Ultimate anal fantasy

My ultimate anal fantasy is to be tied down and blindfolded then to have my ass totally used and abused by a large group of of men bareback and all shooting their loads inside me.

I would love to be tied down with a ball gag in my mouth. Then a masked woman gives me a thorough prostate massage. She follows this up with a pegging session, while using a double sided dildo.

I just want to fuck woman in the ass.never tried this before

If I can easily take a 3" wide Dildo in my ass, then I think I could take two cocks in my ass at the same time. I'd really like to have two guys slip their cocks in my ass, at the same time. I'd definitely want some pictures of this.

I've also thought of having a Horse Cock in my ass. I like the idea of having a Horse cock in my ass, and cumming in me.

My ultimate anal fantasy is a very extreme one with a lot of backstory. I really hate the fact that I was born male, I really wish I was born as a girl. Mine would be that everything contained within my mind (memories, knowledge, experience, etc.) would be transferred back to my brain on the day I was born, BUT my newborn body would be a female body that would grow up to be the woman I dream of being. NOW, here's where the anal part comes in. I would be married to the husband of my dreams. We would share enemas together, he would load my backdoor up with his cum anytime I want it, I would give him plenty of pegging anytime he wants it, etc. Well, you get the idea.

Meeting a guy for explicit enema play at his home or in a hotel room.... there are tons of bags and nozzles to choose from.... he gives me a big, deep soap water enema and I empty my guts completely ... I am rock hard but no touching is allowed ... then he lays me face down on the bed for a good belt spanking ..... and then my reward... his luscious 8" cut cock is lubed and slides deeply into me for a very deep and sensual fucking ... I sense he is about to cum and to my glee he starts shooting a heavy load deep inside me.... again and again... cumming like no one I have ever seen... filling me with nearly 2 qts of cum as he continues to spasm and shoot heavy load after heavy load ..... finally pullling out of me and I feel it start to leak out .... i roll onto my back and he goes down on me as his cum continues to run out of my ass into a puddle on the bed.... cumming myself ... spasming and forcing the last bit of cum out of my ass as I simulaneously fill his mouth with mine.

not realistic but one of my favorite fantasies just the same.

Gangbang and bukakke. I'm sure that I actually should but I'd seriously love to

I’ve realized all my anal fantasies except one. Pegging. My wife and I had a great sex life that incorporated a wide range of anal pleasure, massage, fingers, toys, and rimming. She enjoyed using toys on me, but said she just couldn’t wear a strap on and didn’t want to pretend to be a man. Maybe she thought it was too close to being bi-sexual. Still, we had enuf other anal play to satisfy us both so it wasn’t an issue.

Being ass fucked really good by transwomen.

I'm rather simple minded. I would love to have a small circle of naked friends who, like myself, love the never ending pleasure our assholes can provide.

The circle would principally be a marathon of anal masturbation and a discussion group.

But as we talked we would be voyeurs; giving our approval of the activities by our smiles and avid attention.

And that we reveled in the close attention the others were paying to our self pleasuring activities, casts us in the role of exhibitionist.

Since no one would ever object, and we would be cheering each other on, our great passion would finally have public approval. And we wouldn't have to hide anymore.

Oh please! I would love to find a lovely guy in his 30s and play with his handsome hairy ass. I would do fruit, vegetable inserting up his bottom maybe do enemas and if requested hairbrush his ass till bright cherry red. I would love to find out how much bananas, cucumbers and big pickles he can hold up his bottom. If interested, do let me know what you would really like to do. I can do frozen butter and use a large animal glass Mercury thermometer as well. Sign me Chip6449. gcstacy1560@yahoo.com

I wanna get pegged with a 8" dildo while holding a hot enema by a woman that will make me her whore till shes tired. It makes me hard thinking of it

Being massaged and probed with a tongue and lips! Then very slowly probed with lubricated fingers. Then probed with a hard penis repeatedly!

So many anal fantasies. One that keeps cumming to mind lately is going to a glory hole and playing with a cock until it is nice and hard and then backing onto it to get my arse fucked and filled with cum. In my fantasy the guy wouldn't know i was a guy. I'm jealous of women who get to feel cum squirted inside them and would love to feel it . An enema is fun and I have one really big syringe about 400ml that I fill up with warm water and the feeling of sitting on that hard to squirt up my arse is lovely, just don't think it is the same as a cock cumming

Being with a woman that likes to give and receive. The bonus is that she eventually gets me into a long session of pegging and she has a quivering and shaking orgasm and of course her squirting would be great. While prone boning me she doesn't let up on licking my ear and neck and I can feel her heavy breath.

Stuff as many toys inside of me as I can and then release them all a while later. Definitely more fantasy then realsitic

I have this fantasy where I am kidnapped and blindfolded but it is by all women. I don't know this. All my clothes are torn and cut off. I am strapped to a metal table on my back. I start feeling fingers touching me. They are putting their fingers in my mouth. Some ordering me to suck and lick the fingers. They keep asking me if I like the taste. I don't know it but they are fingering each other and putting their fingers in my mouth. Then I feel fingers going in my pussy. I have an orgasm. Then someone sits on my face ordering me to lick their pussy then ass. Next thing I know they are putting speculum in my pussy. Then I feel a finger go in my ass. It goes all the way in. Then that finger is taken out and another finger goes in. Then the same over and over until all five girls have had a finger in my ass. I hear one say I am a dirty girl and I need an enema or two or three. The girl sitting on my face has an orgasm. Then she gets off and is replaced by another girl. I am ordered to keep licking. Then I feel a nozzle go in my ass. It hurts because the speculum is still in my pussy. Then I feel the water going in me. The cramps start hitting and I start begging them to let me up to expel. It keeps building up and they keep saying no every time I beg. Finally, I cannot hold it and it starts gushing out. I am humiliated because I feel everything that was inside me flooding out. I pee at the same time as I usually do. I don't know it but the table has a crevasse and a hole so everything is going down the hole. The girl sitting on my face says so you like pee and she squirts some in my mouth as I turn my head away. Then I feel them remove that nozzle and replace it with a larger one and I feel the water going in me again. This time I have a girl on each side of me licking and sucking my nipples. Another girl is playing with my clit. I start to have another orgasm and as I do the nozzle pops out and another gusher. I then feel the warm water. It is a hose and they are washing me sort of. They start using a toy in my ass. Then the first girl said she had to pee. I feel her climb over me and she starts peeing on my pussy. I am sure some is going in my pussy and some in my ass as the toy goes in and out. Then the girl sitting on my face gets off and the one that just peed gets on my face and I am ordered to lick again. This goes on until each girl does this. Then they remove the toy from my ass and replace it with a speculum. Enema water I'm sure was coming out as they looked in my ass. Then I feel the hose with the warm water. They push it in my ass. I cannot hold any water because of the speculum. They start spraying the warm water in my pussy which actually feels good. Then they take the speculums out. The next thing I know each girl has a strap-on and each starts fucking my ass. One girl is always taking care of my clit. Then they stop. I don't know it but they are switching to clean strap-ons. But I feel another toy go in my ass. It is a fucking machine. Then a girl gets on top of me and starts fucking me with her strap-on and someone is controlling the fucking machine. The girl fucking me starts kissing me deep and wet. I love that. Then she pulls my blindfold off. She is gorgeous. I look around and they all are. Each one fucks me with a strap-on while that fucking machine keeps going. I have orgasm after orgasm. Then after what seemed hours and I am so sensitive down there. They finally stop, take the strap-on out and the fucking machine away. Then they sit me up. Each girl comes in front of me and kisses me and says welcome to our club. At the same time they kiss me they are sliding fingers in themselves and then in me.

Reading all you guys replies got me way too aroused.

I'd love to be anally tortured/punished by another female or anyone really.

I've had enemas, toys, been finger fucked, pegged and fucked by a couple of cocks but never had a guy cum in my ass. An afternoon gangbang with a couple of friends to fill me ass would be nice.

To be pegged by my ex-gf´s stepmother in front of her.

I personally don’t have a preference of male or female partner in my fantasy. I want to be blind folded gaged and restrained. Then I want to be given an exam. Complete with suppositorlies, enemas, and lots and lots of injections. When the doctor is finished I want to fill what it is like to have a cock in my ass.

I'm on the other side. I want to DO things to a woman's backside, vagina, body. I want it to be consensual/nonconsensual, so that she says at the beginning, I want this (and means it), but during the play she has no control. She said “Yes” before we started, and now there is no stopping. “Whatever I think of,” I tell her, I will do. This time it's a series of enemas, the first given with her bottoms up and massively invaded by a cock shaped dildo 12 inches long, given until the water literally flows back out because there's so much inside her. Things will be dirty, so I put her in the shower. She's supposed to be holding that first enema, but she can't. I tell her that for every enema she can't hold, I give the next one with a longer nozzle. She's crying, begging me to stop, but she knows I won't--and somewhere inside her head is a small voice saying “MORE!” Still, she is totally humiliated and helpless, bound to my will. The second enema I give with an 18," thick colon tube. She's on her back, hips elevated, knees on her chest. She knows there is still water inside her, and she begs me to wait. I don't. I lube her well and begin inserting the colon tube. The first 6" go right in and I begin the water flow. The bag is high above her,and the soapsuds goes in FAST. I keep pushing the tube deeper inside her. She's crying, but the water is relentless. I kneel down and start eating her out, the water gushing into her rectum & colon. She begins to cum--sooo hard. The bag doesn't empty. She's too full, but I keep sucking on her clit, her labia, tonguing her vagina inside. Once I see no more water will enter her, I help her up and she expels. I make her get her next enema ready. She's on her back again, telling me she can't go on.i had told her I would not take “no” for an answer. I tie her into position, and lube her up, then slip the nozzle inside her rectum. This one is even bigger. I push it in as far as I can get it, knowing that she will, indeed, take it all eventually the rectal pressure begins her moaning and whimpering, but I hold the nozzle in her and put my hand against her vaginal opening. I insert two fingers, then three-→4-→5. All this time, the water is pouring into her. I can't slow the flow or stop it because I' out of hands. My fist is insid her now, and the colon tube is making its way ever deeper into her. I begin to fist fuck her. She is almost screaming with pain & pleasure. Her vagina presses against her rectum which is full of water, and I can feel it. I slide the colon tube further into her rectum, up deep into her colon,, and as the water invades her, she orgasms. Now it's time to use my hand and the colon tube in concert, moving them both in & out of her until she can't handle it any more. We finish, and after she expels, I have her clean up the equipment and shower again. She comes to me in bed, lies down totally worn out, and I hold her close. We rest.

Let it be a punishing scenario. We are outside and He takes me to the public men’s restroom. If someone spots us - even better, as I’d be more embarrassed. He inserts a buttplug in me with only spit as lube. To lubricate it he makes me put it in my mouth first and only then in my butt. The plug is small enough to not cause pain, but just an uncomfortable burning sensation. He walks me home sometimes patting my bottom on full view to show that he has the right to do so and remind me I’m in trouble when we are home.

At home to check that my misbehavior was not because of any health issues, he wants to check my temperature. I am to strip stark naked, bend over a bed and spread my cheeks presenting my hole to him. Thermometer is inserted dry, as I’ve already been stretched a bit by the plug. He moves it in and out and twitches it inside to make it tickle. Temp is a bit high of excitement, but he still makes me take several big and crampy enemas that are to be retained much longer than is comfortable. He pays no attention to my whinings and just slaps my ass to make me calm down.

After expelling he gives me a thorough rectal exam with his fingers, just to stretch me and prepare for future play. Next I am to be spanked for whatever reason he sees fit. He puts me OTK and spanks with his hand first. Then makes me bend over a bed again for paddling and then I have to lie on my tummy for several strokes with a cane. At some point he makes me spread my cheeks and spanks directly at my anus. It hurts and I squirm, but who cares. Especially that I’ll have to endure the last rinse enema. It’s fast and he doesn’t require me to hold it, but inserting the nozzle in a spanked hole is an ordeal. Just like expeling. Which he - not so secretly - enjoys watching me in the bathroom.

We go back to the bedroom where he makes me on all fours and inserts in me fingers and a whole variety of toys playing with me and edging me again and again until he’s satisfied. He ends up with a good deep pounding. He cums in me and makes me show my hole dripping with his cum. THat’s humiliating but at last the punishment is over. He finishes with some sort of soothing suppository and cuddles me telling me I’m a good girl and no longer punished.

I've never had an anal exam. Would love to have a gay doctor milk my prostate. Would love to be in stirrups during exam. Would also like to feel some medical instruments stretching out my hole.

Being trained by a sex trainer in a sex academy setting, with anal training being one of the modules.

He would make me lie across his lap, and insert a thick finger into my bottomhole (lubed of course), testing the tone and elasticity of the muscle. The goal is to train me to have great control over my anus, strong tone, yet be comfortable with submitting to the discomfort of taking slightly larger insertions (not extreme).

He would have me do a series of clenches on his finger, sets of ”clench and release”, ensuring that I clench hard and not weaken towards the end of the set. It could be anywhere from 20 to 100 clenches per set. Slow and controlled. He may also have me do rapid pulses - this gets tiring very quickly and takes mental concentration as well.

Then a series of longer held clenches to train endurance (10 seconds per squeeze, building up to a count of 30). My bottomhole may feel tired but he would be strict yet encouraging, reminding me to squeeze harder if he felt that my muscle was not clenching as tight anymore, especially towards the end of the count.

After, a series of insertions with his finger, while relaxed/pushing out/clenched, to understand the different sensations. Such as: relaxing my anal muscle while being penetrated allows me to fully revel in my submission, being passive yet receptive to my trainer’s methods. Pushing out opens the inner sphincter, and creates a sort of tunnel of less resistance, opening my hole to being penetrated - this actively aids being penetrated, and is active submission of the anus. Clenching tight while his finger thrusts in and out will create friction and therefore warmth in my anal ring - this is the most challenging as it’s in a way “fighting” penetration, however it emphasises the fact that during this training session, my anal hole will be strictly worked over despite whatever resistance it gives.

That’s just the warm up. He’d then have me repeat all of the above with 2 of his thick fingers in my bottomhole (again, well lubed. The point is to train the muscle with care). By this time, my anal muscle would feel quite tired, which is when the stretching comes into play. He would insert both his index fingers, and slightly pull them apart, stretching my hole open gently.

When he feels that I’ve stopped resisting, and am submitting to his ministrations (relaxing into the stretch), he would again have me repeat a series of clenching exercises, with my hole being stretched open by his fingers. It’s a different sensation to be trying to tense the muscle while it’s being held open by an opposing force.

For advanced endurance training, he would fuck me with a dildo while I lay over his lap. This gives him greater control over my body and squirminess. I would have to lay still, and take a series of insertions of the dildo, again while pushed out, relaxed and clenched (in order of difficulty). Eg 50 in and outs for each position of the muscle. He may choose to do it in a slow and controlled manner which helps to train muscle tone. Or he may thrust the dildo vigorously, which intensifies the sensations. Or he may choose to do both, a true exercise in endurance.

At the end of the session, my bottomhole would feel well used, sore (but not in bad pain), and exhausted from the extensive training. That‘s how we’d know that the session was done well. He may set me homework to do before the next session, but we know that it’s best to be supervised so he can ensure that I’m giving 100% ie the frequency of training sessions should increase, with shorter time in between.

If I haven’t done my homework, or he feels that I haven’t committed full effort during a session (eg if my clenches or push outs aren’t as strong as they should be) he may intensify it with an anal punishment, such as fucking my bottomhole with soapy fingers, or a soap-lubed dildo. The burny sensation from the soap would definitely be very ouchie. But that’s just for naughty girls and we want to avoid that as much as possible.

And throughout the session, he would be strict yet encouraging, and constantly remind me that this training is exactly what I need, and that it’s good for me. He would tell me that he knows it’s challenging, but I have to submit to his bottomhole training. He would push me to do my best and be a good girl for him.

@Ekgdude You and me both. A real fantasy that I would sure love to cum true.

Nude otk spanking, RT, anal fingering/toy insertion finished with a butt plug insertion.

For me it would be arriving at a lady's house, she opens the door and invites me in. When she closes the door she tells me she is going back to the kitchen to finish her coffee. I am to strip completely then come into the kitchen to be inspected. When I get into the kitchen she has me stand in front of her and as she sips her coffee she inspects my cock, then tells me to turn around, bend over and spread my cheeks wide. I'm just there, so exposed knowing she looking at me as I hear her sipping her coffee. I then hear her put on a glove, she slaps my butt telling me that she did not tell me to let my cheeks close. I spread them wide again as she gives me first a teasing play around my anal area then a deep inspection. I am thrn ordered to the living room where I'm told to lay over the towel covered arm rest of the couch, spread my cheeks while she puts on her strapon. The rest you can guess!

"That's enough, please fuck me now…" she almost whispers as I withdraw my finger from her tight slippery anus. Rolling back my foreskin I place the tip of my swollen purple cock head against her tight anal fuck hole. The pressure becomes enormous as I push steadily harder. Suddenly her anus relaxes & I'm inside & fucking my lover "Go slow to start.." she breathes softly. I can feel her reach beneath herself as she starts to touch her clit. Gently & slowly I push deep inside her rectum feeling the slick walls around my cock like velvet. She moans as I start to fuck her in earnest with long deep strokes. My cock is shiny with lube & her own mucus as tiny drops of sweat start to appear across her back. "Harder, please fuck me harder…" I can hold on no longer & reaching around to fondle her large pendulous breasts I thrust in full depth one last time as I start to ejaculate hot cum deep in her arse. Gripped by her own orgasm her anus rhythmically contracts hard around my cock milking every last drop of cum from me. I collapse across her back my cock still deep inside but starting to soften now “I have always loved you” I sigh.

I have begun fantasizing about bending over a woman's knees. Ideally, I would like for my penis to hang between her legs so that I can thrust if the desire overtakes me. While I am in that position, the woman does as she pleases with my ass. Rubbing, kneading, spreading, fingering, spanking, rectal temperature, enemas, or penetration with whatever object she finds suitable completes the fantasy.