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After 50 My Sexual Awakening And My Road To Slut Hotwife And Prostitute Status Pt 2

As usual, we met at a restaurant. When this strange man walked up to me and introduced himself, cuck knew to keep cuck's mouth shut. The man and I sat next to each other in the semicircular booth and he immediately started to finger me under the tablecloth. I kept most of my excitement hidden from the cuck but when I orgasmed, the cuck knew. The man whispered to me to go tot he ladies room and return holding my undies in my hand and all I could do was obey. I went tot he ladies and was relieved to find it a single occupancy bathroom and I stripped. I had on a pullover bra, black stretch lace, garter, stockings, panties under a long sit skirt and white sheer top. I took off all my undies and stood naked int he bathroom thinking how far I had come. Per his instructions, I wiped my pussy slit with my undies to scent them. Then I snapped a selfie. Finally, I put on the skirt and top. I looked at myself in the mirror and say my dark nipples showing and when I put on the skirt, instead of buttoning several buttons on the slit, I just buttoned the waistband. I had no idea of how much I was showing off on the walk back but the undies in my hands were visible and I felt eyes on me but didn't look at anyone but my lover and my cuck. OMG, the cuck was sucking my pussy juice off the man's fingers!

I don't really remember much of the evening in the restaurant nor the ride to the Man's apartment. The man and I sat int he back seat and he had me blow him as cuck drove. I love cock in my mouth but I rarely if ever take cum in my mouth. In fact, I pretty much only take the cuck's cum in my mouth when he is especially good a fulfilling my needs and making a faggot of himself and then, I always shotgun it back. But the man held my head and moved it up and down to pleasure himself, masturbating with my mouth. WIth not a word of warning and just a tightened grip to give me any clue, he blew his load in my mouth and told me to keep it there. I sat with my face buried in his crotch and his cum in my mouth as he gave the cuck the final instructions to the apartment. When we got to the apartment, he showed cuck where to park and had me go and kiss the cum to the cuck. I was bent over and felt the slit fall open and knew I was exposed. After the cuck drank down this strange man's cum, we were told to walk behind him to the elevator. When we go to the elevator, there was a couple who knew the man and they saw me in my state of dishevelment and with my tits on display thru the top. I am sure they could smell the man's cum on my and cuck's breath. They cot off the elevator and as soon as they did, the man stuck his fingers in my hot, sopping cunt and then stuck two fingers up my butt. I yelped and he just said "You're my slut tonight" He walked up to his door with his fingers in me and I was excited, humiliated and in a touch of pain. This was all so new.

He opened the door and we entered. He had the cuck take his pants and boxers off and lick his cock clean. The cuck did so, the second man's jizz he had in his mouth. Next, the cuck put a condom on the cock with his mouth. The man still had his fingers in my butt and it was getting a little more painful as only having my vaginal juice as lube, it was drying up. The man walked me over to the couch where a towel was spread over the arm. He bent me over and I knew my virgin to mancock status was about to end. He had a bottle of lube on the couch and tossed it to cuck and told the cuck to lube up not only my ass, but cuck's. The cuck fingered my butt until I said I was ready and then he put a layer of lube on the man's condom covered cock. I had had it in my mouth but it wasn't until then that I realized it was probably the biggest cock I had played with and was much wider than his two fingers or the dildo the strap on lady put in my ass the only time I had had penetrative anal play.

The man now forced me over and I could only use my hands to keep my balance as he pulled at my thighs and had me off the ground. His cock was stiff and pointing upwards and he moved my butt until my asshole was just touching his tip. He let me down and forced his way into my ass as I screamed. It hurt but I was getting off on it. I don't know if it was the pain itself, the sluttiness of my actions or just the feel of his big cock in my tight back hole. In any case, he was quickly in all the way and just wiggled his hips so his cock stretched me further.

He then took my hips and used them to raise and lower me on his dick. My clit was rubbing against the towel and I knew I wasn't going to keep from cumming for long. He held me perfectly so my head was slightly below my butt, my clit was on the towel and his cock pistoning in my ass. I felt my ass open and then I started doing kegals so as to grip him tighter. At that point, he laughed and started slapping my ass hard and pulled my hair. I was screaming more and more,from the pain, the assfuck and the towel action about to make me cum. He told me to cum like the slut whore I was and I did. I am not sure if he just could feel my impending orgasm or if his command set me off, but cum on command was what I did. And my usual flood of juice was actually a squirt. I started crying as my orgasm flooded over me and fell limp and he mercifully let me go and pulled out of my butt.

He pointed to his cock and the cuck put a fresh condom on the cock that had just introduced his wife to ass fucking. He pushed me off the arm of the couch and I fell to the floor limp. Cuck took his pants down and the man laughed at his panties. Now cuck took my place and later told me the wet towel was the best part. The man asked me if cuck had ever been a real faggot and took a cock up his butt. I said no but now was a good time to begin. The man tore the cucks panties to gain access to his sissy faggot cunt, grabbed the cucks thighs and lifted him as the man had done to me. But cuck didn't have the benefit of multiple orgasms to relax him and when the man dropped his sissy cunt on the large cock, cuck yelped and struggled to take it all. The man said yep, that's gotta be virgin cunt, it's so tight. He fucked the cuck and as I recovered, I took more interest int he spectacle. The man was grunting and groaning and I thought his orgasm was about to happen and it did. He bellowed as he shot his load in the condom.

When his spasming calmed down, he pulled out of the cuck's cunt and turned to me, pulling me by the hair as he dragged me over to a heavy chair. On the table next to it were a paddle and a hairbrush. Over his lap, the man tore my skirt off! I felt his hand come down on my ass hard. I couldn't believe I was getting spanked so hard and that I loved it. I felt an orgasm building just from the spanking and the thigh rubbing that is caused. As I cummed hard, he picked up the paddle and started in with that. If it hurt before, now was much more intense. The second orgasm hit me as hard as the paddle and he kept on paddling me till my ass felt hot as fire and I was bawling my eyes out. When he thought I had enough, he told me the hairbrush would hurt "like a mofo" and would bruise me for a week at each stroke. He told me 10 seemed right. The ten stroked felt unreal. I screamed and arched every muscle in my thighs and back in pain. I couldn't count but finally, he said "that's 10" and the spanking was over.

My cuck and I were a mess and the man just told us to leave. I grabbed my skirt and wrapped it and tried to button the lower buttons but the man just ripped them off and said no whore, walk naked to the car. He grabbed us both and walked us to the door with the cuck trying to get his pants up and me trying to hold the skirt over my naked nether regions. He opened the door and shoved us into the entry alcove where we made ourselves as presentable as we could. We walked to the elevator glad we didn't meet anyone, but when the elevator came to a stop on the floor, there was a couple in it on their way down to the garage. They gave us a look of I don't know what: disgust or leering lust. cuck took me to the car and we drove home. I was so exhausted and had cum so many times and so hard I fell asleep without allowing the cuck to cum before I did. In fact, it was three days before I felt well enough to let the cuck cum on my ass and lick his jizz up. And what a huge load it was.

In the following days, I reflected on my submission and the humiliation of the experience. Where was this going?