Rachel and Chris

“Fantastic!” I said aloud quietly as I reclined on her bed and waited for her to return. I was hoping she would leave on the lingerie as that is very much to my liking but who was I to complain whatever she did?
In a few moments she appeared completely nude with water droplets covering her and her long hair wet and matted against her back. She had taken a very quick rinse in the shower and looked incredibly sexy standing silhouetted by the brighter light of the bathroom behind her.
“Oh Jack?” she said sexily, “I’ve got a surprise for you.”
“Stand up Jack,” she commanded.
I immediately complied and she sprinted toward me leaping up on me just before hitting. I caught her by the legs and she grabbed me behind my neck. Her surprise was her hot pussy now rubbing against my hardening dick as she had her little body wrapped around my much larger frame.
“Fuck me, Jack!” she demanded.

I turned and we fell to the bed where I entered her hot pussy with her legs wrapped around me. We kissed almost violently as I began fucking her with as much rhythm as I could muster being held so tightly.
When she had come out of the bathroom I had gotten my first look at her breasts and they were as firm and perfect as I had suspected upon our meeting at the car wash. Small C to large B cups on a very petite frame with perfect bronze skin. I moved down and licked her hard nipples as I fucked her and she arched her back to receive me more deeply.
Having achieved orgasm twice in the past hour was going turning to a firm asset as there is no way I was going to come before Rachel had fucked herself silly on my cock.
I flipped her over to my favorite position with her on top of my reclining body, impaled on my cock, and looking right at me. Her breasts were swollen, nipples hard, and her wet hair felt cold as it danced across my nipples. I began to massage her breasts and lift my head up to lick and suck them. Rachel began to increase her tempo fucking my cock and began to moan “Yes, yes” as my tongue danced across her nipples.

She quickly reached orgasm and fell against me with her warm body against my chest as her pussy clamed down upon my cock in spasm after spasm. Her breath was heavy and filled my neck and ear with warmth as she recovered from her climax.
“Rachel, you are incredible. Fantastic, Tremendous,” I said as she recovered.
That brought a lifting of the head and a smile followed by a deep, slow, sensual kiss.

Part 3
Rachel’s backdoor

After cuddling and falling asleep together, I woke with Rachel slowly and lightly nibbling my neck and ear. Glancing at the clock on her dresser, we’d slept about an hour after our hot first fuck.
I had to admit it to myself: Rachel was about the most perfect female specimen I’d ever had the pleasure to make love with. Not just young and pretty, Rachel was gorgeous with perfect, tan skin, an incredible petite body, and self confidence. She seemed to understand her sexuality and knew how use it.

As we began to kiss again and rub our bodies, we talked between kisses and licks. Rachel was being very complimentary to me and began telling me things about herself. She surprised me as she told me that she had only had intercourse with two other boys. One was when she was about sixteen and another boyfriend for over a year when she was nineteen.
I asked her how she became so good at blow jobs then. She said that in high school she had given several of those and that is was very common now for girls to give oral sex but refrain from intercourse. I told her that I liked that fact as many men like oral better than intercourse but that most women were the opposite. She actually was surprised to hear that older women don’t all like giving head.
“I like it,” she said and explained that it made her feel hot and sexy to know that she was bringing a man to such an orgasmic height.
“We like it too,” I assured her.

I then told her how much I loved the fact that her pussy was completely smooth and hairless. She seemed pleased that it turned me on and I expanded on the subject by telling her just how much it turned me on. I decided to demonstrate by moving my mouth to her lovely pussy and started licking and sucking until she was shaking with pleasure.
Rachel pulled my head in tightly against her pussy as I pressed her clit with my tongue. I moved the rough of my tongue across her swollen clitoris and she began to buck with orgasm. Her thighs held me tight and her hands pressed me against her shaven, smooth pussy while she enjoyed the waves of her climax.

It was just as Rachel was relaxing again from her orgasm that we were reminded of Chris as we heard music coming from the other room.
“I can’t believe I did that!” Rachel said remembering her entry into the apartment.
“Chris is going to kill me,” she added as she remembered the whole scene and played it out in her mind again.
“I bet if he cares about you as much as you care for him, he won’t be upset at all,” I said.
“You were obviously having a good time and she could tell,” I said specifically using the female pronoun for Chris.
“You called Chris “she”,” noticed Rachel. “Chris would love that, really she would.”
“I’ve been trying to remember to refer to her that way too when we are at home but it has been hard to do since she has been a he for my whole life. At least Chris goes both ways as a name, I don’t think I could handle changing names,” she added.
“Does Chris date or have girl or boyfriends over?” I asked.
“Not that I know of,” she said explaining again that he hasn’t been going out in public as a female even though he looks as great as most any girl.
“But he does use the vibrator and play with his girl pussy,” I reminded her.
“You sound like you know something about all of this,” Rachel said to me looking as if she wanted me to tell her more.
“Well, I’m not exactly unaware of cross dressers and boy-girls,” I said. I wasn’t going to tell her that I’d actually had experience with the subject first hand but I did want her to know that I was not in the dark about the subject.

“I’ve read sexy stories about them online and seen pictures and a few videos,” I added wondering what her reaction would be.
Then I ventured a comment as I began massaging her asshole with my finger as we hugged. “I’ve always found the ones that look fully female to be kind of sexy.”
Rachel began to wriggle as I massaged her sphincter. Then I began to push a well lubricated finger inside and she gasped as I entered her.
“You know that the ladyboys consider this to be their pussy. See how much pleasure they can get on the back side?” I asked as I slowly loosened Rachel’s tight muscles.
There had been no resistance from her so I continued on with the assumption that she was really enjoying this new experiment with anal play. I asked her how it felt and she said it was great. I asked her if she had any KY or lubricant and she pointed to the nightstand which was in easy reach without me pulling out. So I leaned over and grabbed the KY and squeezed a bit out in my hand one-handed to warm it up. As it warmed I began rubbing into Rachel’s tight ass.

“Rachel, you sexy gorgeous girl, I’m going to fuck your sexy ass in a few minutes. What do you think about that?” I asked in her ear.
“Mmmm, it sounds exciting,” she said as I continued fingering her ass and about to insert a second finger.
“It will be tight and might hurt a little bit when we start,” I said. “You’ll need to work at relaxing your muscles to accommodate the size.”
“I’ve a confession,” she said as she turned her head toward me. “After hearing Chris’ vibrator buzzing, I’ve found where it is kept and have been using it on myself for months, including in my ass. It’s not as big as your cock but I know what you’re talking about so go ahead baby and fuck me. I’ve wanted to know what it would feel like since thinking about what Chris must feel.”
I worked three fingers into her sexy ass and then moved up with my knees on each side of Rachel’s sexy hips. Then I began to slowly press my cock against her hole working up to penetration. As she began to push her ass back against my cock I took that as a sign to begin to penetrate her. All the while I was talking very softly and very dirty to her.

“I’m working my cock into your sexy ass Rachel,” I’d say. “Feel my big cock stretching your little ass, sweetheart.” And, “I’m going to fuck you in the ass you little slut.”
My talking and constant pressure seemed to work well as my cock began to slide into Rachel’s tight ass. I squeezed more KY on and slowly pushed deeper into this petite beauty. She grabbed the sheets and clutched them in her hands but made no sounds of discomfort. Instead she moaned as if she was feeling the pleasure of the extreme stimulation.
“How is Rachel? How does my cock feel buried deep in your ass?” I asked.

In a breathy voice obviously still getting accustomed to the intrusion, she said “Wow it feels tight and full, much better than the vibrator. I can feel the heat of your body and the throb of your heart beat.”
We stayed still for a while as Rachel’s backdoor pussy relaxed around my cock. As she began to move slowly, so did I and within a few minutes I was taking long and deep strokes into her very tight asshole.
“Oh yeah, fuck my ass,” she began to pant lifting herself up under me to meet each stroke.
“Fuck me, oh yes, fuck me in my ass,” she continued to groan.
“Your ass is so tight and hot. If you keep talking dirty to me, I’ll shoot my load right up your ass,” I warned.
“Good, fuck my ass. Fuck me and shoot your hot come in my ass,” she demanded as she increased the tempo of her hip movements.
I began fucking her ass harder and faster and felt myself getting closer to orgasm.
“I’m going to come in your ass baby,” I said as I plunged as deeply as possible.
“Come in me, do it. Come in me now,” ordered Rachel.
My orgasm hit and I shot my come deeply into her ass. This lead to Rachel panting out an excited “I can feel it, I can feel it. Wow! It feels hot inside!”
Secretly I knew just what she was enjoying. When the ladyboy I’d met years before fucked me in the ass after years of having used a vibrator too, the feeling of the real flesh was incredible. And while there had been a condom on the ladyboy’s cock, I could also feel the heat of the juice in my body.

Slowly I withdrew from Rachel’s tight ass. All the while she was telling me how great it had felt. We both trotted off to her bathroom with me jumping in the shower as she handled other matters. A few moments later she joined me in the shower and we soaped and cleaned each other followed by a wonderful session of applying lotion to every inch of our bodies.
By now it was well past 3 am and I told Rachel that it would be best if I left now so as to avoid another scene with Chris. I dressed as she helped while wrapped in a sexy little short robe. As I dressed I thought about how fabulous Rachel is and how much I hope to keep seeing her. She must have been thinking the same because when I had put on my shoes, she looked up at me while hugging me and said, “I hope this is only the beginning.”

I caressed her lovely hair and told her not to worry and that “I think we’ll be seeing each other every chance we get.”
We kissed and Rachel walked me to the door where we kissed again and I left.

Part 4
Rachel helps Chris

Our prediction turned out to be true. Rachel and I saw each other exclusively for the next several months. Our mutual attraction grew far beyond sex and we both enjoyed the company of one another. She was not possessive and didn’t bother me about my work and demands on my time, conversely I was happy for her to be in school, working and having a wide range of friends with whom she spent time.
It was a rare night that she did not spend with me or me with her. And, as she was extremely feminine and very much a girly-girl, she had fully taken to my love of fine lingerie. I’d ordered an outfit or two per week on-line and she would find a way to surprise me wearing it. She told me that Chris had started to notice her growing collection of expensive lingerie and was jealous. He told her that he wished he had a lover who would treat him as I did her.

anal sex had become a regular part of our love making and for some time she had used a vibrator, that I bought for her, to stimulate my ass. I loved it when she sucked my cock and fucked my ass at the same time. But like she had been, I desired the feeling of the real thing.

Knowing how much she cared for Chris, and aware of my own fantasies, I started sending a lingerie package for Chris ever other week or so too. Chris and I had still not spoken much as she would generally withdraw to her bedroom when I was at the apartment. Rachel said that she thought Chris was still uncomfortable having people see her dresses as a woman.
Well sending the lingerie to Chris seemed to make a big difference in pulling her out of her shell of doubt. After receiving the first package, she only asked Rachel to tell me thank you. But after the second, she felt compelled to tell me thank you personally. When I came over instead of running away, Chris stayed in the room and told me how much she appreciated the gifts. She surprised Rachel and me both by stepping up and hugging me and planting a kiss on my cheek. “This is certainly new,” I thought.
That evening in bed, Rachel told me that she thought that Chris had a crush on me big time!
“There’s no doubt it,” she said. “Chris has the hots for you and as your lover I can understand why!”
As she said this she lowered her mouth over my cock and began to suck me to full tumescence and I put my head back enjoying the feeling and thinking that just maybe I like the idea of the cute Chris having a crush on me.