Tag Archives: butt plug

TABOOTY – PART 3

By now, at the tender age of 33, anal play had become quite a staple in my world of sex. The first time I had a finger in my ass I was still in high school. My boyfriend and I were making out under the stairs in his house and our bodies were pinned against each other. I was in jeans and he slid his hands inside my pants. As his middle finger began to tease my booty-hole, I got extremely wet. When he finally stuck his finger in my ass I was totally under his control. With every flick of his finger I writhed with pleasure; until his grandmother came downstairs and we ran back to the couch. It would be years before I dabbled into full-on anal sex; but ever since that day, I loved fingers in my ass. 

The first time I tried anal sex, it was an ill attempt to maintain my “virginity”. He tried to stick it in my ass, but the pressure was too much, so Pop! Went my cherry! The first time I actually had anal sex was with my Dominican Bae. We were in his room and I was completely naked on his couch. He took his time to play with and lick at my pussy, to get me ready. When he finally went to enter my ass (being quite endowed); he took his time. He waited for my body to adjust to his length and girth; he waited for me to give him permission to keep going, and finally, only once my body was ready, he slowly thrusted in and out. As he fucked my ass so tenderly, I rubbed at my clit until I reached my orgasm. That was the pleasurable first experience of anal sex I was glad I had. However, the few that followed were not so good. 

I have a love-hate relationship with porn. I love watching porn for the sake of enjoyment. But I hate the fact that society has become so jaded on what sex looks like and/or is, because porn is such a fucking lie. No female squirts across a room. Not every woman wants to be abused and/or man-handled. And for crying out loud, my ass (and the average woman’s ass) is not a vagina. A vagina is a self-lubricating orifice that can stretch to accommodate penetration and child birth. No ass-hole self-lubricates and the average human’s poop is no bigger than 1” diameter (It’s been proven- I think!). The muscles that keep my shit from free-flowing, will always resist an attack; so, if desiring entry, one must take it slow.  

I tried anal sex twice; both in the missionary position, which is supposed to be easier, and it was painful almost the entire time. Only having one experience to go off of and the exaggerated porn, I allowed my partners to find their pleasure, and disregarded my discomfort. It would take years before I would agree to anal sex ever again.  

By now, I was well versed in anal play. I loved and yearned for fingers, tongue and on occasion, the filling sensation of a butt-plug; but I was still hesitant to allow my partners to enter my ass. I had set up a rule for myself.  The next partner to enter my ass had to be able to demonstrate an extreme amount of restraint. Men would enter with patience, but one inside they would go ham; and I was not having my ass abused like that.  

The weekend I finally revisited anal-sex, I just so happened to be on my period. My partner had previously mentioned that he “didn’t run red lights” so, I was prepared for a weekend of cuddles and delivering him oral. Eventually that position was tossed out the window when I got out the shower with my diva cup in and started to give him oral. As I sucked at his dick, he positioned my vagina to rest on his chin and he licked at my clit. It got to the point where he wanted to have sex and he suggested anal. With a very stern voice, I made it abundantly clear that he had to take his time and if he hurt me, I would punch him.  

I bent over on my bed and he positioned himself behind me. He lubed up my ass and slid in his fingers, one then two. After playing for a bit he got a condom and applied lube to his penis and slowly entered me. With my womanizer vibrator on my clit; coupled with the sensation of him entering my ass, it felt amazing. Once he was fully inside of me, I turned up the setting and I gave him permission to “fuck my ass”. As his thrusts grew more powerful the sensation on my clit intensified. What started as moans, grew to screams, and peaked at a howl as I had my orgasm. With my clit numb and the orgasmic bliss radiating all over my body, I fell into the mattress as he continued thrusting until he had his orgasm; then he collapsed on top of me.  

It took a few days for my poops to feel normal again (I wonder if that’s a thing after anal sex? I still haven’t gotten an answer from Reddit). It was quite possibly the best sexual experience I had in years. For the days following, I found myself stopping and reminiscing. I was happy I found a way to enjoy anal sex again, and I was even more happy with my partner. Originally, I had promised my ass to another partner, but since time kept us apart; I’m glad my experience was with someone I now love.  

In the future, anal sex will become the seasonal item on the menu. I have no desire to have anal sex everyday but, I’m delighted to know that it’s there.  

TABOOTY – PART 2

What’s the butt-hole deal?

Bent over, on all fours, I arched my body to face him. “I’ve got a butt-plug; you want to try it?” He whispered back into my ear, “Yes.” I walked to my bag and came back with my newly purchased, all black, silicone butt-plug. This was the first time I was using a plug; and with me naked and everything about to go down, it looked a lot bigger than it did in the store.  

I bent back over as he moistened the plug with his saliva. He gently nudged it in, at first there was a bit of resistance. But, after a few deep breaths and a quiet mental-mantra my body gave in. The sensation was beyond exhilarating; being filled in such a new way, aroused me to another level. He delivered a few kisses and bites to my cheeks, then re-entered me. The feeling was indescribable. As the initial rush of pain subsided, the overflowing feeling of stimulation took over my body. Every thrust he delivered made contact to the plug that was secured inside of me; and each one felt better than the last. I was screaming at the top of my lungs in ecstasy and he let out an animal roar and slumped over onto my back. The sound of heavy breathing was silenced by our kissing. He gently removed the plug then went to the bathroom to wash it off.   

When he returns from the bathroom, I’m laying on couch, completely naked, and thoroughly fucked. He lays down next to me, we don’t speak; we only cuddle. I break the silence by asking him if he liked that- already knowing the answer. He replies that he did. I ask him if he could feel the plug as he was fucking me and his answer was, also, yes. He asked me how I liked it and I told him I loved it. It won’t be on the menu all the time, but from time to time, I definitely would love it.  

Refractory period over, and he was ready to go again. I just love his stamina. Kiss, fondle, lick, fingers, orgasm for me, 69 as I suck him while he plays with my ass again. He really-really likes my ass. I have to discover what this fascination with my ass-hole is. We finish with another amazing round of sex, orgasm for him then we retreat to the bedroom to sleep. He pulls me in close and we’re off to slumber-land. 

A week goes by and my southern parts starts to feel “different”… Mother-fucker! I visit the walk-in GYN and she prescribes me treatment for what she thinks looks like yeast and/or bacterial vaginosis. I tell her, my partner and I were doing anal and she concludes that’s the likely culprit. At the conclusion of my visit she tells me to “Make sure he minds his digits; one hand for vagina and one for the ass”. Ugh! I guess after the pleasure there may be some pain – or is it the other way around? A week later my results come back negative of everything- hmm. I guess my pussy was just fucking with me!  

With everything cleared in on my Southern Hemisphere, I became a little anal obsessed. I started watching butt-plug porn. I especially love the metal ones with jewels. They just look so pretty! I really wanted to know what the fixation with eating ass was. I hear about it all the time on the podcasts I listen to (Whoreible_decisions), and a plethora of men always request to eat my ass; so, What’s the butt-hole deal? I needed an answer for this seemingly taboo thing that everyone was doing. So, in true fashion, whenever I want an honest answer, I ask Reddit. 

I prefaced it with the fact that I date men of all races. However, this has been an act delivered to me by predominantly White, European, and Latino men. (Not that black men don’t- I just haven’t had a black man say and/or do it- to me). I got a combination of: “ass-holes just look pretty…”, “the orgasms are more powerful…”, “a kinky fetish”; I also got a slew of people simply wanting to explore their partners body, and lastly- something about the butt being “taboo” is a real turn-on. My conclusion, in the end, was that it doesn’t really matter in the end as long as both the giver and receiver are enjoying the act.  

I saw my guy a week later; we just went to dinner as both of our schedules were crazy. He asked me how my parts were doing, to which I replied; “In the future you must, mind your digits” and he said he would.  

The next time I saw him, it was after my workout class. When I was done, I took an Uber to his house. I ate my dinner we relaxed on the couch a bit. Not long after, we started kissing and I went down on him. Earlier in the week we were texting that he wanted to titty-fuck me and I was so on board. These pierced-DDDs were happy to oblige. I pulled off my shirt and bra, he pulled down his pants- half clothed sex is hot! He came on my tits and my juices began to flow. We retreated to the shower to freshen up and returned back to the couch. We both must’ve been tired because it wasn’t long before we got in bed. A moment of kissing then his face was buried in between my legs. A deep breath and a loud scream signaled my orgasm and it was on. He grabbed a condom then slid into me. Deep powerful thrusts attacked my body and sent shivers all over my body, then we were done. Wait- no butt-play? I did an enema for nothing! We fell asleep and held each other all night long.  

The next day, he sent me a naughty picture. A girl could get used to this! He asked me if I enjoyed myself last night and I told him yes. I guess the screaming at the top of my lungs wasn’t confirmation enough that I had cum. I told him I don’t have G-spot orgasms, only clitoral. He told me he wanted to fully penetrate my ass. To which I replied, yes- we just have to work our way up to it. I enjoy anal sex with a partner that listens to me, and he’s shown me that he can do just that.  

I’m looking forward to that next time.  

TABOOTY PART 1

Now that I’m finally having some of the best and most exciting sex in my life; I’m exploring more and more new avenues of pleasure. If it wasn’t already clear, I’ve returned back to online dating. This time around though, I’m in the process of getting to know some amazing people. 

My current partner; we connected via Tinder. Our first date we talked a lot about the complexities of dating, some of the hits and misses we’ve had, and herpes (since this was on my Tinder profile). The conversation was easy and playful; to be honest it was quite refreshing to talk about herpes so casually with someone, especially considering it was a first date. Before our second date we were already exchanging sexy pics and naughty texts. He didn’t deliver the predictable sex messages and he didn’t say all the things he would do. He gave me compliments, which was quite nice. For our second date we wanted a place that was more intimate, yet still casual. We each tried to scour the internet to find a bar/lounge that would fit the bill, but nothing caught our eyes. We ended up going to a Mexican restaurant in Hell’s Kitchen and having dinner. After dinner, we wanted a little more privacy, so he bought a bottle of wine, and we headed to his place.  

His apartment was very nice for a bachelor but the 4-floor walk-up let me annoyed, as I despise stairs. I quickly went to the bathroom to freshen up, as it was almost certain that the night would end with sex. When I came back, we had some wine and he put on, of course- Netflix. Not long after Sex Education started, we started kissing and clothes were taken off. He was passionate and deliberate in his movements and my body reacted accordingly. His lips were soft and moist as they trailed my neck and collar-bone down to my breasts. He delivered equal attention to each nipple, until they were both wet and hard. He kissed down my navel and my body flickered as his tongue greeted my vagina. His tongue did wonders on my opening as I moaned loudly and writhed with pleasure. Then, his tongue went further; immediately a million thoughts ran through my mind… What’s he doing? What did I eat earlier? Did I use baby wipes? Please don’t fart. While he was devouring and fingering my ass hole I was worried like hell. I know an ass hole is an exit, so he can’t expect it to be 100% clean, Right? In the past I’ve had fingers in my ass while my partner fucked me from behind, I’ve even had partners bite my ass a few times. However, I’ve never had a person stick their tongue in it- What the fuck is this? But I sure as hell wasn’t going to stop him, because as weird as it was to experience- it felt SO DAMD GOOD! 

After he had his fill; he came up, wiped his face and kissed me deeply. I was surprised to discover it didn’t smell or taste like shit. Would you look at that? I had no intentions on returning that favor, but I was definitely eager to wrap my mouth around his dick and with much delight, I sucked, licked, and stroked, until my heart was content. When he pulled me off of him because he could wait no longer to be inside me; he got a condom, bent me over, and proceeded to fuck the shit out of me! The phrase “motion in the ocean” was made for partners like him. Each thrust felt like ecstasy, each slap made me more wet, and when he slipped his finger into my ass, I was completely and utterly done. I had cum harder with him, than I had cum in a very-very long time. We crashed on the couch, naked, sweaty, and breathing very heavy. We drank more wine, and went two more rounds, before we retired to the bedroom to finally sleep.  

That weekend, I went to The Pleasure Chest. It was obvious to me that he liked playing with my ass. As I was certain I would definitely be seeing him again, I wanted to be prepared for next time, if I could. I bought a butt-cleaning kit and as a bonus it came with a butt-plug- This might be fun!  

The next time I saw him it was right after my workout. Unfortunately, his evening ended earlier than expected; I was planning to go home first and do a proper cleaning, but he called my Uber right after class. When I arrived at his place, I sat down to unwind a bit and he gave my shoulders a tender rub. I don’t know if it was his hands or just my overall horniness; but I turned around, pulled his dick out from his pants and proceeded to suck him off. I took a moment to remove my shirt and bra because I knew exactly where I wanted him to release at. I returned back and continued to lick and suck until he was ready to explode. With that he kissed me deeply and we got undressed and went in the shower. 

Once we were both all clean, he put on, once again, Netflix. This time we actually watched an episode of Good Girls, while eating dinner. He made it clear that his refractory period was over and that he was ready to go again, and so was I. I started by kissing all down his body and sucking to get him ready. I was bent over on all fours with his dick deep in my mouth. He sat up to play with my ass, as I knew he would. He pulled me in to sit on his face; as I grinned down his fingers slipped into my ass; as if by clock-work I started to lose control. A few convulsions, then he turned me around, so we could 69. I tasted his pre-cum it was subtly sweet and I proceeded to work my magic. Pew!– A splash of saliva misted my ass and back as his fingers continued to fondle my tight hole. Flickers of his tongue, a loud moan from me, a suck and slurp sound. Pew!- Another mist; this one less shocking and more arousing. The mixture of his saliva cooled from the air touching my warm sweaty back was an entirely new sensation. What the entire fuck was I missing all my life?  

My clit couldn’t take anymore; I needed him inside of me. Condom on, he bent me over and slid in deep as my body began to quiver from the pleasure. He starts to explore my ass again- one finger, then two. I’m moaning louder as he pushes into both my holes. I turn around and whisper. “I’ve got a butt-plug, you want to try it?”  

PART 2 NEXT WEEK