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Chapter 17
by kinkygeek
What's next?
Kissing and groping
'Where should we begin,' indeed. That's the question foremost on your mind even before Ivy spoke it aloud in her breathy alto range voice tinged with a hint of raspiness. Having never been with a trans woman before, you feel a little out of your depth. You've never even touched a penis besides your own.
"Hey, it's okay to be nervous, babe," she says reassuringly, sensing your unease. "I can tell this is new for you, being with a woman like me. You have been such a gentleman to me this evening, so I know you know how to treat a lady."
Her face draws slowly and steadily towards yours. The moistness of her lips and the sweetness of her breath beckons for you to taste. She continues speaking more softly than before. "Just keep treating me like a lady, and I'll guide you through the differences."
Your lips meet hers for the second time this evening. This time, however, she had let the anticipation build slowly, warming you up before drinking you in. The kiss lingers, and she does not pull back once your lips part. Instead, she follows them with a series of short, sweet kisses that you match with your lips. She stops to catch her breath, but your lips keep hungrily pressing against her skin as you begin to kiss your way down her neck. The spicy cinnamon scent on her skin fills your nostrils as she sighs and moans softly. You reach one hand up to brush against her jaw line on the opposite side of her face from where you've been kissing and run your fingers through her thick scarlet hair, your thumb lightly caressing the outside edge of her ear. Your other hand wraps around her waist and pulls her body in closer. A brief moment of hesitation causes you to falter as you feel a bulge press against your crotch.
"That would be one of the differences," she says with a small giggle. "Here." Untangling herself from your embrace, she lifts up the bottom of her dress to reveal a pair of mint green panties with extra room in the front for her particular anatomy. From the way the fabric is tenting out, you can tell she's about half-hard with room to grow. "Try feeling it with your hand through my panties first."
Cautiously, you slip your hand down her front and rub your open palm against her cock through the thin fabric. Your fingertips brush against her scrotum, and you move to carefully cup it with your fingers before sliding your palm back up her shaft. Listening to her gentle moans of encouragement, your trepidation slowly abates as you continue to fondle her cock through her panties.
"Mmmm, yes, that's nice. You're starting to get the hang of it, babe." Her eyes flutter half-closed as she speaks. Her soft moan shifts to a chuckle in the back of her throat. "How about we play a little game?" Her hands move down to undo your belt and unfasten your fly. "I want you to pay attention to how I play with your cock and do exactly the same thing to mine." Her fingers slip inside the waistband of your underwear and loosely grasp your shaft. "ahem." Looking at you expectantly as she deliberately clears her throat, you realize what she's expecting you to do.
"Oh, right." you hastily slip your hand under the mint colored fabric and loosely grasp her shaft with your fingers.
"Alright, now let's start gently like this." You feel her fingers gently press and rub along your cock. You do your best to match her movements, but as her stroking makes you harder it's also harder to focus.
"That's it... good... harder... yes... No, no! Too hard! Okay, that's better... yes... just like that..." Ivy tries to help you calibrate your grip as you struggle to keep up with her steadily increasing pace. She begins to pant with exertion, and soon so are you. Your lips draw closer again. A feral hunger takes control as you kiss passionately while vigorously stroking each other's erections. After several intense moments, Ivy breaks off from the kiss.
"Oooh, stop, stop, stop! You're going to make me cum too early if you keep that up," she says breathlessly as she lets go of your cock. Obediently, you release your grip as well. "Whew, that was close. I have to say, for a first-timer you're pretty handy with a girl's cock." A crooked smile flashes across the side of her face as she takes your hand.
"Come on, babe. We're just getting started," she says playfully as she leads you to her bedroom.
What's next?
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Secret Affairs
Husband and wife each have a secret sex life
You have been married for about five years now, and all this time you've managed to keep a string of affairs going on the side. As far as you know, your spouse has been completely faithful to you and has no idea you've been having sex with anyone else. You love your spouse dearly, and you two still make love passionately at least once a week. However, you have needs and urges that just can't be fulfilled by only one partner. You don't know how to explain this without potentially hurting your spouse's feelings, so you've kept your long list of wild encounters, one night stands, fuck buddies, and discreet lovers a well guarded secret throughout your entire relationship.
- Tags
- creampie, no birth control, possible impregnation, phone sex, brother-in-law, anal, Morning sickness, girl on girl, guy on guy, face sitting, squirting, mother daughter, losing virginity, first time, adultery, sister-in-law, oral, cheating, bisexual, swingers, quickie, discreet, TF-M, mutual masturbation, girl-cock, deepthroat, Transgender, MMF, anal sex, anal creampie, virgin, double penetration, M-TF, foursome, hair pulling, throat fucking
Updated on Feb 21, 2025
by Perv watching
Created on Jul 5, 2016
by kinkygeek
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