Masturbation Fantasies

Sucking a tit, with one of her hands holding my head to her breast, while she masturbates ME!

I fantasize a lot about going for a medical exam of some sort. Sometimes during the exam I get a recital temp or rectal exam, but it always ends with a painful shot or two in my bottom.

Sometimes I’m in high school, sometimes I’m in college, and sometimes I’m an adult. I love when I have a new story to replay in my head that gets me to the exam part.

Suckling on very big, natural, breasts on a very curvy woman. We are both nude. My head is in her lap and her breasts are hanging down to me as she holds my head to her breast while I suckle. She is gently stroking my erection and massaging my balls.

...but it always ends with a painful shot or two in my bottom..

You might be a candidate for someone who would enjoy a spanking on your bottom....

If ever I have a problem getting off on watching porn, I still think that ones imagination is the best of all.

I always refer to my regular fantasy whereby I am young, maybe aged 11-13, when I am getting erections and just starting to produce some thin jets of watery semen. My fantasy is that I am tricked by some older girls, or their mothers into their bedroom. I am bullied, captured by them, they grab me and take me into their bedroom. They strip me naked, and laugh at me, pointing at my small underdeveloped testicles and my little penis. They push me onto the bed, some of the girls hold my arms down and the others sit on my legs. They start shouting at me, I can hear them talking about my little penis, they want to know if I can get erect and ejaculate. One roughly grabs my little penis, and rubs it, it erects, they take turns in forcing back my foreskin, pulling it tight back, they laugh at my exposed glans, they poke it with their fingers, they take turns in pulling at the taut banjo string at the back. They laugh at the shape and colour of my glans, calling it a funny red mushroom. What makes me cum,is that they want to cut off my hard penis. They threaten to cut off my hard cock unless I ejaculate. They take turns in roughly masturbating me, harshly, painfully, until my little erect penis throbs and spasms in an orgasm. An intense, dry orgasm, until I squirt my first jet of thin semen. They laugh, poke fun as they continue to masturbate me over and over.

All the while I am thinking this, I am roughly masturbating myself, jerking my foreskin back hard, as they would be doing when I was a young, pubescent boy.

Watching porn usually does nothing for me. I would much rather look at images i've saved, and fantasize from the pics.

The fantasies are either some one or group in the pics masturbating me, or if it's a tied up woman, me having her that way, then having my way with her.

Or that I'm lying on an exam table, and the doc lifts up my jockstrap and prods me for hernia, and palpates my balls.

Or I'm on my knees, sucking an older man's cock. Perhaps in a rectory on a Saturday where I was doing a jock maid service, and there are a few of them to be serviced.

The Jay EM artwork that I have for my Avatar! 2 women firmly holding a male in place for a severe paddling! The spanker has him leg locked,, very stern look on her face, swinging a paddle with holes in it full force, with NO mercy! While her friend is holding his head in her lap and holding his left arm under his chest in her lap, as his right arm failing helplessly under her left arm. His legs kicking helplessly as well. His very sore behind sticking up like target getting what he deserves! A spanking that he will NEVER forget! Wish it were ME! ( Then perhaps corner time before the 2 women change places and continue his severe spanking till well after he can beg or plead understandably!) A lesson he will always remember to remind him that he must always be submissive to all women!

I am older, bisexual, and spend a lot of time on Zity and watching porn on other sites. It is all very stimulating and I masturbate most of the time, but most times not to orgasm. I have one friend with whom I experimented with sexually a few years ago, and we enjoyed wonderful oral sex, along with lots of body contact and also pee play in the shower. I have loved anal play since a very young teen, and have always fantasized about receiving anal sex, but it has never happened. My friend and I discussed it, but we never got the opportunity to do it.

Now that fantasy of him holding me in a nice warm bed, slowly and gently mounting me with me underneath him, and entering me is my go-to means of stimulation for mind blowing orgasms. The great part of it all is that I need nothing but my imagination to get near instant arousal, and can cum in a very short time or make it last. I have perfected this fantasy to the point that the real thing probably could not achieve my expectations!

I like to fantasize about a few different things but they have a common theme of being dominated usually by an older doctor. It starts out with being examined and almost always ends with him fucking me. There is usually some element of fear and pain.

I masturbate while thinking about medical procedures I’ve had done. I think of how it felt to be hooked up to the monitors. Electrodes and wires on my chest. Being given oxygen.

Since I enjoy D/s, especially D/s enemas from a trusted Domme, and I have severe ED, my masturbation fantasies are usually intense D/s multi-kink affairs combining rubber, anal plugs, enemas, sneakers and bondage. They usually have my Domme gradually adding in more and more kink and intensity until she gets what she (and I) wants, which is arousal and mutual orgasms. Very delightful and effective, highly recommended.

Eric

Most of the time I think about doing some medical procedures on people I know. Enemas, injections, rectal exams...

Only happened 1 time in real life, my wife was on top of me, it made me feel like SHE was taking and fucking me, as I sucked her breasts one at a time, back and forth from one to the other till our orgasm!

I copied the following from n/a below because I simply couldn't write that part any better. In my own fantasy, I always add the presence of my wife watching and masturbating herself with her vibrator while she watches and encourages: "My fantasy is an easy one for some, difficult for me, looking for someone near me to be my first anal experience. I fantasize about laying on my back, my legs spread wide open and up in the air, someone squirting KY gel in my rectum from the tube, with the tip of it actually in my asshole and the tube being squeezed slowly. I want to feel that cool or warm gel as it enters my rectum filling it up as much as possible. I then want to watch as I am entered by a cock, don't care bareback or not, but would prefer bare so I can feel every inch of it going in.. He could wear a tight condom but I want to feel the ridges of his cock entering my ass, I want to feel as he pushes it all the way in hitting my prostrate. In and out he can move his cock slowly easily until HE is ready to cum in me. I want to feel as his cock pulsated and the cum spurts out of the tip. I want this so much that I fantasize every day of having my ass fucked. If he wants he can cum in me with no condom I don't care I just want to feel that feeling of cum in me, toys don't make it the same way."

Hot!

But I have to add it is “prostate” and not “prostRate”

I usually fantasize that I'm a kid or a teenager and I recall times when my mother did something unpleasant to me like sticking a thermometer up my bum, or giving me an enema or a suppository or a big unnecessary dose of laxative that gave me bad cramps and diarrhea. Just thinking those things gives me a big stiff erection, and then a little bit of quick rubbing up and down on the shaft of my penis and I ejaculate.

Mostly for me it’s about being dominated and disciplined in various ways always with a spanking whether it a Male Dominating me or a Female even couples and I can always find some porn depicting the same ..... but nothing beats the real meets where that happens and then reliving that as I masturbate.

I imagine that my partner is drunk and a stranger I met in the bar comes in to have her in hotel room while she is unconscious.

I let him do it while I am holding her hand one of her leg pulled apart to help the man.

But fellows, remember cukolding is great for play acting or masturbation. But outside the head, it can really kill marriages or destroy organic nature of bond with partner. So beware, let fantasies remain fantasies. It gives a better euphoric feeling that way

My masturbating fantasies are numerous, but all revolve around a narrow theme: I’m either on the receiving end of a spanking with a razor strop (and school strap), sometimes as an adult, sometimes as a kid, or I’m giving a spanking with a razor strop. When I’m on the receiving end in the fantasy, the strop is usually being administered by someone I know, often by my (long-deceased) dad, (using a strop he had in the basement, but never used for punishment!), but there are a number other persons in my current life I fantasize punishing me. When the fantasy has me doing the punishing, I’m usually spanking any number of male adults I know in my real life, hunky, with nice butts. The scenarios change a lot and I’m usually self-masturbating, prolonging the actual cum as long as I can, with my eyes closed and frequently mouthing some role play dialogue out loud. Hanging on my bedroom door is my favorite strop (I have many I’d be glad to give away!) which I’ve started to swing right/left from where it hangs…very stimulating…like it’s just been used or about to be. I’m at an age where a real hardon is difficult to get to, but I still can get to a soft erection and a feeling of a real ejaculation, with little or no actual fluid produced. I take it and enjoy it for what it is. The fantasizing then shuts down, though thinking of a chance to connect with someone to get into spanking experimentation with, give and take, from playful to more serious, is always hoped for, strop, paddle, hand. Hard to come by in my neck of the woods (NH). Also glad to hear, through the Zity site, about the many new prostate stimulating “toys” out there. Thanks all!

Too many to count. Changes every week.

I have always been bi but especially over the past few years the great majority of my fantasies while masturbating is about having sex with other men especially getting gang banged by a group of men.

Most of my masterbation fantasies involve getting some sort of ass play.... thinking about getting an enema or being given one.. being told how much i love it... or being taken deeply and sensually by a well hung guy or a woman with a strapon. more recently I've also thought about being given a belt spanking... it's all good

Usually I’m reliving sexual experiences from past relationships. Too many moments to remember now.

Fucking former girlfriends, being fucked with a strapon by another, taking a certain woman’s temperature rectally, the first blowjob an older colleague gave me in a hotel room, the first time I licked my 15 year old girlfriend’s anus (I was underage then too), the school librarian who calmly told me in a quiet voice to fuck her in the ass on our second date, unexpectedly hooking up with a childhood friend later in life, using an illuminated magnifying glass while examining a former girlfriend’s cute round bottom, listening in the phone when my college girlfriend detailed the 3 anal & rectal exams she had during a single visit to the hospital, being spanked by a close female friend, playing doctor, impromptu inspections, dildos, buttplugs, and lots of other naughty, nasty memories.

Usually about my factual medical experiences such as exams and injections in butt that occur on occasions. Fretter

Sometimes my fantasies are reoccuring,but they always include women i know,i find my fantasies are better that way,the older i get i find my fantasies include a lot of bdsm,i do like to edge myself when i have fantasies that subject.

As a young guy at around 10 .... I fantasized about the steamy and nude scenes from the movie Titanic.

I used to get hard on and tingling sensation in my penis.

I have a few different fantasies that I like to beat off to. My all time favorite is watching while my wife lets another man fuck her. Or even better, watching as she gets gangbanged by a group of guys. Then other times I like to think of the times when I was given enemas as a child. That one is even better when I give myself an enema while wanking.

For me , its usually medical scenes that I enjoy , have had quite a few fantasies with a few members on the site , one in particular seems to be a reoccurring very often because it works and have a lot of enjoyment from it . Not going to mention names . Most of the time its medical exams and testing that work the best for me because of my kinks .

What a great post. I am surprised I haven't spotted it sooner.

As in the initial post, I often imagine involve a female with whom I would like a sexual relationship or play. Usually I imagine they are watching me wank and as I get close to cumming I will call out their name. Just typing that is highly arousing.

My favourite exam scene is also a recurring favourite and that can involve either sex. I am lightly restrained, my legs are wide open and they have been testing my responsiveness with various tests. They are videoing the procedure. In reality I am usually in the shower with the water on my penis creating an exquisite sensation but in the fantasy one of the therapists spots my significant pre cum and says they “need to do something with that”.

That will tip me over the edge.

Would love it to happen one day before I grow too old and wrinkly!

As of right now, I'm really thinking about gay hook ups. I imagine taking a road trip to an adult theater or where ever a glory hole may be. Then having some nice anonymous sex with a stranger. I also fantasies about cruising in a public space, bring a guy back to my hotel room and just going at it.