Dear Diary,
It’s been a while… wow.
After the anal sex, things were a bit…awkward. That same night, after we’d both showered, I was sitting in the living room on my phone and he came to the sofa and sat across from me. I don’t know why, but then tension was thick. After a bit, he finally broke the tension.
“So…that got kind of wild, huh?”
I looked at him annoyed, cuz OBVIOUSLY something was up and THAT wasn’t the right way to break the tension.
“Well, you came…”
“Did you not like it? I wasn’t trying to make you uncomfortable or anything, Lizzie.” He responded to my obviously cold statement.
“I’m not a fan of anal sex. It hurts,” I replied. “But also, this all doesn’t feel right anymore.”
“What do you mean?”
“I mean, this used to be fun! We both enjoyed how it was going when it first started. You got something out of it and so did I, but lately… it doesn’t feel like that anymore. It feels selfish, like one sided. Almost like I’m obligated to do it.” I sighed and put my phone down.
“Whoooooa, mija! I’m sorry you feel that way!” He looked almost scared, but also looked disappointed. “I never meant to make you feel like that! I thought we were both having fun! That was the whole point was we were both enjoying the time together.”
“I know you didn’t mean for me to feel like that. But maybe this just ran its course. I’m not sure I want to do this anymore…”
“Hey,” he responded. “Don’t worry about it. We don’t have to do anything at all. Don’t feel bad about it, don’t worry about it, as far as I’m concerned, we don’t have to do anything you aren’t comfortable with, ok?”
I nodded, he tapped my leg and got up and went to his office.
The next day felt weird. I was waiting for him to get home to see what would happen, cuz for quite a while now, the minute he’d get home, his dick would be in my mouth.
But, he got home, saw me on the sofa, where I’d always wait for him, he walked up, kissed my head, said hi, then he walked to his office. Nothing else, and honestly… I felt bad about it.
That night, after dinner, he’d gone to his office, and she and I stayed in the kitchen, putting away food and cleaning up.
“So…how are you feeling?” She asked while putting dishes in the sink.
“Uhh.. like in general? Or over the whole sex situation?”
She smirked. “Well while I am always interested in how you’re feeling, but I’m more asking because he feels like shit that he made you feel uncomfortable.”
I sighed. “It’s not that HE made me feel uncomfortable, it’s just the situation became so different. It almost started to feel like he EXPECTED me to just do what he wanted, whether I wanted to or not.”
She gave me a quizzical look. “Did you talk to him about that?”
“How am I supposed to even broach that topic with him? “Hey [redacted] do you know how I suck your dick every day and how you fucked my ass? Yeah do I have a say on if it does or doesn’t happen?’“
“Yeah, Liz, literally just like that!” She answered almost stifling a laugh which almost made me mad cuz of how serious I was taking the situation.
“I’m sorry, is this situation amusing?”
“Absolutely not!” She immediately responded. “Im not laughing at the situation. It’s just that without context, your last statement is INSANE!”
“What?”
“‘Hey [redacted], next time you want to fuck my ass, can I say no?’”
It hit me in an instant. “…Yeah that wild” we both laughed it off. Once we’d calmed down, the conversation came full circle.
“Talk to him mija,” she said, looking at me, her eyes full of caring. “Don’t hold thoughts like that inside. And try not to overthink anything. You’re kind of known for doing that on a regular basis. Instead of overthinking things like that, ask about them and rest the brain.”
I smiled at her and we hugged.
We went back to cleaning, then she spoke again. “So in the butt, huh?”
I laughed, soaping up a dish. “Yup, right in the butt..”
“I don’t know how you enjoy that..”
I laughed again. “I don’t!”
“You don’t?!”
“No! It hurts!” I turned and saw her looking at me horrified.
“So you didn’t enjoy it at all?!”
“I’ll be honest, if it wasn’t accompanied by him rubbing my clit or me doing that and mixing in the pain with the pleasure, I’d have been miserable the whole time.”
“And you still let him do it?!”
“Yeah.. he wanted it..”
“Ay mija… you’re an angel..”
“Yeah, I don’t think letting [redacted] cum in my ass qualifies me as an angel..”
“HE CAME IN YOUR ASS?!?!” I lost it. I cracked up, tears falling from my eyes as I laughed. “You’re laughing, but I’m SHOCKED!!!”
I finally composed myself. “Yeah.. he came in my ass.”
She looked almost in awe. “Did…wow… I can’t even…wow…” I laughed again. “Well… damn… I know it’s early, but I think you absolutely deserve some sort of reward for that, cuz he knows for damn sure I’m not letting him put it in my ass…much less cum in it…”
I started scheming IMMEDIATELY… “a reward?”
“Pfft.. YEAH!! Something!”
“…Can I pick our holiday vacation?”
Her eyes narrowed and she looked at me suspiciously. “Depends…”
“On?”
“On where you want to go… and why?”
“…Vegas…”
“Why do you want to go to Vegas? Why?”
“Cuz I’ll finally get to gamble in Vegas! I’m gonna be 21! And apparently Vegas is a lot quieter during winter!”
She still looked kind of suspicious at me. “We’ll talk about it…”
I smiled, cuz in this house, doesn’t matter if it’s him or me or his wife, a ‘We’ll see’ is almost a guaranteed no, but a ‘We’ll talk about it’ is almost a guaranteed yes! And honestly, I was excited because I don’t have the money for a Vegas trip on my own.
Once we were finished cleaning, she turned to me. “So… your birthday is coming up… You planning on doing anything with him on that day after all?”
I sighed “We’ll see…” and I walked out of the kitchen.
The next few weeks went normal, like NORMAL normal, not normal like I was still blowing him. Won’t lie, I thought about my looming birthday every single day.
Then the day came. By the time I woke up, she was gone for a couple of days, leaving just him and I, home alone. I walked out of my room and in to the kitchen.
“Heyyyy!! Happy birthday, mija!!!” He shouted at me, which won’t lie, startled me, cuz that’s a lot of energy to have before noon. But I smiled and thanked him. “Any plans on what you want to do, birthday girl?”
I sighed, not knowing if he meant like plans on stuff to do or…sex, but I knew I didn’t want to think about it, so my answer was simple, quick and concise. “Right now… I want to go get brunch and mimosas and/or Bellinis.”
“So day drink.”
“Yes, I want to day drink..” he nodded, gave an approving look and we got ready, then went to a local cafe and had the most hipster brunch we’ve ever had. Avocado and egg toast, shrimp toast, charcuterie, etc, accompanied by enough mimosas and Bellinis to fill a small kiddie pool.
Once we were done and he’d paid, we went back home and wow… drunk before 2pm was a new record for me. When we walked in to the house and sat on the sofa together to watch a bit of tv. I cuddled up to him like I used to do and in no time at all, his hand was on my ass.
It was kind of frustrating, cuz I didn’t want to think about making a decision about sex with him. I looked up at him and before I could say anything tactful or think about what I was gonna say, the alcohol spoke up for me. “Why are you grabbing my ass?”
He looked at me, kind of shocked. “Uhh… won’t lie… I’m sorry, I kinda figured since you cuddled up on me that you’d be ok with it and that sex was kinda….back on the table?”
“Seriously?” I could feel the adrenaline rising and the alcohol lowering.
“I’m sorry! I wasn’t trying to make you uncomfortable, it’s just, I won’t lie, I’ve been thinking about it all day!”
“You’ve been thinking about fucking me all day?”
“No!” He stuttered. “Well, yes. But not like that! It’s your day, you don’t have to do anything you don’t want to do, and I don’t want you to be uncomfortable or feel obligated to do anything.”
I sighed. It was annoying, but like… it also felt kind of… I don’t know… flattering? That’s probably not the best word, like… it was a point of pride that I am attractive enough that this man has been thinking about having sex with me all day, to the point where he was almost reaching for signs that it was going to happen.
“Look. Let’s say it happens, we have sex. Then what? We’re just supposed to go back to normal? Cuz it’s not gonna be a thing where we just have sex every day when you get home from work.”
“Of course not!” He said. “It’ll only happen when she says we can.”
“That’s not the point! The point is where does the line stop? Do the 3 of us then hook up? Do we move somewhere where no one knows you’re married and pretend to be a trouple? Do you get me pregnant? Cuz THAT can’t happen! Do we just keep fucking and then pretend it’s normal? Where does it end?”
“Mija… I’m not trying to make you mad, but… you’re way over thinking this. It’s just an enjoyable activity that we would do whenever you want and we’re told we can. He said, trying to comfort me. “ But, just remember, if you don’t want to, we don’t have to.”
That settled me down a bit, and I realized, I AM just over thinking things. Then, he spoke again.
“Look, I’m just gonna come out say this... IF YOURE UP FOR IT… Can we set aside a few hours tonight to have sex? In that time span we can do it as many times as we want, and after that it’s done. Don’t answer right now, think about it for a bit, ok? If you say no, I understand, I don’t want you to do anything you don’t want to, but for my sake, please consider it.”
With that, he got up and left the living room… “for my sake.”??? That felt kind of manipulative..but also.. was this all much more simple than I was making it out to be?
I thought about it for a few hours until I felt much more sober. The whole time, I kept telling myself, it’s a few hours and he really has been looking forward to it… but then I’d think no, it’s wrong, I don’t think I can, where does it end, etc.
Then it started inching towards dinner time and he walked in and asked me what was the plan for dinner. I told him I wanted Italian, so we got ready and left for dinner.
Dinner was fine. We had some really good pasta and a WHOOOOOOLE LOT of wine. We made small talk and joked about the what she was up to out of town, the whole time, he NEVER brought it up and I kept telling myself it wasn’t a big deal. Once he’d grabbed the check, my mind was made up.
“Fuck it.” I blurted out with absolutely no context.
“I’m sorry?” He asked a bit confused.
“What time is it?”
He looked at his phone, “It’s 8:30, why?”
I counted on my finger, because I’m an absolute moron and was a little tipsy. “1am.”
“I’m…I’m not gonna lie, mija, I have no idea what you’re talking about. 1 am?”
“We’re gonna get home around 9, that leave us around 4 hours. That’s our window.”
His eyes got wide. “For sex?” I nodded. “Shit, enough said! Let’s finish our wine and let’s get moving!” He slammed his wine, which shocked me, but I knew to follow suit and I slammed my wine.
Once in the car, I realized as he was driving us home (yes I know that’s in bad taste, drinking and driving) I was suddenly really horny. I don’t know if it’s because I knew it was gonna happen or if I was just horny because the wine had me feeling myself.
Suddenly it was like my body was on autopilot, I reached my hand down, lifted my dress a bit and started rubbing my pussy through my panties and moaned a little.
He heard me and turned, seeing me touch myself. “Oh damn! Starting early?”
“Shh!!” I shushed him. “You concentrate on the road!”
He laughed, said “Yes Ma’am!” And kept driving. I got myself INCREDIBLY worked up by the time we got home. He parked the car and I just stopped touching myself and got out of the car acting like nothing happened and walked to the front door, waiting for him to unlock it.
He walked up behind me, put the key in the door and then looked at his phone. “It’s 8:54. I need you to know that I plan on utilizing every bit of this window, so from the second the door behind me closes, I want you ready and willing to have as much sex as humanly possible in this window, ok?”
I nodded. I was still nervous, but at this point I needed to go through with it. He unlocked the door and opened it. I walked in and immediately took my dress off and was working on taking my panties off as I heard the door close behind me, then heard “on the lounge chair.”
I stood back up and walked over to the lounge chair, I was about to ask how he wanted me when I heard. “Lay on your back.” I wasted no time and laid down on it on my back. I looked towards the door and saw him stripping and walking towards me. When he got up to me, he was fully naked and more than hard. I decided I needed to see it go in so I leaned up as he kneeled down on the seat between my legs.
I was propped up on my elbows, looking as he aligned his dick with my pussy, rubbing the head of it against my wetness. Guess there’s no turning back now…
“This is it, mija..” he pushed slowly and I felt the head push in to me. I gave a small gasp as I felt it push in and slide in. I could see as he slowly inched forward more and more and more. I moaned as this rush of pleasure came over me. Then I felt his hips touch mine. He was all the way inside me… “Fuck, babygirl, I’ve been dreaming of this for so damn long..”
Our eyes locked as he started pulling back and sliding out slowly. I moaned in pleasure again “fuck…is it as good as you’d imagined?”
He pushed back in, still nice and slow. “Oh yeah, mijita…”
I was in a crazy trance, just living in the moment as he kept this slow rhythm moving in and out of me, looking me in the eye and rubbing my cheek with one hand, his other on my pelvis, using his thumb to rub my clit.
I rocked my hips back and forth in motion with his, squeezing down on his dick, giving him small moans every time he pushed back in to me. Holy shit… we were having sex…”is this ok?”
The almost lack of confidence in his voice kind of bothered me. “Shhh don’t talk. Just fuck me..” He stopped for a split second, then went back to sliding in and out of me, but quickly picked up his speed. It was euphoric. I’ve had sex before, but this felt so different, I kept up rhythm with him, bucking my hips in time with his thrusts. He postured up, and grabbed my hips and started really fucking me.
Suddenly it felt like he was just using me as a means to cum… and I FUCKING LOVED IT!!! My body was trembling with every slap of his hips against mine in quick succession. Slap slap slap slap slap slap. Over and over. I could feel it building in my core. “Fuck baby, I love how your tits bounce as I fuck you!”
I was moaning, reveling in the feeling of his dick pistoning in and out of me, that detonation still building in my body. All I could muster was “don’t stop!!” Over and over again. He took that as a challenge and sped his thrusts up some more. I looked at him and could see sweat starting to build up on his brow, his whole body flexed, as he kept fucking me.
My breathing started to quicken as I felt my orgasm nearing. “Let it go, mija!” His words were barely audible to me and my body started tensing up, he kept his pace. I took a deep breath just as my orgasm him.
He kept thrusting until I let out a big moan as that orgasm ROCKED me. My legs stiffened up around him, and he thrusted in as far as he could. The feeling of that fullness and my orgasm was INSANE. My hands pushed against his chest. I was breathless for what felt like forever. Then my body finally took in air and I started breathing again as my orgasm rolled over my body. My pussy was clenched on his dick which was garnering moans from him in return. Finally after what felt like ages, my body started relaxing and my pussy let him go. He pulled out as I was gasping for air, trying to catch my breath.
The haze started to clear and I heard him. “9:15, Lizzie.. this is the tip of the iceberg.”
I was still breathing hard, “How..Do..You..Want..Me?”
He smirked. “No, don’t move. This first one, I want to be looking at you when I cum.”
With that, I felt the tip of his dick slide back in to me, and I went right back to feeling the pleasure trickle through my body. My body felt hot as he started to regain his rhythm, in and out in and out in and out in and out. I tried to match his cadence, but after that orgasm, my body was limp, so I laid there, almost starfished for him to use.
His pace was back to what it was pre-orgasm, and he started grabbing at my tits with one hand while holding on to my hip with the other. He kept fucking while pinching and twisting one of my nipples and I realized… as good as my previous partners have been… With the build up we’ve had to this moment, This man might be the best lay I’ve ever had.
Now it was his turn, I could hear his breathing start to quicken and his moans coming at a faster pace. I knew he was holding off to make it last as long as possible, but I needed a break after my orgasm. “Cum inside me..please cum inside me!” I moaned out to him and he bit his lip, grabbed my hips again and his thrusting intensified again.
This wasnt him making love to me, this was him fucking me. Him taking what he needed and me giving it to him. “Fuck mija, I’m so close!” I moaned again and then my body found its strength again. I wrapped him up with my legs and started bucking my hips against him again. He moaned again and I squeezed my pussy on him for all I was worth. He kept thrusting faster and faster, then he gave a big lurch forward, burying his dick deep in me. “Mmmmm!!!!! Fuuuuuuck” I felt it. Pop… The first flex from his dick…He stared in to my eyes as the warm splash of his cum inside me. Pop.. another splash of his cum in me with another deep guttural moan, more warmth inside me. Pop… a third… pop…. A fourth…. Pop…. A fifth…
He gave a deep breath and leaned forward, resting on his hands, holding himself up, dick still buried in me, his balls resting against my ass. I still had my legs wrapped around him. “Holy cow mija…” he was trying to catch his breath before he pulled his softening dick out of me. “How are you single?”
His dick came out of me and I felt his cum slowly leak out of my pussy. “Mmmm what do you mean?”
He sat down on the chair right next to me. “With that pussy… if I were single and you gave me a piece of it… I’d give you whatever you wanted…” he looked up. “I’m gonna need a few minutes before I can get back up again… you’re gonna be on top this time, my legs are on fire.”
I laughed. “Do you need me to get a couple of towels to clean up between sessions? Cuz I can feel your cum dripping out of me.”
He nodded. “Yeah… by the way, as good as this was… it’s barely 9:30…”
(To be continued)