Loading...What can I say? My girlfriend and I have a gratuitous and fortunate sex life. Above all I am honest with her and she is with me, so when I told her I wanted to be dressed like a two bit whore and fucked with the largest “strap on” she would dare use, I was scared she would leave me. Instead we went shopping. The saleswoman at Victoria Secret must have wondered why we were buying the same thing in two different sizes. And as I looked back while my girlfriend was paying I noticed them both look me up and down and smile.
As time passed, my kinks became more and more extreme, or maybe I learned to be a bit more honest with myself as I long ago learned to trust her. There were many times I fucked her, not caring which orifice I entered. I dumped my cum in her, using her much like I used a rag when I first started jerking off. We fucked so much that every position became mundane. Our imaginations are what spiced it up. I liked making her cum and wanted to please her as much as she pleased me. I like to think I’m very good with my tongue, words, I meant words.
Once a week she dressed me in lingerie, but once a month she transformed me into a woman. This meant I was dressed in thigh highs, garters, heels, mini skirt, bra, and a lace top, but she added some make-up and a wig to complete the effect.
Occasionally she made me shave my legs. And when we watch the videos we recorded, I jerk off with her sitting next to me doing the same. It was exciting watching me get pegged with her strap-on. What can I say? It is hot; especially since sometime I don’t even recognize the “girl” as me.
A little about my other half, other than she’s wonderful. She is a bit younger than me and has been with more men then I’ve been with women. I’m OK with that; it’s actually a turn on when she whispers in my ear who and what she’s done before while we have sex. Mind you, this is normally after I already came a few times and she knows the thought will keep me erect to fuck her until she cums again.
She doesn’t discriminate either; I knew she was with black men, black men with big dicks. If I remember correctly, her biggest dick inside her was 11 1/2″. And although I might not be able to compare in the size and girth department, I please her. However, that’s a story for another time since the relationship we are in is currently our second chance. She told me many times that she loved watching a black man fuck her because of the contrast. This might also be why we have multiple sex toys in multiple colors, but the strap on was always “white”.
Then one day, she changed it on me. I was on my knees unzipping her pants and a big huge “black” dick nailed me in the face. She laughed at my shocked look and before I could stand up and protest, she grabbed the back of my head with the one hand and shoved her “dick” in my mouth with the other. I guess I was trained well, I started sucking. I watched for a few seconds as the black mass disappeared into my mouth. Before closing my eyes and succumbing, I silently agreed with her that the contrast of colors was hot and started bobbing my head back and forth.
The cold plastic warmed entering and exiting my mouth as I imagined what she said sucking cock feels like. The reality of her plastic dick gave way to a new visual. In my mind, I was no longer sucking off a toy. I was gorging my sexual desire with my first black cock. When I gagged, it only made her fuck my face faster. Any normal cross dressing session we had never lasted this long. Normally after five minutes of “sucking her off” she would position herself behind me, but not this time. This first time with her black meat in my mouth lasted thirty. I think I came twice…without touching.
It’s only on special occasions that she uses the black strap-on; she likes it better when I beg for it. Eventually, being in my ass or my mouth wasn’t enough and we placed another on the headboard of our bed. I was impaled by both ends. My lust knew no bounds. Of course we would switch and I would be behind her fucking away in her ass while she sucked on the black plastic cock. When we did this, it was by “black cocks” only, she felt…excuse me. While writing this, I have to go jerk off, what’s to come I need to be level headed as I write. After all, my girlfriend will be reading this and I want to make sure she gets wet during my re-telling of events; maybe I will eat her pussy while she reads it over.
The next few events occurred because something that happened a couple months ago. While she was in my ass fucking away we had a conversation. Sometimes these “conversations” were demands I had dinner on the table when she got home, or the bathroom had to be cleaned while wearing my maid’s outfit, and even the occasional customer she told me she wanted to fuck.
There were two in particular she told me about… a lot. I already had it in my head what they looked like, by her description, both were big and black. This is when she admitted to me she wanted to fuck both of them, while I watched…dressed. I came instantly. We talked about it afterwards and the idea still turned us on without any indiscretion. We were very open with her fantasies so it didn’t bother me.
When she called me up to take her to lunch the next day, I didn’t realize how much thought she put into it. I walked in I saw her talking to two black men. I pretended that these were the two she always mentioned. I found out during lunch, they were.
I’m 6′; she’s 5’3″. She looked minuscule next to the taller of the two; I approximated him to be 6′ 3″ and the other shorter at 5’10”. Both had very large muscular builds and both, if I guessed right, were in their twenties. I would try to deny that I checked out their bulges, but she would call me on that, so I am just going to say, they looked like they were packing. She introduced me to them both and then excused us saying I was taking her to lunch. At first I thought I was the escape clause from the two customers and as we walked away, I felt they were staring at her like she was lunch or maybe it was me.
“What do you think?”
“Of?” I hesitantly asked, wondering if she was inquiring about the food, or did I miss something. I looked over her nails, hair, and clothing, but nothing was new, nothing looked out of place; she looked as beautiful as she always did.
“The two customers.”
“What about them?” I was trying to be nonchalant, but my sick perverted desires wanted to hear her voice her own wanton sexual deviancy.
“I would love to fuck them while you watch as we pretended to do.”
Even though we were in public, the one thing that makes me love this woman so much is that she is very direct and straight to the point. She didn’t lower her voice, didn’t even pretend we were talking about anything other than the new curtains she wanted. I think the old lady next to us would have blushed if she didn’t happen to be reading “50 shades of Gray”.
“So what’s stopping you?” I said half jokingly and fully turned on. I can’t deny it, when I’m wearing panties, and she long ago trained me to be in panties for our “work” lunch dates, I become an instant slut and if she talked about sex, I became wet.
In our relationship we talked about many things. I knew her fantasy of multiple guys; bathed in cum, being with a woman, forcibly, but we never talked about actually doing anything with anyone. We only role-played in the bedroom. Was this a test of my love, was she so serious about this that she might do it anyway, or was our love so strong that we could dabble and not become jealous?
She laughed it off “They’re gay, but god damn aren’t they cute?”
I avoided the question with another bite of my lunch. Even though I knew she was looking at me I kept my attention on my food. We continued with small talk and then I took her back to work. I went home and them being gay or not I jerked off at the thought of the two of them fucking my girlfriend. I didn’t last long. Almost directly after, she called.
“What’s up Boo?”
“Hey, Honey.”
“Baby, I need to fuck you tonight. Thinking about those two men and mmmm, well, it just turns me on. And I don’t mean our little partially dressed scenarios. I mean that once a month fucking, but you’re going to have to get ready yourself. Can you do that for me?”
I knew exactly what she wanted, but it was slightly out of character. Tonight was her night, I even bought the new ropes, but when it came to sex I never argued. The bigger problem was I never dressed completely without her. Normally I would just dress in lingerie and “slut” clothes. She was the one that put the makeup on.
“I’ll try, but I might have some problems with the lipstick, not to mention mascara, eye liner,” but she cut me off. She sounded a little rushed. Her voice echoed a bit, I’m sure she was sneaking a phone call in the bathroom.
“That’s ok. I’m sure you’ll do great. Paint your nails too, and you can use my favorite perfume, I’ll be home at regular time. Don’t worry about making dinner. I ordered it, just set the table for us and light the candles and incense… Oops, I have to go, I love you.”
“I love y…” But I couldn’t get the last words out. She already hung up. I proceeded to get ready. I had four hours to transform.
I was proud of myself. I was done after three and for the final hour I practiced walking in my heels. I was startled when I heard knocking. I hoped it was because she forgot her keys again. It wouldn’t be good for any neighbors to see me like this, but after opening the door I saw her carrying a bit too many packages. I helped relieve her of her bags, except one. I followed her into the kitchen, a bit proud that I could walk in five inch heels without stumbling, the practice really pays off. Normally, I am on my knees when I wear them or on my back. I bent over to kiss her, but she stopped me.
“I don’t want to ruin your lipstick… just yet. I can’t wait to see that color red on a black cock. Unpack everything and let me get ready. Have some of the wine, and pour me a glass.” She left the kitchen to walk to the bedroom with a black bag that said “Dazzles”, our favorite toy spot.
I’m not a wine drinker, in fact I hardly drink at all since it takes so much, and normally I’m the designated driver. Wine however just disagrees with me, but she likes when I drink it. She says the look makes me girly. I got two glasses and unpacked everything, but clearly there wasn’t enough for two.
“Honey, are we both eating tonight?” I called out loud enough for her to hear me.
“Yea,why?”
“Did you forget something?”
She walks out at this point, and looks at what I unpacked.
“Shit, I must have forgotten one. It’s probably still on the restaurant counter. Enjoy your wine and I’ll be back before you know it.” She left kissing me on the cheek. As she exited the kitchen heading for the door I hear one last comment. Normally it’s “I love you”, but this time it was “mmm, so fuckable.”
Smiling, I popped the cork, probably the easiest bottle I ever opened. Pouring the red wine into the glass and swirling it around to bring the aroma out, it smelled different, sweeter even. I laughed at the thought she might have poured some Manichevits (cheap kosher wine) into an expensive wine bottle to add to the allure of the evening. I proceeded to sip it as I walked into the bedroom, my balls and ass were tingling at the words she said as she left, wondering if I was supposed to even hear them.
Trying to walk as sexy as I could, I entered the bedroom and there on the bed was a brand new strap on. I guess this was the black dick she wanted my lipstick on. It was thick and twelve inches long. My heart raced at the fear of taking it all, but I knew once I started I would have to bury that monstrosity in my ass. The thought made my dick stretch my panties. I left the room knowing that if I soiled my panties this early in the game I’d be in trouble. I must have rushed too quickly because exiting the bedroom, I staggered. I went back to trying to walk as sexy as I could while I sipped some more from the glass. I staggered again. It might be better if I sat down. Luckily I didn’t spill any, those red wines’ stain like nothing else.
After fifteen minutes of waiting I finished my first glass and my second. I decided to start a third. Surprisingly, the normal effect wine has on me, was not an issue with this particular vineyard. She should be back soon. I sat at the table smelling the food wondering what was taking so long. I was hungry, but more so, I was getting tired. So tired that the sexual excitement I felt gave way to blackness.
…….
“What do we have here?”
I fell asleep. I felt groggy…and restrained. The voice I heard was foreign. Confusion racked my brain. I was no longer at the kitchen table. I was in the bedroom lying on stomach, my panties pulled down around my legs. I could feel a finger probing my ass and I moaned as it wiggled around me. I was disoriented and not fully aware what was going on.
I was blind folded and couldn’t see, but hearing my girlfriend’s voice soothed me, at first anyway.
“Oh baby, you’ve gotten yourself into a mess. I can’t believe you drank that whole bottle. You became very flirtatious and even the bar tender told us we had to go home. You got us flagged for flirting with those men. We might never be able to go back.”
What was going on? Was I at a bar? The foggy feeling refused to lift. It must have been the combination of the alcohol and the finger probing my ass, especially each time my prostrate was pressed against. I wondered while I was at lunch with my girlfriend if I really should have noticed her nails, because I didn’t feel any sharp edges. My head was still swimming in the pillow as my ass pushed upwards allowing the finger to dig deeper.
“Do it” I heard her whisper, “I want to watch.”
“What’s that?” Wondering what she said, and why. I turned my head and saw her face.
Her next words were next to my ear. The very heat of her breath increased my heart rate. “Oh baby, you’re going to please me like you never did before and I’m not going to have to do anything.”
Was that her face so close to mine? I felt the finger pull out. The panties were pulled lower.
They no longer rested around my thighs; they were pulled down to my ankles. I loved when she fucked my dressed like this. I hoped she would take it off so I could watch. I could only imagine what she looked like wearing that huge 12″ black dick. Somehow she stopped me from looking back behind me just as I felt a tongue probe my ass. I was confused, how did she pull my panties down behind me, doing what’s being done, and hold my face from moving. Her hands cupped my face tenderly. She spoke making sure I understood every syllable as the tongue drove in deeper.
“Tell me something baby, do you want to be my whore tonight?” Her words were gentle and hypnotic. The reality of what was happening was still an illusion. “Do you want to have the biggest black dick that you’ve ever had inside you before?” The thought of her entering me was too much, my lust was taking over.
“Yes.” is what I heard in my head, but it came out mumbled. The tongue pushed deeper and a finger was added between licks, possibly two.
“I want you to understand. You’re being licked by a man. His finger is entering you. For all the things we talked about, this is where it starts, this is where you change. I want you to know it’s a dick that you’re going to beg me to enter you, a big thick black dick. Not some plastic toy.”
I loved when she played like this before, making me think it was real, but what was she saying, was she about to force me to confront my desires? I’ve done the same to her, making her think of being used, but my head felt so clouded.
I whimpered again.
“I need to hear you; I want to hear you beg.”
“Yes, please.”
“Yes, please what?”
“Just do it.”
“Do what?”
I gave in. I told her what she wanted to hear. “I want them to fuck me, turn me into your little sissy faggot. I want to please you by submitting, make me your whore.”
“You’re already my whore and I hope you mean that. I want you to think. Do you remember those two men earlier, the ones you said I could fuck, because they are here tonight to fuck you. Would you like them to fuck you? No, don’t answer, it honestly doesn’t matter what you want at this point. I have enough pictures of his tongue in your ass to masturbate to for weeks. At first I honestly hated the idea of seeing you with someone else, but I can’t deny my panties got soaking wet at work thinking about it. I wanted them to see you; that’s why I asked you to come to lunch today. And after they saw you, they couldn’t wait to fuck you. Turning you into an Oreo cookie was just too hot to think about.”
She was serious. I imagined it was the neighbor Jenny, or maybe her coworker Sue, not the two black men she was talking to earlier. I wasn’t ready for this, was I? My dick couldn’t be confessing my desires by being harder than it ever was. The thoughts racing through my head made my dick throb, was I really about to become her faggot? I felt a mixture of being afraid and thrilled to admit the truth and concentrated more on the tongue and fingers probing my ass.
“Would you like to suck on a nice thick black cock?”
I didn’t answer. If I admitted it, wasn’t it all over? Was I scared she was serious, or did I like my ass being used by an unknown entity?
I didn’t answer; she asked again. “Do you want to suck on a nice thick black cock?” As she said it a second time she pulled something into view. Directly next to her mouth and mine was the black dick she was talking about. She kissed the head and even placed the tip in her mouth before she pushed it towards me. It was thick, and very dark in contrast to the hand that held it, the hand that had the same color nails painted that my girlfriend wore. It was…”c’mon honey, open your mouth.” I obeyed. I was entranced. My hand reached for the massive piece of flesh. The warmth erupted into my hands as my girlfriends hand left the thick cock and it was only held aloft by me.
“Beg me to suck it, bitch.” This time the voice was different. It was deeper, masculine.
“Do you want this baby?” It was her again. The fog was beginning to lift. “Let me make this real for you.” A phone was placed in front of me, the screen showed a picture. It was a picture of a cute slut with two black men, one in front and one behind. Both of them looked to be very well endowed. The cock in front of her was about eight inches, but the one behind was massive, almost like John Holmes, but black. The funny thing is the porn slut was dressed just like me.
“Do you want to see the slut get fucked?”
“Yes!” At first I thought I’d see more pictures, but understanding instantly when she said “Do it.”
My ass started to spread and my mouth opened. The picture of the slut became more apparent, it didn’t just look like me; it was me. The dick I was holding throbbed between thrusts into my mouth. I realized what was going on. Taking the dick out of my mouth, I started to get up, to get away. But the hands held on, two on my hips, and two on my head. The cock placed back into in my mouth was real and the one in my ass just as real.
I heard my girlfriend tell me everything was ok, but it was the deeper inner voice that had me stop struggling. I wanted this.
“Stop it bitch, we know all about you. Just enjoy it. Your girlfriend over there is snapping pictures of you right now, just like all the other pictures she showed us.”
The second voice from behind me also spoke “You’re just another white slut. You’re woman took black dick before and now she wants you to as well. Personally, I think you should thank her, unless you want us to stop.”
Both cocks exited from my body. I could still feel the one dick inside my ass twitching, pressing against me, ready to thrust into me again. The other dick was taken out of my mouth, giving me the chance to answer. I still had it in my hand; I didn’t want to let go.
“No”, my breath was raspy.
“No what baby?” she asked again
“Please fuck me.”
“But, I’m not fucking you baby. You’re begging for two men to fuck you. You know that, right? Two big black men, but they can go home, they don’t have to stay.”
“No, please.”
“Please what honey?”
“Please, let them fuck me, just fuck me.”
“No, I don’t think you want it” was the reply, but I didn’t give them a choice I pulled the dick that was in my hand back into my mouth and pushed back allowing the second cock to slide back in to my waiting ass.
Slut, whore, and sissy were just some of the words said to me. My blood flowed quicker and the fog lifted. Everything was crystal clear. Whatever drug my girlfriend put in the wine was out of my system, well enough to know I was sandwiched between two black men and I was enjoying it. They must have been enjoying it too, because I could feel the one explode in my ass and the other into my mouth, but not much. He pulled out and the rest came all over my face. My girlfriend came in closer taking more pictures with her phone before licking the cum from my face. Once done, she spoke again. Her hand still on the phone recording, while her other hand was fingering herself.
“Do you want more? Do you want to continue being my little faggot? Does it turn you on to be my little slut? Isn’t this what you craved? Is it all you ever dreamed?”
I whispered “yes” into her ear and before she slid the thick black dick in my mouth, I whispered back
“Next time, it’s your turn.”