Long-time lurker here, finally decided to write about one of my most memorable nights. It’s a little long, so please let me know in the comments if you like the level of detail or if you just want sex.
I was living in the large capital city of a certain Asian country, and had broken up with a long-term girlfriend about six months before. She broke my heart with the way it ended, so I wanted to just date as many girls as I could that summer. I was 25.
A little about me. I’m 5’11, sandy blond hair, green eyes. Been told I’m cute, and have a winning smile. I had also taken to martial arts that spring and summer as a coping mechanism from the breakup, and as a result, I was in the best shape of my life. Lean, fit, strong. I felt good about myself.
Cue Bella. I met her at the house party of a mutual friend. It was one of those “I saw her from across the room and decided right then and there I was going to get her number” kind of moments. She was both cute and hot. Bright eyes that seemed to know what you were thinking. Long silky black hair that she had dyed a kind of dark coppery red. Full, sexy lips. A soft voice, delicate and high-pitched, pure femininity. And a pair of glorious grapefruit-sized tits.
Now, I’ve had my fair share of success with the ladies, but I’ve never been a natural at approaching them. I was painfully shy and introverted more or less until my senior year of college, and I’ve always had a hard time just going up to a pretty girl and saying hi.
But that night was different. I was fit, and confident in my body. I was that special combination of angry, bitter, and detached from the past breakup that I didn’t give a shit about much of anything. And I took several shots of 120-proof local moonshine before arriving.
So I walked up to Bella and said “Hi. You’re cute.”
She looked at me with one of the hottest expressions a girl can have – surprised, embarrassed, defensive, appreciative, and lustful all at the same time.
“You’re really bold!” she said, laughing. I grabbed her a beer, and we talked all night. She was awesome – smart, funny, sexy. She told me she wanted to have a threesome with another girl to explore her bisexuality. I told her I was bisexual, and I fully approved. When I said I was bi, she bit her lip. Eventually, with the party winding down, I got her number, planted a roguish kiss on her cheek, and left.
We started dating shortly after. She was great in bed. She was what I would call a “vocal submissive” – she loved to be taken, fondled, handled, pushed around, called a bitch, fucked hard – but she would always tell you she loved it, whether through moans or actually saying “I love it, more.” She always wanted me to finish on her face. One of my best sex memories of all time is the image of my cock right above her lips as she was laying on the bed, biting her lips, moaning for me to finish, and then opening her mouth in that combination of pleasure and self-indulgent pain that shows up so often in sex as I coated her soft pink lips in milky cum.
So one day, I had driven from martial arts training right to her apartment. I was drenched in sweat, so I decided to take a shower. She peeked into the shower and said “cute butt.” I splashed her with water and replied, “keep it in your pants.” When I got out of the shower, my clothes were gone. I toweled off, and said “Hey Bella, did you take my clothes?” I heard her reply, “come into my bedroom and you’ll find out…” So in I go, wondering why she would take my clothes when I get naked for her all the time, when I see her with a mischievous grin on her face, holding something behind her back.
“I saw these and thought of you,” she said, revealing a pair of blue underwear with the superman logo plastered on the butt. I walked over to her, and she tugged at my towel and it dropped to the floor. I put the underwear on – they were at least a size too small for my white ass – but she bit her lip, and squeezed my butt, and said “sexy…”
I continued toweling off (I hate not being completely dry) as she lay down on her bed and absent-mindedly turned on a Friends rerun on her computer. I joined her in bed, both of us lying on our stomachs, and we started watching the show. Not long after, her arm drapes itself over my back, trailing down my muscles, gently rubbing them. Her hand starts sliding lower and lower down my back, eventually reaching my brand new superman undies. She pats my buttcheeks, which I love, and squeezes them; and then she takes a single finger and runs it slowly from the small of my back in between my buttcheeks down to the base of my balls. It was an ecstatic feeling. The cotton of the underwear made her motions so soft, and yet the area she was touching felt so electric, that I was getting extremely aroused. I turned over onto my side to kiss her, hungrily – but she bit my lip, got this sexy and slightly mean look in her eyes, and pushed me by the shoulder so that I was laying on my stomach again, and went back to rubbing my butt.
Now, in our sex life, she was very submissive, and I was very dominant; but we had talked about a lot of our desires, and she said that she has a dominant streak in her sex fantasies sometimes. Which was fine by me, because I’m actually a switch, and love occasionally flipping the script and being a submissive plaything for my dominant partner. So in addition to being incredibly aroused from the ecstatic sensations she was producing in my hindquarters, I was further excited by that mental feeling of realizing that which you’ve cautiously discussed with your partner but wondered if it would ever happen was actually happening right now. I was so hard I could’ve put someone’s eye out.
She then slowly pulled down the underwear, and started running her finger in between my bare cheeks. At this point I fully gave over to the setting, and started wiggling my ass in the air, almost as if my ass were begging for more (as I’ve seen so many girls do – it was quite sexy to be able to do so myself). She spanked me a few times, which felt amazing, and then started rubbing her finger around the top of my asshole. Suddenly she grabbed a fistful of my hair, pulled my head back to her, and whispered in my ear, “get on your knees on the side of the bed, bitch…”
I dutifully complied, my superman undies still around my thighs. Bella stood up and walked around behind me, and before I had time to think, I felt this incredible warm wet overwhelming sensation right on my asshole. It was her tongue! She was eating my ass! I have rarely felt something so new and so pleasurable. It felt like a kind of instantaneous orgasm.
Now, a word on buttplay. I have always been an open-minded fellow. I have in the past experienced everything from my own fingers in the shower, to smooth hairbrush handles, to a dildo with a previous girlfriend (the bitch who broke my heart earlier in the story), to a real penis (I’m bi, remember – but that’s another story). To all the gentlemen of the world out there, I say this: the time has come to open your minds and your butts to anal pleasure. There is nothing quite like it on earth. It is truly a brave new world of glorious sensations, and it brings you and your partner (or you and your body) closer together.
So after an unfathomable time of feeling Bella’s warm, wet tongue on my asshole, I look behind at her, and say “I wish you could fuck me right now.” She grins, and says “stay here” as she rushes into the kitchen. When she returns, she’s holding a banana and a bottle of olive oil.
She pushes my head back down onto the bed. I feel cool oil being poured on my buttcheeks, dripping down my crack, over my asshole. She rubs it in with her finger, eventually slipping inside me. Now, oil isn’t the best lubricant, but at this point I was so crazily turned on I didn’t mind. She puts a condom on the banana (for structural integrity purposes), pours more oil over everything, and slowly sticks the banana in my ass. It actually feels amazing. She gets it in halfway, and then starts slowly fucking me with it. I’m moaning like crazy at this point. She grabs my cock from behind with her other hand, and starts stroking it – and let me tell you, if there is a god, he did mankind a disservice by not mentioning oily cock-stroking while being fucked in the ass with a fruit in the bible.
I cum, hard.
Bella pulls the banana out, tosses it in the trash, and we take another shower and make out. She asks if I liked it. I’m too drained to give an appropriate response, so I just say “amazing” and kiss her hard. She pinches my butt and says “I’ve been wanting to fuck your cute butt for so long.” And that, gentlemen & ladies, is how I learned that a girl can love a man’s butt as much as we love theirs.
Source: reddit.com/r/gonewildstories/comments/6plrrd/how_im_learned_through_superman_underwear_and_a
This was really hot and well written. I love when my wife eats my ass. She wants to peg me and I’m going to let her.
I bet you don’t look at a banana the same way ever again hah!
Fellow bi guy, but I’m *super* picky about what goes in my butt. MOST toys are highly, highly disappointing. Tongues and real, live, human penises though . . . holy shit.
As far as those things go, I heartily second your suggestion that more guys just *think* about it. I *never* thought I’d bottom for anyone, ever. But the first few times I did, I came without anyone even touching my dick.
That . . . That’ll make a believer out of ya.