Anal Sex...My first experience

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Anal Sex...My first experience

Ok, so boom. Anal sex. My take, my story, my experience. Where to start? Welllll. My first experience with anything anal sex was traumatic, kind of. It was a night in my young teen life where fooling around in the dark had become the norm and my boyfriend at the time thought it would be hilarious to RAM his finger into my asshole. It hurt, I felt violated, I was…. not into it.


Fast forward a few years (3 or 4) and the current love of my life brought it up. After sharing my recount of the first time it happened, he apologized for the ravenous act of my first lover and promised that he could provide me with a different experience. Now who ever (whomever???) is reading this may or may not know me, but no matter the case, please understand this; I WILL TRY ANYTHING 3 TIMES! That is a real statement that I stand by 100% and it usually works out well for me. Back to the story. OK, so our usual sexy night routine (in his room, at his mom’s house…) involves food, a movie, and lots of cuddling and kissing. This is why I loved him because he met every need.

So, I knew it was going to happen and I was anticipating his oh so sexy, chocolate, manly lead. He was thorough with his instructions: “We will use lots of lube, tell me if it hurts, and tell me if it feels good”. He bent me over doggy style on his bed while the light shined from his 50in screen tv with family guy up loud enough so his mom would not hear what was about to occur. He grabbed his bottle of baby oil that he usually used to rub me down before sex and squirted it all over my ass and all over his dick. He carefully and gently rubbed it into the inner crevice of my asshole and begin kissing me from my neck all the way down my back as his stoked his dick with the baby oil all over it. He got as close to my ears as he could, kissed me on the cheek, and then asked, “Are you ready?” “Yes sir”, I replied as the warmth from his breath made my pussy quiver with moisture. He took all 9.5 inches of that big chocolate velvet tasting dick and pressed the head against my oiled-up asshole. The initial pressure was…. intimidating. My brain was like “oooooh shit, this is about happen, goodbye regular asshole, hello loose booty lmaooo”. (there was no actual loose booty afterwards, but hell I didn't know lol).  As he pressed against the resistance of my tight asshole, he leaned closer to me and said in his low voice “Just relax, breathe out. Trust me, I wouldn’t hurt you.” I relaxed alright. I relaxed, my asshole relaxed, and my pussy gushed. (Damn I miss that man.) I relaxed enough to relax my sphincter and he eased the tip of his dick in about an inch.

With that inch of the tip in, I gasped and felt my pussy throb and clench on to his dick. It was a new type of pleasurable pain. I felt open. I felt stretched. Hell, I felt vulnerable. He asked how I felt, and I replied I felt ok. He asked if he could continue and I gave the go ahead. He opened the baby oil and gave my ass and his big ass dick another squirt. He was not lying about applying appropriate lube lol. I took a deep breath and exhaled slowly and felt my asshole relax again as his slid his entire dick in with a little force. I SCREAMED! And with that scream my pussy quaked and I could feel it dripping in response to having all of that dick filling up my ass, stretching to a pleasurable max. He stopped and allowed my body to adjust. He leaned in and grabbed one titty in each hand while kissing me on the ear then the neck then the space between my shoulders, making me squirm in anticipation for where his soft ass lips would land next. He asked slowly and seductively “How does it feel? Does it feel good?”. “Yes, sir. It…feels…amazing….”, I responded slowly between deep breathes. He began to slowly push in and pull out, never removing his dick entirely, just pulling back to the tip and then slowly pushing it in. After a while, the strokes got faster and faster until I could feel his dick getting bigger and stronger and harder. He held onto my hips as he grunted harder exclaiming “THIS SHIT FEELS SO FUCKING GOOOOD….IM ABOUT TO NUUUUUUUUTTTTTT!”. With the last T in that statement I felt his dick jump and jump and jump and he shot stream after stream of nut into my asshole. I was fucking amazed. It was so exciting; it was so new. I started coming and as my pussy throbbed my asshole clenched just grabbing onto and squeezing on his dick. It was…. orgasmic to say the least. And we sat there for a minute with his dick still in me, just trying to catch our breath.


AND THEN………... (if you are queasy stop reading here. If you are queasy and are ready to try anal sex FOR THE LOVE KEEP READING!) And then, he pulled his dick out. And when he did a creamy mixture of nutt and shit rolled out…. all on the floor, the bed, and my leg. He tried to not tell me, until I saw the brown color on the sheets and I immediately died with humiliation and shame. So much so that I began to cry because eeeewwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww WTF. He was calm and got me a towel and soap and removed the covers from the bed. He looked at me square in the eyes and said…. “ “L, its ok… these things happen, it’s not your fault”. (Damn I loved that man). He cleaned up and I went into the bathroom and cleaned up. We cuddled for a while and then I went home because I had this feeling like I needed to shit lmao (you know, my asshole being stretched open and all).

I enjoyed the start, middle, (not the end), but even the after effect of taking that much dick in my ass. That was my first time having anal sex but not the best. SO…...? how can I help you have an even better experience??? How about we discuss proper anal hygiene before anal sex even if it is not the first time). Proper anal hygiene can reduce worry for you and your partner just in case he is not as understanding as mine.

Here at, I now offer a personal and reusable anal enema bulb. []

Before anal sex fill the bulb with WARM bottled water. Use lube (or baby oil) to moisten the entire tip of the bulb and your asshole. Lay on your left side and hike a leg up and slowly insert the tip into the rectum. Slowly squeeze the water in until you get the “full” feeling. Remove the bulb and hold the water in as long as you can. After about 15 secs you should start to feel your bowels activate…in other words, you will feel like you have to shit. When you get this feeling get up and go the bathroom. Along with that water, the enema should help you evacuate the lower 6 to 9 inches of your rectum. If you feel clean after the first time, then you are ready to begin your night. If not, repeat again and try to hold it in a little longer.

It is important not to do this immediately before anal sex because you want to the give the intestine time to calm down and not be irritated. I personally find even the preparation for anal sex to be exciting. I’m just freaky so it may just be me lol. In addition, if planning a night of anal fun I would try avoid processed foods and also, fibrous and gaseous foods such as broccoli and beans. Try to consume fruits and lots of water to help aid in that “clean” feeling. Check back to see my next story of the best anal sex of my life and how to prepare yourself by using use anal plugs!

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