Recently I've become obssessed with stealing and wearing my friends wife's panties, every time I'm over she leaves them on the floor. Last time she left them on the kitchen counter and she's always bending over in front of me showing me her whale tale. I went over to there house to help trim out a bedroom last week. Know one was there so I borrowed a pair and as usual I was rock hard, they had a netting material see through pink front, thong. I put them on and started masturbating. I turned around and there was his wife smiling, she came home from work early and here I was. "Don't go anywhere and leave those on or I'll tell everyone what a sissy you are," I wanted to leave but I figured what could be worse. When she came back, she is 5'8 pale skinned natural D cup, she works out constantly and has a firm tight ass, I was speechless. She was wearing thigh high leather boots, a cupless braw with a clamps on her nipple's and chain conceding them. She had a black leather thong on and something I couldn't make out in her hand, she walked in pulled my still hard cock out of her panties, she began giving me the best blow job of my life but ribut before I could cum she stopped. And then I noticed what was in her hand, I'm 6'1 athletic build my cock is 8'5 fully erect and thick, she slid on a harness and turned around, she had a 9' black strapon hanging from it. I protested but she knew she had me, she told me to turn around and grab my ankles. I didn't want anyone to find out, so I did as she commanded. She lifted it between my ass cheeks and teased for a while and then started to slid it in, it hurt at first but then it felt pretty good, she reached around and started to play with my cock. It didn't take long and I was ready, she pulled out and commanded me to her bedroom and to lay on my back. Again she teased and then began to thrust in and out of me, I played with her tits a while and she grabbed at my cock, she hit my prostate and I could no longer take it, the most intense orgasm I've ever felt overcame me, stream after stream of cum shot from my cock she slowed her pace and pulled out. She tape my balls with her hand "Well now that those are empty," she pulled the harness off, "I can get back to work, clean yourself up, if your good maybe next week you can fuck me." I've been at there house everyday at lunch time waiting in her panties.

Posted once before but, was unreadable... So here's my confession again. ...

My girlfriend and I had been dating for several months now, we have been open sexually with each other from the first night we got in the sack. Both bisexual and experienced with the same sex and opposite. We tried doing swapping but didn’t meet our needs. So we went for the gusto. Met a nice young, attractive couple (Josh and Kelly) for dinner and drinks. Both nervous about it all, nothing happened the first night.

We invited them over for drinks at our place. Started off with some suttle drinking games like truth or dare jenga (personal favorite) and then strip beer pong. During the first few rounds of jenga things escalated quickly. The girls made out once, each couple swapped spit with the opposite partner. Then my girl got it going. She pulls a dare block, asks who is ready for some cock sucking, josh jumps at the sound. So she dares him to suck my cock. He happily complied, it felt amazing having a man suck me in front if my girl. As the night progressed on we got more touchy with one and all. My girl and I orally pleased both josh and Kelly, josh and I got bjs from each others girls.

Then we took a small break by playing naked dance central. While the girls was playing I couldn’t help but play with my cock. Josh sitting next to ne followed suit, I decided to get the party started. I grabbed joshs cock and started stroking, he repaid the gesture. And then his move, started sucking me again. Soon we was in a 69, this stopped the ladies dead in the game. They watched for a while as their men sucked cock, they probbed our assholes with fingers and then dildos. I got horny as fuck and wanted a cock in my ass. So I got on all fours and told josh to ram his big fat cock in me. As he was plowing my ass in the living room floor the ladies turned to each other and went into a 69 of their own.

Next thing we know my girl suggests we move to the bed; I stop and do a quick clean up, as I come out she is getting railed by josh with Kelly on her face! I just watch for a minute stroking my hard cock. My girl tells me to stop wasting a hardon and grab someone, so I grab Kelly off her face and fucked her side by side with josh and my girl. I only go a few minutes before I feel my cum building up, so to make this great moment last longer I stop and tell them let’s switch out, I lay on my back and invite josh back inside my ass. Which he happily shoved his big cock back inside me. My girl just giggles she’ll be back. She comes back with her strapon, and grabs josh by his hips. Now josh is in the middle, getting his ass pounded while he fucks me. So as to leave nobody unsatisfied during the event, I pull Kelly on my face. She cums quickly at the site of her man in the middle of a fuck sandwich. Her pussy juices were thick and flowing hard core. Someone was stroking my cock (josh and Kelly both were I would find out later), soon josh starts moaning he is about to cum. The ladies debate where he will go, we tell them its at their wishes. No time, he pulls out and cums on my stomach/chest/ and face. Now I needed to cum, my girl jumps on my cock and rides for a few seconds. Then she puts Kelly on me, told me to fuck her hard. I pounded for a few minutes till I was ready to cum. Pulling out my girl takes in my load and we snowball (something we both enjoy and do regularly, especially on road trips…) That was last fall. Since then we have done the foursome thing a few other times, and had even more one on one sessions with either josh or Kelly separate from one another. Loving the swing life.

Recently i poured my heart out to my mom that i had a crush on her and that i found her to be very sexy. She asked me if i was joking and i said no, Then she said she didnt know what to think and sat down on my bed as i stood next to her with my heart pounding and my hands shaking. She then looked at me and ask what i found so sexy about her and i said "Your amazingly huge tits (42 DD) and your big jiggly ass" she then pulled her tits out and teased me abit before standing and rubbing her ass against my already bulged out pants making me answer a few questions that were embarrassing and hard to answer and she said if I got one question wrong she was going to tell everyone what a pervert i was. I was extremely turned on at how much of a sadist my sweet old mother was. So after i answered the question she pulled my throbbing meat out and made me swear that i would be her fuck toy (which i more than happily obliged of course) then we began having sex, it was pretty normal at first until she sat on my face and forced me to lick her sweet pussy. She laughed and grinded on my face and once and awhile let me breath before she finally let me penetrate her pussy. With me being a virgin and incredibly nervous, needless to say i didn't last long and i didn't pull out so she decided to punish me by spanking me (which almost made me cum again) then left the room with out a word then came back with a nicely sized, thick, white flesh colored strapon and proceeded to pound my perverted boy pussy raw. My sexy,Sadistic, and dominant mother told me i was her's from now on and made me dump my boyfriend to become her bitch. I would of gone into more detail of our 2 hour long adventure but my mistress wanted me to come back and lick her beautiful feet! Age me 20 Mistress (A.K.A mom) 44

My girlfriend and I recently just started swinging. I'd love to have my ex wife join her and I. I'd love to watch my gf take a thick strapon and fuck her ass. Make her cry out like the whore she is. Then I'll cum in her pussy

This is me a few years ago with my clitty locked, my ass plugged, in slutty lingerie, waiting for a gorgeous young black girl i met online to come over. She said she was into dominating and owning a sissy slave boy and would be taking the keys to my cage with her and would use my desperation to cum to make me into anything she wanted me to be.

I was dressed in a black, lace teddy, fishnet thigh high stockings, a modest pair of black heels and most importantly, a big black butt plug, trapping a few ounces of cumlube in my boypussy. I had given myself an enema and restricted my diet, so my hole was extra squeaky clean.

As soon as she came inside, she took one look at me and said "good, here, take these." and handed me 3 pills. I recognized the bar of xanax and what looked like viagra, but Before i could ask about the other one, she grabbed my wrist, pulled me into my room and shoved my onto my bed, face down. I swallled the pills, and figured I'd taken much more than that before.

"Dont fucking move." She had already noticed the cuffs at the corners of my bed and restrained my wrists and ankles. She reached under my caged clitty from behind and gave it a yank, so she could see it from the back, between my legs, and thats when she noticed my plugged ass.

She gave it a few solid smacks, and asked, "How long have you had this in your pussy?" As I opened my mouth to tell her, she grabbed the base and yanked it out of my asshole, which was incredibly painful, enough to make me scream a humiliating, girly squeal. I heard her laughing behind me... I was genuinely in so much pain, I had tears running down my face, and i could feel my hole convulsing, stretched wide open, with warm cumlube pouring out. She assured me that the pain would be temporary, and said something about being addicted to her big black cock. I was only able to mumble, "mmmhmmm."

She stripped down to her panties at the side of the bed, and teased me while I watched her rub oil all over her smooth, perfect, chocolatey skin. The scent was intoxicating, and soon I forgot about the pain in my boypussy, and tried to reach my strapped down arm out to her. I cought the waistband of her Thong, and as she backed up, her panties came down her hips a bit. She chided me and told me boys like me dont deserve pussy.

I whined, and continued to stare desperately at her beautiful glistening body, perfect round tits, proportional with an ass that id let suffocate me... legs that lead right up to a lean, panty clad groin..... my clitty was throbbing uncontrollably. She then stepped onto the bed, straddled my gaping, lubed up asshole, and said, "Pussy boy sissies like you will never get pussy again, not now, not ever. Do you understand?"

I nodded, and wiggled my ass to her, and she said, "From now on, you belong to Big Black COCK," and after a few suspiciously warm and fleshy feeling smaks around my cheeks and hole, I could feel the pills kicking in... I felt like a cock hungry whore willing to do just about anything to get off. I could feel myself slipping into a sedated, obedient, slutty mindset, and my whole body felt like it was glowing, with a soft, warm, buzz. My mind was escaping me, leaving my body to be nothing but a fuckhole sex toy for the woman on top of me, teasing my ass with her fingers and pouring copious amounts of slimy stringy lube directly into the gaping boyhole.

Then i felt a few more teasing, fleshy smacks against my hole. With what little coherence i had left I remember saying in my head, "thats one realistic dildo... mmm" and i could imagine a throbbing, girthy, veiny BBC, breeding my cunt like a real girl, trained only to cum from being fucked, serving only black cock, for the rest of my life.

Without warning, she shoved the entirety of apparently, her 11" Big Black DICK—NOT a Strapon, Not a dildo—SHE WAS A TRANS WOMAN. I had never been with a guy, and was never turned on by men or boys, and it was making me so horny and confused that I liked this... a lot.

That was her DICK tapping against my ass. A REAL PENIS. Unlike my useless caged nub, she was endowed by the Gods, and I could FEEL IT. I actually liked it... I mean, its gotta be better than a dildo, right? Why use cold, hard rubbery plastic when you can have the real deal? Well, this was the realest fucking deal I have ever made. She got to know me as a woman, and had all the aspects and traits of a beautiful, sexy, charismatic black woman, but she had a dick... And she was having her way with my helpless, intoxicated, submissive body, raping my wet, hungry fuckhole with her long, thick COCK.....

And I was in heaven, I could feel the sensation of tingling buzzing warmth, head to toe, and felt her giant BBC directly penetrating almost a foot inside me, while every inch of her massive Dick made full contact with my P-spot every single stroke.

She wasted no time, and was already fucking me at full speed, pounding my lube-filled, sloppy, gaping wet boypussy, with her grabbing me by the back of my neck, forcing my face into the bed and spanking me repeatedly. She called me all the degrading, derogatory, humiliating names ive ever heard, and then some. I felt like my entire existence was about to change forever, as she dangled the keys to my cage in front of my eyes, and told me my useless clitty is never going to be used again, and that had better learn how to have anal orgasms because that's the only way sissy slaves cum.

The viagra made my clitty strain against my cage, and i could feel a distinct stream of cummies pouring out of the tip, with more and more every thrust. The sedating effects of whatever else she gave me caused me not to notice i was moaning and saying, "yes...... yess...... fuck me........mmm"
I felt her change angles and alternated between slow, forceful thrusting, to deep, rapid short strokes of her giant cock, and I felt a strange feeling in my clitty and boyhole at the same time.

It grew into a feeling like I had to go to the bathroom, and I panicked, but I knew I didnt have to, and had just had the enema.... then it turned into a throbbing, pulsing sensation inside my ass, right behind the base of my clitty.... She was fucking my asshole relentlessly, and the sounds of her meat penetrating my pussy were like a trance. She noticed my throbbing boycunt, tensing up and spasming, "Ohhhhh who's a good gurl? Are you gonna cum, babygirl? Hmmm? You gonna cum like a slut for mommy's BBC? If you do, you're never going back to normal. You got that, bitch?"

I was too overstimulated to reply, and suddenly the sensation exploded within my inner asshole, sending waves of orgasmic ecstasy to every inch of my body. I had tunnel vision, and all the sounds around me morphed into one continuous, godlike aural sound, while i was left helplessly convulsing with my arms and legs strapped down, and i could feel a non-stop burst of cum being shot out of my clitty, squirting all over my bed and pooling between my legs, as I gave in to the single most intense and surreal full body anal orgasm, which seemed to go on, and on, and on, and on...

To this day, i have no idea if it was 60 seconds, or 60 minutes. I came so uncontrollably with a Trans Woman's BBC literally fucking the cum out of me while my mind melted, sedated and rolling on some Molly-like drug at the same time, while being forcibly aroused by viagra, making my clittly feel so tight and confined, throbbing and spurting cummies all over from within its cage, while the keys dangled from her neck, and she reminded me of the fact that I'd be chasing this experience for the rest of my life, and that she and her BBC were my only hope, and my primary goal in all of life, and wouldn't have it any other way!

I broke up with my girlfriend about 6 months ago. I have fucked 5-6 different girls since then, a couple of them on a somewhat booty call. I am into kinkier things and most of the girls have been a little kinky but not nearly as much as my ex.

I love being dominant...spanking girls, fucking them hard, usual stuff. Recently my ex texted me out of the blue and within about 2-3 hours of texting she tells me she wants a casual fuck buddy and wants to know if I am interested.

We didnt have a nasty breakup so I was all down for it. We just didnt work but the sex was amazing and she was really kinky. Even thought I normally like to be dominant, I did occasionally switch with her..like letting her toy my ass and fuck me with a strapon. It makes me cum really hard.

So we met up this weekend, had a few drinks and went back to her place. She took off her dress and she was wearing the sexiest lingerie and heels. I spanked her cute ass and fucked her like I owned her. We both came a few times the first night and passed out together.

The next morning I wake up to her wearing a cute pair of panties and a strapon. I felt something different and looked down to see my cock was locked up in a chastity cage. WTF! She giggled this cute but evil laugh and said I was going to be her bitch that day. She said she would let me fuck her as soon as I could cum with the cage on.

I got really turned on while she lubed up my ass and my cock strained against the cage.
Her strapon was nice and thick and she fucked me really hard. She teased my cock in its cage as she fucked me which made it hurt even more as my cock tried to get hard. After about 15 minutes of her fucking me I finally started to cum in the cage and it was very intense and different than any other orgasm I have had.

She pulled her strapon out and bent down to start licking cum off the cage and sucked the whole thing into her mouth. She had the key on her necklace and unlocked my cock. She took off the strapon and straddled me, putting my cock inside her panties and started to slowly grind her wet pussy on my cock which made it hard very quickly.

She said that if I wanted to keep fucking her that I would have to wear the cage all day on the days we were to meet up. I quickly agreed and she slid my cock inside her pussy and rode me until I came inside her.