Best friends scince kindergarten True story
- 4 years ago
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Best Kind Of Surprise free porn video
Ever since Todd had learned I have dated other women he has been hounding me to have a threesome. I am into the idea but neither of us knew any women who we would want to join us. We have talk about getting an escort but just nothing has come of it yet.
Well looking on our local Backpage I was always drawn to the TS ads. I've always thought trans women were beautiful and alluring. The combination of the femininity of their curves and the masculinity of their cocks is just so incredibly sexy. I would often fantasize about having a threesome with Todd and a Trans woman.
The idea of watching him fucking her, with her tits bouncing as she rides his cock, stroking her own. Going down on him with her well I play with her cock would get me so excited my panties would get soaked. This would usually follow with a a passionate fuck with Todd. He would always comment about how great our sex was after we looked at the escort ads, never truly knowing why I was so turned on.
We always have had a great sex life, pretty open and adventurous, at least compared to other couples we knew. We had an assortment of toys, everything from vibrators and dildos to prostate massages and Fleshlights. I always loved watching him masturbate and he loved watching me. We watched porn together and although I had been open about all my other fantasies I never told Todd about the Trans one.
One day Todd called me well he was at work, he had forgotten his laptop and wanted me to email a document to him that was on it. When I opened it, the first thing that popped up was a screen with porn on it. Not just the gang bang and double penetration porn I would have expected but sissy porn and cuckolding.
I tried not to gasp as Todd rushed me to find the document, making sure to not close that browser. Luckily Todd was so worried about hitting his deadline he hung up the as soon as he had received the email.
I started watching the movie that was up after I grabbed my vibrator. It was about a guy who tries to steal from a clothing store. Two very sexy retail worker, one wearing a tight black satin pencil skirt, with a white sheer blouse and a black bra. The other in a leather pants that looked painted on. A black blazer that revealed her perky tits underneath a mesh top.
The video started with them forcing him the strip, when he took his pants off not only was he wear red lace panties, he cock was hard. The women mocked him because of his panties and how small his cock was. He took his panties off when they instructed him to do so. Ordered him to stroke, what they called his sissy clit.
They used clothing from their store to dress him. He had to put on pink satin panties, a black garter belt, with hot pink fishnets and a black leather bustier that clinched in his waist giving him a feminine figure. They gave the sissy a red wig about shoulder length hair. Made him put on hot red lipstick, thick black eyeliner and light pink eyeshadow. He was incredibly slutty looking.
Fuck this was one of the hottest videos I had ever seen. I had no idea Todd was into such kinky porn. I had already cum three times rubbing my clit with my vibrator. My pussy soaking wet, I got my biggest vibrator, that I had only been able to fit in on two other occasion, it slid in my pussy with little ease because of how turned on I was.
As the movie continued the one woman in the leather pants got a strap on and made the new sissy bitch get on his knees and suck it off. She wasn't impressed and grabbed his head back ordered him to spit on it and fucked his face. The sissy's lipstick was a mess and eyeliner was smudged, making him look even sexier. Although the sissy acted like he hated it, his little cock was rock hard and he was rubbing it any chance he got.
This was when the movie got really good, as the woman with the strap-on finished fucking the sissy's mouth the woman in the satin skirt came into view, rubbing the front of her skirt showcasing her own big hard cock. The sissy unzipped the skirt carefully from the side zipper, rubbing the cock as he did so. As the skirt dropped a monster cock popped up.
Right at that moment I came harder then I had ever cum in my life. Realizing my amazing, sexy, kinky, boyfriend was into Shemales made all the blood rush to my pussy. My orgasm lasted for two minutes. After I regained my composure I came up with the best idea I had ever gotten.
For the next few days I was on Backpage everyday, looking for a prostitute. One with big full lips, perky breasts and most importantly a big hard cock. Because I wanted it to be perfect it was about two months before I found Stacy. She was 23, 5'8, 36C, and 9” cut, blonde, the sex appeal leaped from her pictures.
It happened on a Friday, Todd was going out with some friends but I told him we had breakfast plans and not to be out too late. I had told Stacy my plan and she was into it. She loved being dominate, as well as understanding that it was both our first time, and a surprise for Todd. On the phone she made me fore comfortable and confident, I knew that she was the perfect choice.
Of course I was nervous but I did a bit of snooping, just to make sure the one video wasn't just a flake. His search history was full of porn I had knew he was into, ones we watched together, and lots of Femdom and Shemale videos.
When Stacy got to our place I opened the door and she was even more beautiful in person. She had her long blonde hair very straight and sleek, deep red lipstick,her blue eyes popped with the smokey eyeshadow and porcelain skin.
I texted Todd asking when he expected to be home because there was a surprise waiting. He said he was on his way so I sent a picture of Stacy and myself after we had a make out section. Her lipstick smudged on my mouth. He responded by asking if it was what he thought it was and I said yes.
When he got home he burst into the bedroom where Stacy and myself waited. He stopped as he looked at us. Her in a skin tight black latex dress, with thigh high boots, and gloves. Myself in a satin red and black merry-widow, with black fishnet thigh high stocking and red pumps. My hair was in a messy bun, with smokey eye makeup and red lipstick.
Stacy told Todd to stop and that going forward he was our toy, having to do whatever we said and whatever we wanted. She provided him with a two safe words one to slow things down and another for a firm stop of what was happening. He nodded looking at me smiling ear to ear.
Stacy told him to get on his knees and show his appreciation to me for this amazing surprise. He shuffled over to me kissing my hand saying thank you.
“Sit on the bed. Do not touch yourself. You must ask either Stacy or myself if you can. No matter how much you want to, if we say no, you can't. Otherwise we stop, and you wouldn't want that now would you?” I felt incredibly confident bossing my normally stubborn boyfriend around.
Stacy came over to me started kissing me, “do you want to see us touch each other, kiss eachother, fuck eachother?”
He just nodded his head. We continued to kiss passionately and she started caressing my body, focusing on my ass and my tits. Stacy started playing with my clit, making my pussy wetter then it already was. She led me to the bed and I laid down beside Todd, “You need to show her how you make me squirt.” He did do eagerly pulling down my black satin panties. He made me squirt withing a minute, some got on Stacy's dress and she made him lick it off. Watching him be so subservient, was amazing and used for many future masturbation sections
Stacy then started eating me out until I was just about to squirt again and she had Todd finish me off again. I sat up and told Todd I would love to taste Stacy myself.
Stacy looked at Todd and scoffed, “Here we are looking incredibly sexy, and you... don't. I think you need to know how much work it takes to look as good as your girlfriend does on a daily basis. She told me about how you bitch about her taking too long to get ready.”
She got a bag we had put together earlier. Todd opened it and looked shocked.
“Well bitch, we don't have all night, go put on your outfit. Me and your sexy girlfriend are going to enjoy some champagne” Stacy demanded.
Todd came back from the bathroom, we both started to laugh. He could barely walk in the 3” heel, the black bob styled wig was, a mess. As I fixed the wig Stacy put light pink lipstick on Todd. The lipstick matched the frilly french maid dress. The only thing that was missing was some satin panties, which I picked off the floor and tossed to him. They were still wet from my pussy juices.
Todd hadn't noticed the bulge under Stacy's dress but he did now. It took a minute for him to realize what was actually happening as I kissed the hard cock through the latex. Todd was kneeling beside me at eye level as I squatted in front of Stacy.
I looked at him, “Do you want to see this? Do you want to see me take this incredibly sexy woman’s cock in my mouth?” He slowly nodded.
Stacy unzipped her dress and I helped pull it over her hips. She stepped out of it she was completely naked besides her boots and gloves. She rubbed her cock, as I teased it with my mouth. Slowly it made it further and further into my mouth. Looking Todd in the eyes as I gave the best blow job of my life. Her cock felt so good in my mouth, feeling it get harder when Todd begged for the third time to be able to stroke his cock.
She laughed “Yes, you can stroke that sissy cock”
Stacy guided Todd to his feet and I took his hard cock into my mouth. Going back and forth between them. Spit dripping down my chin as I did. My pussy juices were dripping on to the floor, I had never been so turned on. Stacy order Todd to go the other side of the bed and I climbed on top on my knees. I told Todd to watch my face as her huge cock filled my pussy. She fucked me hard, and fast well telling Todd how big she felt. She truly was the biggest cock I had ever had, not just in length but thick, as thick as a pop can. Todd begged to be able to touch his cock, I said no.
“Go watch that cock fill my up, taste my pussy off of it.” As soon as the words came out of my mouth Todd's eyes grew. He quickly knelt beside Stacy and opened his mouth.
She guided her hard cock into his mouth, as I squatted beside him.
“Now cover your teeth, baby. And open your throat. Lets get that cock as far down as we can. I know much you love deep throat.”
Todd was gagging as he tried to take as much as he could. I tried to help show him how to do it. We both kissed and licked Stacy's throbbing cock. Stacy moved to sit in the bed I straddled her with my back to her.
“Suck those balls as I ride this cock, suck them as she cums deep in my pussy. Then fucking clean my pussy of her cum!”
He did everything as instructed, I came when Stacy did and then again as Todd licked out all the cum. I was spent, and so was Stacy. We laid in each others arms catching out breath giggling and kissing. Todd stood up mouth full of cum.
“Well I guess you want to cum hey?” Stacy said with an inconvenient tone. “He has been very good, maybe we should give him a treat. Don't you swallow that cum.”
Stacy bent over in front of me and I began it lick her ass using my fingers the help relax her tight hole.
“Come spit on her ass, lets use her cum and mine as lube.”
I guided Todd's cock into her ass. Watching both their faces in the strategically placed mirror was pure heaven.
Todd only lasted about 3 minutes. But he came hard. So hard I was almost a little jealous because he has never cum like that with me. But that faded quickly as he grabbed me and kissed me passionately, professing his undying love for me.
Stacy sat up looked at us and with a huge smile said “Fuck I love my job.”
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