*Repost because it previously got removed, hoping I’ve edited the offending sections but mods please let me know if I need to change more!*

So I’m not really sure how to start this but will give a little bit of backstory…growing up my family were very religious and my high school boyfriends (James) family even more so! His dad was the minister at our church and from the time we started “dating” at age 12 it seemed everyone had us pegged as the perfect well behaved Christ loving couple. For many years I suppose that was true but around 16/17 I started wanting to explore our sexuality more, at that point I was still under the delusion we’d be together forever so what did it matter if it was before or after marriage. But any time things started to get too heavy James would stop us and we’d have a big conversation about patience and how rewarding it will be to wait.

This went on for YEARS! Finally at 19 I’d had enough, one Sunday I picked out an outfit I knew drove him wild…plaid mini skirt and fuzzy turtle neck sweater, think Liv Tyler in Empire Records! (Also quick side note how do turtle neck make tits look so good without showing any skin? So weird!) anyway mid way through the service I start “absent mindedly” softly stroking his thigh, all the time looking up at the pulpit. It doesn’t take very long before my hand “accidentally” bumps his rapidly hardening cock and I mock scold him: “James! In the house of the lord!” He chuckles and shooshes me politely but I’m not to be deterred! I keep playing with his thigh for a few minutes before “bumping” him again…and then again…after about the forth time I drop the pre-tense and start gentling massaging his cock through his pants, all very subtly of course, we are in church. Normally when I had tried this kind of thing in the past this would be around the time he grabbed my wrist and stopped me, but today he didn’t, so I continued. After a few minutes I can feel him tightening up and quicken my pace, pretty soon I hear a very muffled groan next to me, feel some throbbing in my palm, and then the wet patch forms. I give him my jacket to carry to hide himself and as soon as the service is over we had back to his house to hang out and so he can get changed.

Well let me tell you reddit I thought I’d cracked it! I thought the flood gates were about to open and we would finally be doing all the sneaky sexy stuff I’d been dreaming about. James had different ideas! After another long boring frustrating conversation he decided to break up with me as we were obviously heading in different directions in our lives. I was shattered and stunned, I got up and walked out holding back tears! I never in a million years thought this would be the result of my little experimentation. I was about to walk home from James’ house when I run into his older brother Teddy on the back porch. As good and wholesome as James was Teddy was like the black sheep of the family. I know now he was just a perfectly normal dude who happened to be an atheist and smoke a bit of weed but at the time he seemed like the baddest mother fucker around lol.

Teddy asked what’s wrong and I tell him a very edited version of how James and I just broke up, to my great surprise Teddy is super comforting and nice to me, calling his brother a moron, validating my feelings, asking all the right questions to make me feel safe and cared for. We chat for a bit and I find myself opening up more and more about what happened till finally Teddy offers me a ride home and I accept.

Before we even get to the end of the street Teddy has his hand on my knee, comforting me some more by saying “Kate you need to view this as an opportunity! Any guy out there would be lucky to have you and lots of them would be more than eager to help you explore the things you’re after, just be careful and make sure you choose the right one”. I don’t know what happened in that moment but it was the first time I remember very clearly my inner slut starting to stretch her wings! I smile at Teddy and say softly “I’ll be careful, I promise!” then slowly open my legs invitingly. Teddy grins but doesn’t say anything or move, his hand still firmly on my knee…for a few more streets! Finally when he takes the turn for the long way to my place his hand starts slowly sliding down my soft milky thighs, his eyes never leaving the road he gently and expertly starts teasing my pussy, tracing along my lips, stroking my clit, within seconds I’m panting and grinding back against his hand, within minutes I can feel it building my first ever orgasm at the hands of another person. Finally I explode, moaning loudly as I convulse and shake as the ecstasy washes over me.

Teddy leaves his hand in place as I come back down to earth and catch my breath, by which time he’s pulling into a lane way around the corner from my street. He parks the car and turns to me grinning “so what else were you wanting to try?” I don’t know what’s come over me now but all the repression has finally snapped, I unbuckle and dive at him, kissing him passionately and desperately trying to unbuckle his pants. He gently but authoritatively grabs me by the shoulders and guides me back to my seat, he sits back in his own and unbuckles his pants for me, taking out what I now know was not a run of the mill cock! This thing was gorgeous, perfectly straight, about 8inches and very thick! I just sat there in awe staring at it for a moment till Teddy finally broke the silence “never seen a cock before?”. “not in person!” I replied, “well what are you waiting for?” He had his eyebrows raised and huge grin now knowing I was his to do with as he pleased! I dived down on him desperately trying to remember every how to guide I’d read or naughty video I’d googled as I took his huge cock between my lips. I attacked with all the enthusiasm I could manage, bobbing wildly on his cock as I sucked and slurped as hard as I could, one hand stroking the base of his cock the other massaging his balls.

Teddy muttered compliments and instructions between panting and groaning, his hands alternating between holding my hair and guiding my rhythm and pace, and exploring my body, grabbing at my ass and tits wildly. The longer the blow job went Teddy’s attitude slowly started to turn as he got more derogatory, saying things like he always knew I would be a good little cock sucker, and how I was so very obviously a repressed slut desperately gagging to be throat fucked. No one had ever spoken to me like this and it turned me on so much and feeling so seen made me work even harder to please him, trying to take more and more of him into my throat, altho being my first ever blow job I did not get very far in that endeavour.

Soon he was muttering an endless stream of comments between pants, most of it typical stupid dirty talk stuff…“Fuck you’re such a good little cock sucker, you sure you’ve never done this before? You’re gonna make me cum slut! Are you ready to swallow every last drop?” At this last one I moaned approval and tried to nod as Teddy pulled my hair tight and pushed me down deeper than I’d managed on my own and shot rope after rope down my throat. I desperately tried to swallow it all to prove I wasn’t some silly little girl but could absolutely be the cum loving slut he saw in me but there was just soooo much cum! And some dribbled back out and down his shaft, still eager to please I didn’t let this go to waste and quickly licked his rod clean swallowing every last bit before showing him my empty mouth.

Teddy smiled at me and just said “good girl” before putting his cock away and starting the car again, he dropped me around the front of my house and drove off without another word. He definitely helped more with my slutty awakening after that but this post is getting quite long so we’ll leave it there for now!