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Travels with My Aunt - 3 [M18F36][1960s][sissy]
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realCrystalVeeyant is in sissy
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This is the third excerpt from Travels with My Aunt. Here is Part 1. And Part 2.

Set in the hippie, Free Love era of 1969, Char is an 18 year old sissy who runs away from home with his hippie step-aunt to escape his stepfather's wrath. This part is right after Chloe and Char hit the road together, hitchhiking.

[][][]

Two days later, Aunt Chloe and I checked into a cheap motel in the western part of Pennsylvania. I now owned a large, army duffel bag like hers. I’d left all of my boy clothes behind and packed a towel, a blanket, toiletries, my lingerie, shoes and makeup. I also had several changes of girl clothes my aunt scrounged for me in Greenwich Village thrift stores when we’d crashed with her friend for a day.

The warm, cozy motel room had one double bed. She said not to get used to this. For her, hitchhiking was partly about sleeping under the stars when she wasn’t dozing in moving vehicles. She had a huge sleeping bag we could share on cool nights.

“We’re staying here because tonight is a special occasion—our first official night on the road together.” She unbuttoned her sun dress and let it drop to the floor. She was fully naked underneath. “It’s our first night alone together, Charlene.”

“Oh my god,” I breathed.

She eased my peasant blouse over my head, revealing my bra. She snugged the elastic waistband of my miniskirt over my hips and let it fall to my feet. My cock swelled against my panties. Then Aunt Chloe stepped in and pressed her luscious tits to my chest while she stroked my erection through my panties.

“I…we shouldn’t do this, should we?” I said in a tiny, scared voice, even though I badly wanted to.

She softly brought her lips to mine and let them linger for a moment. “Why not, Charlene? We’re not actually related to each other, are we?” Her hand stole into my panties and encircled my pounding hard-on. “That doesn’t feel wrong, does it?”

I groaned deeply, which was answer enough. To be honest I was so horny now I no longer cared. Aunt Chloe sank to her knees and took my boner into her mouth, sliding it all the way into the back of her mouth. Then she took my cockhead down her throat!

I gasped with pleasure. “Oh! Oh! Oh!” I cried in a haze of bliss.

She pulled my panties down to my ankles and cupped my balls. I felt the knot of a climax grow tight and whined I was about to cum. Aunt Chloe pulled back until only my cockhead was in her mouth. She circled it with her tongue, sucking lightly.

I cried out as the knot in my groin swelled and my balls let go. She stroked the burning, slippery shaft with her fingers, coaxing out my sperm. I grunted as I pumped my hot jizz into my sexy aunt’s sucking mouth. She mewled with pleasure as she drank it in.

“Aunt Chloe! I love you!” I moaned as my spasms subsided.

She rose and looked into my eyes. “I love you too, Charlene,” she said. “And now you need to know what cum tastes like.” She looked at me with such joy. “As a girl, you’ll be tasting a lot of it!”

She pressed her sticky lips to mine. I hungrily opened my mouth to accept her jism-covered tongue. My taste buds exploded with the salty-sweet wild flavor of my own spunk. I greedily sucked her tongue. I swallowed all of my cum still in her mouth until it was just the two of us kissing like horny lesbians.

“My, my,” Chloe said as she broke the kiss and looked down. “I see that a certain young lady certainly has staying power!” She smiled at me. “Look how sexy it is, trapped between our bodies.”

I’m still hard as a rock!

I felt as if I’d been hypnotized as my step-aunt led me to the bed and laid me back in the center of it. I could still taste my own cum as she mounted me cowgirl-style. She gazed deeply into my eyes as she guided my cock into her pussy. I groaned as my penile flesh was enveloped in her hot, moist twat.

“Oh my sweet, Charlene,” Chloe husked as she lowered her cunt all the way onto my pulsing shaft. “You have such a lovely, eager cock. Don’t feel bad about fucking your Aunt Chloe. Even if I was your real aunt, I couldn’t help wanting this. Your girl-cock was made to please women, and I’m a woman who loves you like… family.” She kissed me. “You don’t feel bad about fucking me, do you?”

“No, Aunt Chloe!” I gasped as she rode my cock up and down.

I’d been a virgin until she mounted me, so my overpowering lust transcended all. Chloe could have been my actual mother right now and I wouldn’t have cared. For a brief moment I wished she were my mom for the kinkiness of it all!

I exploded inside my step-aunt’s twat, crying out my ecstasy in a high voice like a girl’s. Chloe stifled a scream from an orgasm so intense her vaginal muscles grabbed my cock like a fist, triggering another tsunami of pleasure down my shaft to my balls.

She leaned forward, still impaled on my thrumming tool, and plastered her lips to mine. She raped my mouth with her tongue until the need to take a deep gasp of air forced her back.

Panting with lust and exertion, she brightly looked at me with as much desire and adoration as I felt for her.

“I love you, Charlene baby,” she panted. “You’re so young and girly just as you are, you make me hotter than almost anyone ever has before! Did you like doing that with Aunt Chloe?”

“Chloe, I love you too. You’re the most beautiful, sexiest woman in the world! I never want to stop making love with you!”

She gave me a lazy, crooked smile full of mischief. “We’re just getting started, darling. Now that you’re not a virgin, I have so many things to teach you. First lesson is post-orgasm blowjobs and creampies. Are you ready to learn from Aunt Chloe?”

“Oh hell yes!” I enthused. “Uh....what’s a creampie?”

Instead of answering she told me to put a pillow under my head. She turned around so her lips were over my half-hard, sensitive dick, while her knees straddled my neck.

Her reddish-pink minor labia, moist and swollen with erotic blood, were right over my mouth. When I saw the gape of her vaginal opening dilate and cum start to drip out, that’s when I understood what a creampie was.

. . . . . .

“How did that taste, Charlene?” she asked as we cuddled ten minutes later, both of us floating on a cloud of post-orgasmic joy.

“I loved it, Aunt Chloe. I really do!”

“I’m glad to hear that, baby. Whether you turn out to be a sissy or a queen, learning to enjoy the taste of semen is so important.”

“What’s the difference between a sissy and a queen, Aunt Chloe? And why is liking cum such a big deal?”

She sat up, her perfect body sheened with erotic perspiration. “Oh my precious, Charlene,” she cooed. “A sissy loves the clothes and the sex, but she seldom lives as a girl full time. A queen is what you might call a transsexual. Some call them shemales. She usually takes female hormones and lives as a woman full time. The really serious ones get electrolysis and even cosmetic surgery on their faces or bodies. Like breast enlargement.”

That idea thrilled me to the core. “Really? Oh, I’d like that!”

“Some even get sex changes, turn their cocks into vaginas.” She stroked my tingling tool. “Personally, I hope you don’t do that.”

“I’d do anything to make you happy, Aunt Chloe!”

“I’m so glad we found each other. Anyway sissies and queens usually suck a lot of cock, especially if they’re on their own or out on the road with little money. It can make the difference between getting a ride or not. It helps if you enjoy the taste of a man.”

“Oh my,” I whispered.

“Women’s Lib is all well and good, but in the middle of the night and raining on the highway… well, I’d rather be warm and dry with cum in my mouth than wet and cold and liberated!”

Chloe blew my mind yet again. I never considered things from that point of view. It made me thrilled and anxious. I’d gotten quite an education in the two days since Chloe and I fled Brooklyn.

Until this very moment, it never crossed my mind I might have to put out sex to hitch a ride. Our first three rides New Jersey—an old couple, a salesman, and a long-haul trucker—never asked us for anything in exchange for picking us up.

The nervousness I suddenly felt at this new prospect was quickly tempered by the excitement of such a tawdry exchange—and the giddy notion of having sex with a man as a girl!

As if she knew what I was thinking, Chloe gave me another soft kiss. “Don’t worry, sweetheart. I’ll look after you just like a good aunt should. I wouldn’t suggest you try something unless I knew you were going to love it.” She winked at me. “I was nervous my first time with a guy, but I loved it right away.”

“If it would make you happy, Aunt Chloe,” I said, still dubious.

“No, I think it will make you happy, dear Charlene. And if it’s the right guy, it will make you very, very happy.”

I hope everybody is enjoying these tastes from "Travels with My Aunt"!

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