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How I almost got caught by my mom doing anal on my first date (long)
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Iā€™m 23 (f) now but this happened when I was like 16 or 17. Basically Iā€™d been dating my boyfriend (also 16 or 17) for six months at this point and we went to the same high school. We hadnā€™t gone to either of our houses at this point since we knew our parents would fuss over it (stereotypical ā€œare you dating?ā€ and all that), and only met up at school.

(Also for context: I had an ex before this but we hadnā€™t done much outside of petting and current boyfriend was new to everything. I should also mention my parents house was two stories, and the living room upstairs has glass doors with long curtains on the inside. So when theyā€™re drawn, you canā€™t see anything inside and if you open the door from the outside, it would catch on the curtains.)

Anyways, Boyfriend said hi to my mom and after some introductions, we went upstairs.

I put on a TV show and we watched for a bit. Since this was the first time I had him over at my house, sexual tensions were high when we were finally alone after six months of only cuddling in the school halls. I put on a TV show but I kept glancing over and moving my hand to his inner thigh. His eyes got wide and he startled at first. I donā€™t think he expected me to make the first move. Eventually he got the hint and spread his legs for me. We started kissing and I basically climbed onto his lap and from there, it was quick work.

I led his hand to my chest and he kneaded it awkwardly considering heā€™d never touched breasts before. Still, it felt nice and he loved how I rocked in his lap when he pinched my nipple. He kept doing it and even lifted my bra to suckle them. I just kept grinding as he obsessed over my tits. When I moved my hips, I could feel his cock straining against his pants. Eventually I started pawing at his jeans and he scooted them down enough for me to finally see him rock hard. Like, big and red hard where it was obvious it was near painful.

I tried to give a handjob at first, but it was awkward since Iā€™d never given one before. It was obvious he wasnā€™t feeling great about it either and tried to encourage me to grip it a certain way but I struggled.

So I simply got on my knees and got to work. I figured my mouth being warm and wet would make up for the inexperience. He was sweaty and not well cleaned, but I also donā€™t think he expected us to do anything. I didnā€™t really mind and he had to keep a hand over his mouth to not moan and alert my mom downstairs. Eventually he pulled me back on his lap and told me he felt like he was going to finish if I kept going. After all, first blow job.

I then shimmied my jeans and panties down so he could get his first glimpse at a pussy. He just stared in shock before gently nudging his fingers around my front lips and clit. He kept trying to insert his fingers around my clit, thinking my cunt was there, which kept jostling me in the best way. Eventually I had to gently nudge his hand lower.

He was shocked at how slick it could get down there. It felt embarrassingly good to have someone else finger me, especially because my bf had big fingers. He then got off the couch and kneeled for me. He took my pants off fully and spread my lips wide with his fingers. I felt so hot and flustered as he looked over my pussy and kept prodding to stare at my hole.

Then he leaned forward and gave the softest lick to my tight cunt. I nearly crushed his head between my thighs at the sensation. He worked hard to please with kitten licks, and I kept pulling him in by crossing my legs around his head. We eventually had to stop because he tapped out since I nearly suffocated him. I might have been a little too excited about getting eaten out.

After some time, I finally get horny enough I take my pants/panties off entirely, present doggy style on the couch, and he climbs over me. We rut against each other and nothing felt as blissful as his cock rubbing against my cunt. I really wanted him in me.

Then I realize a little problem. We donā€™t have contraceptives. Iā€™m willing to risk him pulling out, but bf argued against it. I asked if he wanted to do anal instead. He agrees but weā€™re both inexperienced teens so he justā€¦ tries to enter dry with no prep. Obviously we donā€™t get far. I turned the TV off (which Iā€™m pretty sure is what alerted my mom) and try to focus on getting him in.

Thatā€™s when my mom tries to open the door to ā€œoffer snacksā€ while Iā€™m bent over on the couch naked except my shirt/bra with my also half naked boyfriend aimed straight for my ass. Thankfully, this is where the curtains come in. They stop her from seeing anything and I practically yell to wait outside.

We both dress quick, but Iā€™m sure my mom has put two and two together with the sound of rustling clothes and not being allowed in.

She looked pissed and my boyfriend was mortified at his first impression being that. Thankfully my mom didnā€™t bring it up but instead just said that the curtains had to stay open. Needless to say, she checked on us quite often after that.

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2 years ago