Kevin Gives Harry A Tight Surprise

"Kevin is now Kendra and offers Harry a virgin surprise."

Score 110 110
40
0 Views 0
2.9k words 2.9k words

Font Size

“Kendra. We need to get you freshened up,” Maria said. “Look at your cum down your legs and stockings. I have never seen so much. You are a horny girl.”

She was right. My stockings and panties were down below my knees, and my dick was dripping.

“Do you want me to wait for you in here?” Harry asked.

“No, Harry, you can go in the other bedroom and wait for us. Do not play with your dick before we return. I know you want to masturbate. Save your cum for the surprise.”

Harry departed for the other room.

We went into the bathroom and stripped.

“You look like you had some steamy sex,” Maria said. “I must redo your makeup. First, I need to get you a shower and some more clothes. I want you to look like a woman who is advertising that she is beautiful and willing to have some sexual excitement. Having your virginity taken is special.”

Maria motioned for me to lean over the tub. She grabbed some lube and squeezed some onto my ass hole and rubbed it around. She positioned two fingers in my hole and pushed them in. I let out a scream. She kept pushing further into my ass. I was moaning with pleasure. My muscle was tight around her fingers. I loved the feeling.

“Just relax and enjoy the feeling. This will help you later. Your love hole looks beautiful.”

She slowly massaged my muscles as her fingers went in and out. My ass was throbbing.

“Did Pam ever do this to you? When you get back home, you can ask her.”

I could not control my dick as it reacted to the fingers deep in my back passage.

“You are getting hard. Are you going to cum for Pam? So hard, Kendra. Your dick looks beautiful. Okay, girl, I want you to cum.”

My hips were moving in unison with each thrust of Maria’s fingers. It felt amazing. I was on the verge of releasing a load.

“Kendra, baby. Let me see you cum.”

“Oh, oh, oh, oh I’m cumming, I’m cumming, Pam,” I moaned. “Fuck my love hole! Fuck me harder, harder. Make me cum!”

“Look at that. Your sweet cum is squirting out. So much. WOW! You had more stuff in you.”

After I finished cumming, Maria’s fingers slipped out.

I looked at Maria. “I want the real thing. I want to feel Harry’s hard dick being pushed into my love hole. The thrill of his head pushing in should be wonderful.”

“Let me rub your cum over your dick. I love seeing a dick with fresh cum on it. Oh yes. It turns me on and my pussy gets wet. Does Pam do this to you? You have so much to experiment with her.”

Maria took me by the hand, and we stepped into the shower. She took her time washing me and gave special attention to my anal opening. I felt her finger pushing at my muscle.

We turned off the water and stepped out. Maria took a large towel to dry me off. I saw my naked body in the mirror. The excitement was building as Maria was going to transform me into a beautiful girl. I was yearning to feel the lingerie on my skin. I was going to be Kendra.

“We will do your makeup before we get you dressed.”

Maria had everything carefully laid out as she worked magic on my facial features. I slowly watched the transformation. Thoughts of Pam danced through my mind. I could not believe how beautiful I looked. It was better than the first time.

“Here, let me apply this red lip gloss. We need my secret Dioramour perfume. This is a refined and elegant scent. It will appeal to Harry’s sexual desire, transforming him into an eager and enthusiastic lover. Let’s spritz between your legs and cheeks. You need a little mood boost; a long-lasting fragrance can make you feel confident, magnetic, and totally unforgettable. Because let’s be honest, the best compliment to receive is ‘you smell so good.’”

“This is making me nervous, and it sounds like he might develop into an animal.”

“Yes. This will bring a side of him you have not seen. This is a special time for you. I am sure this is what Pam wants for you.”

We walked back to her room to finish my preparation. She had picked out a basic little black dress, form-fitting and coming to mid-thigh. To wear underneath, she had picked out a silky black panty, bra, and garter set. For my legs, black stockings. My legs looked delicious.

“Oh, sweetie. You look beautiful, and Harry will be all over you.”

I looked in the mirror, and tears formed in my eyes. This was the look that I had longed for. My dreams were coming true. This was the real me, and I felt comfortable showing my feminine side.

“Do you think Harry will like me?”

“He would be a fool not to. Based on the initial reaction, he will love Kendra.”

“Can you take a picture to send to Pam?”

“Yes. Give me her number, and I will send it later.”

I was trying to control myself as I walked around the room. My dress was swaying with each step. My beautiful legs stood out. I did not feel nervous any longer as the anticipation was mounting. I was thinking about losing my virginity.

“The room is set up with the video camera. I can make an extra copy for Pam.”

“Pam would enjoy seeing her sister lose her cherry.”

Maria had changed into a red lingerie set: bra, panties with garters, and stockings. We walked into the room where Harry was waiting for us.

Harry stood up, and his member was soft and hanging down.

“My, you look gorgeous, Kendra. I am stuck for words. Maria, what did you do? I am afraid to touch you. You smell good enough to eat.”

As I approached, he extended his hands and moved them across my breast and down my hips. He planted both hands on my cheeks as I turned. I looked at his love pole, and it swelled. I was influencing him. In seconds, his dick was hard and pointing up. I saw his beautiful head. My instinct was to drop to my knees and put him in my wet mouth.

“Oh, Kendra. I am in love with you all over again. You have my dick hard and I am dripping already without touching myself. Please. Hold my dick and feel it pulsating.”

My hand extended out to feel his rock-hard dick. He was right; it was pulsating. I wanted to feel that pulsating in my male-pussy. I wanted to feel his head slowly entering my virgin ass. My tightness would engulf his hard member. I had to stop thinking as my panties had a wet spot.

“Oh, baby. You feel so good in my hand. Kendra has a tight surprise for you if you are a good boy.”

We embraced in an enthusiastic kiss as our tongues played.

“Okay, you two, break it up. I am not ready,” Maria said. “Calm down. Kendra, walk out and come back in, and I will start shooting. Harry, you take your time, be gentle, and do not act like a dog in heat. Be natural and play out what you feel.”

As I walked into the room, Harry approached and wrapped his arms around me, and we shared an enthusiastic kiss. Our hands were moving over each other’s bodies. Harry was being gentle as he was rubbing my cheeks.

“Kendra, baby, I love the way you smell. I want you out of the dress.”

Harry removed my dress, and I was standing in front of him in my lingerie. He reached out to pull my panties down, and I stepped out of them. He brushed his hand on my semi-hard organ.

“Sweetheart, you look fantastic, and I want this to be special as we make love.”

Harry walked me closer to the bed, and I leaned forward. Slowly, Harry’s hands were around my waist as he slid them down my stocking-covered legs. He was moaning. I felt his hands on my cheeks.

“Oh, baby. Your cheeks are soft. I love it.”

My legs were being spread apart, and Harry parted my cheeks.

“Whatever you have on, the scent is driving me crazy.”

I felt his warm breath on my cheek as he pressed his tongue against my cheek. He was making his way to my male-pussy. I wanted him to hurry.

“Oh, Kendra. Your love hole looks beautiful and tight. I want to make love to you with my tongue.”

There was an electric feeling as his tongue met my hole.

“Oh, Harry, baby. It feels wonderful. I have had no one do that to me. Please do some more. Agghh. Yes. Yes. Lick Kendra’s hole.

Harry had a firm grip on my cheeks to make sure that I did not move. I wanted to push my hips back to get his tongue in me.

“Honey. I want to feel your tight muscles squeezing my tongue as I enter you.”

“Oh fuck. You have your tongue in me. Fuck. It feels wonderful. Please move it around.”

Harry mumbled his words.

“Oh, Kendra. Yes. You are so sweet. Your muscle feels good, squeezing my tongue. Agghh. Agghh.”

“Harry, will you do the honor of being the first to fuck my male-pussy? I have wanted this since we first met. Fuck me slow and empty your hot cum deep in me.”

“My sweet girl. I have wanted this as well. This has been on my mind, and I wanted to ask, but I did not know how to ask you.”

Harry leaned up from behind, and we shared a deep kiss.

“Give me your hand so you can lube up my dick.”

The warm liquid was in my hand, and I rubbed it along Harry’s dick and applied some extra to the head of his dick.

Turning back around, Harry parted my cheeks, and I felt the liquid over my hole. The next thing I felt was two fingers pushing into my hole. The feeling was wonderful, and the anticipation was making me shake. I wanted him in me fast. I yelled, “Fuck me.” My words fell on deaf ears.

“Calm down, girl. I am going to give you my hard dick in a minute. This is special, and I want to enjoy this and not rush.”

His fingers were moving slowly in and out. My dick was coming to life the more he played with my tight hole. I was feeling like I was ready to cum.

“My sweet girl, your ass feels wonderful around my fingers. I want to play a little longer. This looks sexy.”

Out of the corner of my eye, I could see Maria moving about the room, getting various angles and some closeups. She looked intense, and her panties had a wet spot. She was getting turned on by the action.

“Oh, Harry, I want to feel you in me, baby. Please. Fuck me now. Give me your dick and stop teasing me.”

Slowly, his fingers pulled out from my tight hole. The anticipation was mounting. I looked back and saw Harry apply more lube to his hard shaft. His hand was going back and forth, and he was rubbing the head of his beautiful dick.

“Alright, princess, this is what you wanted.”

Holding his dick at the base, Harry was rubbing the head of his dick over my love passage. The sensation was electric. He gently pushed against my opening and pulled back.

“What is wrong? Put your dick in me. Fuck me, now!”

“Calm down, princess. We cannot rush this. I am in control.”

The head of my lover’s dick was at my anal opening, being pressed against me. Harry pushed with pressure. I could feel his beautiful head at my entrance. I was pushing back against his dick. Slowly, his dick’s head pressed against my muscle and firmly entered my ass.

“Oh, baby. Your dick is in me. Agghh. It feels so big. Wait, do not move.”

“Princess. You are tight around my head.”

“You can push the rest of your dick in me. I want all your hard dick buried in me. I have waited for this.”

“Agghh. Kendra, your beautiful ass feels wonderful. This is better than I dreamed of. I am going to make love to you.”

“Yes, baby. Are you all the way in me? Now. Start fucking me with your hard dick. Your head feels big in me. Fuck me. Yes. Deeper, baby.”

Harry was going back and forth as his shaft was sliding deep inside me. I pushed back to meet his thrust. Harry intensified the feeling as he gyrated his hips.

“Oh, baby. You are fucking me. Agghh. Please. Do not stop. Give me your dick. Keep fucking me until you cum.”

As I was giving my virginity to Harry, I had thoughts about what Pam would say if she were watching. My dick was getting hard.

“Princess, you must like this. Your dick is hard. Let your lover please you.”

Harry reached around my waist with a greased hand and grabbed my dick. His hand was sliding back and forth. It was hard to concentrate with a dick buried in my ass and a hand jacking me off.

“Agghh. Oh, Harry. Please. Do not stop. I want to cum for you, baby. Yes. Yes. Fuck me. Deeper, baby, give me your dick.”

“My sweet girl. I want you to cum for me. I want to see you squirt your love juice for me. Give me all your cum. Yes. Yes.”

“Harry. Harry. Agghh. Agghh. Yes. Yes. I am going to cum for you. Go faster. Yes, pump my dick. Oh fuck! Here it comes. Agghh. I am cuummiinngg.”

“Cum, princess. Shoot all your cum for me. Yes. That is my girl. Look at all that cum.”

My legs were shaking, and my ass was tingling with each thrust from my lover’s dick. I was a woman! My dream had come true as tears were forming in my eyes.

“Princess, I cannot last much longer. My dick feels like it is ready to explode.”

“Fuck yes! Fuck my ass! Fuck me! Fuck me deep! Work that big fucking dick into me! Fuck yes!”

“Oh, baby. It feels so good. I love you, Kendra. I want to cum deep inside you. Oh no. I am gonna cum, baby. Affgghh. Fuck. My dick wants to explode. Agghh. Agghh. I want to cum. Oh, baby.”

“Oh, yes, baby! Fuck my hot love hole! Fill my ass with your cum pleassseee! Oh…oh…ohhh yess baby.”

 I felt the rush of Harry’s orgasm as he flooded my love canal with his hot and sticky cum. With each squirt, I felt his pulsating dick in my hole. His dick was pulsating with each squirt. I felt like a woman getting her pussy filled with cum.

“Oh, sweetie. Take all my cum. Agghh. Agghh. You feel so good on my dick. Fuck. So good.”

I could feel my lover’s dick getting soft and slipping out. His warm cum was dripping down my legs.

“Fucking your ass was the tightest, hottest thing I have ever experienced. I don’t know how I lasted so long. But when I came, it was like a volcanic eruption. I felt like my cum was shooting up from my toes. It was amazing.”

Harry had his arms firmly around my waist as he pulled me tight.

“Oh, sweetheart,” I said, “that was the most wonderful lovemaking I ever had. You were fantastic, and I just love the way your cock fits me. Thank you so much for making me feel so alive and like a woman.”

We both collapsed on the bed after our lovemaking session. My thoughts drifted back to Pam and what I would tell her. I remembered that I would have a video to show her.

“Where is Maria?”

We both turned to the foot of the bed.

“Fuck. That was so sexy. I cannot help myself. My pussy is so hot, and I need to cum badly.”

We saw Marie sit in the chair with her legs wide, showing her pink pussy. She inserted three fingers and began fucking herself.

“Oh, damn. So good. Fuck yes. I want to cum. My pussy is on fire. Watch me cum. Please watch me.”

Maria’s legs were shaking as she rose. She started squirting pussy juice like a hose came out of her. It was so intense. I had seen no one cum like that.

“Fuck. I needed that. Watching your lovemaking was too much. I was getting horny. Seeing your dick entering Kendra’s male pussy was too much.”

We motioned for Maria to join us on the bed. We felt her pussy-juice wet legs mixed with my cum-soaked legs as we tangled together in one messy tangle. The room smelled of sex.

“What a story, Kendra, you will have for Pam.”

“I will have more than a story, but the video.”

We all smiled, hugged, and drifted off to sleep.

Published 2 hours ago

Leave a Comment