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“Oh yes!” I yelled, “Make me cum!” I commanded. His cock was pumping in and out of me,  furiously. It wasn’t really big enough to make me cum in the missionary position, but by that point, I figured he just needed to finish so I could be on my merry way.

“Yea, you like that?” he asked rhetorically... Geez. He was so into himself.

“Oh yes! Are you going to cum too? Please,” I cooed and squeezed his ass. It worked every time.

“Oh! Fuck yes, I’m going to cum!” he said, as his protected cock stiffened inside me. He thrust a few more times and rolled off me. I picked up my clothes and got dressed. He threw on some shorts and walked me to his front door.

“Bye…” I said with a wave. What was his name again? Shit.

“Bye, maybe I’ll see you at the club next week,” whatever his name was said, as he smacked my ass. Yuck. I had really gotten desperate.

I had been in New York for a while, and I was going completely crazy without a guy. Not for the reason you might think. I was happy being independent, and finally making headway in my career, but there was definitely something missing in my life. When I was living down south, I had a lot of hot fun. First with Max before he had moved, then with Terri and Tommy before they got too busy with their careers, and finally with Bradley right before I moved to New York. 

Even if I was getting desperate for a guy, I shouldn’t have picked up, whatever his name was, at the dance club I went to every Thursday for ladies' night. He was polite enough and brought me back to his place, but who knows what he could have done to me. I decided at that moment I wasn’t going back to the club. It was time to start meeting guys who were worth talking to, and more. Yes, I needed more. Much more!

Max and I had parted ways over a year ago when he moved back home to New Jersey with his parents for a better job. I was happy that he was making his dreams come true, but I was sad for what we had lost. Our time together had been filled with lots of sexual experimentation and fun. We kept in touch a little when he first left, but then communication died out. Maybe I should contact him? I mulled it over for a few days, and decided to send a letter to his parents’ house. I didn’t know where he lived by now, and had no idea if he had the same phone number since he had moved. A letter gave me the chance to say everything I had to say without interruption anyway. I liked that idea. Sometimes reaching out live was awkward.

Dear Max,

I’m writing to you at your parents' address, guessing they still live there. I hope that doesn’t sound too stalkerish. I’ve been thinking about you often. Well, often enough to use the word often, but not so often it borders on stalking. Anyway, enough about stalking.

How is the new job going? I hope it’s everything you wanted. I got a good job, finally, and I had to move back home too. I have my own place in the city now, and I wondered if you moved into the city as well. Sometimes I look around thinking I might see you. But obviously, in a city of millions, I doubt that could happen. Fun to think about though! ;)

I’ve been going to a nearby club on ladies' night. In case we thought those pick-up places were just a punchline of a joke, I assure you they are actually real. Luckily it’s good for a laugh and some exercise by dancing. 

But back to me thinking about you…I do. And I say this only to tell you that I have the fondest memories of our time together. The sweet, fun dates we went on, as well as the passionate, amazing sex we had. I’m fortunate that you came into my life. 

Well, I should probably end this before I creep you out anymore. Lol

If you’d like to catch up some more, I’d love to.

Love, Not a Stalker

I wasn’t sure if a letter ended up being more or less awkward than a live conversation, but I decided to just send it and see what happened. A week went by and I heard nothing. I guess that answered that. Max had moved on. It would have been nice if he had reached out to catch up, but I understood it was over. Maybe that was the closure I needed to fully move on and find that special someone. Or at least someone who was more than a nameless one-night stand.

Even after Max had moved away, I didn’t feel like it was over. I felt like it was a break. Like once our lives were more stable, we’d be together again. That’s how right it felt to me. But we never made any promises, and I guess he found happiness elsewhere. I didn’t blame him. I had tried also, but when I was alone at night my thoughts always wandered back to Max; his beautiful eyes seeing into my soul. I missed feeling the way I did when we were together. What if no one ever made me feel that way ever again?

A few weeks later, a letter came from Max. 

Dear Not a Stalker,

I was happy to receive your letter. It was funny, sexy, touching and it made me feel very good about all of the amazing things we shared. I also enjoyed seeing your carefully thought-out hand written words, which quite frankly is a lost art these days. 

Dancing is a bit of a lost art these days too, but it sounds like you are doing your best to keep it alive. I am sad we never got to go dancing. I know how well you can move your hips, so I bet the guys have been enjoying watching you dance! 

Good to hear that you found the job you were searching for. I am happy with my job. Good money, great coworkers and I’m excited to get up every day to go to work. I lived with my parents for a while, but the commute into the city was killing me. No one should have to drive two hours to go 42 miles each way. So, I got a place in New York City. It’s small and expensive, but I save money by not having a car, and who needs nature?  Just kidding, you know me, I’m often finding any park I can for whatever outdoor fun I can find. Worst part is now that it’s coming into the winter season, it will soon be too cold outside to do anything for very long without going numb. Time for indoor sports. Yes, I remember you saying you liked the salutation to your letters: Love and other indoor sports! ;)

That makes me think about how we used to heat things up. Easily. Right now I am picturing us together in my room. The lights are out and it’s dark. But not too dark. I can see your body, petite and sexy. I’ve just slowly undressed you and we’re standing by the bed. I’m running my hands slowly up and down your body. I love your curves! I am now pressed up against your back, kissing your neck while gently massaging your breasts. I’d better stop now. 

Sorry this letter is short. My life is pretty uneventful. I’m glad I have such wonderful memories of you to think of when I need a smile. Good luck with your new job and navigating the city!

Love, Max

I was happy he still remembered me and thought fondly of our time together, but I couldn’t help but notice he made no mention or attempt to reconnect. Well damn. I guess I’d have to settle for at least parting on amicable terms. No harm, no foul.

So it was back to the single scene. But ugh. No more ladies' nights with obvious prowlers, and no more overthinking. Ok, fine, maybe a little extra thinking, but not fully to overthinking. Baby steps, right?

I was out one Saturday evening and enjoying the mild fall weather, but I started looking for a warm place to duck into. I was especially thrilled when I found a cute little surf bar. Obviously, it was out of place in New York City, but it was the kind of in-your-face sarcasm that I needed in my life right now.

I walked in, and there was a friendly vibe. Not just creepy guys, but regular guys and some women too. I ended up hanging out at the end of the bar with the pool table. I watched for a bit and then worked up the nerve to play. I had learned a thing or two in college at the local pool hall. I did well, but I was definitely no hustler. 

“Sorry, that I didn’t do better here at the pool, but in the ocean, I managed to tame the waves,” I said as I bent down and held my arms out like I was riding a surfboard. I mean I had indeed ridden a surfboard. Fairly poorly, but decently enough to not die. 

From the looks the crowd gave me, they were not interested. That was less than encouraging. I guess I had asked too much of strangers than to believe anything other than what they saw. A petite redhead with a Jersey accent acting like she knew how to surf. 

Then I heard a loud, strong voice behind me say, “Oh she is a true surf pro. Believe me!” I immediately recognized the voice, but no way. Not here. Not in a random bar. 

“Max?” I asked before I turned around and saw him. Wow! How in this big city was he here, standing right in front of me? I struggled to fill my lungs with air. I couldn’t believe he was close enough to touch. Oh, and I wanted to touch him! Hug him. Kiss him. But he wasn’t mine. Anymore. From the sound of his letter, it didn’t sound like he wanted to see me, but here we were. I had so much to say and no idea where to start. 

“Hey!!” he said, giving me a half hug and a quick peck on the cheek. Clearly indicating that we knew each other to the people around, but not the kind of kiss I had been longing for. 

We got lost in talking and catching up, like it was just the two of us in the bar. He told me that when he got my letter, he had recently moved to the city after staying at home for a year to save up some money. Now he felt like his life was finally starting. We joked about how we were in the city at a surf bar because we had hung out at plenty of real surf bars when we lived down south. Talking was easy with Max, but every once in a while, I got lost in his eyes, the eyes he commanded I look into each time I came. A few times he noticed me losing focus on what he was saying. 

“Baby?” he said, as he lowered his voice and leaned closer to my face. 

“Yes?” I said, hoping he’d say everything I had been waiting to hear since he had left me. 

“Do you remember canoeing with me?” he asked. Our first date? Hell yes, I still remembered! It was when I knew he was my person. 

“Of course,” I affirmed. 

“That day I told you I felt at home with the tall lush trees around because they reminded me of back home,” he explained. I did remember that. “But it wasn’t where we were that made me feel at home. It was you. I feel at home with you.” Wow. Wow. Wow. I truly didn’t know how to respond. I had wanted to hear words like that for a long time. Luckily I didn’t have to come up with words because he kissed me. Right in the bar, and we didn’t care about anyone else around us. 

Finally, he grabbed my hand and we left. Clearly, it was time for a more private setting. My apartment was close, so we ended up there. Thankfully my roommate wasn’t home so we wasted no time, headed straight to my bedroom, and went right at it. 

Kissing, groping, ripping each other’s clothes off. This was not going to be slow and sweet, it was going to be frenzied and like quenching a dying thirst. No words needed. We didn’t even make it to the bed before we were naked enough for Max to fill me up with his hard cock; one of my legs on the floor and one up around his ass. The urgency was clear. It didn’t take long before we were both groaning our release, before finally flopping on the bed happily satiated. 

“Baby?” he said as we laid, now fully naked. 

“Mmm hhmmm?” I responded still in a foggy bliss. 

“I’m happy I finally feel at home again,” he said, placing a soft, calm, loving kiss on my lips. 

“Me too,” I agreed, snuggling against his chest, “Me too.”

So we picked right back up dating, staying together at my place or his most nights. It was more than I could have dreamed would happen when I moved to New York, and it felt so right. 

One Friday night we were laying in bed at his apartment. I loved being naked with Max.  We could spend hours just talking,  touching, fucking, and fucking again.

I said, “I want to make you cum.” I reached out to stroke his growing cock. I liked knowing I had the power to excite him and please him. 

“Ok,” he smiled, “anytime.” I knew he’d never say no to an offer like that. 

“In my mouth,” I said, leaning down to take him all in. I swirled the tip of his cock with my tongue. He reached his hand into my hair, but didn’t press. He just held on.

“Oh!” he said, “yes, ok.” He was definitely excited about that possibility.

“Mmmm,” I moaned, with his cock in my mouth, using my hand to stroke the bottom of the shaft that I couldn’t fit in my mouth.

“Mmmm,” he reciprocated. He was enjoying how the moan made my lips vibrate against his cock.

I laid alongside him and pushed my hips closer to him on the bed, so he’d get the hint. He leaned over and ran his fingers through my pussy.

“You like sucking my cock, baby?” he asked, pushing a finger inside to feel how wet I was. He knew I liked his dirty talk just as much. 

“Oh yes” I confirmed, with my lips vibrating against his cock again.

Max kept one finger inside me, as he leaned closer and put his tongue on my clit. I really liked his tongue sliding up and down but I wanted more. Like how Tommy had taught Terri to suck and drive me wild.

“Can you put your lips around my clit?” I requested nicely, even though I wanted to demand it from him. We hadn’t gotten to dominating each other, not yet at least. I was trying to be a good girlfriend and not scare him away with how much I had explored sexually since we had parted ways. 

“Like this?” he asked, as I felt his lips on my very swollen clit.

“Oh yes, baby!” I said, and then put my mouth around his cock again.

“Ohhhhh,” he groaned, as I swirled my tongue around his cock head and stroked in rhythm with my mouth. I hoped he would know to suck my clit, but he didn’t. No problem, I'd just make another request. He was a quick learner.

“Can you suck… my… um…” I said, and before I found the right words, he was sucking my clit, “Yes! Yes! Just…like…that…” I got a little distracted from pleasing him because I knew if he didn’t stop I was going to cum. I continued stroking him though.

“Mmmmm,” he said while sucking, and the vibration of his lips combined with the sucking was definitely the combination that would make me cum. Very very soon. 

“Oh! Yes! Yes!” I whisper-screamed, so Max’s roommates wouldn’t hear us, and then I said, “Wait!” He stopped and looked at me. “Together?” I requested, “Can we try to cum together?”

“Yes, of course!” he said, “I’ll tell you when I’m ready.”

I started to stroke him again. “I’m sorry I can’t take you all in my mouth. I’m not even good at swallowing,” I admitted.

“You’re doing great,” Max said, “I’ll help you swallow.”

“How?” I asked, increasing my stroking.

“When I’m getting ready, push my cock a little further in your mouth, and you suck on it like it’s a straw,” he instructed, “You’ll most likely get it all. And if you don't, that's fine too.” I loved how he let me off the hook if I couldn’t. That eased the pressure, but I really wanted to swallow all of him.

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“Thanks for the lesson,” I said, bringing my mouth close to his cock again, “I’ll do my best.” And I must have, because pretty quickly I could tell from his breathing and how hard his cock became, that he was going to explode.

“Now,” Max said, sucking my clit again. I bucked under his touch and increased my stroking and sucking. I tried to stay focused, even though I knew I was going to explode with my own orgasm. As I went over the edge, Max put two fingers in my pussy to feel the contractions.

I followed his instructions, taking his cock far into my mouth, and as I did, he stiffened. He was cumming too. I felt the first burst of his thick warm load slide down my throat and I sucked. The next spurt came, and I sucked again. After a few more I needed a big breath, so I took my mouth off of his cock. Before I was done with my breath, he let out one more spurt that I didn’t manage to catch.

“Sorry,” I said, smiling sheepishly. “I got almost all of it.”

“Don’t apologize,” he said, “Shit! That was amazing!”

“With more practice, I’m sure I’ll get better,” I promised, leaning in to kiss him, so he could taste himself on my lips and tongue.

“You liked that?” he asked, with his cum soaked lips on mine.

As I kissed him, I licked my juices off of his lips, “Oh yes,” I confirmed.

“Good!” he agreed. We fell asleep happily satiated.  

The next morning I woke up with my leg over Max’s leg, and my face close to his arm. I kissed his shoulder and trailed my kisses down his arm. He opened his eyes.

“Morning,” he said, wrapping me up in his arms and kissing me.

“Morning,” I said with a smile. I put my head on his chest and just listened to his heart. I loved laying naked with him like this. It wasn’t sexual as much as it was intimate. We were baring ourselves to each other with comfort and ease that still sometimes surprised me. What had started out as a mostly sexual adventure when we first met at that party years ago, was turning into much more than that now. 

After a few minutes, he said, “What do you want to do today?” It was Saturday after a long work week and we weren’t interested in rushing out to do anything.

“This,” I said, not moving. I could probably lay in bed all day with him and be totally content.

“Sounds fun, but we might get hungry at some point,” he laughed.

“We’ll take it as it cums,” I said with a wink, so he knew there was a double meaning. Although he knew me well enough to know there was always a double meaning in what I said. I was the queen of innuendos. 

“Oh I’ll take it alright, baby,” he said and started to tickle me.

“Stop!” I giggled, not meaning it at all. His hands wandered all over me as he kissed behind my ear where he knew I was ticklish too.

“Baby?” Max said, stopping and looking at me, intently.

“Yes, Max?” I asked

“I love you,” he said, kissing me on my lips this time.

“I love you too,” I said, returning the kiss.

“I want to do this every morning…” he said.

“What?” I asked.

“Wake up with you,” he said.

“Well, most mornings we do…” I clarified, which was true. We’d stay at his place or my place most nights now. We had settled into a comfortable routine.

“No,” he continued, “I want to wake up together in our own bed every morning.”

I lifted my head and looked at him, “What do you mean?”

“I mean I want to move in together,” he said, and I think he was nervous. So fucking cute. This confident, successful man was nervous to ask me to move in with him. As if I would say no. Although, I had never lived with someone before, so I did hesitate. That would be handing over some huge control, but with Max, I didn’t mind, I trusted him. He already felt like family to me.

“Oh baby,” I said, kissing him, “That would be so great!”

“Yea?” he asked, “Are you sure?”

“I think it would be great,” I said, “But I don’t want to do this unless you think there is a logical next step after that.” I didn’t want to deal with moving out once he got bored of me. Not that I could ever imagine that. Saying goodbye the first time was crushing, I couldn’t imagine ever saying goodbye again.

“Baby, I definitely think there is a next step with you,” he assured me. “I love you more than I’ve ever loved anyone. I can’t even imagine life without you.”

“Awww baby, I feel the same way,” I said, and meant it. But deep down inside, I knew he didn’t know all of me. He knew I was sexually adventurous, but he didn’t know I had been with two men. Would that be a deal breaker when he found out? I’d have to take things as they came. For now, this felt right.

Living together means having so much more sex. Other than when we were working, Max and I were together all of the time. When Max took a business trip I missed him so much! I was excited to pick him up at the airport.

As soon as I saw Max walking down the terminal hallway I lit on fire. Shit, did everyone else see the amazing male specimen walking towards me? He exuded confidence and sex. He was flushed and he looked like he was ready to take me. His smile when he saw me said everything. I was more than ready for him to have his way with me. But we still had a long ride home from the airport.

“Hi baby!” he said, dropping his bag to pick me up and spin me around. My dress flew up giving the people around us a peek. I didn’t care. It took all of my restraint not to wrap my legs around him right there.

I kissed him and said, “I missed you so much, baby!” I really had.

“Can you feel how much I missed you,” he whispered in my ear, setting me back down on the ground and pulling my ass into him. I did feel.

“Oh baby,” I moaned, “I’m already so fucking wet. Stop making it worse.” 

We tried to compose ourselves so we could head to the baggage area to pick up his suitcase. As we stood side by side watching and waiting for that damn bag, I swear I felt heat coming off of him. He was like a magnet, and I was so drawn to him. All I could do was imagine him naked with me. I needed that. Needed.

He put his arm around my shoulder and leaned over to whisper, “I’m not going to make it home. I need you now.”

I laughed and said, “I know but we don’t have a choice.”

“Sure we do,” he said smiling, “I’ve got an idea.”

“I like when you have ideas,” I said and that was so true, especially when it came to sex.

Finally, his suitcase came around, he grabbed it and my hand so we could go. As we passed the bathrooms near the exit, Max pulled me into the family bathroom. It was a large single bathroom meant for people with children. He locked the door and dropped his bags and his pants.

“Oh baby,” he started, “I can’t fucking control myself.” His cock sprang from his underwear, relieved to be free. “Tell me you don’t have underwear on…” 

I did. He ripped them off. He pressed me against the wall and pushed his hard cock all the way into my wet and waiting pussy.

“Yes, baby!” I screamed. I didn’t care who heard. He grunted as he thrust in hard. “Yes baby, push hard…like that…I can cum if you…”

 He understood and made sure to push hard against me on each thrust in. His animalistic desire excited me even more. It was like he had no control over how much he needed me. I knew the feeling. I felt the same way.

“Shit baby, I’m sorry I’m not going to last long,” he breathed, “I…you…fuck…oh baby…” I felt his cock stiffen in me and that sent my orgasm over the edge.

“Yes baby! Yes!!!” I let him know he had succeeded for me.

“Oh fucking perfect!” he said relieved he hadn’t cum too soon. Not that I would have been mad, but he loved to please me, and he had.

“Oh, I needed that!” I said straightening my clothes as he pulled up his underwear and pants.

“Nah, I could take it or leave it,” he said joking. “Shit baby I don’t think I’ve ever been that unable to control myself.”

“I bring out the best in you!” I said smiling. He slapped my ass and unlocked the door. We didn’t have a family but we certainly needed that family bathroom just as much as any family!!!

After being with Max for a year I knew I loved him. I knew I respected him. I even thought one day we could get married and have a family. But I was starting to feel like I needed more during sex. I’d bring up images of Terri and Tommy to push me over the edge to orgasm. I knew it was ok to do that, Max said thinking about the past didn’t count as cheating, but I started to wonder if he needed more too. After some regular sex one night, I broached the subject. 

“Oh baby,” I said, kissing him, “that was awesome!” and I meant it. Sex with him was always awesome, even if it wasn’t heart-pounding and earth-shattering. It couldn’t be all the time, could it?

“Mmmmm, baby,” he moaned in his post-orgasm stupor. As I lay beside him, I traced my finger over his chest meandering down to his now soft but still sticky cock. I lightly ran my fingers along it.

“What’s one of your fantasies?” I asked innocently and very open-ended. I knew if he had one he wouldn’t hold back. He turned to look at me, and I knew he thought there was more to the question. 

“Like all guys, I’ve always wanted two girls,” he responded.

“You never had two girls at the same time?” I prodded.

“No, have you been with a girl?” he laughed.

“Yes,” I answered honestly. I wasn’t going to lie. We’d promised to be honest. I trusted him in every other way. It was time to tell him more. I didn’t divulge that there were also two guys. Baby steps I thought.

“Wait,” he said, more alert now, “you shared a guy with another girl?” That did seem unlikely. He knew my jealous streak was fierce.

“No,” I explained, “she was only allowed to touch me, not him.” I should have said them, I should have, but I wasn’t ready, yet.

“You had sex with a woman?” he asked, surprised.

“Not really,” I said, “she just made me cum.”

“Really?” he said, “I’ll be damned. I wouldn’t have guessed that.” I wondered how that changed his opinion of me.

“Why?” I prodded. “I’m certainly no prude,” I laughed.

“No, that’s true,” he agreed, “I guess I just thought you liked cock.”

“I do,” I said truthfully, “sometimes…but sometimes I think it’s fun to act out a fantasy. If your lover is ok with it,” I added.

“So are you saying you want to try another girl with me?” he asked, and I felt movement in his cock.

“Well, it’s not my first choice,” I said honestly, “but in the right situation, I would be open.” That was true.

“Oh baby,” he turned to me and kissed me. I started stroking his hardening cock, but he was smart enough to know there was more to my question.

“So what’s your fantasy?” he asked.

“Has anyone ever watched you have sex?” I asked him. I thought that was a simple way to start.

“No,” he laughed, “not that I know of. Has anyone ever watched you have sex…” and he stopped talking when he saw the look in my eyes. He just waited for me to open up.

“Remember I told you about Terri?” I started.

“Yes…” Max said, waiting.

“I never told you about Tommy…” I was starting to get nervous. What if I told him and he freaked out? 

My heart pounded. I had never lied to him, but I had been withholding things. I knew if we were going to stay together, I would have to tell him. He would have to know the real me, all of me, and accept it.

“One night I was going down on Terri, and Tommy opened the door and saw us,” I started, “He watched for a few seconds, and I liked it.”

“That’s no big deal,” Max said.

“There’s more,” I continued, “The next morning, while Terri was fucking me, I asked him if Tommy could come watch.”

“You did?” Max said, sounding surprised and actually very turned on. His cock was continuing to grow under my stroking and my talking.

“Yes, and he said ok,” I said, breathing heavily remembering that exciting first time. “Tommy came in the room and watched Terri fuck me doggie style.” I waited for Max’s reaction, but he was now just listening and enjoying. Like storytime. I kept stroking and talking.

“Tommy moved closer to me and I could see the bulge in his jeans growing,” I described in detail now. I could see the excitement building in Max’s eyes. 

“I reached out to the top button on Tommy’s jeans and asked him if I could undo them. He said yes and that made me so hot,” I continued, and it was making me hot now too.

“After undoing the first button, I realized it was a button fly, so with each button I came closer to seeing what was beneath. After the third button, I realized he had no underwear on. I could see a little bit of his cock.” I said as I bit my lip, probably as I did then. 

“I finished unbuttoning until I had freed his cock. He was already rock hard,” I said looking down at Max’s cock, so was he. I looked back up at him, taking a breath from telling the story because it was making me unbelievably hot. In addition to stroking his cock, I now used my other hand to rub my clit. It was already wet from the sex we just had. 

I let out a tiny moan and continued, “As Terri was still fucking me from behind, I reached out for Tommy’s cock. I asked if I could suck him,” I said pausing to catch my breath, “and they both said yes. Hearing them both agree almost pushed me over the edge. I put my tongue on the head of Tommy’s cock and swirled it around.” Max was familiar with that. He bucked as I described it.

“Oh,” he moaned, as I quickened my stroking. He was close, and so was I.

“I licked and stroked his rock-hard cock while Terri continued pounding me from behind…” I had worked myself into quite a frenzy telling this story, and I wasn’t going to be able to continue. I was going to cum, as I had many times to that memory. 

“Oh baby…I….I’m going to…” Max said looking into my eyes as the first wave of my orgasm crashed. I threw my head back a little and I heard him suck in his breath as his cock stiffened in my hand. Then I felt his cum spray up and out on both of us. My hands stopped working both of us allowing our orgasms to subside.

“Holy fuck, baby,” Max said kissing me, “what was that?”

“The truth.” I offered, hoping he wasn’t appalled.

“Really?” he said but he didn’t sound disgusted, he sounded intrigued.

“You seemed to like it?” I asked, needing to know where he stood.

“It was fucking hot. You’re fucking hot,” he said kissing me. We both washed up and went to bed. 

When was I going to tell him there was more? So much more.

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Written by SherryDarling
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