I'm Jason, a fourteen-year-old boy who had his first taste of sex from a neighbor women – but it was not what I could ever have imagined. I was on summer break from school and earned money by mowing lawns. Mrs. Murdock was one of my customers. She was a young woman in her mid-twenties and insisted that I call her "Auntie", so I did. I was learning at an early age that it pays to indulge your customers.

She was really hot looking and when she wore skin tight jeans, I couldn't take my eyes of her ass! I think she noticed because she seemed to make a point of wiggling it a lot when she walked.

One hot day I had taken my shirt off and went to tell her I had finished (and to get paid). She was wearing a low cut halter top that gave me a really good view of her ample breasts. I got hard thinking about Auntie, and she not only noticed it, she commented on it.

"I can see from your shorts that you like what you see," Auntie said.

I blushed red but nodded to her.

"Would you like to see my breasts?" she asked.

"Sure," I said, too nervous to say anything else.

"Then slip your shorts off while I get you a lemonade," she said.

Stupid as it seemed, I was just too embarrassed to take my shorts off in front of Auntie. When she returned, she said, "Why don't you have your shorts off – shy, are you?"

I just nodded, and she continued, "Is it because you are hard?"

I just managed to say "Kind of."

"Well Jason, you should know that I am really flattered that you are hard from thinking about me, and I'd really like to show you a nice time, so, let’s get these shorts off you and free that cock of yours."

I was in shock when she came up to me and pulled my shorts down, my cock springing up to face her.

With my shorts down to my ankles she said, "Okay, now just step out of them."

I obeyed as she took my cock in her hand and fondled me. My knees grew weak from the intense pleasure. Nobody had ever handled me in that way before and in was simply incredible!

"I'll bet you really need to cum, don't you?" she asked. I quickly nodded.

"Then you shall," she said, removing her halter top and allowing her breasts out for me to see. They were beautiful and round, with really large erect nipples.

"Come suck my nipples," she said, "And stroke your cock as you do."

I took one nipple in my mouth and sucked as she moaned with delight. She handed me a box of tissues to use when I was ready to cum. I sucked one nipple for a couple of minutes and then the other. I was more aroused than ever before and soon I was shooting my biggest load ever into a tissue. This was a really wonderful way to cum!

"Thank you, Auntie," I said, catching my breath.

"You are very welcomed Jason," she said, "Would you like to do this again sometime?"

"Yes please," I replied – how could I resist?

"Then come back another time," she said, "Perhaps tomorrow afternoon?"

"Sure thing," I said.

"Just one thing," Auntie said, "I noticed you staring at my ass."

"I'm sorry," I said, "I couldn't help it."

"It's okay," she said, "I'm glad you like it – tomorrow you'll see it out of my jeans – just something for you to think about."

I had plenty to think about alright and couldn't believe my good fortune being seduced by such a hot woman!

Throughout the evening I couldn't stop thinking about Auntie and looked forward to tomorrow. That night in bed I thought about her and seeing her luscious ass. I imagined what it looked like and stroked my cock while imagining myself kissing her soft cheeks. Something about a woman's ass was a big turn-on for me. I came and drifted off to sleep.

The next afternoon I went to Auntie's as planned. She greeted me and urged me to undress, which I did eagerly. She was wearing a short tennis skirt which I hoped to soon be lifting.

I was hard by the time I undressed, and once again Auntie fondled me, capturing my full attention. "Are you ready?" she asked. I nodded, not entirely sure of what to do, but eager to find out!

Auntie led me to her couch, where she knelt facing the back of the couch, her ass facing me. She lifted the back of her tennis skirt up and laid it on her back. She was wearing dark blue thong panties, and her ass looked incredible! The thong left her ass almost entirely bare, so I dropped to my knees and began to kiss her cheeks as I fantasized last night. The reality was so much better! I couldn't believe I was so turned on kissing her ass, but it was great, and I grew bolder and licked her crack, not sure how far I should go. Auntie moaned with pleasure and encouraged me to do more.

Then she reached back and pulled the thong strap to one side and spread her cheeks apart, showing me her pucker. I had never seen an asshole before, but it looked strangely inviting to me. "Go ahead, Jason," she said, "Kiss me!"

I pressed my lips to her hole and felt the warmth of her ass cheeks against my cheeks. I kissed her hole and then licked it. "More!" she said, "Go deep!"

She wanted me to put my tongue up her ass, which at any other time would have seemed absolutely disgusting, but in my current state of mind it seemed perfectly normal. I extended my tongue into her and was surprised at how wonderfully clean she was. I put my hands on her hips and she pushed back, as if to drive me deeper. I put my tongue in for as far as it would go, wishing I was longer. She was moaning loudly, urging me on, and then suddenly she got up and turned around and plunged a cock into my mouth.

She’d caught me completely by surprise – I thought she was a woman and had no idea she had a cock, but now her cock was in my mouth and she had both her hands on my head. I tried to pull back but she held me tightly, face fucking me while telling me how good I was. I had never bargained for this, but it seemed that I was stuck, and just wished it to be over. It was soon, as she shot her hot load into my mouth. It was very strong tasting – unlike anything else, and she held my head and remained in my mouth while she finished pumping, and then told me to swallow.

I did so, reluctantly and then she pulled out. "How was that?" she asked.

"You tricked me!" I shot back, "I had no idea you were a guy."

"I'm not," she said, "I was born a guy but now I'm a Tgirl – transgendered, that is. I wanted to take this slowly with you and let you in on my secret gradually, but you got me so turned on I lost control."

"I'm not a faggot," I insisted, "You forced me into something I would never have done voluntarily."

"No," Auntie replied, "You are a straight boy who went down on his lady. It may seem like a blowjob, but it isn't, and I hope you'll forgive me – I'm so ashamed that I force you to do it."

Auntie kissed me on the lips, and I knew it was a woman kissing me – yet I still had the taste of cum in my mouth. It was a really confusing time for me. She fondled my cock once again and I realized that I was hard the entire time I'd been sucking her – it must have been arousing for me too – I wasn't sure how to make sense of it.

"You've been such a good boy," she said, "You deserve a special treat."

She took my cock into her mouth and it was the most amazing feeling. It took barely over a minute for me to cum, but Auntie eagerly took my cum and swallowed it.

"Lay on the couch and rest," she said, moving me to the couch. I lay there and closed my eyes, trying to process this life-changing experience.

Whatever really happened, it sure seemed like a blowjob to me, but I sure liked it better to think of it as just going down on my lady. It all happened so quickly and he felt trapped into doing it – I wondered what it would be like under other circumstances.

Auntie returned and asked, "You doing alright? I know I put you though a lot and I'm really sorry if it's upsetting."

"I was upset at first," I admitted, "But now that I've had a little time, I'm kind of warming up to it – is it normal for a guy to go down on girls like you?"

"That's the way it's done, if you fancy girls like me," she said, "It's not for everyone."

"I'm not sure if it's really for me," I said, "But I'd like to find out – can I come back?"

"Sure," Auntie said, "But next time you tell me what you want to do."

"Sounds good," I said, "But I can tell you right now that it will definitely include going down on you!"

Aunty smiled and kissed me. I got dressed and went home. This was all so new to me! I had never even been on a date yet. I've talked to girls at school and like them, but never had the nerve to ask them out. Now I've got a grown woman for a girlfriend – er maybe more correctly a grown Tgirl, but she's really hot!

From that day on the two most arousing things for me were kissing her hole and sucking her off, which I did nearly every day. She rewarded me with a nice blowjob, and we were both very happy.

As our relationship grew I lost my virginity by fucking her lovely ass. It was an incredible experience and I knew I had no interest in pussy when I could have her hot ass! Auntie continues to show me a great time. I don’t know how long it will last, but we’re both having the time of our lives!

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)