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  • fantasy-shemales

    @fantasy-shemales

    Fantasy Shemales

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  • fantasy-shemales
    06.01.2019 - 2 years ago
    Office Rendezvous

    I work in a small office and we don’t usually see much turnover. But in the last several months a wave of new people have come and gone. One new girl was very special. She only lasted a few weeks- but left a lasting impression. Especially on me.

    Becky was hired as an assistant and assigned a number of menial tasks. Mostly mind-numbing stuff like filing, printing reports, etc. We spoke occasionally and she seemed nice enough. One afternoon it was raining hard and she came skipping in the front door using a magazine as a makeshift umbrella. I had seen her running across the parking lot and opened the door as she spilled inside. 

    “Thank you!” she gasped. The rain had soaked her blouse and she almost fell on the slippery tile. She reached out to stabilize herself and leaned on me–for the first time I noticed how tall she was. Her body was slender, her blonde shoulder-length hair was damp and dangled down her chest. Her top showed a slight cleavage that glistened with drops of rain. Her skirt was tight, black and mid-thigh across her black leggings. 

    “I may have twisted my ankle,” she looked down at her modest heels and wiggled her left foot.

    “Here, I can help,” as I braced her up.

    I led her to her office as she leaned on my arm. She gripped it tightly and with each step seemed to walk a little bit closer. By the time we got to her office she was virtually embracing me. It seemed a little over the top-but it wasn’t entirely unpleasant either. Then as we neared her chair she paused.

    My assumption was she was preparing to sit down. But instead she whirled around and embraced me, “Oh thank you, thank you so much.” Before I could react she had pulled me tight against her body and was hugging the shit out of me! I managed to mumble something… like sure thing or you’re welcome. I think I was blushing.

    She looked up at me, “Can you do me a favor?” Her eyes were deep blue. I said sure, and she asked me to close the door. This was getting a little weird. But I closed the door, preparing to say something about appropriateness as I turned back to her. Without missing a beat she literally lunged across the room at me! Her arms entwined with mine and she planted a big sloppy wet kiss on my lips. Her perfume was flowery- but not old lady-like. I was taken aback–but quickly returned her embrace. She answered by plunging her tongue deep into my mouth, probing my palate. Almost immediately my prick bolted upright.

    Within moments she was on her knees unzipping my Dockers and squeezing the growing bulge underneath. “You are a horny one,” she mumbled as my dick flopped free of my briefs. It was exposed for only a moment as she dropped to her knees and plunged her mouth over my member. Noisily she slurped and sucked, I quietly moaned in disbelief as she gobbled the entire shaft. 

    She gave good head, and I soon found myself straining to hold back my explosion. I could feel the cum welling up in my balls and I clinched to keep it under control to enjoy this as long as possible. As if sensing my anxiety she raised up, firmly grabbing the base of my cock we eased back to her desk. Before I knew it I was sprawled across her desk and she was on top of me. She lifted her skirt as she straddled my rock-hard cock and eased her panties to one side.

    This is where it gets weird. 

    As she lifted her skirt I noticed-for just a moment-a bulge. But it was an unmistakable bulge. It was the bulge of an erect penis pushing out from under her panties. But I had no chance to react.

    Before I could say or do anything my cock was enveloped by the warm, tight grip of her… pussy. I mean, it wasn’t really a pussy. But she was riding up and down on my dick and felt as good-maybe better than any pussy I had ever fucked. I looked up and she could obviously tell I knew her secret. 

    “Are you okay?” she cooed.

    I mumbled something like very okay and grabbed her hips to thrust her down harder. She planted her hands on my chest and pushed back up, increasing the rhythm with each successive pounce. I could barely breather. Fuck, I could hardly see straight! By now her cock had worked free of her panties and was slapping on my stomach with each down stroke. I fought to hold back what felt like a torrent of hot cum racing through my dick. She continued slamming down on me, gasping with each stroke and increasing the pace. 

    What sent me over the edge was something I would never have imagined in my wildest dreams. It sounds weird, but I felt her cumming on me. Warm fluid was hitting my belly, and when I realized it was her spunk… her orgasm… it immediately blew my top. The floodgates opened and I could feel my dick unleash its burden.

    She squealed as my cum exploded into her ass, lubricating the junction of our anatomy. I could feel the semen pump out of my member into her ass-pussy. I looked down at my stomach and the pool of her jizz continued to grow! How long can she cum?!?

    Her thighs began to shake and quiver, moans became pants, her pace slowed. As she rose up I could feel the heat of my cum dripping down my cock, running out of her. She smiled and crumpled on my chest.

    “You’re good,” she cooed.

    I wasn’t sure what to say.

    #story#shemale#sissy
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  • Fulfill your holiday wishlist at my favorite naughty toy store… #toys#shemale#sissy
    fantasy-shemales
    11.12.2018 - 2 years ago

    Fulfill your holiday wishlist at my favorite naughty toy store…

    #toys#shemale#sissy
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  • fantasy-shemales
    19.11.2018 - 2 years ago
    Sexy Tranny

    Nice fuck scene!

    #video#doggy#bareback
    20
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  • fantasy-shemales
    04.10.2018 - 2 years ago
    50
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  • Beginner DildoLast week someone asked my advice (I know… right?). They were tired of sticking household objects up their ass and wanted a recommendation for a “real” toy. Easy answer: Mistress by Vixen CreationsI have owned this sex toy longer than most of my cars! It’s such a wonderful size and the smooth surface cleans up easy. The base will stick firmly to smooth surfaces plus fits a harness if you want to have fun with a special friend. #toys#sissy#sissygasm#shemale#cum
    fantasy-shemales
    30.09.2018 - 2 years ago

    Beginner Dildo

    Last week someone asked my advice (I know… right?). They were tired of sticking household objects up their ass and wanted a recommendation for a “real” toy. 

    Easy answer: Mistress by Vixen Creations

    I have owned this sex toy longer than most of my cars! It’s such a wonderful size and the smooth surface cleans up easy. The base will stick firmly to smooth surfaces plus fits a harness if you want to have fun with a special friend.

    #toys#sissy#sissygasm#shemale#cum
    38
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  • fantasy-shemales
    27.09.2018 - 2 years ago

    tsefebal :

    Facciamo un #gioco #guardami e #commenta 😍 lets make a #game..you see me and #comment😍.hadi bir oyun oynayalim..videomu izle ce #yorum da bulun (presso Pisa, Italy)
    https://www.instagram.com/p/Bn-zsR3gmOA/?utm_source=ig_tumblr_share&igshid=16rieygwvg9g5

    Magnifico!

    Lovely Efe Bal from Italy.

    #babe#shemale#video
    30
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  • fantasy-shemales
    12.09.2018 - 2 years ago

    sexybislave :

    😈

    Smooth.

    Shop Cheap Sex Toys!

    #Babe#Sissy
    330
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  • fantasy-shemales
    06.08.2018 - 2 years ago
    How I became a sissy – Part 11

    tv-martina-bhv :

    The next six weeks passed by as the last week. On each monday I got a message from my master asking when I was available and after telling him and beeing dressed and ready on that dates and times I was visited by other guys from time to time.

    All in all it were about three guys, the one who kissed me, the one from first weeks friday and one guy I knew from the theater, who visited me about one time per week. Sometimes there were two of them coming the same day, but not at the same time.

    There were also seven other guys who came to visit and use me, but they just came for one visit and not again after it.


    As I was only dressed and therefore only wearing my clitty-cage on the times I needed to be available, I was free to masturbate like a man at the evenings before going to bed and I really masturbated every night before sleeping.


    On the weekends I was at my masters home and/or at the theater.

    The sunday, after the six weeks had passed by, marked another milestone in my progress of becoming a sissy.

    I was at my masters and we were talking about the cage. He told me, that he would like me to leave it on for one week, even if I was not dressed. That meant I would be wearing it 24/7 and he would unlock it on the following weekend to give me an opportunity to wash and shave my clitty.

    I agreed as I was curious how it would be feeling to not be able to masturbate and beeing horny all week.


    The next week was the same than the weeks before. When I had spare time I was dressed and ready and got visitors which used me from time to time. The difference was that I was wearing that cage and was not able to take it off. It was frustrating when I was horny and not able to masturbate in the evenings.

    This lead to me beeing horny all week. It was hard to fall asleep and hard to concentrate on my work, because I was horny all the time.

    When I got home I quickly got dressed and started watching porn. I alternated between BDSM and sissy-related porn. With each day the amount of BDSM porn decreased and the sissy-related porn, like ‘hypnosis’ or ‘training’ files increased. I was totally turned on by most of the clips I found.

    While watching these clips I started playing with myself, using dildos to suck and to fuck me with them.

    On friday evening I went to the theater again and met my master. After we had done our 'ritual’ of packing my manly stuff in a locker and putting the key for the locker in the kitchen safe, which would open at sunday midnight. We drove to his home and spoke about the last week and I told him, that I was really horny all the time and was frustrated not beeing able to masturbate/cum.

    He told me, that this is what he intended. He wanted me to become that horny, to give me more the feeling of beeing controlled and inferior to other guys.

    The friday evening, the whole saturday and sunday passed by as we all know by now. We talked about the last week, the visitors, the cage, the sissy-related porn I was watching, me beeing horny all the time and of course we fucked.

    As we got my stuff back from the locker in the theater at sunday midnight he took the cage off my clitty and told me to get home, take a shower, shave and put the cage back on right after it. He gave me the kitchen safe and told me to put the key in it and set the release time to friday ten o'clock.

    He also asked me not to masturbate, while the cage was off now. I promised him I would not touch myself, even though I was totally horny and only thought of masturbating/cumming.


    At home I went to bed and decided to shower and shave the next morning, as it was already 1am as I arrived. On the next morning I showered, shaved my clitty and put the cage back on. Of course I put the key in the kitchen safe and set the time on the date and time my master had demanded.


    We did this kind of weekly routine for like one month until we/I made a step further. I was at his home on the weekends and available in my spare time for visitors to use me. I loved it by now. The cage was on every day and I got used to beeing horny all the time.

    When I was dressed and ready at home and no one stopped by I was watching sissy clips and played with dildos.

    From time to time I went “shopping” online and bought new stuff. A new skirt, new stockings, new clamps, new dildos, new tops (f.e. a body composed in a mix of wetlook and net-cloth which had holes in it where normally the tits would be), new mask (same as before, only not dirty from dried cum) and a coat (a black coat which was long and able to cover the most of my body from shoulders to ankles).

    I bought all this stuff in the month I was wearing the cage all day.


    After the end of the month we were meeting up again and like always we talked a lot about everything which had happened until now.

    As we got to the point of me beeing horny he ordered me to get on his couch on all fours.

    After assuming the position he began to slide a vibrator in my ass but he was not fucking me with it regularly. He angled it downwards towards my prostate and only pushed and pulled it slowly in and out.

    It was an incredible feeling. The vibrator was very strong and I did not cum for like a month.

    As some of you will remeber I had an orgasm due to stimulating of my prostate before. Back then it were only two weeks of not cumming and it was only a vibrating plug which helped me to get over the edge and orgasm from riding it. (For everyone who does not now about it, maybe read part 4)

    My master had a nice rhythm in his movement and I really liked it. I felt a prickle in my stomach to build up and I remebered the one time I had that feeling already. So I was eager to get over the edge and began to move my hips fitting to his movements to allow the vibrator get slightly deeper, which felt incredibly good.

    “Are you cumming?”, he asked and I answered him, that I am not but I that I know the feeling and hope to cum in the next minutes.  

    “When you think you cum you ask for permission first slut!”, he informed me and I confirmed this order by a “Yes master”.

    A few minutes later, the prickling in my stomach was already really strong and intense, I felt how a pressure build up in me and I quickly asked if I may cum now.

    He quickly pulled the vibrator out of my ass and spanked my ass with his other hand.

    “No, you may not cum right now. Maybe I will let you cum later.”, he told me and proceded to spank me.


    I was that horny that I willingly held my ass towards him, to let him be able to spank me as best as he could.

    While he was spanking me I begged him to make me cum.

    After he was done with my ass he told me to get of the couch and to kneel in front of it.

    He then gave me a dildo with a suction cup on it and demanded to put it on the floor and ordered me to ride it.

    He told me, that I am allowed to cum if I can make it from riding that dildo.

    So I started to ride it in different positions and angles and tried it to hit my prostate to make cum.

    I was not able to cum from riding it. It did not felt as good as the vibrator and it hit my prostate not in the right way.

    After fifteen minutes my master told me to stand up and lay on the couch. This time I layed on my back, spread my legs and held my upper legs with my hands. Again my master used the vibrator on me, the same way as before and again he stopped right before I was about to cum.

    After that he wanted me to put the dildo against the door of his living room, so that I would be able to fuck it while standing up.

    He allowed me again to cum if I was able to do it. I wasn’t. Again after fifteen minutes he ordered me to stop. Now I had to suck his dick until he came.

    After that I had to stand in front of him and bend over as much as I could. He started to tease me with the vibrator again and stopped before I came.

    He then stood up and told me to get comfortable on the couch and fuck me with the dildo as I like. Meanwhile he started sissy-related porn on his laptop and transferred the clip via cable to his TV.

    He then sat down on a kitchen chair and watched me fucking myself while I watching sissy-hypnosis and -training clips.

    I tried several positions (lying on my back, on the side, doggy style, one foot on the ground and the other on up in the air) and at the end slipped from the couch, leaned my back against the seat and rode the dildo on the floor.

    I felt a little bit of a prickle while riding it like this and started to moan. My master recognized, that I might be able to cum now. He stood up and stood in front of me. He opened his pants and took out his cock, starting to masturbate it.

    I looked at him and his cock and thought about getting fucked, sucking cock, beeing groped, slapped, cummed on,…and finally after all that fucking with vibrator and dildo I was able to cum from stimulating my prostate.

    It was insane, awesome and after I was done I knew I would be giving a lot to feel that again.

    My master smiled and made me suck his cock again. He came after a few minutes in my mouth and made me swallow his spunk.


    The rest of the weekend, until sunday midnight, we talked a lot about the sissy-cage, prostate-orgasms (which he called sissygasms) and how we will move on in our kind of “relationship” and of course we fucked from time to time.



    We agreed on several things:

    - I would be wearing the cage 24/7 further on with using the kitchen safe to have the key locked away for the week.

    - I would be available for visitors monday, tuesday and thursday from 3pm to 10pm, wednesday would be my 'day off’ to get things done like buying groceries, household,…

    - I would be coming to the theater on fridays as soon as I could and stay until sunday midnight with my master

    - I would practice my sissygasms only with dildos and not with vibrators. Vibrators would only be used by my master to tease me.

    - I would only have a sissygasm if I asked for permission first (I had to ask before starting practicing with the dildos) and the request was confirmed. If I did not asked beforehand I still had to practice, but would not be allowed to cum if I was able to.

    - I would at least watch sissy-related porn two hours a day (even on my day-off wednesday).

    - I would at least have my toenails painted everyday and would paint my fingernails at least friday after work for the weekend.

    - I would shave my body at least on friday before leaving home for my master, on monday and wednesday.

    - He would save about 50 to 100 Euro per month to invest in me (clothing, toys, maybe a fucking machine,…) and I would be saving up to 50 Euro to take a share in it.

    - We both would be looking for an opportunity of going on vacation together (f.e. a cottage with a big parcel of land, so that we could be having vacation as Master and Slave).

    - We both would be going out on saturday-evenings (visiting parking lots or just going for a 'walk’ somewhere).

    #story#sissy#sissygasm#smooth#tgirl#trans
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  • Mmmm….Lovely drip from her clitty. #NoHands#Sissy#Sissygasm
    fantasy-shemales
    26.07.2018 - 2 years ago

    Mmmm….

    Lovely drip from her clitty.

    #NoHands#Sissy#Sissygasm
    929
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  • hot-sex-toys:
My FAVORITE store is having an awesome sale. Check out their great selection of vibes, dildos and butt plugs NOW AT SUPER STEAL PRICES!!!!
Eden Fantasys Sitewide Sale

It’s cheap dildo season.Excellent!
    fantasy-shemales
    24.06.2018 - 2 years ago

    hot-sex-toys :

    My FAVORITE store is having an awesome sale. Check out their great selection of vibes, dildos and butt plugs NOW AT SUPER STEAL PRICES!!!!

    Eden Fantasys Sitewide Sale

    It’s cheap dildo season.

    Excellent!

    13
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  • fantasy-shemales
    09.05.2018 - 2 years ago
    A Story I Wrote For My Sissy

    luvmesomesissies :

    Imagine you’re back in high school. You came out to your parents early, and while they were a little concerned at first they decided the best thing to do was move and enroll you in a new school as a girl. No one knew the truth and everyone just knew you as Jessica. It was a good Catholic school, so you got to wear pretty plaid skirts and long white socks and cute little white cotton panties. Then one day you were walking around the side of the school when I came up behind you. I tell you I know your secret, faggot. I know you’re a dirty little sissy crossdresser. I tell you you’re going to do whatever I say or I’m going tell everyone what a weak little sissy gayboi you are. You plead with me and start to cry. Your mascara starts to run. You get on your knees and start begging me not to tell anyone. I tell you it’s a good thing you’re on your knees and undo my pants. My cock pops out inches from your face. Your eyes are transfixed on it as you inhale the scent of my manhood. I tell you if you want me to stay quiet you better use your mouth for something other than crying. You don’t even hesitate. You grab the base of my hot alpha cock and wrap your lips and tongue around the head. I grab your ponytail and guide you back and forth along the length of my shaft. I push it down your throat and make you cough and choke and gag on it. I finally pull out and you slobber out a big gob of sissy drool. I tell you if you want me to keep your secret that you’re a sissy faggot cocksucker you’re going to need to offer up something better than that sissy mouth of yours. You don’t hesitate for a second. You stand up, turn around, pull down those white cotton panties your weak little clitty’s been leaking into and hike up your skirt. I run a finger up and down your ass crack and cup your butt cheeks in my hands. Then I grab your hips and thrust up inside your faggoty little sissy bitch boipussy in one motion. Something inside your mind breaks as I tear apart your gayboi asshole. It’s changing you. You don’t care about me telling anyone anymore. All you care about is how good it feels to have me take control of you. My hard cock fucking your tight little faggot hole overrides your weak little sissy mind. As I’m pumping in and out of you I ask if your a dirty little sissy crossdresser faggot. You gasp and moan and manage to say yes. You can’t think. The only thing going through your mind is how good my Alpha cock feels in you beta asshole. I tell you I’ll keep your secret but only if your boipussy drains my balls. You beg me to breed you like the slutty sissy whore you are. I thrust harder and faster as you gasp and feel my cock start to swell up and throb and pulsate inside you. I slam inside you balls deep and shoot hot stream after hot stream of my pure alpha, sissy breaking, love juice up your faggot hole. You knees buckle and your legs go weak as your tiny clitty squirts out its weak little sissy cummies.  I finally pull out and my cum leaks out of your gaping boipussy, mixing with your sissy fluids on your now ruined cotton panties. I tuck my cock back into my pants and take out my phone. I snap several pics of you dressed up, legs spread, limp clitty dripping, asshole gaping and leaking cum, all around well and thoroughly fucked. I tell you that you bought yourself several days of silence. If you want me to stay quiet about you being a pathetic little sissy faggot after that you’re going to have to keep buying my silence. You don’t protest. You just smile and nod while your mind is still dazed from cumming so hard. You think that getting fucked by a real man like me regularly while also getting to keep your secret is the best deal you’ve ever heard.

    Here’s a sexy story for you.

    #story#sissy
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  • exposedsissy:


cumoverheredaddy …”I’m Laura from Oklahoma looking to be exposed! I hope to make regular posts for all my followers!”

❤️💕💕💕💕❤️  Laura I’m more than happy to expose you, I LOVE sissy schoolgirls & you’re a very sexy one:)

💋 


Mmmm…. lovely. #sissy#oklahoma#stockings#schoolgirl
    fantasy-shemales
    01.04.2018 - 2 years ago

    exposedsissy :

    cumoverheredaddy …”I’m Laura from Oklahoma looking to be exposed! I hope to make regular posts for all my followers!” ❤️💕💕💕💕❤️  Laura I’m more than happy to expose you, I LOVE sissy schoolgirls & you’re a very sexy one:) 💋

    Mmmm…. lovely.

    #sissy#oklahoma#stockings#schoolgirl
    805
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  • fantasy-shemales
    20.01.2018 - 3 years ago
    Hansfree cumpilation - aShemaletube.com

    Anyone recognize this gurl? 
    Love her sissygasm videos!

    #Video#Cum#NoHands#Sissygasm
    25
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  • I saw you post wanting trap selfies, I hope these are ok xYes! #Submission#sissy#trap#submission
    fantasy-shemales
    20.01.2018 - 3 years ago

    I saw you post wanting trap selfies, I hope these are ok x

    Yes!

    #Submission#sissy#trap#submission
    15
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  • daddynat31:I would love to let a sexy faggot sissy ride my dick, madison wi.
Yes, please!
    fantasy-shemales
    13.01.2018 - 3 years ago

    daddynat31 :

    I would love to let a sexy faggot sissy ride my dick, madison wi.

    Yes, please!

    37638
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  • fantasy-shemales
    03.01.2018 - 3 years ago
    Guide to Achieving Prostate Orgasm, or sissygasm !!

    handsfree-blog :

    A little spare time on a beautiful sunny summer day, so I figured I’d make use of my time and give my own guide on how to achieve a literally mind-numbing orgasm, since I find many of the “qualified” online medical guides to be nothing but simple advertisements for their toys, devices, etc.

    1) Your prostate is a gland that has some involvement in storing semen. The reason why many people decide to practice edging or locking up in chastity is to accumulate a sizable amount of cum within the prostate. There are two reasons why this would be beneficial; the first reason is critical, an individual cannot, or will have a much more difficult time achieving a prostate orgasm because of the lack or shortage of semen in the prostate gland; simple stimulation of a “dry” or empty gland simply results in stimulation, climaxing however is much more difficult because there is nothing to release. Secondly, who doesn’t love the feeling of unloading a hot sticky mess that you’ve saved up for days or weeks?(; So try and refrain from masturbating or ejaculating for a few days before your sissygasm!

    2) It is very crucial that you clean up and prepare ahead of time (preferably an hour ahead of time at the very minimum) before playing around with the prostate. I strongly recommend douching; the method in which I use to clean up is shower first, douche and hold in the water within my anus, and release any excess bowels and water on the toilet. Hop in the shower, douche again if you feel the need to, rinse and repeat until you feel your bowels are empty and no more feces appear in the released douching water. It’s also nice to wash your entire body with soap, remember, the preparation can be as exciting as the actual playing around itself, so enjoy pampering yourself. I find myself getting turned on removing any body hairs and running my hands across my smooth legs and butt, you should be able to as well!

    3) (Optional) I like to smoke weed after cleaning up and prepping but before I actually play with my prostate. Now some of you may not agree with using marijuana, and that’s perfectly fine because it’s not necessary. I only smoke to help relax my muscles and intensify the stimulation I receive. If you do smoke weed, however, crank on some seductive music (or whatever you desire), relax (you’ll need to anyways since your anus needs a minor break from douching) for a bit, maybe even pick out whatever sexy clothes or lingerie you’re going to wear ;)

    4) I cannot emphasize this enough, BE GENTLE, GO SLOW, AND USE A GENEROUS AMOUNT OF LUBE. It’s not a rush to achieve the orgasm as fast as possible, which is why a sissygasm would be a bad idea if you’re distracted or in a rush, so close the windows, put your phone on silent, and make sure no one will distract you; the purpose of a sissygasm is to relish and savor every second of the amazing stimulation.

    5) Try and find comfortable positions and toys to use; I personally enjoy laying on my side as it is the position that relaxes my anal muscles. Once you get warmed up with a little teasing, you can move onto more stimulation positions such as cowgirl riding or even prop your dildo against the wall and ride it standing up, it’s all personal preferences. When it comes down to what toys to use, I strongly recommend something of smaller width and insertable length if you are a beginner (fingers aren’t a bad choice, just make sure they’re clipped and clean), there are various toys designed specifically for the prostate and come with a vibrating function that can help you achieve sissygasms much faster.

    6) This is probably the most important emphasis of all, if your first or second time playing with your prostate did not result in a sissygasm, don’t give up! It took me until my 10th try (or even more than that) until I finally learned to relax, focus all my thought on my prostate (try doing Kegel exercises, but gentle ones), and let my hand and dildo do all the work.

    I really hope this helps some of you, and if so, please reblog to help others learn how to achieve a ravishing orgasm that will leave you moaning and panting for more!

    Ready for that New Year’s Resolution? 

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  • fantasy-shemales
    30.12.2017 - 3 years ago
    Question: Hey, sorry to bug you but your blog is really great and I'd be honored if you reblogged a video of me cumming from anal. Thank you! <3
    Answer:

    Thank you.

    I’d be MORE than happy to oblige.

    3
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  • Sissy need a toy?Shop now and save! #toys#sale
    fantasy-shemales
    28.11.2017 - 3 years ago

    Sissy need a toy?

    Shop now and save!

    #toys#sale
    4
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    View Full
  • That moment.That delicious moment when you’re penetrated. Mmmmmm…. heaven. #Ladyboy#Bareback#Shemale
    fantasy-shemales
    25.11.2017 - 3 years ago

    That moment.

    That delicious moment when you’re penetrated. Mmmmmm…. heaven.

    #Ladyboy#Bareback#Shemale
    1705
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  • fantasy-shemales
    31.10.2017 - 3 years ago

    dirtydicknsfw :

    So I just had my first sissygasm

    I always felt I’d be a sissy. The only wet dreams I’ve ever had are with my getting fucked in the ass and Cumming without touching my throbbing clit. They always made me cum when I woke up and it was intense.

    But finally. I experienced a real one.

    And holy shit

    I can barely even describe it.

    I was riding my dildo and it kept becoming unattached to the ground so it was annoying at first. But when I got into it….damn.

    It was so intense I had to take all my energy to not moan out and wake my parents up.

    It made my head dizzy and my toes curl and my mind go numb and blissful. My hips had a mind of their own and I was dripping wet.

    I just laid there for a few minutes after cause I couldn’t move. And when I did, I had to pretty much crawl. When I finally did stand my legs shook. It’s been about 6-7 minutes after and I still feel tingly and blissful.

    Absolutely amazing.

    Yessssss.

    #Story#Sissygasm
    70
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  • fantasy-shemales
    14.10.2017 - 3 years ago
    aShemale Tube Forum

    Great thread over on AST…

    Who Converted You?

    For me it was the lovely Victoria. I had never seen a sissygasm before!

    #sissygasm#sissy#story#vintage#shemale
    8
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  • Sissy cum all over her nice black dong. #Sissygasm#Toys#Sissy
    fantasy-shemales
    24.08.2017 - 3 years ago

    Sissy cum all over her nice black dong.

    #Sissygasm#Toys#Sissy
    293
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  • Workin’ it! #Sissy#schoolgirl#Stockings
    fantasy-shemales
    23.07.2017 - 3 years ago

    Workin’ it!

    #Sissy#schoolgirl#Stockings
    3011
    Download
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  • fantasy-shemales
    16.07.2017 - 3 years ago
    It finally happened

    jennygurl21 :

    I had my first real sissygasm,
    I thought it could never be true that it would be this good…
    But … Oh my gosh… It felt like an Explosion of pleasure in my whole Body. It was the best orgasm i ever had, i guess this could have been the final step to accept what i am and what i alwAys had been - a cockhungry sissy, a lil girl begging for being used by cocks. It was an amazing day, now that i have tasted the bittersweet fruit of overwhelming pleasure, i am hungry for more, i felt 100 percent like a Real slutty girl and loved it <3

    Nice.

    Love these stories.

    #submission#story#sissygasm
    47
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  • fantasy-shemales
    13.07.2017 - 3 years ago
    Spurt

    Just checked into a hotel room, unpacked my dildo and found a smooth surface it would stick to. I watched some of your lovely GIFs and videos as I fucked myself silly for the first time in months.

    Thank you. You may not know who you are… but thank you.

    #story#toys#sissygasm
    16
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  • Riding a toy to full sissy satisfaction.Hands-free orgasm with a semi-erect clitty is hot. #Cum#Toys#Cowgirl#Sissygasm
    fantasy-shemales
    10.07.2017 - 3 years ago

    Riding a toy to full sissy satisfaction.

    Hands-free orgasm with a semi-erect clitty is hot.

    #Cum#Toys#Cowgirl#Sissygasm
    807
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    View Full
  • sissy-bliss:
Little play time photoshoot
Delish.Can I join? #Toys#Crossdresser#Babe
    fantasy-shemales
    29.06.2017 - 3 years ago

    sissy-bliss :

    Little play time photoshoot

    Delish.

    Can I join?

    #Toys#Crossdresser#Babe
    74
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  • jaynelovesdick:

sissy-mchayla:
keep practicing sissy!
And the better and more orgasmic it becums

Awesome. #Toys#Doggy
    fantasy-shemales
    27.06.2017 - 3 years ago

    jaynelovesdick :

    sissy-mchayla :

    keep practicing sissy!

    And the better and more orgasmic it becums

    Awesome.

    #Toys#Doggy
    528
    Download
    View Full
  • asissysdream90:#sissy #slut #sissygasm #beta #cock
    fantasy-shemales
    27.06.2017 - 3 years ago

    asissysdream90 :

    #sissy #slut #sissygasm #beta #cock

    126
    Download
    View Full
  • Isn’t she lovely? #Sissy#Babe
    fantasy-shemales
    27.06.2017 - 3 years ago

    Isn’t she lovely?

    #Sissy#Babe
    318
    Download
    View Full
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