Jen & Tran at DFW

By Jack English

Published on Oct 24, 2005

Transgender

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M & F anal play + M to M with F (1st time mail bi)

Jen & Tran at DFW

As her strap-on cock pulled slowly out of my ass, I felt a slight burn as I anticipated the larger cock head stretching my ass and popping out.

The pleasure was overwhelming me as she pulled the last inch of her rubber cock out of me. I collapsed on the bed feeling nothing but he sudden emptiness in my ass.

After a few moments Jen was pushing at me to get me to roll over and expose my semen coated cock to her hungry lips. As I rolled over she captured my well lubed cock with her mouth and began sucking it with her tongue swishing around the sensitive head. My cock began to harden fully again as my beautiful Korean friend applied her significant oral talents to my rod.

Here I was in a hotel room in Dallas just having had my ass fucked and with my cock buried between the lovely lips of my fun loving friend Jen. Korean, short, thin, with long dark blue-black hair, and a set of gorgeous D-cup breasts, Jen had taken a flight to Dallas after work to meet me at the DFW airport hotel for a night of sex that would be taboo to our respective mates.

I met Jen when she was in medical school in Chicago while on a blind date with some friends. We hit it off immediately but never had a chance to date as her schedule was filled with the final year of med school and the following time as an intern. But, I'd not forgotten her and her incredible Asian body and sweet, fun loving smile.

A few years ago, while watching television I was doing searches on the Internet of various past girlfriends and thought to search for Jen. I found her by searching her name and medical school.

Jen's smiling face was on the page I found along with her email address so I thought I'd innocently say hello by email. I didn't feel guilty doing this as we had never been lovers or dated so I thought of it as just contacting an old friend.

Over the next several months Jen and I caught up with each others' lives via email and began to form a nice friendship through the written word. Jen was not shy when we met years before and nothing had changed. She was direct and open about many things including her sex life.

In one email I explained how my marriage was happy, much happier than hers seemed to be, but how my wife just wasn't creative in bed and had limited interest in fulfilling my fantasies. And, not have any fantasies of her own, my wife just didn't understand how powerful these thoughts were.

Jen responded with a customary, for her, direct proposal that we should get together somewhere and have a little adult fun!

Who was I to disagree and I didn't. I had been thinking similar things for a while and had put some thought into how we could most easily get together. Both of us live in cities with many flights daily to the big Dallas Fort Worth airport and it has a big hotel on-site. So, I suggested we take a trip to meet each other some late afternoon. We could even fly back home on the red eye if we couldn't stay overnight.

Jen agreed that this would work well for her and we began emailing each other for several more weeks with explicit sex stories and details of our various fantasies.

That brings us to tonight, our first meeting at the hotel in the Dallas airport with her sexy mouth giving my cock a workout after she had just fucked me in the ass with a brand new strap-on dildo.

As my cock hardened to full attention, Jen moved up to kiss me and shared my semen with me in a very passionate, sexy kiss. There is nothing like the super slick feeling of a long kiss with a lot of semen lubricating the lips!

Jen then asked me how I enjoyed having my ass fucked as she knew this was something I had really been looking forward to.

"Jen, I loved it. You were great!" I told her enthusiastically.

"How about you let me fill your little sexy ass up with the vibrator while I lick your clit?" I asked.

"Go for it sexy!" she said.

I moved down to Jen's wet and shaved pussy and began exploring with my tongue while I reached over and grabbed the small vibrator we had already used to warm up. I coated it generously with my natural semen and slid it into Jen's tight ass while licking her clit faster.

As I licked her pussy and pushed the vibrator in and out of her ass at an increasing rate, I looked up and saw the sexy sight of Jen massaging her giant tits and pinching her hard nipples as her moans were moving closer to screams.

In just a few more moments, Jen's tight thighs clamped down on my head and she began to buck in short spasms as she climaxed with the vibrator in her ass and my tongue darting across her clit.

After she released her grip on me, I moved back up and shared her sweet juices with her in another long kiss while leaving the vibrator humming in her tight ass. As I began to pull the vibrator from her ass, she arched her back and moaned deeply as it pulled free from her sphincter.

"How did you like it?" I asked.

"Wonderful," she whispered in my ear, "now I'm ready for your cock up my backdoor."

"Rollover baby," I said as I nudged her over and began spreading her ass checks.

I got up on my knees, reached over and grabbed some KY lube, and started to lube her ass and my cock up. I began sliding my cock head across her asshole applying a bit more pressure on each pass.

"Go ahead, fuck my ass," she moaned.

"My cock is about to slide deeply into your ass," I replied knowing that both of us are very audio oriented and love the descriptive language.

I began pushing my cock against her sphincter and as she relaxed her muscles my cock began to slide into her tight hole. Jen began pushing back against my cock causing me to sink deeper in her ass quickly.

As she began to moan and tell me repeatedly to fuck her ass I began to move in and out slowly with her asshole tightly pulling against my cock. As I increased the speed, she lifted herself up on her elbows which allowed her huge breasts to swing freely under her.

Just looking at her ass in front of me with hips curving out was enough, but adding the sight of those breasts swinging was about all I could take. I slowed down to try and prolong my time before orgasm but she just stimulated me by moving her ass muscles to clamp down on my cock.

"I'm going to shoot my load up your ass," I shouted.

"Fuck my ass, come in my ass!" Jen shouted back.

As I began to shoot my hot cum up her ass, Jen's ass clamped down on me in rhythmic spasms which just milked my cock empty. My cock began to shrink and her spasms pushed me out of her tight ass.

"Wow!" she said breathlessly as she collapsed onto the sheets.

"Wow, back at you," I said as I collapsed next to her looking into her pretty eyes.

"Let's go take a shower," she said as she began to get up and pull me behind her.

We took a long shower with each other as we soaped and cleaned and stimulated each other under the warm water in the large Roman tub. As we enjoyed this time together we talked more about our fantasies.

Jen told me that, like me, she had been using a small to medium sized dildo on her own ass when masturbating for some time but had never had a live cock in her ass until tonight. Her husband thought it was gross and would have nothing to do with it.

She said that my real cock felt a hundred times better as it was warm and had a completely different feeling than the rubber or rigid plastic dildos. She also said that when I shot my load in her ass that the hot liquid feeling as incredible.

All this description did was increase my own curiosity about having a live cock up my ass too!

I told Jen about this and she smiled devilishly, with my cock all soaped up sliding between her hands, and asked: "Why don't we do something about that?"

She said I should be able to experience what she did in all but the hot load as she would insist that a condom cover any other live dick that went up my ass. I agreed.

After the shower, we got dressed. Jen put on an outfit so sexy there is no way she would wear it out back home in Chicago. It showcased her big breasts well as it was basically a bustier and mini-skirt with a tiny little transparent jacket covering her shoulders.

I put on the pair of black lacy front panties that Jen had bought for me as the fulfillment of another of my desires. I'd worn panties often when my wife wasn't around as she didn't like it. Tonight I got to enjoy even more silky softness on my skin as Jen had also bought me a black camisole to wear under my shirt. I felt great when she told me that I looked really sexy in the lingerie.

We went to a restaurant in the hotel to have dinner having changed from our plan of room service. The idea was to go to the hotel bar after dinner and see if Jen and I could pick up a willing live cock to further my fantasy fulfillment.

It wouldn't surprise me if our waiter and the busboys in the restaurant had to go in the back and jerk off a couple of times each during dinner by the way they were enjoying Jen and her sexy breasts!

While they were all noticing her, I noticed a young looking busboy who looked to be from somewhere in the Pacific Islands. He had tan smooth skin, was thin and couldn't have been more than 5' 2" or so ^Ö just an inch or two taller than Jen.

I mentioned quietly to Jen that I would like to try and get him to join us as I found his fairly effeminate and oriental body and features somewhat attractive. Jen said that she would do her best but on the next trip she wanted big muscular Texas cowboy!

The never shy Jen got up before I could even rise and pull her chair out for her and made her way toward the ladies room. On the way, she motioned for our target busboy to come closer. I couldn't tell what she was telling him but I could see his eyes locked on her cleavage while she spoke and I thought I saw a bit of a blush come across his face but it was hard to tell due to the dark lighting and his dark skin.

Jen continued on to the ladies room and while she was gone, the young busboy approached our table and spoke.

"The lady said that you wanted to see me," he said.

I was a bit stunned as I assumed she had said much more to him. I didn't quite know what to say but just as I was about to recover, he said more.

"Nude. She said you would like to see me without my clothes and that I could see her if I went along. Is this true?" he asked rather matter of factly.

"Yes, and you can do more than look if all goes well," I replied.

He smiled and said that she had already given him our room number and that he would join us soon after we left as the dining room was due to close soon.

"What is your name?" I asked.

"Tran," he replied, smiled and turned to walk away passing Jen as she returned to the table. It was clear that his eyes remained on her chest the whole way.

"How'd it go?" Jen asked me.

"Great, chalk up another man as victim to your sexy body," I said grinning broadly.

"He's coming up to the room just after we leave," I added as Jen reached her hand across the table and squeezed mine with a very romantic and loving expression on her face.

"Just remember," she said as she held my hand, "I want some that young body too!"

I went and paid the bill without waiting for our server as I was ready to suck those big breasts again and enjoy Jen's sexy body a bit before Tran arrived.

We went up to the room making out in the elevator all the way and my teasing her by pinching her ass lightly reaching under her mini skirt while walking down the hallway. When we entered the room I had Jen's skirt off in a flash and stood behind her while I undid her bustier. When her breast spilled out of the opened top, I reached around and massaged them while kissing and nuzzling her neck.

In just a few moments Jen had my clothes off, leaving my panties and camisole in place, and had me seated in the desk chair. She got down on her knees, pulled my cock out of the side of the panties and gave me a quick blow job to get my cock at maximum hardness.

Jen then stood, faced me and lifted one leg over me moving over my lap. I guided my cock into her hot pussy as she began to sink down on top of me with her legs on each side of the chair.

This position usually provides maximum penetration and puts the breasts right in my mouth so I especially loved it. As Jen began to fuck me lifting her body up and then sinking down, I went to work stimulating her hard nipples with my mouth. Her breasts were so large that I could move the nipples together and rub them against my tongue at the same time. This seemed to really get Jen going and she increased her tempo banging down on my cock and legs with each stroke.

As she began moving faster, my tongue worked on her nipples harder, and I reached around and squeezed her ass. She began to reach orgasm and began saying "fuck, fuck, fuck, fuck, fuck!"

She stopped at the top of the last stroke and froze in place as she shuddered with an intense orgasm. A smile spread across her sweet face as she relaxed and fell back to my body with my cock buried deeply in her pussy. Jen then leaned forward and kissed me smiling the whole time.

We were kissing playfully with my cock still buried in her when we heard a knock at the door. Tran was here!

Reluctantly, Jen pulled up off of my hard cock and went to the door to meet Tran in the nude. I stayed in the chair with my cock pulled out around my panties and the camisole top hanging loosely.

Jen stood behind the door and opened it quickly telling Tran to come in. She immediately shut the door as he passed by her.

I'm not sure what he thought as he saw me with my hard cock and wearing black lingerie but I know he was damn happy the moment Jen spoke and he turned to see her incredible body on full display. She approached him and placed a hand on his crotch and the other behind his head pulling him to her for a kiss.

Tran began to kiss Jen passionately and as he did she placed his hands on her large breasts. I walked up behind Tran and reached around to undo his pants and worked them to his ankles. I then unbuttoned his shirt reaching around his body and I have to admit that it felt great having his skin rubbing against my chest through the cami and my cock sticking out and rubbing against the small of his back was very stimulating.

I pulled his jockey shorts down to his ankles and knelt down to pull his feet out of his pant legs. As he kissed Jen and fondled her breasts I saw that her hands were now rubbing his exposed cock. I slowly moved up rubbing his smooth hairless legs with my arms and hands. As I got all the way up my cock came in contact with his smooth, firm ass and it really excited me.

I had never really had any attraction to boys or men, just to the feeling of a cock in my ass. But, this young Asian man was giving me stimulation I'd never expected but seeing him hugging, kissing, and fondling my Jen would excite just about anyone!

My cock was very wet with semen and I began to hug Tran from behind reaching around and stroking Jen's hair as he now had his head bent down sucking her breasts and she was fondling his cock which seemed to be perfect to fulfill my fantasies. It was about five to six inches and not too thick.

I did something next that I never had thought I would do. I went to my knees and moved between Tran and Jen and began kissing his cock and almost hairless balls. Jen's hands began massaging my head and pulling me close to Tran's cock. She had told me in an email that watching a guy suck another guy's cock was something she wanted to do. So even though I thought, at the time, that that was something I wouldn't be able to do, here I was bringing another of Jen's fantasies to life!

I admit, it just felt natural and Tran seemed to enjoy it greatly but most of his focus was on Jen's chest. I noticed while I began sucking Tran's cock that Jen had a hand rubbing her pussy so I took one hand and placed a finger on her asshole and the other hand I placed near Tran's boy pussy. I began placing pressure on them both and slipped a finger into each asshole at the same time.

That was a trigger for young Tran just as it is with me. He began to come and, not being ready to take a man's ejaculation in my mouth, I immediately turned away and pointed his cock towards Jen's pussy. She felt the hot come on her hand and pussy and just rubbed it in as lubricant as it landed.

I went to the bathroom and cleaned up a bit and got a wet towel with which to clean Tran and Jen.

When I returned, they had fallen to the bed and little Tran had his head buried between Jen's lovely legs eating her pussy with vigor. I walked over to Jen and kissed her and asked her if she was enjoying Tran. She replied with an enthusiastic, "Yes!"

We kissed for a while and then I began to suck her breasts while Tran continued to lap at her pussy. After a few moments I got up and climbed on the bed and standing on my knees, I moved my cock next to Jen's face. She smiled and took my member in her mouth and began sucking me slowly and sweetly.

It wasn't long before Jen began to orgasm on Tran's young tongue and just as she did I stroked my cock and shot my load all over her face. We then kissed and shared the semen while Tran climbed up on towards us putting his cock at the entrance to Jen's pussy. She wrapped her legs around him and pulled his cock into her. He began to fuck her as she started moaning more aggressively.

I sat in the chair a few feet away and just enjoyed the scene taking place before me and worked hard to commit it to my memory for future use. Jen was just so sexy and this young, smooth skinned guy was really hot looking as he was lost in fucking her alluring Korean body.

These two Asian lovers both reached orgasm as I watched from the chair. After Tran came, he collapsed and rolled over beside Jen with his spent cock small and exposed to the air. I went over and used my wet towel to tenderly clean his cock and then moved to Jen's pussy. When I looked up, no surprise: Tran's hands were back on those great breasts!

Anything to get him horny again as I really did want to feel his cock in my ass before the night ended. I took some KY and began to lube my ass as I played with my cock watching Tran play with Jen's breasts. Jen saw what I was doing and was smiling a knowing smile.

Jen moved down to suck on Tran's cock and get it good and hard. He just lay back and enjoyed her lips and tongue servicing his cock. I moved behind Jen as her ass was sticking up in the air and stroked my now hardened cock up and down her wet slit. I teased her as she kept pushing back to try and capture my cock in her love canal. Finally, I relented and sank my cock deeply into her well fucked pussy. I just stayed there only moving occasionally and very slowly as Jen continued to suck Tran's cock.

It wasn't long before Jen's talented mouth had Tran's young cock super hard again.

"Tran, now you are going to fuck him in the ass," she told Tran with a sense of authority that surprised him and put him into immediate action.

I put my ass on the edge of the bed and rested on my back. Jen brought Tran up between my legs as I lifted them and put an ankle and each of his shoulders. I've always wanted to enjoy this position with a real cock in my ass.

She put a condom on his cock and positioned it against my well lubed and loosened asshole. Nature then took over and Tran began to push his cock into my ass and it felt great as it slid deeply into my body. Jen then moved up to my head and elevated my head into her lap allowing me to watch Tran slide his cock in and out of my sensitive ass. Jen was right; it felt so incredibly wonderful, much better than the rubber cock!

Tran was sexy looking, smooth and hairless and a bit effeminate. He slowly fucked my ass and Jen stroked my hair with my head in her lap and smiled at me with joy knowing that a long held dream was coming true for me.

My ass felt so good that I cannot describe it with words. There were definitely as many nerves in my sphincter as in my cock!

Jen leaned down and placed one of her beautiful breasts just above my mouth. I instinctively began sucking her nipple while Tran's cock pushed deeply into my ass and then pulled almost all of the way out, time after time. The feeling was tremendous and as Tran began to pick up his pace, I knew he was close to blowing his load in my ass. I just wish it was safe to feel his hot come flood my ass.

As Tran got faster and faster, Jen moved to my cock and began partly sucking and partly stroking my cock as Tran fucked my ass faster. I just put my head back and surrendered to the sensory overload I was experiencing.

All of the sudden, Tran stopped moving and just buried his cock deep in my ass and began to twitch with orgasm. Jen put my cock in her mouth and I began to come in her mouth at the same time. The feeling of my orgasm causing my ass to squeeze tight with each spasm on Tran's cock was a feeling I could never had predicted. It was great!

Jen took my come in her mouth and then lifted herself up on her knees and pulled Tran's face to hers and kissed him. He was a bit surprised to get a kiss full of my sperm but he relaxed and took it in stride.

I helped pull Tran's cock out of my ass keeping the rubber intact. It felt so good when he was hard but now his cock was shrinking to tiny proportions. Jen grabbed the condom and took it off his cock. She grabbed the wet towel I had previously used on them both to clean his cock.

We both were thinking the same and pushed Tran down on the bed and both of us began to suck his cock back to life while kissing each other. We couldn't stop smiling at each other as our eyes met as we were both so happy to have such a perfect experience fulfilling our fantasies so ignored up to that point in our lives.

Eventually Tran's cock was hard and we stroked him off again. We told him how much we appreciated his time with us and sent him on his way.

Jen and I made very slow and lazy love to each other as we fell asleep well before having another orgasm.

Later in the night, we both awoke and took another sensual shower together before getting some sound sleep.

I awoke in the morning with Jen walking across the room in a completely different lingerie outfit. This one had black stockings, garter belt, thong panties and a lacy bra holding back her massive breasts. Her long blue-black hair was glistening with moisture from the shower she must have taken and her lips were gleaming with red lipstick.

In just a moment, those painted red lips had my cock between them as Jen sucked me awake in more than one way!

We made love all morning stopping only for room service breakfast. We finished the visit with me fucking Jen's ass one last time with her cussing like a sailor and begging me to fuck her ass harder.

It was hard to part but it will be more difficult to wait until we can get together again. Especially since she mentioned something about another woman joining us next time around!

Feel free to send me your nasty ideas to: texanasianlover@yahoo.com Jack English

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