What's your favorite masturbatory fantasies?

I'm a male who was fortunate enough to be initiated into erotic massage by a female LMT who offered genital massage to trusted clients. And she is the source of one of my favorite fantasies.

I received Serena's wonderful but fully boundaried Swedish massages (towel always carefully in place; no genital touch offered or requested) for more than a year before the first time she completed a massage by stroking the sides of my scrotum under a small towel, then lifting the towel away completely to give me a sweet release.

Her boundaries with trusted clients admitted genital massage (and, as it turned out, prostate massage), but as she explained after that first climax under her hands, no intercourse. This was fine with me at the time, as my wife had consented to don't ask / don't tell exploration in massage with others, but not oral or vaginal sex.

As my relationship with Serena deepened, she often removed her top when completing these massages, and one day, obviously feeling aroused, herself, locked the door and removed her pants as well. She resumed the massage wearing only a thong, gliding her fingertips over my cock as she moved my right hand to her bare hips. She shuddered as I slipped my fingers inside her thong from behind, and stroked her sweet pussy lips. Serena's nipples went hard and she went almost motionless, breathing hard, though her pubic mound rubbed against my hand, and her face betrayed her indecision...

Serena ultimately decided to keep that final boundary in place. She accepted my touch in her thong panties, and brought me to a fierce climax with her right hand. But that was as far as it went.

In one of my favorite fantasies, Serena reaches that same moment and decides to strip off her thong, climbs onto the massage table, straddles me, slowly lowers her beautiful pussy onto my cock, and begins stroking it with her sugar walls. I come inside her, with my face against her lovely tits, both of us shaking.

I saw Serena fully naked many times after that day; she accepted me as her student in erotic massage. But I never mounted her. Imagining that experience makes me come, even today.

Male.

Usually I re-live memories of intimate or delicious, nasty moments with ex-girlfriends.

Sometimes I fantasize about doing naughty things to certain female colleagues who are unavailable to me, like spanking her over my lap, playing doctor, etc. Occasionally I fantasize about having sex with an old female friend who I’ve never actually been intimate with. And once in a while I masturbate to the scenario of my childhood friend’s mom taking my temperature rectally, which never happened in reality, unfortunately.

Mine is to wake up as true woman, with the body I have been dreaming of and to be able to have a pussy I can play with daily.

Male being spanked by 2 women ( See my avatar!), wearing wet diapers AND put a hard cock an inch from my mouth and i would be proud, VERY proud to be called "COCKSUCKER"!

Female. This is fantasy only: my favorite is I’m at a party where everyone is masked that becomes an orgy. Usually people are in evening wear to start. Variations include everyone sexing everyone or me being the party favor and having to service all of them. That variation usually has me wearing nothing but heels.

Female. ..... That variation usually has me wearing nothing but heels.

Your fantasy makes me think of the "A Dream Novel" by Arthur Schnitzler ...

Im a man, my usual fantasy usually involves enemas, my giving them to a woman, or her giving them to me , but it gets odd when i think about the woman involved...thing is , she is not one woman, she is a mixture of my partner, someone i saw walking by, or in a shop,or someone i know in real life, or women in my past , then there is words ive heard, or sentences spoken or overheard, images in my head about women who arent nurses, but wear nurses uniforms in my head......see, i said it was odd !

I'm a man, my usual fantasy usually involves enemas, my giving them to a woman, or her giving them to me , but it gets odd when i think about the woman involved...thing is , she is not one woman, she is a mixture of my partner, someone i saw walking by, or in a shop,or someone i know in real life, or women in my past , then there is words ive heard, or sentences spoken or overheard, images in my head about women who arent nurses, but wear nurses uniforms in my head......see, i said it was odd !

Sounds familiar. I don't think it's odd, just that you have a creatively erotic fantasy life. Rather like me when I'm taking an enema and visualizing one of my exes or an attractive female movie star giving it to me as her sub.

Eric

Male.

My masturbatory fantasies have changed throughout my life and continue to do so by the day. From the early teen years of fantasising over female pop stars or actress' and imagining them in the nude or semi naked; as well as girls I might have fancied at school; to reliving certain times with a present or past girlfriend.

The latter have remained with me crystal clear for over 30 - 40 years and often to this day form thoughts as I masturbate. Also there are fantasies of what I would have liked, or would like to happen.

More recently I have had many thoughts about medical examinations, initially as a pure fantasy but very recently reliving some very in-depth full body examinations that I have experienced.

So much one could write a book about each and every one.

Male.

Now in my older years, I fantasize mainly about the girls and women I knew when I was in my early to late teens and early twenties. I was very naive in those days and missed so many chances to be with some awesome females because I couldn't or didn't "read the signs". When I think back now, there were women I met who really liked me, and I could have had some great relationships with them. I do often wonder what they look like today and what paths their lives took. I sometimes fantasize about "what could have been" if I knew more about women and their wants and needs back in those early days...

Male.

Newer fantasy:

Having an older mother-daughter combo (like 60 and 40) handcuffed and on their knees, taking turns sucking my cock. And then tied spread eagle on adjacent twin beds as I take turns going down on them, getting them nice and wet to take turns fucking them.

Perhaps with the husband/father tied to a chair watching, or tied face down on the floor.

Thinking about a rounded woman's behind, and spreading her cheeks to insert a lubed finger into her ass.

Thinking about a rounded woman's behind, and spreading her cheeks to insert a lubed finger into her ass.

Which finger? Index, middle?

Which finger? Index, middle?

Why not both!

Why not both!

Yes, the challenge of more.

I have about 6 distinct fetishes or kinks, so most if not all my masturbatory fantasies are about them. There are literally too many to delineate here, but essentially all of them are different mixtures of these fetishes depending on various moods and desires and time since last orgasm and time I can devote to any specific orgasm. My fetishes are rubber, sneakers, anal play, enemas, bondage and D/s. So for a quick orgasm to save time I'll wear a pair of Keds or Converse canvas sneakers, put in a 2.5" butt plug, lie on my bed and fantasize about a Domme forcing me to orgasm by threatening me with more or more intense fetishes. If a lot of time, I might put on a neoprene rubber jacket with the sneakers plus a rubber hood and give myself an enema. Just too many combinations to delight and arouse me.

Eric

My favorite fantasy is a mom taking her daughter to her first gyn exam and remaining in the exam room the whole time. I just love it !

Fantasies. Wow where do I start

1. Having sex with a very flirty doctor in the doctors room where she gives me a physical and then sends the nurse out on errands after which she places her cold hands on my buttocks and inserts a rectal thermometer in. Then she proceeds to take advantage of my vulnerability and gets me to cum by masturbating me while she shows the top of her breasts which she exposes by taking out a button or two

2. Going back in time and asking one of my sexually active classmates to insert a pen inside my ass and give my penis a through checking before we masturbate together in the school toilet.

3. Having sex in a half empty airplane

4. Having sex with a sexually depraved teacher who would barter my sexual services such as cunt licking and nipple biting for giving me better marks.

5. Manager(female) taking advantage of me by calling me at her home

6. Female party goer semi-forcibly getting me to get her cunt sniffed and licked and being denied any further adventure.

7. Cumming into my partner in a quick private public area and then make her not use toilet while she is out with me. The thought of drippy panties make me so horny.

@Redxell

Some really hot fantasies there. I like 1, 4 and 6 a lot.

I also like the ideas of being vulnerable. I like to imagine a dominant female being in charge: doctor, older sister, older female colleague or girlfriend.

Just a little sample:

1. A voluptuous auntie or older neighbour with really wide hips and slight cellulite, inspecting my willy. Ideally she would comment it is a bit small and complain it hasn't been circumcised. Maybe she would tell me how she would take me to the doctor to fix it, if she would be in charge. Why? - just because she could. Eventually she would either jerk me off or let me finish on her big buttocks. Maybe also ride me if she would feel horny.

2. Similar figure letting me to have a bath together, maybe slightly pointing out I am small and uncut, but more kind than the previous one. Perhaps she would genuinely never encounter an uncut penis and just making sure I am clean before I get in the same water as her. Eventually she would worship what I have and enjoy having me around. If I behave maybe she will also let me eat her out after the bath and vice versa.

EDIT:

Sometimes in my fantasies the focus and vulnerability would be on the female side, usually inspired by a slender friend or date. Maybe a forest nymph, dressed in some elaborate robe and flower wreath. I would slowly undress her while passionately kissing every centimetre of her body. It would take time as she would be shy and I would need to build comfort and trust. Finally she would be lying only in some last layer wrapping her hips and some kind of a bra, that she would be reluctant to remove being conscious about her small breast. But she would finally give that up after thousand kisses to the tummy and we would make the most sensual love.