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Jamal is opening up my butt cheeks and my butt hole is gaping waiting for its fuck. I feel Jamal begin to carefully insert his 8+ inches and it does hurt a bit. He goes slow but he gets it inside me, my chin is on his pillow and my ass is thrust up for this fuck. Jamal works slowly and soon the lube and my relaxing gets us moving well together. I feel pleasure and stabs of pain but I carry on as the sissy slut I am. Jamal holds my hips tight with his hands as he pounds more forcefully.
He says, "Girl, your ass feels so good, God, I love it... Mmmm... ahhhh... fuck yeah... fuck, you are still tight."
I moan with each thrust as I know his massive cock pounds my rectum, the slut I am accepts it as I have sissy slut pride. Jamal increases his thrusting speed and depth, I do my best to accommodate it. I feel Jamal reach my sissy dick and he loves the feeling tat I too am hard and it makes him feel good that I am happy at his fucking. He starts jerking me off as he wants me to cum when he does. I am going into a level of sexual delirium as I feel his massive cock pound me and his manly right hand stroke my sissy dick. The joint pleasure we feel is great. I love being such a little slut now. I can feel Jamal is nearing his orgasm. He strokes me and wants me to cum first if I can. I am getting to that place and before I know it I moan out as I shoot out my sissy cum right onto his bed sheets, he fucking loves it and he thrust like a bull until he grunts out and then cums deep inside me, filing my sissy back side with a good fill of his hot cum. I can't believe how good it feels. He slows and pulls out and I fall flat on my tummy to his bed, my cum soaked wet spot is covered my by dress and apron and Jamal falls on my back side, his head to my left side. I can sense and hear his panting.
He sighs and says, "Fuckin great...just fucking great girl. God it feels good. I hope you enjoyed cumming too Chantel?"
I'm laying face to my left saying, "Oh God Jamal, yes, it was the best, I loved it so much."
Jamal gets back up and off my bed as he puts his briefs back on and his pants. I slowly get back up and tell him I will clean his sheets as I pull up my panty and pantyhose. As Jamal leaves the room I get a wet cloth and wipe up my wet cum spot on his bed sheet and the front of my dress.
By 4:00pm we settle payment and I am on my way back home. Mistress Helen and Sir Alan will be pleased with me today. This contracted sissy maid part of my new life is beginning to be a good money maker. Between that and my sissy sex videos and blog I'm making more than I did as a dude in my old job. Being sissy is not so bad after all.
**********************
Chapter Seven to follow soon.
- COMMENTS
Sissy_Chantelover 6 years agoAuthor1: Reading from Chapter One, we see the situation for Phil/ Chantel and Helen was to become a copacetic relationship of Mistress and her new BF with sissy Chantel. Never did it appear that Phil as a long time closet crossdresser and private play sissy not want to experience the domination and control from Helen and later Alan. This was never a forced femme story. It was always a story of exploration of sex and sexuality for a real crossdresser and sissy with her new Mistress wife and BF.
Of course from the beginning Phil never expected to be found out by his wife. But having been found out he likely knew she may take on a dominant role and use Phil now as Chantel and enjoy Phil's transformation and subjugation as an en femme sissy girl. Most cders who get enjoyment out of being a sissy, sissy maid and sissy slut really wish or want to embrace this type of role if handed to them by another person and in Phil's case his wife and soon to be her BF.
2: This story would only be a wam, bam, thank you ma'am story if written on the quick. Boy is a cder, cder gets caught, cder is turned into a sissy girl, a sissy maid and sissy slut. Bang she lives F/T now either owned by a Mistress and/or Master... story ends... FINE! Lots of quick stories like that and here at this site. But if people look at my fantasy writings here they would see I do not write quickie, wam, bam, thank you ma'am stories. I have found as a rank amateur, I write journey type stories, some take big twists and turns, others more predictable especially from a cder's POV. I want to make each story series I write be, well unique to themselves. This I find is hard to do as a website like this can be basic with writings on just sex, humiliation, BDSM and other kinks. I let my mind flow and write in ways that excite me in fantasy ways. I cannot write to the minds of others but only hope or see that my stories may excite others in their own ways.
3: As such it all may not please all readers. Lots of authors here, many are damn good writers and story tellers, maybe some real life adaptations or just fantasies, guess what? Not all of these erotic and sex stories excite me. BUT! that's ok, they do not have to. I am far from the best writer. I again write really for myself and enjoy probing my fantasy mind as I write, if readers like my stuff THEN GREAT I LOVE IT! Even feedback, positive or fair criticism, but not feedback I feel as trolling or abusive.
4: As for feedback that may appear abusive or trolling HAVE AT IT THOUGH! I do not care to wish to stop any as such I believe in free speech even if feedback may be verbally abusive, insulting or trolling. But remember free speech means that myself and others can post rebuttals.
5: But more so, I find those who just flame or verbally assault writers here be it me or others, I ask why do you bother to read the stories if you wish only to flame or assault the writers? Why waste YOUR TIME!?! If I begin to read a story by other authors here and find I am not excited or interested by such I will often just stop and move on or maybe check back later in a different state of mind. I will not post insults or abuse.
It's sort of like visiting Youtube and watching many trans and CDing channels. I enjoy following some of them and notably lives of trans girls who are brave to share aspects of their lives (yes, know monetization drives some of it for them too). But then to read abusive comments in their comments section I find odd, as a person must actually choose to visit a cder or tger Youtube channel and choose to watch their videos. If one hates cders and tgers WHY do they waste their time to watch and often post ugly comments? Now if it were me, I'd just move on and not bother to watch these Youtubers. If I was such a flamer/abuser I'd know my life is too short to attack and troll these cder and tger Youtubers. Of course again free speech allows you such, unless you incite violence, abject fear or panic. But since especially many tgers have had to deal with a lot in life why do you think they even care about any judgements, verbal assaults and such in their comment section?
6: Finally this story series I'm writing here has become ( I have more chapters to post) a series with some major twists and turns (Big league) that I never saw me writing at first, but I hope those who may enjoy my story writing here will enjoy these chapters to come. If not, by all means please move on.
Anonymousover 6 years agoHe didn't want to actually be demeaned, degraded and humiliated. I wonder how many diseases he has picked up? This is a disgusting story of betrayal and abuse.
