“Hello, this is Zak.”
“Hi, Zak. This is Lisa, and I hate to bother you at work. Can you talk?”
“Yes. What is on your mind?”
“I hope you do not think badly of me. When I look at the picture of you in your dress, it turns me on. I am in bed wearing a pair of thigh-high stockings. My shapely legs look delicious. With my legs spread, I look into the mirror I hold. Do you want to know what I see?”
“Sure, tell me.”
“I am looking at my beautiful, shaved pussy. I have swollen outer lips from rubbing. I want to masturbate thinking about you. My smooth and tight anal opening is visible to me. There is a trickle of my pussy juice between my legs. I am not wearing a bra, and my nipples are hard. Am I getting you excited?”
“Lisa, yes you are making me excited. There is not anything I can do at my desk. My dick is hard, and I can feel my lubricant leaking in my panties.”
That’s good to hear. I want us to get together. I have been without sex for two weeks and I want us to get together. Do you think that will be possible?”
“I would love to be with you. When?”
“If I had my way, right now!”
“That is not possible because of the work I have to finish today.”
“Can you call out tomorrow and we will have all day?”
“I can arrange that for you.”
“You are so sweet. I am going to leave a box for you at your door for tomorrow. I want you to look sexy for me. One more thing, no jacking off, and save your cum for me.”
“You have me worked up with a hard dick and I want to release some tension.”
“I will let you release your tension any place you want., I want you to make love to my openings, kissing and licking. I have kept one place off-limits, and I want you to be the first to enter.”
“It will not be easy waiting, but I will do my best.”
“We will have a lovely time, I promise you. Bye for now.”
I heard the click, and the line went dead. The day Lisa saw me had slipped mind. There was no thought of carrying out my promise. It was going to be a late night. I had a mental picture of Lisa on her bed as she described things. Her shapely legs always caught my eye. Licking and sucking her pussy. I would love it. I intend to penetrate that place. I know what is in the box.
It was 9:00 p.m. when I arrived at my apartment. There was a bag with a box wrapped in pink paper. After going inside, I removed the Victoria’s Secret box and unwrapped the box, and inside was a red wrap-around silk dress. The lingerie matching set included a black garter belt, cheeky panties, bra, and a pair of silk stockings. My level of excitement was building as I held the items in my hands.
At 9:30 p.m. my phone rang, and I answered, “Hello.”
“Hi. It’s me. Lisa just checking to see if you have the package.”
“Yes, you have a lovely taste in clothing.”
“I want the best for my new girlfriend.”
“That is news to me I am your girlfriend.”
“Well, when we go out, I can not say that you are my boyfriend.”
“When did I agree we would go out?”
“We can work up to that. I want to show you off. You look delicious and I know some of my friends will be jealous. They know about you.”
“You are moving too fast for me. Going over to see Patrick was my first time going outside my apartment dressed.”
“You will be fine. There will be other guys who cross-dress. There is nothing for you to be ashamed of. I want you to feel comfortable about expressing yourself.”
“Thank you for understanding. The dressing allows me to explore my feminine desires. I do not consider myself a transgender person or a gay person. The enjoyment is sexual stimulation, and it is taking on a feminine role.”
“To be honest, you look beautiful, and that is why I want to be with you. We can explore every sexual desire you have. My pussy is wet talking to you. One more thing, no jacking off before you go to bed. Love you, sweetie, bye.”
The line went dead, and I was speechless. The conversation gave me enough to think about. When I am dressed up, there is a feeling of being beautiful and sexy. My lips, fingers, and my tight hole can make any guy cum and any girl. It was time to get some sleep.
It was 10:00 a.m. when I got out of the bed. Lisa was expecting me at noon. I ran a tub of warm water and added some jasmine oil for some added fragrance. While the tub was filling, I stepped in the shower to lather up to shave all my hair off. I paid extra attention to my pubic area. I wanted to be smooth all over.
I filled the tub and sat in it for fifteen minutes before drying off. I applied some non-scented lotion. To add some spice, I had a $170 bottle of Yves Saint Laurent Libre Eau de Parfum Intense. The fragrance was going to send Lisa over the top.
I had my outfit on the bed and slowly dressed. The garter was my first piece to put on. My stocking went on next as I used to care. The cheeky panties were next, followed by my padded bra. I could see myself in the mirror and my dick got hard. The urge to masturbate overwhelmed me. After I put on and tied the dress, I looked delicious. I applied some red lip gloss and eyeliner.
I walked to the door to slip on my flat shoes. Lisa was a few doors down the hall, and I strolled. I didn’t mind if someone saw me.
I knocked on Lisa’s door and I saw the handle turn.
“Hello, beautiful. Please come in.”
Slowly, I walked in and closed the door. Lisa had on a matching outfit.
“Oh. Lisa. You look beautiful.”
“I am so glad you are here. I love the way you look.”
Lisa pressed me up against the wall and within seconds, her tongue was in my mouth and her hands were rubbing my ass.
“Oh, Zak. I have been waiting for this moment. I am so horny, and I want you. Will you do something for me?”
“I will do anything.”
“My pussy is wet, and I need you to suck my lips and taste me.”
I pulled up her dress and slipped her panties down to expose her shaven pussy. My tongue was sliding up and down her lips.
“Oh fuck. Baby, lick me slowly, and stick your tongue in me. I want to cum on your face.”
Lisa was moaning as my tongue parted her wet lips. Her hands were on the top of my head as she was grinding her hips. Her pussy tasted sweet. I pulled my head back.
“Come on honey, cum on my face. Oh yes. I love eating your pussy… so sweet.”
“Oh yes. Your tongue feels so good. Stick your tongue deeper in me. Aggh. Aggh. Yes, baby. You are going to make me cum.”
I felt her muscle get tense as she held my head tighter. The next thing I felt, was her warm liquid squirting from her pussy.
“Oh fuck. Zak baby. I am cummiinngg. Oh yes. It is so good, baby. Please keep licking me.”
I was doing my best to hold on to her hips as she was grinding her pussy in my face. Her juice was running down my chin. I had seen nothing like this before. She calmed down in a few minutes.
“Oh, honey. I have never cum that hard before. I am sorry for the mess I made. Come up here so I can taste myself on your lips.”
We embraced, and our tongues played as we enjoyed her juices. Lisa stepped back and looked into my eyes.
“I hope you do not think badly of me. When it comes to sex and friends, I fall short and when I saw you, something snapped. You looked beautiful, and I wanted to be with you and not just once. You and the cross-dressing I do not care and to be honest, it is sexy and it turns me on.”
“You had been on my mind, and I was thinking about how I could avoid you. There was doubt in my mind as I felt some insecurity along with a fear that you might let my secret out.”
“Your secret is safe with me. You can do whatever you want to do and be yourself. It is the real you I want to be with. Is it too early to say I love you?”
“After tasting your pussy, I love you, too.”
“Maybe this is too fast. Can I see your dick?”
I leaned up against the wall and untied my dress as Lisa knelt down in front of me. Her hands pulled down my cheeky panties to release my dick. She caressed my balls and held my dick in her hand. Slowly, I got an erection as she squeezed my dick. I felt her tongue contact the head of my dick.
“Oh my. Your dick looks beautiful. You must like this because you are getting hard. You have a drop of lube at the tip. I want to taste you.”
“You need to be careful because you may get more than my lubricant. You can suck the head of my dick if you like.”
Her lips parted, and I felt the head of my dick slowly enter her mouth. My dick throbbed as Lisa applied suction.
“Oh, Lisa. Yes. Suck me slowly, baby. It feels wonderful. Squeeze my dick. Yes, that is, it,”
My legs shook as Lisa applied more suction.
“Okay. Stop; I feel like I am ready to cum all over your face. You see, my balls are tight up against the base of my dick.”
“Zakkie. You are hard; So what are you going to do with that?”
I pulled Lisa up and held her cheeks in my hands and I saw my sticky lube on her lips, and I licked it off and we kissed. We walked towards her bedroom, and we removed our dresses. I looked in the full-length mirror and saw two beautiful people in garters, stockings, and matching bras. I saw the wetness of Lisa’s pussy and more lube on the tip of my dick.
“Zak, I am so horny, and you can do whatever makes you happy. Please, make me feel good.”
I led Lisa over to the dresser and had her place her leg up on the top. This gave me a good view between her luscious legs to see her wet pussy and her tight anal opening.
“What are you going to do to me?”
I gave no response. I held my dick and rubbed my head over her pussy lips and across her anal opening.
“Oh fuck. That feels so good. Yes, baby.”
I knelt down and looked up at her wetness. My tongue slowly went across her lips twice. Her opening twitched as I let my tongue touch her outer rim.
“Lisa, do you mind if I lick your beautiful tight hole? It is so tempting.”
“Please play with my ass. I had no one to do what you are doing.”
My hands held her cheeks apart as I looked at her beautiful opening. I blew softly as I saw her muscle twitch. Slowly, my tongue came into contact with her outer opening. My tongue was going back and forth over her opening.
“Yes. Yes. It feels wonderful, baby. Lick me good. Please do not stop.”
My tongue invaded her tight hole as her muscle gripped my tongue. I heard a loud sound. BAM! Lisa slapped the dresser’s hard.
“Oh fuck. What are you doing? Go deeper. Yes. Yes. Aggh. Aggh.”
As my tongue was moving around, there was a trickle of juices from Lisa’s pussy.
“I am cuummiinng. Oh yes. Push your tongue in beeper. Please. Make me cum hard. Yes, yes. I cannot take this. Aggh. Yes.”
I was so lost at the time that I didn’t hear her. My tongue was busy with her beautiful ass. It was delicious, and I did not know that eating out her ass would make me feel so good.
“Please. Please. I love it Zakkie.”
Lisa reached around and pushed me back and pulled me up. I felt her tongue licking across my lips while she was trying to talk.
“Damn, baby. Your tongue was wonderful in my ass. I never knew I could feel that way. My pussy wanted to explode. Look at how wet I am. Your dick is what I need and bad.”
I had to decide what was I going to fuck first, her pussy or ass.
“Lisa, I need to know where you want my dick?”
“You are not being fair. The control is in your hands, and you decide and go with what you feel, my mouth to suck you off, in my pussy to let my vagina drain your cum, or my ass muscle to squeeze your cum out. I know I want to get fucked and sucked.”
“Sounds like someone is horny.”
“Yes. I am, so please do something. Look at my pussy and see how wet I am.”
I had Lisa sit on the bed, and I walked over to her.
“Now, I want you to wrap your lips around my dick and enjoy yourself. Be careful not to get carried away and have me cumming too soon.”
I watched as Lisa opened her mouth and her tongue went to the underside of my dick as her top lip closed over the head of my dick. She sucked slowly and moved her head back and forth. All I heard was moaning.
“Oh, baby. Yes, it feels so good. Suck me, baby. You can keep sucking me until you taste my pre-cum. Aggh… Aggh. Oh, yes.”
I watched Lisa engulfing my shaft. My legs shook from the intense feeling that I was having.
“Oh fuck. Lisa. Stop. I cannot take anymore. I am not ready to cum.”
I pulled back to get my dick away from her grip.
“Hey. I was just beginning to enjoy your dick.”
“You were not supposed to make me cum.”
“Your dick felt so good in my mouth I forgot. The way it was pulsating as I sucked was terrific.”
I pulled Lisa off the bed, and we embraced and kissed so I could taste myself on her lips. Stepping to the side, I lay on the bed.
“Since your pussy is wet, you can get up here and bury my dick in your pussy. You can fuck me and when I get close to cumming, stop. You want my dick in every opening. I will save the best for the last.
“You can trust me.”
Lisa gave me a coy smile as she mounted my dick. My dick head slowly entered her vagina. Her wetness made the entry easy as her muscles gripped the sides of my dick. It was a wonderful and intense feeling.
“Oh fuck. Your dick feels so hard, baby. I need this badly and I cannot remember the last time a dick was in me. I masturbate a lot. I want to enjoy your beautiful dick.”
The tightness of Lisa’s pussy was amazing. As I looked into her eyes, she was smiling. Her nipples were erect as I played with each and squeezed her tits. I felt her grind her hips the get better penetration.
“Oh, baby. I want all of your dick deep in me. Yes, it feels so good, Aggh. Aggh. I love how your dick feels.”
Lisa started slowly bouncing up and down. She was moaning each time she came down.
“Yes, I am going to cum soon, baby. My cum is going to coat your dick.”
“Fuck me, Lisa. Yes, baby. Cum on my dick. Your pussy feels wonderful. Yes, baby.”
Her vaginal walls were getting tight around my dick. I was afraid that if she continued; I was going to empty my cum.
“Lisa, you have to stop baby. Please. You are going to make me cum.”
“No. I need a few more seconds to cum. I need to cum so bad. Aggh. Aggh. Fuck. I am cumming. Yes. Yes.”
I saw Lisa’s face tighten as she moaned. She pushed down harder to get my dick further in her pussy. Luckily, she stopped just in time. I pulled my dick out and drops of pre-cum were on the tip of my dick.
“That was wonderful. My pussy felt like it was going to explode. Your dick was a good fit in my pussy.
I watched Lisa slide down my legs and wrapped her hand around my dick. She leaned over and placed her lips on the tip of my dick to kiss it. Her mouth opened to take my entire shaft. She sucked for a few minutes and released my dick.
“I want to share my pussy juice from your dick so you can taste us.”
Lisa came up and her lips met mine. The taste was tart, but it was delicious, and I wanted to kiss her longer.
“What are you going to do to me now? I have one hole left. Are you going to do what I think? Stay here and I will be right back. Let me get ready.”
Lisa returned with a warm cloth to wrap around my dick. She applied some coconut oil on her hands and gripped my dick. Her hand was sliding up and down my shaft. I was feeling like I wanted to cum.
“Lisa, you need to stop. I feel like I am ready to cum.”
“You do not know how bad I want your hard muscle buried deep in my tight hole. Will you promise to fuck me slow and good?”
I had Lisa get on her hands and knees with her legs spread. The view of her pretty opening was amazing. I let the coconut oil slowly drip between her cheeks as I rubbed the oil around. To get Lisa in the mood, I slipped two fingers into her anal opening to lubricate her honey spot.
“Oh fuck. The feeling is amazing. Please, I want your dick. Stop teasing me.”
“I placed the head of my dick at Lisa’s pretty anal opening and slowly pushed. As my dick was sliding in, I had two fingers in her wet pussy. Once my head was in, I stopped.
“Oh my. Your head is in me. Ok, Zak. Give me the rest of your dick. Come on, fuck me.”
My dick was going in Lisa’s ass inch by inch. I could feel the tightness of her muscle as it gripped my dick.
“Yes. Yes. Push your dick deeper in me. Fuck me, baby. Aggh. Aggh. I want to feel you squirt your cum into my ass. Please. I want your cum.”
Lisa turned around to look at me, and I saw tears streaming down her cheeks.
“Lisa, am I hurting you?”
“No. I never thought getting fucked in the ass would feel so wonderful. Please do not stop. I want to squeeze all your cum from your dick.”
“Your muscle feels so tight around my dick. I cannot keep this up much longer. Aggh. Aggh. So good, baby. I love fucking you in the ass. I want to cum in you” “
Every inch of my dick felt so good as I was moving back and forth. The pressure from Lisa’s ass was getting to be too much for me to manage.
“My dick feels like it wants to explode. Oh fuck. I am ready to empty my cum deep in your ass. Aggh. Aggh. Are you ready, baby?”
“Yes. Fuck me, baby. Push your dick deeper in me. I want your cum. Stick your finger in my wet pussy. Now. I am ready to cum with you. Oh fuck. I am cumming. I am cumming. Aggh. Oh yes. I can feel you squirting in my ass. Push your dick deeper, baby.”
My ass was tight as I was squirting my cum. It felt so intense. Lisa was pushing her ass back into me. We both tensed up at the same time.
“You fucked me good.”
We rolled over on the bed. My cum seeped out of Lisa’s tight passage. She reached between her legs to scoop up my cum and rubbed it over her pussy. We looked at each other and kissed.
“Did you do something like this with Patrick? I would love to see you two fucking.”
“Maybe I can arrange something if Patrick is willing.”
We held each other and drifted off to sleep. There may be more.