Our Sissy Slave

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My girlfriend and her friend force me to submit.
1.6k words
4.54
380.4k
127

Part 1 of the 2 part series

Updated 10/22/2022
Created 05/18/2009
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purekink
purekink
587 Followers

Let me remind you how you came to be in this situation before you refuse.

I've been bi-sexual since I was old enough to have noticed how horny women made me. From the moment I noticed, I was unstoppable. My dominant personality seemed to bring me more girlfriends than I could really use. But I always thought the only thing better than a submissive girl is a submissive boy.

And what really turns me the fuck on is to take something precious and submissive and to transform it into my own little fuck toy. Remember when we met? You thought you were so manly and tough - but that first night you let me wrestle you to the ground and force myself on you. It got me so fucking hot that I dragged your shorts down, and started to suck you off as my hand snaked around to caress that sweet tight arse of yours. I fingered your arse hole with my spit-lubed finger until you came, writhing in bliss, in my mouth. I still masturbate and think about that time to this day.

But my desires couldn't be kept locked away for too long. You were such a sweet, innocent boy and I wanted so much you include you in my lesbian affairs. God, the times I fucked myself with the dildo imagining remaking you into my sweet little sissy. But when I thought about how I could go all the way and feminize you until you're a painted whore in slutty makeup taking my strapon up your arse - well, I came so hard I fainted the first time I pictured that.

I suppose it began with my latest conquest, a young student of about 21 who was a sweet little frightened deer until I met her. I taught her the delights of submission, and it wasn't long before she was doing anything I fucking wanted - and my imagination is rich and varied.

When the three of us went out to the bar, we made sure you'd be hooked. We'd got dressed together upstairs, sharing a bottle of wine while you sat downstairs. Both of us wore matching outfits - the red brocade corset with gold lace, matching satin French knickers and red-ruffled opaque black stockings. Our leather skirts were scandalously low, and our painted faces looked severe with arched eyebrows and cherry-red lipstick. While we were out drinking, you allowed her to apply some lipstick on you as I watched and laughed. That was our test, and you passed magnificently. I knew where that would lead.

After you invited us back to your place, I put more lipstick on you while she put two fingers in your mouth, telling you softly to suck. You were a born cocksucker, I could see that. Pure fucking sissy, and it made me so wet.

I noticed your erection and teased you a little about liking it - but I made sure I rubbed my hand across the bulge in your jeans as I did so. You gasped and then I explained we were going to dress you and fuck you until you begged us to stop.

At that point, her other hand had joined mine, rubbing you as you sucked. She asked if that was what you wanted - and you agreed.

We undressed you in front of a long mirror as we caressed and stroked your sweet and sexy boi body. She curled a leg around you and began to kiss you, your head clasped in her hands, your body shivering under her assault. I stroked your cock until it was even harder, as my other hand snaked around you to rub your cheeks.

We thought you'd come then, far too soon, and released you. She pulled out her makeup kit and began shaping your face to match ours. I took the outfit from my bag and started sliding heavenly red satin panties up your legs. I told you how good it would feel when you wore them - and let me slide them into place, giving your engorged dick a stroke as I smoothed them. I was soaking wet as I watched you submit to us. You had no idea what would happen next - but we did.

Your mouth looked so fuckable as she applied the heavy red lipstick and I wrapped the red brocade corset fringed with gold lace around your chest. As I pulled the strings and it tightened around you, shaping you and molding you, I saw your cock twitch in your panties. I commented on how excited your little girly clit was and breathlessly promised you even more pleasure.

She whispered filth to you as she put on fake lashes and arched your brows while I drew the stockings up your legs. You acted as though the ruffled tops were tiny kisses as I clipped the garter tabs to them.

You didn't even ask where she got the long blonde wig from as she carefully maneuvered it into place. When we were finished, we'd feminized you into our beautiful little sissy boislut. Looking at our reflections, you could see you were a perfect match for us in your corset, knickers and stockings. Your lipstick and eyebrows were startling against your pale-powdered face and the blusher only recreated the real heat behind your makeup. You were sexier than I'd ever imagined.

Any of my lesbian friends would have loved a girl like you, sheer fucking submission and open to just about anything. I could see it in your face. You felt beautiful, soft and feminine - I watched as the masculinity ebbed from you. I almost came there and then, but it was time for the reward we'd promised you if you'd play along with us and become our lesbian boislave.

I led you to the bed, pulling you on top of me. Your stiff cock rubbed inside your knickers, while they in turn rubbed across mine. I could only imagine how good it felt for you. I know it was starting to give me tiny mini-orgasms. I could smell the slutty perfume we'd sprayed on your neck.

She reached under us and guided your throbbing cock out of your knickers and into me. I gripped your arse with both hands and slid your length deep into me. As I felt your public bone rub over my clit, I couldn't stop it - I orgasmed. Slowly, so slowly, I began to rock your hips back and forth making sure you couldn't come.

You almost did as I sucked my finger, reached behind you and slid it into your arse. Your eyes lit up and you gasped, opening that painted whore's mouth wide.

Behind you, she strapped on a realistic dildo complete with balls. The very dildo I used when I masturbated thinking of this moment. She started smearing lube across your virgin arse, pumping her cock with her fist to spread the gel thickly over its surface. You moaned and struggled but I didn't let go of you, and wrapped my stockinged legs around you tightly.

I told you to relax and let it happen, that it would take you to a place you never dreamed of. She wasn't very patient, and you squealed as she put the head of the large strap on cock against your arse. I kept the slow rhythm of our fucking and stared straight into your bewitched face as she fucked you for the first time. She eased every inch of the cock into your arse as you grunted and whimpered and gasped around it. I knew it felt good, and you even admitted it when she asked you.

She withdrew slowly, and pushed back in as you wriggled and squirmed and filled me with your enflamed cock. Every time she thrust into you, I could feel your cockhead twitch as you plunged inside me. She picked up the pace, seeing you were comfortable with her now vibrating cock, and I began to orgasm again. It was too much for me - your cock inside me, my beautiful slutty boi fucking me even as you took it in the arse for the first time. What sent me into orbit was the look on your face. You fucking loved it. You could feel the buzzing intruder right through your body and it felt wonderful. Your painted face betrayed you, and I could see you were being delightfully violated. It was so fucking sexy groaning my orgasm out over your cock as I listened to your symphony of moans and begging.

I was so wet my clenching took you to the edge, and as I recovered from the first wave I felt your little sissy arse tighten with your impending climax.

But that wasn't enough for her. I'd taught her well, and she pulled out until just the head of the dildo was inside you. Her voice was seductive as she persuaded you to admit you loved it. She made you beg, and you'd become such a wanton, brazen little wench you did it. As you begged for her cock, she slid it deep inside you. Your frantic begging became incoherent as I started pulling you into me forcefully. All three bodies slapped together in a moment of pure depraved zen until I felt your arse cheeks grip the cock inside you. You squealed in abandonment as the cock violated you and my rippling cunt milked you as you fired into it.

So now, you lie there in your corset and stockings with your knickers full of cum, painted face dotted with sweat. Your stretched sphincter is full of warm lubrication and you're already missing the cock that fucked you until you begged it to stop. So I'll ask once more.

Will you be our full-time cross-dressing lesbian boislut?

purekink
purekink
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26 Comments
4Leather4Leather8 months ago

No way on the lesbian for right now.

Love to be crossdressing, sissy friend for now.

Next chapter please

AnonymousAnonymousabout 1 year ago

The answer was no. Maybe a crossdressing friend, but hell no to being a lesbian or a slut.

AnonymousAnonymousalmost 2 years ago

I really liked the story. My sister and her girlfriends did the same to me many times. My mother let them have their way with me. My mother even used me as her sissy slave many times.

spr1987spr1987over 2 years ago

DAMN, that as a gripping story. A very good read.

psimonpsimonalmost 3 years ago

what a lucky boi... and what a superb storry telling.. superb for sure...

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