Deleted the first post because the formatting didn’t work right (no paragraphs) and the Reddit editor gave me an error. If I screw it up again I give up.
***
Cara was an emotional roller coaster for a partner – her seduction technique was to pull me aside one night and explain “Your existence distracts me, but I don’t know if you’re aggressive enough.” She wanted to fuck me but thought I might be too nice.
I’d call it a strategy of heightening the tension to make sex better but it’s just her personality. Direct, often cutting… but she’s hot and smart so people forgive her. I definitely did.
I aced the interview by fucking her mouth until I came twice that night and sending her home without sex.
We never talked about in dom/sub terms but once she’d made her demands known and sex was on the table she became quite submissive, just wanting to be tossed around, used and ultimately rewarded. I triggered something new in Cara when I whispered “good girl” in her ear while fucking her from behind, pushing her over the edge. It became the phrase to make her melt… or gush – when used at the right time.
After sex was over, she slipped right back into being sarcastic and bossy. It was a pretty good time.
***
Cara told me after a few dates that she loved anal – I had to confess that I’d never done it (no one had asked!) but I was down for whatever got her off. Before our next date night I surprised her (and myself) when I pushed her up against the wall and buried my face in her ass, panties to the side and skirt draped around my head. I worked hard at giving my first rimjob until she was begging to be fucked and I left marks on her thighs where I’d gripped hard to keep her upright.
Afterward, she told me no one had ever done that – anal had just been penetration but no play. It was in this conversation that I found out that she wasn’t quite the experienced freak she had lead me to believe – she’d never used toys with a partner, never been tied up or tied anyone else up, never had sex outdoors.
I stopped at a toy shop before our next date, bought a butt plug and introduced that into the equation. Fucking with her plug in drove both of us nuts, it could be too stimulating for her to use all the time. For me it’s just such a great visual, the green jewel flare shifting with each tense and flex, my cock sliding in and out below it. To indulge my exhibitionism she would wear it when we’d go out for drinks or dinner, making sure to send me a butt selfie from the ramen bar restroom.
***
“I’ve never let anyone cum in my ass” was Cara’s way of introducing the idea of ditching condoms.
Valentine’s Day would be our first night with clean tests and Cara’s new birth control implant fully effective. I was out of town for a few days beforehand and drove back into town on a mission from god.
I had booked a nice hotel suite with a balcony and drove directly there, stopping on the way for a few things – a bottle of her favorite whiskey, massage oil, the finest lube the sex shop sommelier could recommend, a blindfold and restraints. I wasn’t keen on actual metal cuffs and instead picked out this thing that had handcuffs and ankle cuffs or you could connect them together for being hogtied.
I had time for a shower before she knocked on the door, tossing her overnight bag and long black coat on the way in to reveal a slinky red dress I hadn’t seen before, black heels, bare legs, the outline of her hard nipples visible through the dress. She did a spin while flipping her dress up to show me a new plug, red jewel to match the dress. I pulled her in tight from behind, blindly horny, kissing and biting her neck and shoulders while I traced her body with my fingers. I lifted her dress and slipped a finger inside, brushing her clit with my thumb…
Which is when my best laid plans went awry – my normally submissive girlfriend wiggled free and roughly shoved me on to the couch. She kicked off her heels, dropped the dress and straddled me, forcing her tongue into my mouth. She leaned back and I took a nipple between my teeth and started to pull – and she slapped me. Light but definitely a slap. “My turn later.”
She was in complete control and began to strip me, unbuttoning my shirt and kissing her way down my chest and stomach until she was on the floor between my legs. Pants off, erection straining in the briefs she said made my bulge look amazing, she started to kiss and nuzzle my cock and balls through the fabric until I said the magic word – “please.”
I once had a girl edge me for the entirety of Amelie so I cannot honestly say this was the best blowjob of my life (that time my vision went black when she let me cum) but it was top two. She worshipped my cock with her tongue, small bobs just past the head when she’d suck, she knew how close to cumming I was and refused to build any kind of rhythm that would get me there.
Finally she started taking more of me in until my cock was in her throat, my hips going out of my control – and she pulls off. She scoots back and invites me to stand. Gently working my balls with one hand, stroking with the other, she sticks her tongue out and tells me to cum on her face. And I do – three days of abstinence, I leave her face a mess of cum and spit, ropes splashed across cheek, nose, eyelashes, in her hair. She giggles happily and kisses the head of my dick.
I collapsed on the couch, she stood to clean up.
But I’m still erect – I’ve never had a problem getting up for multiple rounds but I’ve never cum that hard and stayed hard. I started laughing and ran to pick her up from behind before she can get to the sink – “What? Oh.” as she feels me.
I dumped her face down on the bed, face still covered in cum, wrists pinned behind her back, fingering her and shifting her butt plug with my thumb, making her buck to the rhythm of my fingers. I pulled the plug out and replace it with two fingers wetted with her juices.
“Please please please.”
I grabbed the lube and got us both ready, easing into her ass like I normally would. “Just fucking do it” muffled in the comforter.
I let go of Cara’s wrists and pull her hair by the root as I sink into her ass in one motion, her face off the bed, a choked cry, no more words. I encouraged her to finger herself, knowing she needs plenty of clit stimulation to cum from anal and she hadn’t given me a chance to eat her pussy. “I want to feel you cum on my cock.” A hand that was gripping the mattress snakes between her legs and she starts to groan and then shout.
She’s pushing back to meet my thrusts, getting louder and finally she clenches hard around my dick, screaming, and that took me over the edge again.
We lay flat on the bed for I don’t know how long, catching our breath, I finally got a chance to whisper good girl in her ear, making her laugh. That was my cue to roll off and fix a couple of drinks while she cleaned up (and cleaned out).
It was a couple of hours of cuddling (and a surprisingly sexy soap and water handjob for me) before we started up again and the rest of the night is a bit of a blur after we cracked open the whiskey – memories of my face squeezed between her thighs sucking on her clit, Cara leading me by the dick to the balcony to fuck in the cold.
Source: reddit.com/r/gonewildstories/comments/rcxya9/girlfriends_first_anal_creampie_on_valentines_day
Anal creampies my favourite.