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JessieCD
Over 90 days ago
Fluid Gender questioning, 53
0 miles · Minnesota

Forum

Tied her up, ear muffed, and blindfolded. I teased her relentlessly with a feather, a light touch of the hand, and a silk scarf. After about fifteen minutes of this, she was on the edge of orgasm, and she was begging me to fuck her until I came inside of her. I kept this up for a half hour before I relented and slowly inserted myself into her. By this point, her mind was so loaded with horniness that her body was rhythmically pulsing underneath me in an effort to speed her up to orgasm. My slow paced fuck drove her insane. She begged and begged for me to bring her to orgasm. I had her on edge darn near an hour before I finally brought her to release.

The good, she loved it.

The bad, payback is a bitch. She did the same to me after I untied her.
Quickest for me was a couple of minutes. I was excited and just lost my virginity. Although I was feeling that orgasmic rush, I didn't care for the fact that she was not even close to there.

Longest for me was close to 4 hours. We had a lot of fun, and I got her off many times. But in the same token she was getting frustrated because she was feeling that she wasn't able to satisfy me, even though she totally was.
No question here. I just love it when I pleasure my woman down there. What makes it all the more incredible is watching her facial and body reactions as my tongue gets her closer and closer to orgasmic bliss. Then when she finally has her orgasm, watching her release all of the day's tension, and then seeing that glazed over look of pleasure all over her face, it really makes me feel good that I did my job by satisfying her needs.
In a heartbeat. It is only gentlemanly to ensure that his woman's needs are catered to in front of his own.
I would dress up in my Little Red Riding hood costume, al fresco, with my opaque white thigh high nylons, and my strappy red 4 inch heels. I would remain dressed during our whole interlude together. After he got naked and laid down on a soft bed, I would suck him to hardness. Once hard and drooling, I would position myself so I was straddling him with my frilly costume covering the deed that was about to happen. While facing him, I would slowly take the tip of his cock and insert just the head a little into me. I would tease him like this until he begged me to sit on him fully. After some more merciless teasing, I would slowly sit down further and further onto him until he bottomed out on me. Once there, I would ride him up and down slowly and sensually, making sure that my hips sway with the motion. I would eventually pick up the tempo until he starts moaning. All the while I am talking dirty to him about fucking his little sissy. I would taunt him about where he wants to come, and with every response, I would get a little louder and more forceful.

When he starts to mention that he is almost ready to cum, I start jerking off my cock so we can shoot at the same time. My hips keep rocking up and down, back and forth, and I occasionally squeeze my ass muscles to tighten up the friction a little more. I suddenly feel his cock get really hard, and I know what is going to happen. Just as he starts his climax, my own climax occurs, and I shoot my cum all over his chest. Meanwhile, his cock is pumping and pulsing inside of me. Once our climaxes are complete, I continue to sit on his cock and enjoy the afterglow. Finally, his cock softens up and pops out of me. A trail of his cum seeps out and starts running down my thigh. I finish it all off by licking my cum off of his chest, and then I snuggle up to him until we either fall asleep or he is ready for more.
I started out in my teens, sneaking an occasional item and trying it on. Back then it was more for the thrill of it. As I got into my 20's, I started getting envious of the soft fabrics that my girlfriends always wore, yet I could rarely find the soft fabrics with men's clothing. Now I just wear women's clothes when I feel like it. My favorites that I wear around are thigh high pantyhose and bikini panties. I can wear them under my clothes without others knowing, and still feel a little sexy. I like women's clothes as they make me feel more in touch with my sensitive side which I have had since I was a teen. There are times though that I will wear something sexy just for the thrill of it, but mostly I just feel comfortable felling the nice fabrics.

I remember when I was younger, I never understood a woman's fascination with shoes. Once I bought a pair of black 5"heels for a Halloween costume, and wore them, I started to understand. Now I have several pairs of heels, and have started to get that little high from getting a new pair of shoes. Now if I could only find that woman that would accept me for who I am.
Nope. Although I wouldn't change a thing that had occurred in life as it is what makes me who I am. I only wished that I had more confidence with myself as I would have liked to venture out more on the relationship side.
I always wondered what it would feel like to have a nice warm tongue giving soft sensual licks to my clit and drive me to multiple orgasms. Then after being eaten, to have the feeling of a hard cock slowly sliding between my pussy lips and penetrate me as deeply as possible as I wrap my legs around him and rake my fingernails across his back until we both build up and he shoots his cum into me while we have simultaneous orgasms.
5:30 AM naturally, no alarm. Has been earlier and earlier as I've gotten older.
It never ceases to amaze me how sexy transsexuals can be. There have been many transsexuals that I would not hesitate have fun with if given a chance. They are the best of both worlds.
Only would if I knew he was clean, and we were exclusive. It is not worth the risk of doing it with a random or non-monogamous person.
A bucket list item for me. Prefer with two other females, however I wouldn't shy away from a male/female couple.
Quote by dpw

Yay! Me too.
I'm lousy at chatting people up, terrified I'll say the wrong thing. Thankfully my eye contact has seemed to work well.


Me too. I have had the "insert foot in mouth" syndrome several times while trying to introduce myself. Meanwhile, all my friends are smooth as silk with their introductions. Makes me wonder what the hell am I missing.
It depends on several factors. Have we had good conversations and have several items in common? Is there a feeling of trust? Do we have the same or similar expectations about meeting each other? Are we fairly close to each other? Would I feel comfortable meeting the person in question? If these are yes, then I would be willing.
It depends on several factors. Have we had good conversations and have several items in common? Is there a feeling of trust? Do we have the same or similar expectations about meeting each other? Are we fairly close to each other? Would I feel comfortable meeting the person in question? If these are yes, then I would be willing.
Why go through a jungle and end up with a lot of vines on the way to the prize? ;)
I love to taste my own pre-cum. I coax it out and spread it over my lips so I can savor the flavor. One day I got curious about tasting my full load. After all, how could I expect a woman to swallow mine if I am not willing to do the same? It was a really odd texture and interesting flavor. I didn't mind it and if the mood is right, I will enjoy my own reward.
For me, it is a role play fantasy world with endless possibilities. Especially how a lot of the uniforms are made to accentuate the female figure. I guess part of it stems also from having a crush on several women characters such as Daisy Duke, Wonder Woman, and Cat Girl when I was younger.
For me it would be too much on the shy side with people I have an attraction to.
I love a nice juicy piece of meat. Makes my mouth water just thinking about it.


Now get your mind out of the gutter. I was talking about medium rare. ;)