A Good Fit

I didn’t want to be there. Trying on clothes in a department store doesn’t rate high on my list of entertaining activities but I needed a few more sport coats so I bit the bullet and went to the upscale store at the mall. At least I had the freedom to go on a Monday afternoon when there would be few people and abundant parking.

So here I was, in the deserted men’s department looking at jackets. Being Monday there were not any sales people on the floor that I could see. So, I piled up a few jackets and headed to the fitting rooms.

About halfway through trying on the jackets I heard someone enter the area and turned to greet an attractive brunette. She looked much like the typical department store cosmetics counter hottie and was dressed in a charcoal gray skirt reaching to just above the knee, silk white blouse and blazer. Frankly she was all-American-girl good looking and her shoulder length chestnut hair shined under the halogen lights.

Smiling as she caught my attention she explained that she was covering the area while the department manager was out for a late lunch. I thought this to be much better than having to deal with the usual middle-aged to old-man and enthusiastically introduced myself.

Within a few moments I was on the stand with her marking sleeve lengths. While watching her work in the mirrors I decided that if she was going to be doing the fittings that I should buy slacks too. Having her size the inseam might be fun.

She helped me gather a few pairs of slacks and I went into a changing room and put on the first pair. It was erotic having her bent down working around my waist; just as I had expected. By the third pair, my cock and grown large enough to be seen very clearly while being fitted.

At one point, her face went very near my cock and I caught her glancing up at my face with a nervous smile when it was obvious that she had taken major notice of my hard cock. I just smiled and had fun with it.

As we talked while she worked, I learned that her name was Jennifer and she was a senior at the local university. I told her that it was certainly more enjoyable to have her fitting my slacks than some old guy. She understood my meaning clearly and laughed.

When it came time to pay, I decided that it might be fun to spend some time with Jennifer so I asked her if I could take her for a drink or dinner later.

“I get off work at seven,” she said almost eagerly.

“Should I pick you here, your house, or meet you somewhere?” I asked.

After thinking about it for a moment she told me to pick her up at the main entrance to the store at seven and so the date was set.

I came back at seven and found Jennifer waiting just inside the door. I pulled to the curb, rolled down the passenger window, and waved. Jennifer sprinted out the door and was in the seat next to me in a flash. She looked just as hot as she had earlier in the day and I enjoyed looking at her stocking covered legs as her skirt pulled up to mid-thigh.

We chatted while heading to a local watering hole for a drink and some pub grub. There was good chemistry and we moved in to a table without missing a beat in conversation.

After food and drink, I asked Jennifer if she minded cigar smoke.

“Not at all,” she said. “I actually love the smell as my Dad smokes good cigars.”

I offered her a ‘gar but she was content to leave the puffing to me. While smoking, we both began to pass innuendo about the cigar being a phallic symbol. This led to her taking it in her mouth several times provocatively including one time as a full deep-throat reenactment.

Within an hour we were on the couch in my downtown office with Jennifer sitting on top of me with my cock buried in her hot, young pussy. She still had on the skirt and jacket, which I find to be sexy, and I had her blouse unbuttoned and nice b-cup breasts lifted from her bra and nipples in my mouth. She worked her hips back and forth on me until she had a series of orgasms with nipple pinching seeming to be the trigger that put her over.

After a moment of recovery, she began working me again.

“I’m going to come sweetie,” I said as she ground her hips faster and faster.

“Come inside me,” she demanded. Who was I to disagree?

Within a moment I was shooting a big load deep into Jennifer’s young hot pussy. She tightened her muscles around my cock and milked the come from my shaft.

“That’s incredible, you little minx,” I told her as the sensations were almost too much to bear.

She laughed and leaned in for a sexy kiss as my cock diminished in size inside her tight body. It wasn’t long until her muscles squeezed me all of the way out with my come following.

Jennifer climbed off of me and grabbed a wad of tissues from the end table and began the cleanup of our love centers. We laughed and played throughout the process and got ourselves back into presentable shape.

It was then that Jennifer noticed the photographs behind my desk on the credenza. Several framed pictures of a petite, sexy, and beautiful young oriental girl were on full display.

“No, those aren’t pictures of a wife,” I said answering the question that must have been in her mind.

“That lovely woman is my girlfriend,” I told her as she looked a bit concerned. “But don’t worry, Elena is not only aware that I took you out tonight, she encouraged me to have a good time.”

Expectedly, this statement caused confusion with Jennifer and she was trying to figure it out in her mind. We were standing at this time and I grabbed her from behind and hugged her close to my body with my hands massaging her breasts. I leaned in toward her ear and whispered: “Jennifer, you are one sweet, sexy, and beautiful girl and if you are brave enough for something new, I’d like to introduce you to Elena.”

I began nibbling Jennifer’s neck and ear while she contemplated this most unexpected development. I lowered one hand to her pussy and began to rub and she met my movements with swaying and gyrating hips.

I began whispering to her again: “Baby, you need to understand. Elena would really like to be with you and me at the same time. She would love to give you pleasure and I guarantee you would be amazed at what she can do.”

“Let me take you back to my house now and we can have fun,” I said.

As I had Jennifer super horny again, the thought of continued sex was powerful with her.

“I’m not a lesbian,” she said while breathing heavy.

“Baby, you don’t have to worry about that, it will all be about your pleasure,” I assured her. “You don’t have to do anything with Elena but I know you’ll be surprised.”

“Let’s go,” I said as I spun her around and kissed her. She didn’t say no and her eyes were saying yes.

We traveled to my house and stumbled into the living room while kissing and rubbing one another. Elena was there ready and waiting. She looked so hot. Only five feet tall, super thin with olive skin and very long black hair, she was as beautiful as Thailand can produce.

Elena was dressed in black stockings with matching black lace garter belt, bra and panties. Standing in high heels, she waited for us to stumble into her arms. As we did, I broke my kiss with Jennifer and began kissing the much smaller Elena.

Within a few moments, Elena had her hands all over Jennifer and combined with my touches, Jennifer was in total ecstasy and not thinking much about being with a woman for the first time. I knew she would be surprised soon but I let Elena set the agenda now.

Elena and I both sucked on Jennifer’s hard nipples as we lowered her to the sofa and removed all of her clothes. Elena lowered her mouth to Jennifer’s wet pussy and began to lick while I moved upward and placed my cock in Jennifer’s mouth.

It was clear that Jennifer was completely transfixed by the newfound pleasures she was experiencing. Elena had Jennifer bucking her hips and I held her head in place while I fucked her sexy mouth. And, within a few moments Jennifer was having a wave of orgasms due to Elena’s tongue on her clit. I held my cock in Jennifer’s mouth aggressively as she shook with her climax. Then, without warning her I shot my come into her mouth.

Both Elena and I backed away and stood caressing each other in front of Jennifer as she recovered from her intense experience on the sofa. As Jennifer regained her hold on the moment, she looked at us and began to smile.

It was at this moment that I dropped to my knees, with Jennifer watching, and pulled the front of Elena’s lacy black panties down. I then pulled out her small, smooth boy clit and leaned in and began sucking while she ran her fingers through my hair.

Jennifer was shocked and it took her a few moments to speak. We then heard “She has a cock!”

I pulled off for a moment and said, “Not just any cock, she has a delicious ladyboy clit. Come down here and suck it with me.”

“Wow,” she said as she realized that Elena was a transsexual.

I’m sure that her mind was telling her it couldn’t be true as Elena is more feminine than most women and would have a much more difficult time passing for a boy than a girl. And, she has first class b-cup breasts without the scars of the cheap tit jobs you see in ladyboy pics on the net.

Jennifer joined me in sucking Elena’s clit and we moved her around until she was seated on the sofa with us on our knees in front of her. While we sucked Elena’s cockette, I began fingering Jennifer’s ass. She seemed very receptive and pressed against my finger until it popped through her sphincter.

I left the cock sucking to her, got behind her and moved her sexy body up onto the sofa so that she had her head in Elena’s lap and her ass up in the air with her knees on the cushion. I moved behind her and began to cover her ass and my cock with KY. Soon I was working my cock into what I am certain was virgin ass.

Elena helped by keeping Jennifer’s nipples stimulated using her fingers and holding her head down to suck her cock. Little by little I pushed my hard cock up her sexy ass and held steady to let her become accustomed to the feeling.

After a few minutes I began to thrust and found that Jennifer was meeting my thrusts and thus enjoying the sensation of my cock buried in her ass. Elena noticed too and lifted Jennifer off of her cock. She moved around underneath Jennifer, putting her legs straight through and between both of ours. This had Elena’s five inch slender cock under Jennifer’s pussy and I adjusted our position so that Elena put her cockette up inside Jennifer’s hot cunt.

Now as I pounded Jennifer’s ass, Elena’s cock stroked into and out of her pussy. This was certainly a new feeling for Jennifer and she clearly liked it, a lot!

Soon, I was fucking her fast and getting close to another orgasm. I wanted Elena to come in Jennifer’s pussy too so I began to talk nasty as this always helps both Elena and me.

“Jennifer, I’m fucking your ass baby! I’m going to shoot my come deep in your ass,” I yelled.

“Elena is going come in your pussy with her girl cock! Get ready, we’re going to shoot our come into you, Jennifer,” I said and repeated to the sound of Jennifer moaning and yelling “Yes, yes” and “Oh my god, Oh my god.”

Soon I began to shoot deep into her ass and as I yelled “I’m coming”, Elena began to scream that she was coming too. We both shot our come into young Jennifer who quickly collapsed and rolled to the floor to recover with an expression of disbelief mixed with pleasure on her lovely face.

While she recovered I began to suck Elena’s cockette and clean off the come and mostly pussy juice that coated her. Since I didn’t have on a condom fucking Jennifer’s ass, I then got up and hit the shower. Soon I was joined by Jennifer who could do nothing but tell me how great it all had felt. She couldn’t stop talking about everything. She went on about how hot Elena was and how she couldn’t believe that such a person existed, and on and on.

We soaped and cleaned, dried off, and then went out to join Elena who was still dressed in her sexy lingerie, as she knows I like for her to do everyday when I come home. I kissed Elena lovingly and properly introduced her to Jennifer who sat on my other side. Elena speaks fluent English but is quite up until the time she has something to say. Finally she spoke more than a few words and began to talk with Jennifer.

It seemed that Jennifer had finally come to see Elena just as another woman, or girl, as I do. They chatted while they both ran their hands over my body keeping me somewhat aroused. My cock was tired but their touches felt great.

Soon I asked: “Jennifer, you said you weren’t a lesbian but I bet you wouldn’t mind a make out session with Elena would you?”

“I’m not sure,” she said smiling as I got up and moved over a place putting the two of them together.

“I know I would like to kiss you,” said Elena as she snuggled her tiny body next to Jennifer. She then moved in and began a hot and tender kiss with Jennifer.

They got into it fast and soon had their hands all over each other. I moved across the room and sat in a chair so I could watch this lovely scene unfold. It didn’t take long for my tired cock to gain a bit of an erection as I watched.

Soon they were in a sixty-nine with Jennifer on the bottom. Elena had her small cockette hanging over Jennifer’s mouth and her own head buried between Jennifer’s thighs licking pussy as well as she rims ass.

I watched and stroked my cock until it was again full size. I moved over and lubed Elena’s ass and then pushed my cock into her hot boy-pussy and began fucking her. Jennifer now had my balls slapping her forehead as she sucked Elena’s clit. I pounded Elena’s ass harder as she began to moan, hardly able to continue licking Jennifer’s pussy.

Doubtful that I could come again, I fucked Elena until she shot her load into Jennifer’s mouth. Then I pulled out and went to wash up. When I returned the two beauties were dressed in robes and giggling like school girls.

“Jennifer, I’ve a proposition for you. Quit the job at the department store and you can move into our guest apartment rent free. Elena and I would love to have you as our girlfriend for the rest of the year while you finish school,” I said.

“Please Jennifer,” added Elena, hugging her.

“I don’t know. That’s such a big thing,” Jennifer said looking at both of us back and forth.

“Jennifer, I’ve had my cock and my come in your ass, your pussy, and your mouth. You’ve had Elena’s cock and come too. What could be difficult after that?” I asked.

She laughed and said “When you put it that way, it does seem silly to hesitate. O.K., I’ll do it. I’ll move in this week if it’s alright with you.”

“Great, but tonight you can just stay here and sleep with us in our bed. If I’m nice, Elena will fuck me in my ass while you suck my cock” I said with a wink toward a smiling and willing Elena.