Tag: Fantasy

[Str8] [M] [Anal]
I am obsessed with women’s buttholes. I love looking at a woman’s butthole, inhaling the musty and sensuous scent combined with the aroma of her pussy, and most of all I love eating out a woman who’s spreading her butt cheeks for me and opening up and flexing her loose, wide-open asshole.
For me, performing my nasty brand of anal licking and tongue fucking is even more intimate and exciting than anal intercourse, which I also enjoy when it happens. when it happens, but licking, sucking, and tongue fucking a woman’s hot, nasty, spread open butthole is my favorite sex act by far. Think about it, I am licking and plunging my tongue deep into the hole that she shits out of, and the wallowing me to do it, but the vast majority of the time getting turned on herself, which will lead to a second huge orgasm for her.
I actually ran the ad below in the LA Express and got about 25 to 30 calls.
LA Guy Wants to Lick and Tongue Fuck a Girl’s Big Butthole
I want to lick, suck, and tongue-fuck your asshole.
I get hot putting my tongue and dildos into your
wide open asshole and will make you cum hard.
Women with tight, small buttholes need not call me.
I had anal fantasy phone sex of sorts with about six of the women who called. They were true anal sluts and would talk dirty, filthy, nasty anal talk to me and we’d jack off together that way. About half of the women who called wanted to find out why I only wanted women big loose buttholes. Some callers were just curious to see if the ad was for real or not. I ended up seeing two of the women out of the thirty and had some phenomenal anal play with a tall brunette who had a thing for her asshole and loved anal play. I saw her on and off for about a year, about once a week at first, then tapering off to twice a month.
The other woman I met with at a motel room was a thick white woman who loved having her asshole licked and tongue fucked, which I happily did for her. After she came hard by using a vibrator on her clit while I was tongue-fucking her asshole hard, she rested for about 30 seconds and then told me to fuck her asshole. It felt really good and I could not take the nastiness of watching her butthole lips go in and out from my cock, so after about five minutes I came hard and shot a load of thick cum deep into her asshole.
I always eat a woman’s pussy first and build her up to a big first orgasm. We rest for a little while, then I go to town on her butthole and most women build up with a new level of excitement to have a second explosive orgasm. I take care of the women who get into it, and I can always tell by the involuntary reactions of their body and the moans, groans, and sometimes near screams.
For example, women who are feeling the intense pleasure of me tongue fucking her, will often jerk back their heads–her head jerk back her head hard and fast into the pillow or bed and close her eyes.
My butthole obsession began on my 18th birthday while in Hawaii celebrating with my “cousin” Sara, who wasn’t my cousin by blood. We called her cousin because she and her mother were part of our family, her mother having grown up with my mother in my grandparents’ home because she lost her parents to an auto accident. I’m sharing this so you know there was zero blood relation between Sara and me.
Sara’s mother Mary brought her over about once a month to stay over and play with me over the weekends while we were growing up. In the summer Sara would stay for weeks at a time because her mother worked full-time during the week, and her father was not around, so she’d have to stay home alone. Neither of us had brothers or sisters.
Sara was the same age as me, six months earlier than me, and she was a cute Japanese girl with a nice Asian figure, a great sense of humor, and a beautiful smile. She liked teasing me sometimes and would put on her mischievous grin with the glint in her eyes. I never made dirty jokes or comments around her, because she was a very well-behaved Catholic girl. We rode bikes to the stores, played ukeleles and sang Hawaiian songs, played cards, Monopoly, chess, and we really enjoyed having each other as playmates.
Sara was the closest friend I had that I knew I could trust completely, and she loved going to Hawaii, which we had visited three summers and one Christmas, with our families. I told my parents that for my eighteenth birthday, I was going to take a celebratory trip to Hawaii for two weeks and that I wanted to invite Sara, and I would pay her airfare and cover all expenses while we were there. I had saved up several thousand dollars over the last year working as a top sales rep for a cutlery company.
My parents had no problem with my plan, and that wasn’t what I was concerned about. If they said no, I would have gone anyway since I’d be an official adult. I was concerned that Sara’s mother Mary would say no, due to us being so far away, out of their supervision, even though I told everyone I’d be renting Sara a separate room. I was very happy when her mother told my mother that Sara could go with me.
On the big day, Sara and I flew out of LAX on Hawaiian Airlines and we were both very excited about our adventure. I had booked two rooms at a very nice hotel for $250 per night. It was very luxurious, and I could tell Sara was pleased and excited. We checked into our rooms and made plans to rent a couple of surfboards and drive out to Ala Moana since it was only 1:30 p.m. I had been trying to teach her to surf on and off for a couple of years. She always wore a proper bathing suit, but sometimes she’s wearing a two-piece bikini, and when she did, I’d try to get behind her when we had to duck waves by pushing the front of our boards down and letting the power of the wave mostly wash over us. About half the time her bikini bottoms would be moved to the side or pushed partway down her butt due to the power of the waves.
We surfed for about three hours, ate lunch at one of the roadside stands offering real local food, and got back to the hotel tired and happy. We both wanted a shower to wash the sand out of our bathing suits, then we were going to rest, maybe take naps, and text each other around 5:00 p.m. to decide where we wanted to go for my birthday dinner. It wasn’t a big deal to me, I was just happy Sara was with me to share the day, and the next 13 days to follow.
We went to our own rooms to shower, and I had turned my shower on to warm up the water. I was just about to take off my shorts and hop in when I heard a quiet tap-tap-tap on the door. I looked out the peephole and it was Sara with a white hotel towel around her neck and shoulders. She was still wearing her two-piece bikini.
She asked me if she could use my shower because hers wasn’t working right and the water didn’t get warm and he doesn’t like cold weather, cold showers, and the maintenance guy was going to come by in the next 30 minutes to check it out. She said she really wanted to wash the sand out of her lower body, meaning her private parts, because we had lain on the sand for about 20 minutes after our surf session and we had a little pretend wrestling match on the beach and got sand in her bikini bottom and likely some was stuck in her pussy and butthole.
I told her that she could use my shower and she could go first since I knew how uncomfortable it must be for her to have sand in her bottom. I said “bottom” on purpose, because I definitely wasn’t going to say pussy or vagina, and I wanted to see her reaction. She punched me on the arm playfully and said thanks, and that she’d be quick.
I told her to take her time so she could get all of that sand out. I told her it must be so uncomfortable and if she needed help, to just holler. I had a small grin on my face and a gleam in my eye, and I was testing the waters. Sara and I had never been alone like this before, where we had total privacy from our parents. She came out of the bathroom with a towel wrapped around her to punch me on the arm again, but this time she had a sexy grin on her face too.
The sun and the physical exertion of surfing, and the fantasy that kept playing over and over in my head: Sara having her bathing suit ripped off while ducking a wave so I could get a glimpse of her butthole, was making me horny.
Now that she was in my room taking a shower, I was imagining what her butthole looked like and if she ever played with it. I was getting a hard-on, so I took my shorts off and starting stroking my semi-hard cock. I wasn’t going to ambush her when she came out of the bathroom, because I had too much respect for her to do that. I knew I’d have enough time to put my shorts on when I heard the shower turn off.
I had a full hard-on now and was lying on my back on the big bed stroking my cock with my eyes closed, imagining what Sara’s butthole looked like and how she would react to anal play when I heard the doorknob of the bathroom turn and the door open about three inches. I didn’t have time to do anything other than grabbing a pillow and put it over my hard cock. I told her I was sorry but I thought I’d hear the water turn off and was going to put my shorts back on then.
She said, “I need your help, can you help me?”
I said, “Uhhh, yes, sure Sara, what do you need help with?”
She said, “Come into the shower and I’ll show you.”
I said, “Okay, shut the door and I’ll be there in a minute. I need to put my shorts on.”
Sara closed the door, I got my shorts back on and my hard-on was now at half-mast, so I put my shirt on and pulled it down over the top part of my shorts.
I knocked on the door and told her it was me, and she told me with some urgency,’ Come in, come in! This is so frustrating!”
I opened the door and the shower curtain was open. It was a combination bathtub and shower. Sara was naked and made no effort to cover herself, and I was thrilled and excited.
I asked her, “I’ll look at the wall Sara, but what do you need? You know I’ll do anything for you.”
She said, “I know this is an odd request that I would never ask you to do if I weren’t so uncomfortable. I washed the sand out of my…you know, my vagina. But my shoulders and arms are so stiff from the three hours of surfing, that I can’t reach back to wash the sand out of my anus. I know, I know…this is too much, I’m sorry, never mind.”
It sounded like she was close to tears, and I said, “I’ll help you cousin, and I’ll never breathe a word about it to anyone. I promise. I know how uncomfortable you must be. You can put a small washcloth over your pussy so I don’t accidentally see it while cleaning your butthole.”
I was intentionally using street terms now to see her reaction. She smiled and said how sweet I was to her and that I’m her hero.
I handed her a washcloth, and she held it with one hand over her pussy. I got in the shower and told her the best way to do it was for her to face the wall away from the showerhead, bend over slightly at the waist, spread her butt cheeks, and I would clean her asshole with a washcloth and then point the shower head at her anus and shoot a steady stream of water to flush out any stubborn sand particles.
She got in position, asked me if I was ready, and I said yes. She bent over about 90 degrees at the waist, reached back, and unashamedly spread her butt cheeks like it was the most natural thing in the world to do. She took my breath away with what she was showing me so naturally and without any shame. She had a nice round butt and her butt cheeks made a perfect frame for her butthole, which was unlike any butthole I’d ever seen before in my life.
She was flexing her butthole, pushing it in and out, and asked me if I could see any sand. Her butthole opened up about an inch, and she had these hot deep lines, crevices that radiated out from the hole of her anus. The deep lines formed a sort of circle that had about a five-inch radius. The whole area from the outside of her anus to the outside circle of those lines was darker in color than the skin in the same area and was slightly raised and puffed out when she flexed her anus.
I was speechless for about ten seconds when she looked back at me between her legs and said, “Do you see anything?”
I said, “I don’t see any sand, but what I do see is so amazing…it’s beyond belief! I’m shocked and in awe, in a very hot way…I’m sorry Sara, I shouldn’t be talking to you like this. But I have never seen a girl with a hot asshole like yours that opens up when you spread your cheeks, and the lines going out from your anus form the most beautiful and nasty circle I’ve ever seen.”
She looked back at me between her legs again and said, “I’m glad you like it, and I love playing with my bootyhole because as a Catholic woman who wants to marry a good Catholic man, I have to save my vagina and hymen for my future husband.”
“No man wants a whore for a wife, and some men won’t marry a woman who’s had sex even one time. I have had sexual feelings, a sort of tingling in my vagina and clitoris, and it’s gotten very wet, and I was so frustrated that I couldn’t do something to relieve the pressure. Until I talked to my friend Susie who’s also a Catholic.”
She told me that she takes care of her needs when that happens by playing with her anus, and even inserting bananas, cucumbers, shampoo bottles, and most recently a vibrator, in and out while rubbing her clitoris until she has a big orgasm and feels satisfied and relaxed afterward.
When her mother wasn’t home, she liked to set a tall mirror against her dresser, which is in the corner near the window, and she props her butt at the edge of the bed, spreads her butthole, and inserts the objects she has for that session into her asshole, watching it go in and out, stretching her anus lips. During the afternoons, the sun shone into her window and her pussy and anus were lit up in her view in the mirror.
Sara said she got excited just thinking about it, and she said she really liked rubbing her anus while taking a bath or shower, and putting hair conditioner on her fingers and rubbing her anus round and round but had never put anything inside.
“I don’t see any sand or anything in your asshole, but the light’s not good in here. Why don’t we get out and dry off, and you can lay face down on the bed, and spread your butt cheeks for me, and I’ll give you a thorough anal examination.”
At that moment, I realized she had played me because though she said she couldn’t reach back to clean her butthole, she was spreading her butt cheeks wide when she was bent over for me to clean her. This got me even more excited because that meant she did it on purpose because she wanted to show me her butthole. I thought she must be really horny and wants to do nasty anal play with me, as long as I don’t mess with her pussy. I knew she trusted me, and I wouldn’t touch her pussy if she didn’t want me to.
After we dried off, Sara laid down on the bed face down and spread her legs open wide and started softly moaning, and slipped her right hand underneath her body to rub her clit. This was my golden chance, I thought because she’s hot from showing me her asshole and I fell for it and got turned on by it.
I said in my best doctorly voice, “Okay Sara, I’m going to get started with the anal and rectal examination to see if there is sand or any other foreign bodies I need to remove for you. Are you ready?”
She said, “Yes, Doctor James, and I’ll spread my butt as wide as I can so you can see better into my dark hole.”
I said, “Okay, Sara, let’s get started. Go ahead and spread your butt cheeks for me and expose and open your anus as wide open as you can. She reached around with both hands and spread her butt cheeks wide and I saw her hot, nasty butthole in the sunlight coming through the windows, and I stroked my cock and started breathing heavily, as I spit on three fingers, and touched her anus with the front part of my fingers held together to form a flat surface to rub her asshole.
I told her I was doing this to relax her anus and it’s standard procedure prior to a full anal and rectal exam. She started moaning a little louder and her butt moved up a little towards my fingers.
I said, “Most people don’t know this, but the anus and rectum has a large number of nerve endings that are very sensitive to touch and the right kind of rubbing and friction. Many people feel medium to high levels of stimulation and men get erect, and women get wet. So don’t be ashamed if it is feeling really good while I’m warming up your anus with my fingers, and soon with my tongue. You are free to do whatever you need to do to take care of the sexual tension that builds up in you, including inserting objects like vibrators into your vagina, rubbing your clitoris, or whatever you need to do.”
“It’s a natural reaction to stimulation that feels really good, so again, don’t be embarrassed or ashamed.”
About 75% of my female patients get very excited from getting an anal and rectal exam when I give it to them using my advanced techniques, which were designed to give pleasure while giving me a thorough look at what’s going on.”
After another minute of rubbing her anus with my fingers, I said, “Okay, Sara, I’m going to start the exam now. I’ll be using my tongue because it’s very important that I not only see inside your anus but also feel the walls of your rectum and the inner sides of your anus ring.”
She moaned and said in a soft, scared voice, “Okay, doctor. I’ll do my best to be a good anal exam patient. I’ll admit, all this is getting me excited and your fingers felt so good rubbing me. My vagina is wet.”
I didn’t answer her and put my hands over her hands, spread her butt cheeks even wider, and started licking the outside of her anus in slow vertical strokes. Then I started going in a circular motion, and I mixed it up by sometimes taking her whole anus into my mouth with my lips surrounding her anal lips when she flexed it and pushed out. With her anus in my mouth, I would slowly move my tongue into her asshole and she must have really liked it, based on her loud vocal ecstatic sounds she was making and the way her body jerked around.
She continued rubbing her clit and I started pushing my tongue deeper and deeper into her hot, nasty, dark hole. I have a long tongue, and at one point I had my whole tongue in her butthole, and she was loving it. I told her to turn over on her back and position herself so her butt is on the edge of the side of the bed facing the window. I had parted the curtains about six inches earlier and didn’t bother to close them up again. I wanted to make sure that if anyone was walking the hallway and heard the moans and near screams Sara was making, they could stop and take a peek at the six-inch gap and would see me tongue fucking Sara’s hot asshole.
She was rubbing her clit in a circular motion and I knew she was close to cumming, so I got busy and started tongue fucking her hard and fast and sucked on her anal lips too. Sara was making the sounds I love more than any sound on Earth–the sounds a woman makes when she’s cumming. She kept pushing her asshole onto my tongue so it would go even deeper, and tighten it when I was on the exit stroke. It was so hot! I was stroking my cock in between all the hot action.
Sara’s body started jerking, her holes started flexing hard, and she said she was going to cum if it was okay with the doctor. She told me not to stop tongue fucking her asshole and asked me to go harder and faster which I did, and in a minute or two she exploded in another explosive climax.
When she was cumming her pussy and her asshole were flexing hard and I could see right into both her holes. There was a lot of thick white cream in her pussy and I assumed it was her cum cream.
I asked her if she had an orgasm and she said she did, and it was the most intense orgasm she’s ever experienced. She said the doctor and patient role play for a full anal and rectal examination were super-hot and she was imagining that dirty, nasty scene and pretended I was her doctor.
“The way you were inspecting my anus and rectum with your tongue, and the hard tongue pushes into my booty hole really turned me on. It felt so good,” she said.
‘You smelled and tasted so good and I love the way you respond when I eat your butthole out,” I said.
She came over to me and kissed me on the cheek and said, “Awe, you’re so sweet to me. Thank you, and my bootyhole thanks you too for giving her the first orgasm she’s ever had.”
For the next 13 days, we continued to have mind-blowing sex sessions that all focused on her butthole. When we got back to LA we continued our anal play whenever she’d come to our house and even made dates where I’d rent a room for us and bring several diodes and vibrators in different sizes.
I was hooked from my first anal adventure at the age of 18 and dreamed of sticking my tongue deep into Sara’s asshole when I masturbated.
In my next chapter, I’ll write about the second nail in my coffin of becoming obsessed with women’s buttholes. Our German neighbor Bridgett, who sometimes watched me when my parents couldn’t find a sitter.