on by it. I was curious how it would all work and if I would even find it enjoyable at all or if it'd be painful. So, I bought a starter package with 3 of differing sizes of plugs to try along with a cleaner and lube. I decided to read the tips on the package to find out the best way to try it and decided to give it a go.

I open the package and grab the smallest one first. It looked harmless enough in the package but holding it in my hand, it looks like much bigger and daunting. I'm thinking there's no way this'll work but I still want to try. I shower and get as clean as possible. I'm alone for a few hours so I'll have plenty of time to clean up afterwards.

I place everything within easy reach and lay down on my bed. I'm already a little aroused by the thought of what I'll be doing. I feel the heaviness of my boobs and play with my sensitive nipples for a few moments. Then I move my hands down and slowly circle my clit. It feels wonderful and I relax into the sensations.

After a few minutes, I grab the lube and put some on my fingers. I slowly rub some on the bud of my entrance. I get more lube and gently push a finger in just a bit. It actually feels nice. I get even more lube and push a finger all the way in. It's uncomfortable and very different but not painful. I work my finger around a little bit, trying to get used to the feeling. I then slowly add a second finger. There's a slight burn and I can feel the stretch. I maneuvermy fingers around until I get used to them.

I decide it's time to try the plug. I remove my fingers, grab the toy, and pour lube all over it to make it as slick as possible. I grow anxious and feel my body tensing up, so I stop and use my other hand to finger my pussy. I'm dripping with arousal. The slight pressure entering my cleft causes more desire to shoot through me. I take a minute to relax and enjoy myself.

Then, I slowly push the toy against my ass. The tip goes in without problem. I continue to gently push it in further, forcing my body to relax as much as possible. Again, it burns as it stretches but not really in a bad way. Once it's completely in, I leave it alone for a few minutes to get used to it. It's a weird feeling I can't explain. I thrust it in and out to test and it's kind of nice. I can see why people like it.

I then try the second size up just to see if it'd work, going through the same process. It takes a bit longer to get in than the first size did. But once it's fully seated in me.... Holy hell! It's tight! It feels huge inside! I don't know if I can move it without causing pain. I just leave it in for a few minutes trying to calm my strained body. I can't seem to unwind.

I look around, trying to figure out how to relax. I see my pink vibrating dildo on the bedside table. I slowly maneuver, trying not to put any additional pressure on my ass, to reach the toy. Every move and twinge changes how the plug feels. It's an awkward feeling. I finally make it to my nightstand. I grab the vibrator and insert it into my pussy. Wow! The pressure from both my ass and my cunt is intense. I turn on the vibrator. It's pulsating both my snatch and my ass from the inside. The plug is no longer uncomfortable. It's sending jolts of desire through me. The pleasure of both toys together is completely overwhelming. My brain shuts off, my body throbs uncontrollably, and bliss rips through me leaving gratification in its wake. I'm a wet noodle. I don't think I can move. Holy shit that just happened!

Well, I certainly understand the pleasure of anal play now. I've had enough fun for today. I remove the vibrator and delicately remove the plug. I lay there basking in the afterglow of my amazing orgasm. Then, I get up and quickly clean the toys put them away. I decide to take another shower and end with a soothing soak in the tub. I'm a little sore but it's not bad. I still don't think I can take a cock, but I will definitely be trying that again.


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7 Comments
AnonymousAnonymousalmost 4 years ago

Boring

Lily PegLily Pegover 4 years ago
Nice description

Useful advice now try a cock not too big!

AnonymousAnonymousover 4 years ago

I'll be waiting to read the sequel story(s) to this adventure. 5 stars

TamaboneTamaboneover 4 years ago
Yes

Welcome to the world of anal pleasure. It only gets better from here. Take it slow and it will be a great addition to your sex life.

cheesehead2cheesehead2over 4 years ago
same

Had the exact same pleasure . Like you the first was somewhat uncomfortable but pleasant at the same time. The second looked almost scary. Could I would even dare scary almost. But that need/desire I guess took over. God as you say total joy and fulfillment as I moved and probed .

Trust me the next is heaven.

TYWhore4LifeTYWhore4Lifeover 4 years ago
Anal Play For Life

Once you get started, you can't stop pleasuring your anal desire! Great short story!

AnonymousAnonymousover 4 years ago
Liked it

Honest truthful and therefore very sexy!

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