Vanessa And Ken's Second Date free porn video

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It had been a couple of weeks since Ellie and had our little trysts with Derek and Ken, and I couldn't stop thinking about it. As much as I loved being with Ellie, there was something magical about that night with Ken. We had talked about it, and I downplayed how wonderful it was to make love to Ken. She told me that she enjoyed her night with Derek too, but she didn't really seem to make a big deal about it.

I wondered if she was downplaying it too, but part of me didn't even care. Maybe she was still thinking about Derek, but I was thinking about Ken. It was taking all of my restraint not to call or text him. This was supposed to be a one-time thing, but we exchanged numbers anyway.

Then one day I got a text. It said, "I can't stop thinking about you. Let's meet." I was shocked, and I didn't know how to respond. I never wanted to hurt Ellie, but my desire to be with him again was too strong. I sent him a message back that said, "I can't stop thinking about you too. I need to be with you again. Where and when?" We went back and forth for a little while until we decided that a good time to meet would be a Friday night when Ellie would be out with her girlfriends. I told Ken he could come to our place, but he would have to be gone by 1 am the latest. Plenty of time for us to have some fun.

On the days leading up to our date, I bought myself some new clothes so I would be all ready to get dressed up for him. When the night arrived, I said goodbye to Ellie for the evening and went for my stash of clothes. I laid everything out and hopped in the shower. After shaving all my body hair off, I jumped out, dried off, moisturized, and was ready to get dressed. I slid on a nice new pink Victoria's Secret thong followed by a pink garter belt, and bra.

Then, I opened up a brand new package of nude stockings and slid them on. I always liked the combination of pink lingerie and nude stockings. Next, I put on my new blue dress. It was short sleeved and came down to just above my knees. I wanted to be flirty, but not too slutty. Not yet anyway. I sat at Ellie's makeup table and took my time making my face as pretty and girly as possible with sexy, smoky eyes, and light colored lipstick. Then, I put on a long blonde wig and sprayed myself with Ellie's perfume. My five-inch high heels were the last touch, and I was ready for company.

I sipped a martini waiting for Ken to arrive. I was nervous, and when the doorbell finally rang my heart jumped. It was racing as I answered the door. He stood there looking sexy as hell, and I invited him in. He gave me a kiss on the lips to greet me, and my heart jumped again. I got him a whiskey, and we just sat and talked for a little while. We talked about likes and dislikes, politics, and some past relationships. He had been an admirer of sissy girls for a long time, but he only recently worked up the courage to meet with one. I was only the third he had been with, and he was realizing that he liked it better than being with a regular girl.

After some time passed, we both seemed to be getting anxious. He moved a little closer and put his arm around me. I took the hint and moved onto his lap. He kissed me slowly and deeply and put my arms around him. We made out for a little while enjoying each other's lips and tongues. I could feel his cock getting hard beneath my ass.

Then, I felt his hand moving up my skirt. He started stroking me through my panties, and I kissed him deeper. His mouth moved to my neck, as his hand pushed my thong aside and his fingers started playing with my little hole. He licked his finger and pushed it inside of me. It felt so good to feel his big manly finger inside my little boi-pussy. I moved my hips with his fingering and kept my lips locked on his with our tongues massaging each other.

He whispered in my ear, "You're so fucking sexy. I want to make love to you Vanessa."

I couldn't handle much more. I stood up and took him by the hand to lead him to the bedroom. Not a second passed before he was kissing me again, groping my ass and legs. My arms held onto him tightly, and then my hand moved down to his hard cock, bulging through his pants. He took off his shirt, revealing his sexy, muscular body, and I unbuttoned and unzipped his pants. He took them off, leaving just his underwear and that giant bulge of his.

I got down on my knees and slowly pulled his underwear off, revealing his beautiful shaft. I looked up at him, smiling, and then I gave it a little kiss. Then, a lick, and then another couple of kisses. He moaned as I teased him with my mouth. I licked around his shaft and tongued his balls before finally engulfing his entire cock into my mouth.

"Oh god, Vanessa, yes!" he cried out as I sucked on his cock. As my head bobbed up and down on him, my tongue flicked the head of his dick, and I played with his balls with my hand. He put his hand on the back of my head and moaned louder. His hips began to move to meet my mouth. He was fucking my mouth and I was loving it.

"I need to fuck you, Vanessa," he moaned.

I looked up at him, still sucking his shaft, and kind of batted my eyelashes at him. I stopped and stood up to kiss him again. He led me over to the bed and laid me down. He laid down next to me and kissed me again as he began to finger me. Then he moved on top of me, spit on his hand, rubbed it on his cock, and placed it against my pussy. For a few moments, he just rubbed the head against my hole, teasing me. I loved it and it made me want his cock in me more than anything in the world at that moment.

"Oh god, I need you. Fuck me, Ken. Put your cock inside me," I cried out.

He slowly began to push into me so I could feel every inch. I moaned like a little bitch until I felt his balls against me. He kissed me again and then started to slowly and deeply pump his cock into me. My legs were up as far as they could go giving him total access to my sissy hole. I could feel him hitting my prostate with each stroke and it felt so wonderful. I wrapped my arms around him as he fucked me deep and hard, bucking my hips against his strokes.

"I want to make you my girlfriend, Vanessa," he whispered in my ear as he kept pumping into to me. "I want you to be mine, and call me your daddy."

I moaned and yelled out, "Yes, I'm your girl, daddy! I'm your sweet sissy girl!"

Then, I started to feel an urge to cum that I couldn't control. He was hitting my prostate just right, and my cock started to spurt without even being touched. My cum shot all over both of our chests and we could feel it on us as he kept fucking me. Then, he couldn't wait any longer and his cock began to pulsate as he buried his load deep into my boi-pussy.

He kissed me again with his cock still inside of me and I put my arms around him. As he moved aside and put his arms around me and held me tight, he said, "I meant what I said. I want you to be my girlfriend."

I thought for a moment, not knowing what to say. What about Ellie? What should I do?

"Have you thought about hormones?" he asked. "I would love for you to move in with me. You could start hormones and maybe get some breast implants. You would be so fucking sexy as my shemale girlfriend."

We talked some more and decided we would think more about this. We set up another date, this time at his place where we didn't have to worry about Ellie coming home. I couldn't wait.

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Vanessa’s phone call woke me from a deep sleep. ‘You’d better stay up your end of the island for the next half hour,’ she warned me. ‘I’m going for a swim.’ ‘Thanks for the warning,’ I replied. No sooner had I hung up the phone than I grabbed my binoculars, positioned on my bedside table for just such an emergency, and ran down the path to Vanessa’s beach. I didn’t bother to put on any clothes. After all Vanessa wouldn’t be seeing me, or so I thought. Fifteen minutes later I had taken up my...

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by Oediplex 8==3~ The sweetest mom discovers her boy is both convenient and delightful. [She also recounts when her dad fucked her at nineteen!] Like the name of Madame DeVille's moniker, Cruella, some names fit the personality they are bestowed upon. Disney came up with that evil woman's apropos handle. My mother's folks named their only child, a daughter, Candy. This was shortly before the infamous 1968 movie was out. Though there were aspects of mom that paralleled the...

Vanessas Island Chapter Three

‘I’m writing a novel set during the Victorian era,’ Vanessa explained as I dried off my face and hair with the towel that she had handed me. ‘Wearing the right clothes helps me to imagine my way into the story.’ ‘So it’s a fairly sexy sort of story is it?’ I surmised. ‘Not exactly your Oliver Twist‚ or David Copperfield‚ style of Victorian saga.’ ‘Well, it’s what we in the business term a ‘bodice-ripper’,’ Vanessa explained. ‘Hence the bodice,’ I replied. ‘Exactly. Hence the bodice. But I must...

Vanessas Island Chapter Six

Once the bed was covered with fluffy bath-towels, Vanessa jumped on it and lay with her legs spread wide. “Look how wet you’ve got me,” she said, sliding a couple of fingers easily in and out of her pussy. “And that’s not just from the bath. Here, taste.” I came over and sucked her slippery fingers into my mouth. “Yum, just right,” I pronounced. “I hope you rinsed your dick really well,” said Vanessa, teasingly, “I hate the taste of soap.” With this she dragged me by my stiff cock up to the...

Vanessas Island Chapter Seven

“Come on over here and get comfortable while I think up a story,” I suggested to Vanessa. “I know I’m not allowed to play with your pussy while I tell it, but what about your boobs. Can I play with those. I need something to inspire me.” “Well,” Vanessa considered, “normally that would be totally against the rules. But if you admit that you have lost totally already and that I am the absolute winner, then all rules can be suspended.” “Oh, hell,” I conceded, “you romped it in. Against your...

Vanessas Island Chapter Eleven

Vanessa leaned back against me in the bath as I played casually with her soapy nipples. She turned her head and kissed me lightly on the lips. ‘Isn’t this bliss?’ she sighed. ‘I love bathing you,’ I said, ‘but I can’t wait to dress you too. I love the feeling of looking after all of your body’s needs.’ ‘All of my body’s needs?’ laughed Vanessa. ‘Next you’ll be wanting to wipe my arse for me after I take a shit. Hey, I felt your cock twitch. Don’t tell me that thought turns you on.’ ‘It’s a...

Vanessa

On Wednesday I am hanging with my friends, Rachel and Dusty. Sophomore year in college is coming and being back home is so fucking boring. There is literally nothing to do. We are too young to go to the bars, not that there are any in this shithole that are worth a look. I am so fucking listless and tired. Tired of talking and tired of music, we start driving. In our small town, there isn’t much going on. Eventually, we end up at the bowling alley. It is packed. We all get Cokes and sit...

Vanessa Meets John

“Vanessa, come on, we were supposed to go out tonight,” my friend Dave was saying to me. “I know, I’m sorry, but you know how my dad is with work. He likes to include his family with everything, so I have to go to the dinner. I shouldn’t be out late.” I smiled into the phone. “Maybe, if you’re lucky, I’ll swing by afterwards to give you a little treat.” He chuckled. “Alright babe, tell your parents I said hey.” “Will do.” I hung up the phone and wondered what to do about Dave. I’ve been...

Vanessa filha da Giselle

Olá, sou a Vanessa, ., daquela tipo bem "nojentinha", até por influência de algumas amizades. Eu admito que me achava a tal, e melhor que os outros. E também porque meu pai dava tudo o que eu queria. Não estava namorando no momento, porque meus namorados diziam que não me aguentavam, que eu era muito chata. Ainda era virgem, mas não porque faltasse atrativo para os namorados; nessa época eu já tinha um corpão. Era porque eu tinha medo mesmo; não sei bem do quê, mas era medo de alguma coisa....

Vanessa Goes All the Way

A few months after having my first date, I was feeling kind of anxious about not really allowing myself to go further. I had plenty of guys interested, but I wasn't really ready to make that move. I had been talking to this sexy college boy for a few weeks, but we couldn't set up anything solid. We finally nailed down a date, but he had some last minute issue come up, and had to cancel. I had enough. I wanted to experience the full act of being a woman, and I wanted it that night! I went...

Vanessa Now Transformed Makes Some Sport

Vanessa now transformed, makes some sport It was a total scandal when I told my mother everything about my new aspirations. Obviously, I never said anything about my step sister Elena; that would have to remain a secret. After a while, my mother accepted the fact that I would never become a real man: seeing me dressed up as a slut everyday certainly helped her to understand the situation. She finally made peace with me and even started to give me some suggestions. My outfits were way...

VanessaChapter 2 Conversion

“I think you’ll enjoy dinner,” said Joseph, leading Robert into the large dining room. “My activities allow me to enjoy living well.” When Joseph had rejoined Robert in the control room, Robert had managed to control his nausea and had wiped his face with a handkerchief. Surveying the scene briefly, he had escorted Robert from the room, setting the trash can in the hallway to be cleaned. Detailing a maid to escort Robert to his room and help him to relax, he had left the younger man. Robert...

Vanessas Erpressung

-Erpressung von Vanessa Es war der dritte Tag der Klassenfahrt bei der Vanessa die Aufsicht über ihre Berufsschulklasse übernommen hatte. Bis jetzt war es ein problemloser Ausflug gewesen. Sie hatte zwar die Klasse in der nur 2 Mädchen waren und ansonsten nur 20 Jungs aber sie wusste genau, dass sie mit ihrem Aussehen ziemlich schnell die Aufmerksamkeit der Jungs bekommen konnte. Das einzige was Vanessa störte war ihre Schülerin Sandra die sich auf diesem Ausflug immer so anzog, dass es keine...

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