I let him house sit, I thought he was trustworthy but that was not the case. I came home late Friday night to find him dressed in my most expensive bra and panty set. I had just bought it the week before I left town an elegant, sexy opera demi bra from La Vie en Rose. The bra was luxuriant a pink silk with a Champagne French lace overlay, it was brought special order from Europe. I’d only gotten to wear it once and was saving it for my fifth wedding anniversary. The matching Brazilian panties looked fabulous on me.
Now I knew they would never fit right again. I looked at him, a lump in my throat rose up so when I spoke my voice broke. A look of fear and horror crossed his face as I walked up to him and slapped his heavily made up face. “Whore,” I shouted. I just couldn’t believe this was happening and he seemed like such a normal guy. Other then the fact he was quite under weight for his frame and maybe a bit particular about his appearance. Always very clean shaven and put together, at least more so than the men I was used to. Ok maybe I thought he was gay, but that’s not something you allow yourself to think about.
He fell to his knees and started to beg and cry for me not to tell anyone about this. “My intimates are ruined, brand new, do you know how much they cost?!” “I had to wait five weeks to get them shipped to me.” He sobbed, “They are so beautiful I couldn’t resist.” “Ya, so what about the hair and make up,” I challenged. Tears were rolling down his blotch red cheeks. He was trying to talk but I couldn’t make out his words because he was crying so hard. I started to feel a little bad about his emotional state so I calmed down a bit.
I went over to my bureau and poured myself some sherry. I just stood there watching him sob and break down as I sipped my drink. “Enough of this blubbering Eric, come and have a sherry with me, we’ll figure something out.” We sat across from each other at the reading corner I had set up in my room. After my drink I could feel jet lag and the last few days of work starting to set in. “I’ll never be able to wear that bra and panty set again,” I sighed.
“I’m so sorry Jamie I know it was so wrong of me but I’ve admired you for along time now, you’re so beautiful and elegant it’s so natural on you. You’re stunning and I just want to worship you,” he confessed. “What are you saying Eric I’m a married woman, I could never be with you in that way,” I scolded. “Oh god I didn’t mean that I’m not worthy enough to lie with you,” he cried. “My penis is too small to satisfy any woman and definitely could not please a Goddess such as yourself.”
He was blathering on but as he was I was feeling curious, why was he dressed up as a woman, was his dick really so tiny? What did he want from me? After the few drinks in me I was feeling bold enough to be blunt. “Eric I want to see your dick,” I ordered. “Oh Mistress it’s so small, I’m afraid you’ll laugh at me,” he whimpered. Mistress I thought, I liked when he said it, he had such a tone of reverence it gave me a little rush. I looked at him caressed some of the long hair out of his face and tucked it behind his ear and said, “Now, Eric.”
I looked him right in the eyes and he looked down, my eyes fell to those gorgeous Brazilian panties. I noticed a tiny little lump in them, just a round little knob. “Stand up,” I commanded. He did, “Turn around and show off those panties for me,” I cooed. As he did I could believe the rush I was getting this man dressed in my bra and panty set, doing what he was told, docile as a lamb. I don’t know if it was the drink but I could feel the pulsing of my clit underneath my own lacey panties.
He stood there facing me with his long blond wig, make up and me being a bit drunk now I could almost imagine him as a girl. His meek nature seemed to be having a curious effect on me. I felt so intense and compelling. I knew without a doubt that he would do any silly thing I could dream of. Power, so this is what it felt like to be able to influence and control, how delicious.
“Show it to me then,” I calmly stated, knowing that he would comply. He started to fuss but he slowly pulled down the front of the panties to reveal the tiniest hard on I had ever seen. I just looked upon this little bit of a bit in amazement. “I never knew they could be that small… are you able to penetrate a woman with it?” I asked. He told me he had tried but it was not long enough to get past the lips and into the pussy. I couldn’t help I just started to laugh and laugh; I laughed so hard tears were rolling down my aching cheeks.
Eric just stood there with his pathetic little dick dripping pre cum. “Well Eric, I guess you’re not really man, are you?” “No Mistress,” he sniveled. The more dejected and pathetic he was the hotter I became; I knew this Man could never have me. But I could still make use of him. “Run my bath girl,” I laughed. Eric would never again be a man to me, he kneeled at the bathtub, head bent down. I kicked off my heels, slowly pulled off my stockings, let my skirt slide to the floor. I knew he could see the clothes falling but not once did he look up at me.
When my blouse and bra landed on top of the pile of clothes, he moaned. I walked towards him naked, my nipples were so hard, my pussy wet, I decided then and there that slaves where a good thing and that Eric would be made into the perfect servant for me. Keeping his eyes averted, he turned and lift a towel in front of me so that I had privacy and helped me get into the bubble bath safely.
Once in the bath I told him to turn on the shower head and pass it to me. He did and I used it to please myself over and over again. Every time I looked at him he as looking down but I do think that he stole some glances. Once my bath water cooled I told Eric to reach in and pull the plug as he did he moaned and made gasping noises. “Oops,” he cried. I looked down and he had cum on the ceramic tiles; before I said anything he begged to clean it up. All I said was “yes” and to my surprise he bent over and started to lap it up like a puppy. Naturally I told him, “good boi.”
Seeing him debasing himself once again started to excite my imagination. His uselessness as a male and even as a female got me hot. And judging by the spontaneous orgasm he had with out and genital stimulation at all, he was enjoying himself immensely. I stood up; he grabbed my fluffy towel and dried me off carefully, avoiding any eye contact with me. He lingered over my breasts longer than what I liked. “Sissy,” I yelled, “You will not grope me!” “Please forgive me Mistress, punish me please,” he begged.
“Alright I will, you really do deserve it, but you need to dress me first.” We walked back into my bedroom, he turned his back so that I could put on a black sleek satin night gown, it has had a slit to the upper thigh, I put on my high heeled black slippers with the ostrich plume over the open toes “On your knees Eric,” once again he was on his knees. “Go and bend over my cedar chest,” I chastised.
There he was, those Brazilian panties showing off his semi naked ass cheeks. I went to the closet and looked through my husband’s belts. One in particular jumped out at me, it was one that my husband had once used on me playfully. That was the one! I grabbed it folded it in half and sauntered over to him, slapping the belt in my hand so I could feel its sting. “Are you ready Eric?” but before he could answer he was wailing in shock and pain.
I surprised myself by the force that I beat him with, by the way he took it and how once again my clit was throbbing and the juices where sliding out of me. After I finished and slumped on my bed exhausted by the beating I gave him. He too was panting and exhausted. I slid up my negligee and called him up on to the bed, despite being beaten his little clit dick was very hard and dripping yet again. I made him worship my cunt and ass till I had cum two more times.
“Eric its time to get out of my pretty things, you’ve had enough punishment for one night, but now that I know about your secret you’ll be on call indefinitely, do you have a problem with that?” I asked. A shy but relieved smile swept across his face, “No Mistress.” As he turned around to get undressed I smiled at the sight of red welts on his girly boi ass.
The End
script by Jamie Michelle
Hello, fairy girls, I’m Princess, and for today’s instructional course you’re going to learn how to properly please a man with your sissy-pussies. Yes, that’s right. You’re big girls now, and so it’s time you learned how to please a man like a big girl. Sissy girl Jamie Michelle will be my helper to show you ladies how to properly perform the techniques.
Class, let us now begin our lessons. Jamie Michelle, if you would be so kind, please open the door to the right.
Now, girls, compose yourselves. The men you see walking through the doorway are indeed some of the most exquisitely hunky studs to be found, but we can’t have you nancies creaming your panties just yet. The time for that will come later.
Jamie Michelle, will you please denude yourself for the class, except for your high heel sandals, stockings and garter belt.
Very nice, Jamie. Oh, and I see she’s a bit excited there. Don’t get too excited there, princess, as we need you to help instruct the class. We wouldn’t want you blowing your sissy-splooge too early. [Laugh.]
Now, class, follow Jamie’s lead and take off all of your clothes; again, except for your high heels, stockings and garter belts. Being au naturel is necessary for the lessons that are to follow.
Yes, that means off with your panties, too, just like Jamie. No need to be shrinking violets. Believe me, girls, you don’t have anything I haven’t seen before. [Laugh.]
Very good, ladies. And I see that quite a number of you mincing pansies are excited as well. [Laugh.] That’s quite understandable, considering the subject of our lessons for today and the beefy hunks you girls are going to be practicing them on. [Laugh.]
Jamie Michelle, kindly distribute these tubes of K-Y Jelly to each of the girls.
Excellent. Now that each of you ladies have your own tube of K-Y Jelly, we’ll begin our lessons with you girls lubing up your boyginas and using your fingers to loosen up your pussies. Choose a position that’s comfortable for you to reach your fag-pussies and watch how Jamie Michelle gets her pussy ready. Be sure to use plenty of lube, as the whole idea here is to reduce fricton so you girls will have a smooth ride.
Now before you girls are finished lubing yourselves up, I want each of you nellies to fit at least three fingers into your boy-pussies. This will get you ready for the lessons to come. And watch those long fingernails, girls! We don’t want you creampuffs hurting yourselves.
Great work, girls. All of you are really taking to this rather naturally. [Laugh.]
Now it’s time for each of you girls to pair off with one of our hunky studs.
No need to catfight, fairy girls! I’m sure each of you will get your fill! And only one stud per sissy!
Wonderful. You each now have your own stud in which to practice the lessons.
The first technique we’re going to learn today is called the cowgirl position. Now this may not turn out to be every girl’s favorite sexual position, but the reason we’re starting with it is because it allows the girl to take the man’s cock at her own pace and because she controls the action. So it’s a great position for sexually-inexperienced sissies to use in order to learn how to ride cock.
Since all of you sissies and all of the studs have had thorough STD tests as a part of this instructional course, we won’t be using condoms, that way you girls can get the full experience of erotically pleasing a man’s bare cock. This experience with manly-men’s bare cocks will come in handy when it’s time for you sissies to please your future husbands.
Girls, begin by sliding down the briefs of your studs and having your men step out of them.
My, isn’t that an impressive display of fabulous man-meat. As you can see, ladies, all the studs’ cocks are huge, quite unlike most of you girls’ sissy-clits. [Laugh.]
Ladies, if your man isn’t already fully erect then make him hard using the oral skills you learned in the cock sucking instructional course. As a matter of fact, I want all of you girls to show your men some oral appreciation. Guys love it when their women demonstrate just how much they adore their cocks.
As part of her prerogative as this course’s head sissy, Jamie Michelle has pre-chosen Butch to be her partner for today’s lessons, as at over ten inches in length, Butch has the biggest and thickest cock of all the hunky beefcakes here. As you might have guessed, Jamie’s a bit of a size-queen. [Laugh.]
To give you a little aside, girls, I selected Jamie to help instruct this class due to her experience in being an advanced sissy-fag. She particularly made an impression upon me in this regard when she put on a live webcam show for me consisting of herself engaging in faggoty activities with another sissy. Not only did she suck the other sissy’s clitty with wanton abandon–in addition to getting sucked by the other sissy–but she also spred her ass-cheeks in order to receive the other sissy’s bare clitty right up her pansy-ass in the doggy-style position. I watched her as she took the other sissy’s cum up her faggot-ass with glee. So I knew she’d be perfect to help with instructing this course. [Laugh.]
Jamie, begin by having Butch lie back on the matress and lube his dick up well. Now, Jamie, mount yourself on Butch’s massive and engorged manhood by kneeling with your knees at the sides of Butch’s torso, facing towards his chest, and slowly lowering yourself while guiding Butch’s enormous cock into your pansy-cunt using one of your free hands.
My, look at her go. She’s able to take every last bit of Butch’s lengthy cock, all the way down to his massive balls. I am impressed, Jamie. [Laugh.]
Pansy girls, you just saw how Jamie Michelle lowered herself onto Butch’s cock in the cowgirl position. Now you girls try it with your studs, first having them lie back on the matresses and then lubricating their penises with plenty of K-Y Jelly.
As you ladies kneel with your asses above your studs’ cocks, be sure to take plenty of time to work the head of the cocks into your boyginas. Remember, girls, this isn’t a race. For many of you girls, your stud’s cock will be the largest thing you’ve ever taken up your pussies.
Now listen closely, because I’m going to give you nancies a valuable tip on how to work those big cocks into your ass-pussies. As you girls are attempting to force the head the cocks into your sissy-pussies, use your pussy muscles to push outward, as if you ladies were taking a poo. What this will do is help to open up the anuses of you pansies in order to allow the cocks to slide in.
Oh, wow, girls. I see that tip really helped you ladies out. I’m really proud of you girls. Each and every one of you limp-wristed fairies has managed to insert your hunky stud’s cock into your boy-pussies. Well, if you weren’t cock-jockies before, you are now. [Laugh.]
Ladies, continue to lower yourselves onto your men’s erect cocks while pushing out with your fag-pussies, until your studs’ big dicks have slid up all the way inside you as far as they will go.
Excellent work, girls. Now feel those large cocks deep inside you. From the big smiles, moans and squeals of pleasure coming from you pansy-fags I can tell you’re really enjoying being deflowered. [Laugh.]
Now that you ladies have worked your men’s cocks all the way inside you, watch as Jamie Michelle and Butch turn over to get themselves into a variant of the missionary position called “squashing of the deckchair.” See how Jamie is on her back with her legs up in the air being held on Butch’s shoulders, while Butch kneels with his knees on either side of Jamie’s tushy. And notice how they managed to reposition themselves without Butch’s massive cock ever leaving Jamie’s boygina. I want all of you backdoor-betties to do the same now.
That’s right. You girls are doing well. Each of you sissy-faggots is taking to this like a fish to water. It’s as if all of you nellies were born to ride cock. [Laugh.]
Now, studs, give those pussies a good working-over while you stroke your sissy’s clitty. We’re going to show these moaning, trembling pantywaists what’s it’s like to be taken like a woman and have their minds screwed out by stiff dick. You beefy men are going to drive these queer, limp-wristed creampuffs into sissy heaven as they learn what it’s like to orgasm with a big cock pumping away inside their pansy-cunts.
Girls, feel those massive mushroom-shaped cock-heads sliding across your sissy G-spot–that is, your prostate. Work your pussy muscles by tightening and then loosening those cock-holsters so as to give your men’s penises extra stimulation.
And I want all of you ladies to passionately French kiss your hunky men while caressing their hairy chests as you continue to be dick-pounded into womanly ecstasy. Let yourselves go, sissy-girls, and completely take in the sensual erotic delights as you’re driven by hard cock to ever-greater heights of feminine bliss. And feel free to moan and squeal with pleasure to your heart’s content, sissies. Don’t be afraid to show your love of riding cock. After all, this is your special time: cherish this moment and don’t hold back your feminine desires.
Aw, look at my sissies go. How utterly cute. Every one of you ladies has your smooth-shaven, stocking-clad legs up in the air with your high heel shoes pointing toward the ceiling, all rocking back and forth to the rhythm of your beefcake’s cock-thrusting. And just listen to you: all the girlish and womanly moans and squeals of erotic pleasure you fairies are making is precious. With your made-up faces, painted nails, womanly hairdos and feminine jewelry, you all look so adorable mounted on your studly men’s stiff dicks.
Oh, my, I see some of you pansies are starting to spurt your sissy-cream. Look at all that sissy-milk flying about the place. You girls are really letting out quite a torrent of splooge. [Laugh.]
And, oh, more and more of you girls are spurting as well. That’s right, ladies, let it all come out. I want all of you girls to make a cummy as your hot stud’s massive cock is sliding back and forth inside your pussies.
Just look at all that cum flying. Way to go, girls!
Now listen up: none of you ladies are to stop pleasing your man until you have gotten him off. Studs, even if your sissy has already shot her milk, I want you to continue fucking those candy-asses until you each have drained your big balls inside these queer nancies. They want to know what it’s like to be fucked like a woman, so we’re going to show them. [Laugh.]
I see that all of our sissies have now creamed themselves, and as I look around I can tell that a number of our manly studs have relieved themselves inside their sissy’s lower pleasure-hole.
My, my, class, you have truly done well. Each of you flaming poofters has drained your hunky man’s prodigious nuts inside your fag-pussies, as well as making a creamy mess of yourselves from your own clitties. [Laugh.]
I am so proud of each and every one of you limp-wristed henhussies. Not only are all of you now confirmed cock-riders, but now you’re also bona fide cum-catchers. Each of you queer pantywaists should be very proud of yourselves. You’ve all passed this instructional course’s lessons with flying colors. The lessons you’ve learned today will be invaluable when it comes to satisfying your future husbands.
Jamie Michelle, kindly slide your pussy off of Butch’s enormous cock so that you can stand up to take a bow for the class for your work in helping to show our pansies how to be the best sissy-fags they can be.
Yay!
[Finis.]
Part I: A Sissy in Need Is a Sissy Indeed
“Hello, ma’am. I do yard work and I noticed that you might need some help with yours,” the man said in a deeply sonorous voice when I opened my front door upon hearing someone knock.
He stood there before me in the light of the mid-morning Sun, and I had to catch myself from showing amazement, as I was stricken by the fact that here was one of the most breathtaking examples of the masculine sex that I’ve had the fortune to lay eyes on. His stature was around 6′2″, with him appearing to be in his early-30s, and I could tell through the T-shirt and shorts he was wearing that he had a body that would make the Greek gods envious. He was Caucasian, but his skin was beautifully bronzed. He had dark eyes and hair—of which his hair was mid-length and lied down nicely with just the slightest waviness to it, with bangs hanging just off to the sides of his eyes. His face was warm and inviting, with youthful, angular good-looks, while being smooth-shaven.
“Oh—hmm—I’ve kind of let it go a bit, haven’t I?,” I replied to him in a feminine voice after discreetly clearing the lump in my throat.
“Well that’s quite alright, ma’am, or else I wouldn’t have any work. My name’s Brutus, by the way.”
“My name is Jamie. Good to meet you, Brutus,” I said, while offering my hand for him to shake.
He took my hand; gently, but with a firmness to it that evinced a powerful grip, he shook it.
“It’s good to meet you, too, Jamie.”
It was in that moment that I first became especially aware of my fragility and smallness compared to him. I weighed only 145 lbs. and stood a mere 5′8″ next to his imposing stature. The largeness of his hand enveloped my dainty palm and fingers. The skin of his hand was thick, and rougher than mine. It wasn’t unappealingly course, but it gave me the impression that he could handle thorn bushes with little worry.
So then also, awareness came to me of my long, natural fingernails that were painted deep pink with metallic sparkles; and the feminine gold ring with diamonds and a pink tourmaline center-stone that adorned the ring finger of my right hand, given to me by my mother for my 29th birthday less than a year ago.
The contrast with his hand made an impression within my psyche.
* * * * *
Looking out my front living room window, I could see Brutus hard at work in the hot afternoon Sun. He had long since shed his T-shirt, in an apparent attempt to beat the heat. Sweat poured off of him, and his dark skin glistened in the rays of the overhead Sun. His muscles were well-defined. He was built, but without being freakishly large. I could even see a six-pack on him.
A nice love trail extended up from the waistband of his shorts, going past his navel. Mmm, I mused, wouldn’t I like to take a journey down that cute love trail of his to find out what treasure lies at the end.
Sitting there on my couch as I stroked the long, elbow-length tresses of my naturally curly and flowing brunette hair while smoking a Misty Light Menthol 120 that I had retrieved from my pink suede cigarette pouch, I observed him through the window. While doing so, my mind drifted back to when he was standing in my doorway, holding my hand to shake it. I thought about how little and delicate he made me feel in that instant; the femininity of my hand being grasped by his massive paw.
* * * * *
After the oddly pleasant formality of the handshake had passed, Brutus quoted me a price for doing the yard work, to be paid upon completion. It sounded like a fair deal, so I readily accepted his offer. Once our business had been agreed to, he set upon beginning his task, and I closed my door behind him.
Thence alone in my living room, a slight shiver went down my spine. Oh, my, I thought—isn’t he something. I noticed that I had a partial erection, which thankfully my panties had kept down, saving me from embarrassing myself in front of him. Standing there barefoot wearing a pink camisole top with lace trim, a short denim skirt, and pink bikini-cut satin and lace silk panties, I reflected upon our contrasting differences. It was all more confirmation that I had been right in my decision to come out of the closet and live my life as an open sissy-faggot. I could never be a real man—not like Brutus.
I reached under my skirt to feel my semi-erect pansy stem through my panties, whereupon I noticed that my panty-gusset was considerably wet. During my time talking with Brutus I had been leaking precum quite profusely.
Still in my living room, I pulled my panties down from under my skirt and stepped out of them, taking them with me to my bathroom to tidy myself up a bit. I soaked up some of the moisture from my panties with a dry washcloth, and from under my sink I retrieved an Always Regular Dri-Weave Pantiliner. Had I known that today I would be in the presence of such a hunky man like Brutus then I would have worn a pantiliner to begin with, in case I were to cream my panties as I just did.
Hiking up my skirt in order to wipe off my sissy-clit, I saw a long strand of clear precum hanging quite a distance as it drained from the meatus of my fairy wand. I gathered up the precum on my right index finger, bringing it to my mouth in order to taste myself. Sweet, as always—but then, the precum from all the cocks that I’ve ever tasted has been pleasantly sweet.
* * * * *
Again a knock sounded at my door.
“Well, how do you like your yard now, miss?,” Brutus inquired upon my opening of the door.
“Wow, it’s very nice. Thank you, Brutus,” I answered as I handed him his money.
“You’re welcome, miss. I’m glad you’re pleased with the work,” Brutus responded as he took hold of the money, gliding his hand over mine as he did so.
“Yes, I am. It’s beautiful.”
“Well, thank you, Jamie.
“Ma’am, if it’s too much of a bother then don’t even consider it, but would it be too imposing for me to ask to use your shower to get cleaned up? You see, I had an appointment to keep and I got caught up trying to finish your yard in one day, so I’m running a bit late.”
“Well, um …,” I was caught in befuddlement as I ran his words across my mind just to make sure I really heard him say what I thought he just did. This gorgeous stud of a man is offering to be naked inside my house, even if it is while just bathing?! And he thinks that might be imposing upon me?!
* * * * *
I remembered that today is my laundry day, and I realized that Brutus didn’t have any towels in which to dry himself off. Thankfully, in the dryer were some towels that had just gotten done.
I knocked on the bathroom door and informed Brutus that I was coming in to put some towels on the bathroom shelf. As I walked from the shelf upon which I had placed some towels next to where Brutus was showering, he reached out from the shower and firmly but gently grabbed my arm.
“You don’t have to go if you don’t want to, you know,” he said to me while holding my arm. At the same time he turned off the water. I froze and my legs buckled slightly without my control. His action sent an electric chill up my vertebrae, and I strained to keep myself from tipping over and possibly fainting.
Is he offering what I think he is?, I thought to myself. Brutus saw the look of bewilderment in my eyes. Just then he reached out with his other hand and placed it on the top of my head.
He was pushing my head down with his hand. He was therein answering the question he saw in my eyes. He was telling me that it’s okay: that I am accepted, that it’s alright to desire cock, that I’m not wrong for wanting to please and be pleased by hard, throbbing dick.
Down to his crotch he pushed my head, and I let him. I looked at his impressive manhood, my eyes just inches away. His cock was very much how I fantasized it would be: dark, uncut and large. He was partially hard, and his member looked like it would push ten inches when fully erect.
As he stood there in the bathtub with the curtain pulled open enough for me to view him in all his manly glory, I looked up at him from my lowered stance, seeing him covered in wetness. I looked into his eyes with another unspoken question I had.
“Go ahead,” he said.
And so I did. I took Brutus’s masculine member in my hands while looking at it intently. Pulling back the foreskin from the head of his cock while rubbing the length of his shaft, his penis pulsed and began to grow hard. I brought my lips toward the tip of his cock and playfully planted a pink lipstick kiss on it.
I felt Brutus’s cock pulse again as I planted my kiss.
That’s it, baby, get hard for me.
I kissed Brutus’s dick again, this time not letting my lips off. I worked my lips from the tip of his cock to around the mushroom-shaped head of his shaft, while at the same time stroking his cock back and forth with my right hand and caressing his ample balls with my left. As I did so, I felt him grow harder in my mouth.
Mmm, no matter how thoroughly a man washes, some remnant of the salaciously scrumptious flavor and fragrance of dick still remains. With impassioned ebullience I continued to use my mouth to stimulate Brutus’s penis while cherishing the taste of his big cock as it blended with the waxy flavor of my pink lipstick.
Back and forth I bobbed my head, working his cock inside my mouth while Brutus grew ever harder.
My, he really is a full ten inches!
I joyously played with his enormous dick, slapping it across my face and rubbing my lips all over it, taking in the wonderful scents, flavors and textures of his manhood.
* * * * *
Having been sensually undressed by him in my bathroom and then tenderly carried naked in his arms to my bed, Brutus positioned me on my back while spreading my legs. He moved himself between my thighs while lying on top of me as he brought his lips to mine.
We reveled in each other as our mouths frolicked. Lips to lips, tongue to tongue, we embraced in amorous desire while fervently caressing each other’s nude bodies.
I could feel the pleasant sensation from the course stubble of his evening shadow against my smooth, nymphly made-up face as our mouths were locked together. Experiencing the roughness of his stubble upon the softness of my face made me feel even more feminine. It made me all the more cognizant of how far I am from being a real man, as I couldn’t grow a beard like that even if I had wanted to.
After a long session of passionate and deep French kissing, Brutus looked about my room and spotted a bottle of Pjur Original Eros Bodyglide silicone sexual lubricant on my nightstand. He used its contents as he began fingering me.
He entered me first with the middle finger of his right hand. In and out he worked his finger, making sure to pay attention to that special button of pleasure inside me. Then another finger was worked in. I was adoring his treatment, as he was working my pussy wonderfully. I let him know with my girlish moans of pleasure.
A third finger entered me. Mmm, how nice it is to have a hunky man here to give me such attention, I thought.
Just as I was really getting into the motions of his three fingers inside me, Brutus pulled his hand away from my quivering opening and lifted my legs up onto his shoulders as he kneeled with his knees at the sides of my thighs. I then saw him squeeze out some lube which he proceeded to stroke across his hard and very massive dick, getting it slick all over. I awaited in excited, trembling anticipation, for I knew what that meant and therefore what was coming next.
Brutus moved forward and I could feel the warm tip of his throbbing shaft pressing against the entrance of my awaiting passage. I pushed out with the muscles of my love-canal in order to open myself wider so as to better receive him.
Oh, yes, there it goes—that’s the feeling I so very much crave.
The engorged head of his prodigious cock slipped past my anus into my rectum. He held it there for a moment before pushing further. As he moved his pelvis closer to me I felt more and more of his lengthy and thick rod of pulsing flesh slowly slide into me. Up into me he expertly worked his impressive member, sliding his cock-head past the bend connecting my rectum and sigmoid colon, until the full length of his veiny, stiff phallus was inside me all the way to the base of his balls.
Brutus then started his thrusting motions as he worked his stiff and massive dick in and out of me. His bare cock felt so absolutely wonderful inside me, stretching me wide as he plowed me relentlessly. With each thrust by him my femininely soft legs and dainty feet swayed in the air while being held high on his shoulders.
The copulatory sounds we were creating were an aural sexual symphony, with each of us hitting our notes perfectly. The sonance of bare skin smacking upon skin—that of the flesh of his front pelvis hitting my tushy with every forward thrust by him, making my erect clitty sway with the rhythms of his motioning—mixed with the moist and squishy sounds that my well-lubricated boy-pussy was producing as his stiff cock slid back and forth inside me, with the occasional queef of air compressed by my lover’s cock escaping from my boygina and chiming in along with it.
I could even hear his large, low-hanging balls slapping against my derrière each time he thrust into me. It was a quieter flesh-smacking sound that came right after the sound of his pelvis hitting my heinie: the time it took his swinging testicles to catch up with his forward motions.
As he leaned toward me, our tongues and lips danced together as I continued to feel his unyielding manhood pushing me to ever-greater heights of womanly ecstasy. At the same time that our mouths rollicked, my petite hands and long, painted fingernails adoringly stroked Brutus’s powerfully-built and gorgeously hairy chest as I fully gave myself over to him, thereby letting myself go and completely taking in the utterly and marvelously mind-blowing sensations of his colossally virile hardness far within me, thrusting unrelentingly, methodically working me over into a heated rhapsody. Nothing felt so wonderful as being deeply impaled upon Brutus’s big, hard cock as I ecstatically luxuriated in the sublime sensuousness of his studly body.
We were a tangle of nakedness, embraced in erotic desire and passion, with his dark, sun-kissed flesh intertwined with my alabaster lightness. He enveloped me in the warm comfort of his nude masculinity, surrounding me with his body’s largeness and muscularity, making me feel protected and looked-after.
The air was thick with the smell of our engorged, horny cocks—and yes, even the smell of a sweet, concupiscent vagina dripping with its own wetness: as it was the beautiful smell of sex; the smell of aroused genitals in lovemaking action. It mattered not that I had to substitute my eager anus and rectum in place of a real vagina—the heavy, raunchy odor of coition was still the same. What’s more, I could taste the coital fragrance wafting through the air as I inhaled it into my mouth.
Such an erotically potent and thrilling scent, I thought to myself as I was having my mind totally screwed out by Brutus: for his large and stiff manhood continued to skillfully work back and forth inside me, with its beautifully massive, bulbous head sliding across that very special spot within my fag-pussy, hitting it just right. What the head of his cock was hitting was my sissy G-spot—my prostate—and, oh, did it feel so utterly wonderful!
Being totally naked and having my smooth-shaven legs spread apart as Brutus’s huge cock worked rhythmically inside me made me feel so exposed. So vulnerable. So used. But oddly, I relished that feeling. It felt so emasculating. So feminine. So womanly.
I needed it. I needed to feel like that. I needed to feel him deep inside of me. Now more than ever.
“Oh, yes, Brutus! Deeper! Your huge cock feels so good in me! Fuck me! Fuck me hard!” The words leaped from my mouth without me even considering them. At another time I might have been embarrassed by having said such remarks, but in this moment of burning passion I didn’t care.
What came next I couldn’t help: I started to spurt my sissy-cream uncontrollably. Intense waves of orgasmic pleasure coursed from my pussy’s G-spot, with the waves spreading throughout every part of me as my entire body shook in climactic bliss. As my pink-painted toes curled and my smooth-shaven legs stiffened, jet after jet of thick, white semen streamed from my erect, pulsating clit in magnificent arcs through the air onto my face, chest and stomach as I involuntarily let out a squeal of pleasure. I could taste the creamy spurts that landed in my mouth, and with each pulse of cum shooting from my clit the muscles in my pussy clenched around Brutus’s thick shaft, holding him inside me even snugger.
“Oh, Jamie, darling, I’m going to cum in you!,” Brutus yelled out while tightening his grip on my legs.
“Fill me with your cum, baby! Give it to me!,” I moaned loudly in response. I wanted him so much, and in the most intimate of ways.
I could feel his stiff cock throb heavily inside me as Brutus resounded with deep grunts of erotic pleasure. And I noticed the extra lubrication that was produced as he unloaded torrents of his semen within me, making the thrusts of his dick glide even smoother across the insides of my ass-pussy.
Brutus continued to pound my pansy-cunt like there was no tomorrow, with his manly tool of pleasure just as hard as ever, and I couldn’t hold back from squirting my love-juices in yet another round of orgasms on my part. I noticed this time that my discharges were clearer and didn’t gush as far, mostly draining from the head of my undulating clit onto my smooth stomach.
Just then Brutus moved my left leg from off his shoulder onto his opposite side while maneuvering himself behind me in the spoon position. I desirously pushed my ass back towards him, covetous to feel his hard cock in my ass as he continued to hump me. He held my naked body close to his as he kissed my neck and nibbled on my left earlobe, all the while I continued to feel the supremely enjoyable deep-penetrating rhythms of his rigidly potent manhood working my pussy over for all its worth.
* * * * *
Altogether Brutus must have cummed in my ass at least four times last night, with his beautiful dick not leaving my lower pleasure-hole even once the entire time. After cumming in me for the concluding time last night, we fell asleep in the spoon position with Brutus still keeping his cock fully inside me. Even after his lengthy cock became soft, it never once slipped out of my pussy as I slept enwrapped in his strong arms, feeling the warmth of his body pressed against mine and smelling the delicious and comforting fragrance of his natural masculine scent.
He gave me the best dicking I’ve ever experienced in my entire life—by far. I lost count of how many times I came, as after awhile it felt like one non-stop orgasm. But I do know there was quite a wet-spot on my bed in front of me where my clitty had spurt several times. He fucked me for hours and hours last night, draining his big balls deep inside me, and I adored every intensely delightful moment of it.
And here I was, awaking to feel the huge stiffness of his morning wood inside me. What an utterly exquisite way to start the day!
Just then I could feel Brutus begin to stir as he started to wake up. That reminded me of something I had wanted to ask him.
“By the way, whatever happened to your appointment, Brutus?”
“Oh, that was just a card game. I definitely don’t mind missing it in order to spend some quality time with you, precious Jamie.”
With that he leaned over and started to nibble on my left earlobe while motioning his hips, once again working his very stiff and large cock back and forth inside me.
Mmm, I could tell that this was going to be a wonderful—and extremely pleasurable—morning!
Finis.