Last night I had my first sleepover with my boyfriend. This was after not seeing him for a month and a half, so we both had some built up sexual frustration that was dying to be released. It was the perfect mix of incredible and awkward, with a bit of panic toward the end, that makes it the perfect symbol of our relationship. With that, let’s get into the good stuff.
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When I arrived, his parents had just left to get food, so we had a bit of time to ourselves. I walked in, finding him where he was the first time he had me just walk in, laying in a recliner, stroking his thick cock. I did the same thing as last time. Knowing just how much he loved it, I walked over behind the chair, kissed his forehead, and grabbed his cock. Stroking it, I adjusted so I could kiss his lips. After a minute or so, I asked him “What do you wanna do?”
He responded saying he wanted my mouth on his cock, and I was happy to oblige. I walked around, getting on my knees in front of the chair, pushing the footrest in so I could get my hungry mouth around his dick. I tried my best to take him in my throat, but a combination of nausea from anxiety and him being so thick made it difficult. After a minute or two, we got up, him stroking himself as he kissed me, before telling me he wanted to fuck me with my tits against the window. The combination of fear and arousal from the high risk of his parents coming home and seeing made the idea incredibly hot. After running upstairs to grab a condom, he tried sliding inside me, only for us to realize that for the first time, I was not wet enough. With this realization, he pulled out and picked me up so we could grind against each other. Keeping my legs wrapped around him wasn’t easy, so he dropped me on the recliner, pulling my ass to the edge so he could lick my pussy. I was in heaven, enjoying the feeling of his tongue on my clit as well as the sight of him between my legs. Soon I was wet enough, but we didn’t think we had enough time to safely fuck against the window, so we moved upstairs to his bed.
In almost no time we ripped our clothes off and I was on his bed, him on top of me. He held my legs beside my head and slid his cock in, squatting over me to pound me harder. I was happy his parents weren’t home yet, because I was uncontrollably moaning loud with how his cock kept pounding into my g-spot. When he was getting ready to cum, he started getting a bit more verbal than usual, and his voice was deeper and raspy, making it all the more hot as he said, “yes yes yes take daddy’s cum you slutty little bitch!” thrusting hard with each word. Soon after he came, and we had to get dressed to make it look like we hadn’t just fucked.
He started playing a game while we awaited his parents return. I only met his mom, who was very sweet, but thought we were just friends so I couldn’t cuddle up to him like I wanted while she was talking to us. After a few minutes she left us alone, and we finished the game we were taking turns playing. For a bit of nostalgia, he put The Spongebob Squarepants Movie on the TV and I cuddled up to him on his couch.
After about 10-15 minutes of watching, he reached his hand into my shirt to play with my DD tits. I had told him he needed to be gentle to keep me from being too loud, but he didn’t like that idea, and made me take whatever he gave me. It started off a bit more gentle, I pulled my shirt and bra up so he could have easier access, when I decided to take a picture of him squeezing to send to my fuckbuddy, in an attempt to make him jealous (no I will not show this photo, and he didn’t get jealous but called our attempt “cute”). As he continued, he started kissing and biting my neck, leaving a mark to show that I’m his. After this, he started getting rougher and rougher, til I was kicking the cushions and grabbing his hands whispering frantically, “baby baby baby stopstopstop! I’m gonna get loud!!!”
With this, he growled in my ear, “no, I told you I was gonna remind you who your daddy is,” as he squeezed my tits hard enough to leave a few bruises before releasing them. I thought he was going to chill out so I didn’t get too loud, but he started slapping my now very sensitive tits before sliding his hand into my pants. He had me guide his hand so his fingers were on my clit before rubbing outside my panties, making me insanely wet. I was thrashing around, kicking the a cushion off the couch and grabbing onto what I could. He started whispering in my ear, “are you gonna be a little slut cum in your panties? You wanna cum for daddy?”. At one point he grabbed my underwear, pulling up so it was wedged between my pussy lips. I let out a gasp and he chuckled, seductively saying, “did I hit a nerve?”.
After this, we moved to his bed again, stripping before he grabbed the condoms and lube. He wanted to try fucking my ass, which we had tried once before where we didn’t have lube and tried doing it with a lot of spit and precum. It didn’t go so well then, so we thought having lube would help. I laid back on the bed as he slid his cock into my pussy first, allowing me to enjoy him before attempting to get in my ass again. It slid in easier, but sadly was still too painful for me to take. I said something almost immediately, and as soon as I did he was out of me. I curled up on the bed, waiting for the pain to subside as he tried his best to comfort me. We decided to not try again, and instead tried to 69, with me on top. This also didn’t last, as the lube on his cock wasn’t too great to taste, nor was it likely safe to be eating. After this awkward bit, he changed condoms and had me lay back on his bed while he set his phone up in an attempt to record what we did next. We got into the same position as last time, however this time he did what he could to last longer. He said, “fuck it, I have nothing to live for,” before pounding into me hard until he came. I kissed him, telling him how much I loved what we had just done. He was still disappointed I didn’t cum as well, and I assured him I didn’t mind since it’s not easy to make me cum.
When we checked his phone, we noticed it had cut off recording. With this, we went over the video, only to realize it cut out most of the good pounding and wasn’t at the angle he wanted, so it got deleted. We spent the rest of the night watching Netflix until we both got too tired to pay attention. I tried asking for more sex, but he wasn’t sure if he’d be able to. He had asked me before I got there to sleep in an over-sized t-shirt with nothing underneath and he laid down in just his underwear. After a bit of cuddling, I realized I couldn’t sleep if I had the shirt on, and my panties had been so wet I couldn’t wear them. He had forgotten I didn’t have anything on underneath, and caressed my body after I settled back into cuddles.
We were holding each other, his face being perfect level with my tits to start gently sucking my nipples. I was running my hands through his hair as he did and lightly grinding against him. When he stopped, it didn’t look like he was going to continue, and I jokingly whispered, “you’re such a fucking tease,” in his ear before kissing him. After that, he rolled on his back, taking out his cock and stroking it. I grabbed it for him, stroking as I said, “I think it needs some licks,” before adjusting to lick up and down his thick shaft. As I took him in my mouth I started trying to take him deeper in my throat. Soon I got up, begging him, “please fuck me daddy, I want you inside me so bad” as he slowly stroked himself. He was hesitant, as he was already close to cumming and he wanted me to enjoy it longer. So I started begging him to touch my pussy. He rubbed my clit a bit before plunging his fingers inside me, starting with two before adding a third. I was kissing and praising him, telling him how good it felt as he continued to plunge his fingers in and out of me, hitting my g-spot as he did. He kept telling me how good my cunt felt before saying, “who’s cunt is this? who does it belong to?” I whined in response, “yours daddy! I belong to you!” After a few more minutes, he pulled his hand out, realizing he made me bleed. As he washed his hands and got a condom, I kept rubbing my clit, trying desperately to get myself close. He started off pounding me, as I rubbed my clit with one hand and holding a pillow over my face to muffle my moans with the other. Soon he slowed down, trying not to cum first. He kept saying, “cum for me. Please cum on daddy’s dick babygirl”. After a bit, I started getting close and begged him to pound me. He did so, and he came right before my orgasm kicked in. Once he started cumming he fell onto me and didn’t see that I came, so I grabbed him and kissed him over and over, telling him how much I loved it.
The anxiety kicked in when he pulled out and saw that the condom had broken at the tip and was bunched around the base of his cock. Luckily I was getting a plan b pill from my fuckbuddy the next day since he had wanted to creampie me (which didn’t happen but he did give me with the pill). After this, we went to bed.
When we woke up today, we didn’t have time to do much and we both were worrying over the previous nights events, and we wound up with me cuddling up to him while he jerked off, him cumming right after my stepmom texted that she was there to pick me up. I realized he left me way more sore than he ever has, and with a few marks I don’t want to ever go away.
Source: reddit.com/r/gonewildstories/comments/c16pz0/amazing_awkward_and_anxiety_inducing_the_first