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I had the most intense orgasm of my life

This story is out of the ordinary for multiple reasons. First, I was called out yesterday for not really writing in detail regarding MY orgasms, and secondly because this post is coming in the next day, not months later. So for now, keep in mind that a lot has happened since my last post, maybe keep an eye on the dates of posts.

Josh and I had hooked up a few weeks prior, where I gave him a BJ in my apartment after we had sex. I really enjoyed my time hanging out with him, and so when he asked if we could do it again earlier in the week, I didn’t hesitate to break my “no second time” rule which seems to be broken more and more. He came over and I had wine ready. I had the plan all laid out: he’d show up, I’d give him a BJ, we’d watch a movie and flirt, and then I’d probably give him another BJ and we’d be done.

Well, that’s not how it went. I shouldn’t try to plan stuff like this out in my head. He arrived and I gave him some wine. We immediately started making out on the couch, and we were getting very handsy. I grabbed him through his jeans and told him I wanted to suck him off in between kisses. He raised himself up so he was straddling me and I started unbuckling his belt. He unbuttoned his pants and then unzipped. I reached in and pulled his cock through the fly in his boxers, but I couldn’t get a good enough angle on it.

I told him to take them off, so he got off and did, he stripped all the way down. I told him I liked the idea of where he was, so he climbed back on me straddling my crotch, he was fully naked now and I was fully clothed. I started stroking him and he was loving it, but I couldn’t reach him with my lips. I was incredibly horny seeing this sexy man completely naked, his hips lightly thrusting as I was stroking his cock.

I told him to slide closer so I could suck him and he did. He slid his way up and I bent my neck up, taking the tip of his cock into my mouth. I swirled my tongue around the tip a few times, and I tried to get a little deeper, but my neck was already bent as much as it could go. He thrust himself forward just a little bit to help go a little deeper and asked if that was okay. I couldn’t really do anything except mumble “mmm hmm” and I bobbed my head the little bit that I could muster.

He slowly started sliding his cock in and out, a little deeper each time, and he told me to stop him if I didn’t like it. At first I never had imagined I’d just sit here letting him hump my face, but as it was happening, I started enjoying it more and more. He was slowly thrusting in and out, maybe half way, he wasn’t going deep or shallow, but then he started speeding up a little and I no longer enjoyed it.

I grabbed his cock with one hand and slid him out the side and told him to lay down so I could take over. He laid back to the other arm of the couch, hanging one leg down to the floor, and I crawled up and then quickly took him all the way in. He moaned loudly, it seemed like he liked it deeper than he was going, so I kept it deep for a while.

I moved my head slowly and steady, but I didn’t go up or down too much at all. He started panting, and then moments later let out a loud moan and I could feel him starting to pulse. I sucked hard and went deep, then I pulled all the way out to his tip, and he came hard. He let out an incredibly loud moan as I sucked hard and swallowed slowly. I gave him a few more gentle sucks as I let him slide out of my mouth.

Looking up, he made eye contact with me right away. I smiled and he leaned in and gave me a kiss, then leaned back and told me it was insane, that it was even better than last time and he didn’t know that was possible. He leaned back, chuckled and shook his head. I asked what was wrong, and he said that he just didn’t understand how I did that. That made me smile and almost blush.

So far, everything’s to plan. He started putting his clothes on and I went and refilled our wine. I figured we’d find a movie on Netflix to watch. I came back and sat down and we just started talking about movies as we were browsing. Have you ever just done that, where you just can’t find something worth watching but you just talk about every movie you scroll past?

So after a few minutes of looking, the conversation shifts and I just set the remote down. We end up talking for nearly an hour before the conversation shifts back to sex. He talked again about the blowjob I just gave him and how it was the best thing he’s ever felt, and he said he wanted to make me feel that way.

I told him that he did, because him telling me that makes me feel incredible, and I would even do it again if he’s ready. I leaned in and kissed him, and we made out for a few minutes. He pulled back away and he said that no, it’s not the same. He really wanted to know what I liked.

I started thinking about it and decided to tell him that I really don’t get off from oral sex, I’ve had a few guys lick my pussy and while it feels good, it can never really compete with my clit sucker. He asked about sex, like if I’ve ever gotten off from PIV sex and I told him no, I hadn’t. He asked me about anal, and I told him I am really not interested in having anything up there. Then he asked if I’d ever had my ass licked before, and I told him I had, and it was probably my favorite thing. He smiled and said he’d never done that before, but he’d love to do it for me. I thought about it for a bit and told him it’s okay, that I really just wanted to give him some more, that I promise I actually enjoy that more than getting my ass licked.

We started kissing again, and I asked him if we should take this to my room. He said yes, and we held hands and walked in. I sat down on my bed and pulled his pants down while he took off his shirt. He was standing there completely naked again, sexy as hell. He told me it wasn’t fair that he’s the only naked one, so I smiled and stood up next to him and stripped down slowly while he watched. I got down to my knees and reached up, taking his cock into my mouth and he asked what I was doing.

I told him that I wanted to top the last one, that I wanted to make this one twice as good. I started sucking hard and slow, and he took a full step back. I asked what was wrong, I thought maybe I hurt him. He said, “you really want to suck me again?”

I told him yes, more than anything. I wanted to suck him so, so badly.

He said, “Good. You don’t get to.” I just looked at him confused. Then he said something like, “you’ve got to at least let me try on you first. If you don’t like it, you can go right back to me and trust me I’m not going to stop you again. But you’ve got to give me a few minutes on you.”

I thought for a moment about how I usually just am a pleaser and I rely solely on myself to get off. I didn’t think he’d actually do much, but if it’s going to get me any closer to sucking his cock again, I was for it. There was no downside to this, maybe I’d get lucky.

I smiled and agreed that it was fair. I asked where he wanted me, and he told me on my back on the side of the bed. I sat down, then laid back. He kneeled on the floor and pushed my legs open. He dove right in, giving my clit one big lick before sliding his tongue down to my entrance and sticking it as deep as he could. He went back up and started swirling his tongue around my clit, then he slid his tongue all…the…way… down. He licked my ass and I tensed up. I could feel the breath from his nostrils on my entrance. He asked if it was good, and I told him it was.

He went back up to my clit and circled a few times then sucked. I enjoyed the sucking. He asked me if that’s where the toy does it, and I showed him with my finger where I put the sucker. He sucked a few times and then said he had an idea. I was a little reluctant, asking him what he had in mind, and he asked where I keep the toy.

Curious, I pointed to my drawer. He opened it and it’s right on top, along with my vibrator. He held it up and asked if that was the toy and I shook my head. He handed it to me and said to use it on myself. I said no way, and he begged. Finally I said, “no, you can use it on me then” and handed it to him after turning it on.

He started moving it around and the feeling was just as blissful as ever. He stopped it in JUST the wrong spot, so I grabbed his hand and moved it. Oh man. Bliss. Pure bliss. I’m a little weirded out that he’s just staring at my spread open pussy at full close view, but hey, I guess we’ve seen all of each other now so who cares?

After another moment, he moves it around again. I like to keep it on just one spot. I grabbed it from him and held it, and he leaned in and gave my butthole a quick lick. I tensed up and moaned. As I released my tension, he gave it another quick lick. I tightened up again. He did this a few more times. The feeling of the clit sucker doing it’s job and his tongue just barely grazing over my butthole was INTENSE.

Then, he leaned in and slowly gave a circle around. Then he went the other way. I let out a loud moan and he did it again.

He circled around a number of times while I held the toy in place. Then he went the other way. Then he switched again. I started counting, 1-2-3-4-5-6-7-8-9-10. Then the other way. 1-2-3-4-5-6-7-8-9-10. He was being slow, rhythmic, and steady. He just continued drawing circles with his tongue and before I knew it, I erupted with the most intense orgasm ever. I started moaning loudly and he stuck his full tongue onto my ass and just pressed with the width while breathing heavy through his nose. I could feel myself pulsing, tensing and letting loose over and over.

He sat back and put a finger inside me. I pulled the toy away, I couldn’t handle it any longer. He sat still for a moment with a finger deep inside me, then he curled it upward and pressed his tongue on my butthole again. He gave a few licks up and down, then drew a few circles each way. I couldn’t handle it. I had to stop him.

I told him that holy fuck, that was one of the best orgasms I’ve ever had, and I meant it, but now I was going to suck his cock like there’s no tomorrow.

He crawled on the bed and laid his head on the pillow. I crawled between his legs and didn’t waste a moment. I started sucking hard and fast, and he moaned like absolute crazy. I started swirling a finger around my clit and I enjoyed it a lot. I was very sensitive so I kept the touch light but having his cock in my mouth and hearing him moan meant that just a brush against my clit was enough to nearly set me over the edge.

He started tightening his legs and I could feel his cock starting to pulse. I started rubbing myself faster, knowing he was about to burst. I slowed down for just a moment and then I sped up, both on him and on myself. He started moaning loudly, I started moaning as well, and then he came. I could feel his pulsing and feel his cum, and that set me over the edge. I orgasmed. Hard. I sucked down hard, but I could barely pay attention. Him cumming was making me cum, and I could tell that my pleasure was doing it for him too.

I let go with my mouth, swallowed, and grabbed him, stroking slowly while we finished.

I flopped down next to him, both of us just laying there panting. We both had a little chuckle, that was intense for both of us. We talked for a few minutes about what we liked and learned. I couldn’t believe the pleasure I got from that.

I sat up and leaned in, asking if I could suck on him again and he laughed and told me to stay the hell away. I gave him a frown and he asked if he could go again on me and I said no, so he gave me a frown and we laughed.

We got dressed and he went home. We agreed we would absolutely see each other again. Unlike many nights, I did not masturbate after he left.

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I broke another rule. I met another guy for a second time.

So the day before, I broke my first rule: never see anyone again. But, I was horny and I knew Alex was a very safe bet, considering I know he’s not hooking up with anyone else and the first time was a lot of fun. I regret nothing.

However, I had texted Sam before I decided to swing by Alex’s place. Well, Sam got back to me in the morning, saying he’d love to meet up again. I was on my way to the gym when I received the text. I was kind of afraid I’d see Sam at the gym since that’s where we met in the first place.

Fortunately, that didn’t happen. I did my workout, took my shower, and then I responded, letting him know that I texted him last night hoping to see him again, but I couldn’t see him again until the weekend, if at all. He was really happy since I had told him a few times over text that it wouldn’t happen again, but said he didn’t want to wait.

I have my kids with me during the week days, and I was going to pick them up after work and bring them back for the week. I told him that it wasn’t going to be an option, and we chatted back and forth about potential no strings weekend fun.

During the evening, I was washing dishes and cleaning up when I got another text from Sam. I didn’t reply until after the kids went to bed. He told me he’d be quiet sneaking in if I wanted to do something tonight. I politely declined, flirting a bit about how he should wait for me until Friday night.

He hinted again, I declined again. I had a glass of wine while we chatted. He asked if we could talk on the phone, and I thought it was no harm. I went into my room and closed my door when he FaceTimed me. I wasn’t expecting this, but I answered anyway. I really never use FaceTime, must be showing my age.

After we chatted for a while, he convinced me to flash him. I wasn’t wearing a bra and he’d already seen me very much naked, he’s the only guy to lick my butthole after all. We started talking about what we’d do this weekend. I told him I couldn’t wait to suck his dick again, since before I was able to get him to cum twice. He said he couldn’t wait to lick me again, and he made special note that I seemed to go absolutely crazy when he licked me “in a certain spot.”

I blushed and he laughed, seeing that he caught me off guard. Then, he suggested he sneak straight into my room and do it again. I pushed back for a moment, but then it kind of appealed to me. It’s not like my wall shares one with the kids’ room, theirs is separated by the bathroom. I told him to hang on, I snuck out and peered into their room (unfortunately, they’re sharing rooms at both my place and the ex’s since we’re still sorting stuff out) and they were both asleep.

I came back in, and I asked exactly what he had in mind. I told him to be detailed.

He did as he was told. He described in very great detail exactly what he would do. First he’d sneak in and we’d quietly close the door. Then, since I’d be wearing nothing under my robe, he would drop it to the floor and push me back. He would lick my ass up to my clit until I came.

He was incredibly detailed, speaking sensually and being very descriptive.

I hesitated. I said, “Then what?” and he was confused.

I asked again. He started down a path of giving me a round two, and then I gave him a buzzer sound and said “wrong” which made him chuckle a bit.

Then he shook his head and said something like, “then we trade places and you suck my cock until I cum and you swallow it all.”

I smirked and said “you’ve got 15 minutes,” and then hung up without anything else being said. I was absolutely terrified and excited at the same time. I took off my clothes and put on my robe.

Ten minutes later, I got a text he was at the apartment. Damn, he was really fast. He must have driven like a madman. I go out and quietly open the door, and he sneaks right past me and goes straight into my room. I had considered a repeat of last time, where I gave him a blowjob to start, but I didn’t have time for two blowjobs and for him to lick me too. It was approaching midnight and I get up with the kids before 7. I knew that the next day I would be exhausted.

I followed directly behind him, quietly closing my bedroom door. The moment the door latched, he was on me, sticking his tongue into my mouth. We swirled around our tongues while he untied my robe, dropping it to the floor. He was wearing sweatpants and a sweatshirt, I wasn’t wearing a thing.

He whispered for me to crawl onto the bed, which I did. I laid on my back, and he told me to get on all fours instead. I shook my head no, and he gave me a pouty face and put his hands together like he was begging. I rolled my eyes and got on all fours. I had just one very dim light on in the corner of the room, but I was still very self conscious of my butthole being the only thing he could see, but then he told me it was the sexiest thing he’s ever seen in his life and it took away a little bit of the anxiety.

He crawled down onto the floor on his knees behind me. He grabbed my butt cheeks with each hand and gave them a big squeeze before spreading them apart and licking me, deeply and slowly, in one motion. Holy heaven. Bliss. I let in a deep breath and tensed up. He told me to relax, and he went back again. I could feel the coldness of his saliva and the air from his nose cooling it, along with the warmth of his tongue. The sensations of the warm and cool mixture was unbelievably pleasurable.

He went further down, sliding his tongue across my clit and circling a few times, while letting out a large breath from his nose, which amplified the sensations on my asshole by a hundred, before sliding all the way back up, drawing circles with his tongue around my ass.

Then, he started rubbing my clit with one hand and steadily licking my ass with his tongue. I leaned my face into my pillow, arching my back, and moaning as quietly as I could, but I can’t imagine it was quiet overall. A few moments later, a shockwave of pure bliss flew through my body as a completely unrestrained orgasm coursed through my body. I clenched together and leaned forward, moaning loudly into the pillow I had dragged with me.

I turned and looked at him, mouthing “holy fuck” to him, and seeing him smile at me was a site to behold. I turned onto my back, laying my head on the pillow so I could see him. He pushed my legs apart a little, and rested his chin on the bed between them.

I covered my pussy with my hand and he laughed, telling me it’s not like he didn’t just see it all.

I patted the bed next to me, told him to get naked and join me. He stripped everything off while I laid there watching, and came and laid next to me. I didn’t wait at all, crawling over one leg so I was laying on my belly with my head at his cock, and I took his half hard cock into my mouth slowly.

It was only a few seconds before he was as hard as he could get, and I grabbed his balls while sucking. He started moaning quickly, and I decided to just keep the pace rather than switching to his head. He came, and as he did this I slid a bit further out and sucked on his head for the first time.

This was hands down the fastest blowjob I had ever given. As he finished, I smiled and held his cock and looked at him and said something like “wow, that was fast” and he seemed to get a little embarrassed and apologized. I told him that no, that’s exactly what I needed because it’s late, so I was happy. He told me he hadn’t came in almost a week, so he wasn’t surprised that he came so fast.

I laughed and told him I wasn’t surprised either, because he came so much I was now full. We both snickered, and I had to “shhh” him to remind him of the kids.

I crawled off, putting my robe on and he got dressed. I told him I enjoyed it and he said the same. We both agreed we should do this again soon before he snuck back out.

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Christmas Eve. Drunk, Horny, Lonely.

My ex husband and I haven’t fully worked out the kinks in our schedule with the kids. What I mean by that is that I get the kids during the week, and he gets them during the weekends. We both agreed to that and we agreed on every other Christmas/holiday as being an exception. To start things out since we just got divorced, this year was his with the kids.

Since we’re still very amicable with our relationship, my ex did say that I can visit with the kids a bit on Christmas, and I came over in the morning to make sure I did that, but on Christmas eve, I was all alone all day. I was hoping to work, but I got my shift cancelled before coming in. So I was stuck with nothing. I went to the gym. I typically go to the gym in the mornings, but this time, since it was Christmas eve, the gym wasn’t open long.

I started the morning doing yoga and listening to an audio book. That got a bit boring, so I went to the gym. While I was there, it was nearly empty, and a guy approached me who I talked to. He wasn’t the best looking, nor was he in great shape, but I really enjoyed his confidence and personality. We chatted a bit and then went our separate ways, and I’m pretty sure he kept doing exercises near me to “happen” upon another compliment or quick chat.

After a bit, he walked over to me and handed me his phone number, introducing himself as Sam. He told me he’s flying solo for the next few days and if I wanted to not spend the holidays alone, that we could hang out, watch movies, chat, or whatever. I just smiled, accepted his phone number, and finished my workout.

I got home and there was still a ton of time left, so I busted open a bottle of wine and started reading a book. It wasn’t long before the bottle was completely empty and I wanted another one. Problem was, I was pretty drunk at that point and I didn’t want to drive. I looked up the closest grocery store and since it was already 7:30 on Christmas eve, it was closed.

I had accumulated a pretty big group of Tinder matches by this point, and I put down the book and started messaging them, and of the two that replied back within a half an hour, they both were out of town for Christmas. I had the little piece of paper sitting on my table staring me in the face, so I decided what the hell? I grab it, saw the name and phone number and gave him a text saying “hi, it’s me from the gym, what are you doing?”

He told me he wasn’t doing anything and we started texting back and forth for a bit. I told him I was missing my kids, that I was drunk and in a bad mood, and he was a great distraction. I also told him I was pissed because I was out of wine. He told me he had a bottle of wine he could bring over if I was interested, and without any sort of hesitation, I sent the dirtiest text I have ever sent, even still to this day: “I would literally suck your dick if you brought me a bottle of wine.”

After it hit me what I said, my stomach sank and I wished I could take it back. I saw his response coming in with the three little text dots for what seemed like an hour, only for it to simply say, “address?”

I hesitated for a bit, because at this point I had never brought a guy over to my apartment. But, I was horny and lonely so I gave it to him. He said he would be here in 10 minutes. He was right on time.

I jumped up and started straightening the place up. I keep a very clean, nearly spotless home, so it wasn’t too much work, but I was finishing the dishes when I heard him knock. I opened the door and he smiled, holding out the bottle of wine. I grabbed it and he said “I didn’t do this because of what you said in the text, I’m not going to hold you to it.”

I turned around and walked over to the kitchen while he let himself in and closed the door. I turned and looked over my shoulder and said something like “that’s too bad.” His face got bright red.

We sat down in the living room. It’s really small and I don’t have a coffee table, so we both sat on the couch holding our glasses of (very full) wine. We talked quite a bit, it was a nice distraction for me about not having the kids for the first Christmas eve, ever in their lives. I did most of the drinking, which I’m glad because he drove over here.

I was pretty drunk at this point and I needed to sober up, at least a little, or I wouldn’t be able to head over for Christmas morning with the kids. I asked him if he would mind waiting around while I jumped in and took a super fast shower to try and sober up. He said he wouldn’t mind waiting. I tied up my hair so it wouldn’t get wet, turned on the water, jumped into a pretty cold shower and took a quick one, and it did the trick. I was still buzzed but not shit-faced like I was before.

My level of horny, though, was still a ten out of ten. I decided I was going to continue on this new bold streak. I dried myself off and cracked open the door, peeking out a bit, and he turned his head, saw me and smiled, and then turned back to his phone. I took a deep breath, opened the door all the way, and walked out, completely naked.

I was a few steps in before he realized, and he looked up as I was maybe 10 yards away and his eyes opened huge. He looked like a deer in headlights as I walked up to him, I got down on my knees in front of him and pushed his legs apart. I reached up, grabbing his cock through his sweatpants, and I asked him if this was okay. He nodded and told me only if I want to, he’s not expecting me to do anything for the wine.

I said something like, “good, because what I really want to do is to suck your dick. Is that okay with you?”

He muttered out an “uh yeah for sure” and then I slid down his pants and underwear. Then I asked him if he wanted it fast or slow, because I can do either. He told me he wanted me to go slow, so that’s what I did. I started by kissing up and down his shaft, then slowly taking him in my mouth. Any time I thought it sounded or felt like he was about to cum, I slowed down, making it last longer.

Finally, after quite a while of teasing him faster and slower, he asked me if I could just go faster now. I obliged and continued to suck a little harder while increasing my pace, not slowing down for him to rest. He came while I continued to suck on him, and even though I pretty much swallow it as it’s happening, I can tell that this is the most in terms of pure volume that I’ve ever come across. I think that the half hour or so of slowly building him up really did it, or maybe that’s just him.

After he was done, I did my signature “hold it while I talk to him, then kiss it and lick the tip before letting go” thing I’ve been doing until then (and still now) because it seems to drive them wild.

I was incredibly satisfied with this one. He seemed so appreciative, and I could tell it made him feel amazing, and he asked to return the favor. I was so freaking horny and I just wanted my vibrator. I wanted him to leave. But he told me he wasn’t going to take no for an answer.

I figured that since I was already completely naked, maybe it was worth a shot. I hadn’t really enjoyed it to this point but maybe it was just because my husband was terrible at it. Also, I had never had someone lick me with the lights on, and this terrified me.

I agreed, and told him I had two conditions. He smiled and was all ears. I told him first, we were going to move to my bed. He shook his head in acknowledgment and asked what the second was. I told him I get to suck his dick again afterward and he looked shocked. “You’re going to do that again?” He practically yelled it and I told him he needed to quiet down. He said he didn’t know if he could.

I told him that the next time would be faster, but yes, I really wanted to do it again so as long as we can try, I would be happy.

So, I headed into the room and he followed quickly after. I asked him how he wanted me and he said on my back. I crawled onto the bed, and he practically dove onto the bed and immediately started licking me. I was already really wet but his licking me didn’t feel that great. Even my ex husband did a better job than him. I was considering stopping. I was considering faking an orgasm. Then, he pushed my legs together and pushed my knees up toward my chest and stuck his tongue in my butt.

Holy shit.

No tongue had ever graced my butthole before. I immediately tensed up. He asked me if it was okay, and I said keep going. So then, he slowly started licking me up and down, and this motion like a pendulum swing was just sublime. I started moaning, and then he moved up toward my clit and licked, and while it felt good, I wanted more lower. I think I said something like “stay lower” and he did. After a few more minutes of that, I couldn’t let him continue. I had my first orgasm from oral, and it was from my butt. I didn’t even know that was possible. Like, I legitimately didn’t know.

I patted the pillow, as if for him to trade places with me. He did, and I laid down on my stomach, holding his semi-hard cock in my hand while I started kissing it. He got hard pretty quickly, and I told him that it looks like we might be in business, and through his heavy breaths, he told me yeah.

I told him I was going to go quicker this time, and he said that would be great, so I did. As soon as he was all the way hard, I kept a constant, quick, motion and I started playing with his balls. I hadn’t ever played with any balls besides my ex before, and that was very minimal. But he seemed to like it.

This time, instead of it being around a half an hour, it was just a few minutes. And he didn’t cum very much at all, which is exactly what I was expecting.

We both stood up, and I went and grabbed his clothes from the couch before walking them back to my room where he was still laying on the bed. I tossed them next to him and told him that I hadn’t realized that it was already nearly 1am and that I had to wake up early so I could go see my kids at 9. He took the hint and started getting dressed.

I walked into the bathroom and brushed my teeth, getting ready for bed. He rounded the corner and looked, kind of laughed and told me he had expected me to be wearing a robe or something. I told him I sleep naked, so why not just stay that way? He agreed and laughed again, saying it was no problem to him.

This is the part I hated, because it’s happening every time and I hadn’t yet figured out how to communicate beforehand. He asked if we could see each other again, even tomorrow night for Christmas, and I told him it was fun, I may consider it, but that it was just meant to be a fun night, nothing more. I think it was a little more awkward this time because I was standing there completely naked, feeling cornered in the bathroom.

He said he understood and hoped I changed my mind. We both said our goodbyes, wished each other a Merry Christmas, and I went and locked the door. I turned off the lights and went to bed, setting my alarm for early.

He and I have chatted a few times since then and I am absolutely considering hooking up again, but we haven’t yet.