Good day readers!
I would like to thank everyone who has voted or commented on the previous parts of the story. I’m glad that you like it so far, and I hope that you will like this part as much.
I’ve actually been able to get a lot more writing done than I figured I would be able to with starting a new job, and that is a good thing for all of us. I’m hoping to keep each part about this long (2 chapters ~6000 words).
Please continue to vote and comment. Comments, positive or negative, though I do ask to be kept respectful.
This is a complete work of fiction, and all parties engaging in sexual activity are over the age of 18.
Any characters resembling real persons is a coincidence, as again this is a complete work of fiction.
Enjoy!
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6
After spending the Saturday morning doing my normal chores, mowing the lawn, chasing Ava, trimming the hedges, chasing Ava, and plucking the weeds from the garden. Oh, and chasing Ava. I had a quick shower and made my way to the bar to meet my lead-hand worker, Jimmy, for lunch. Something I was not particularly looking forward to.
Jimmy sent a text the night before that he spotted my family at the park the day before. Normally this would not be something to be concerned about. Except my family is not what one might call conventional.
After my wife, parents and in-laws were killed in an accident, my younger sister, Emily, and I became close. So close, we became lovers. I proposed, and she accepted. Of course, we can’t get married legally, but we have been living as man and wife, and she has filled the role of mother for my daughter Ava.
At the park, we were out as a family, and Emily and I acted like a man and his wife might. Certainly not as a brother and sister would have. This is what Jimmy saw, and he knew our actual relationship. This is what he wanted to talk about, and why I was not looking forward to lunch at our favourite bar.
I climbed out of my truck and wandered into the dimly lit establishment. I could see Jimmy sitting in our booth, with a water in front of him. I didn’t know what to make of that. I don’t recall a time when we went to the bar and didn’t start in on the beer, or something even stronger.
I waved to him and went to the bar. I ordered two rounds and brought them to the booth. I passed him one, as I took my seat.
“Thanks, Chris,” Jimmy said with a neutral expression, looking down at the mug.
I smiled. “Any time. Have you ordered anything to eat yet?”
Jimmy smiled, and looked up at me, shaking his head. “Not yet. I didn’t want to get anything until after we talked.”
I sighed, nodding. I took a sip of my beer. “I get it. I’m guessing you have questions–” I let my statement hang.
Jimmy nodded but didn’t say anything. He took a long pull on his drink. I waited patiently for him to work at whatever he wanted to ask. Finally, he sighed. Looking me straight in the eyes he asked, “What is going on between you and Emily?”
I knew this wasn’t a laughing matter, but I couldn’t help but smile. “Jimmy, I promise I will answer your question to your satisfaction, but let me ask you a question first. What did you see at the park that brought this on?”
He sighed, “Jen and I were out for a walk. I spotted Ava on the playground. It’s hard to miss her flaming red hair–” We both smiled at his description. “–I looked around and spotted you. You had your arms around a woman, holding her close, kissing her. At first, I thought ‘hey. I’m glad he’s found, someone.’ But then you two pulled apart. It’s hard to mistake Emily. And the way you were kissing was certainly not the way a brother kisses his sister. So, I ask again, what is going on between you and Emily?”
As he restated the question, his tone showed his anger. I raised my hands to try to ease the situation. “The short, yet complete, answer is that Emily is my fiancĂ©, and is carrying my child.” I paused briefly watching Jimmy’s face for any outward signs of aggression or imminent threat. Seeing none, I continued, “The longer answer, which likely will answer the follow-up of how or why, is this. After the accident, Emily and I adjusted to living together. We took on the various roles and chores needed in the house. I didn’t notice it at the time, but we were living like what Sarah and I were living before the accident.”
I took a drink before continuing. “Sarah and I were planning on taking a vacation after our parents got home, and I promised to send Emily and some friends somewhere too after she graduated. Well, when she did graduate, neither of us wanted her to travel. So, instead, I took her out on a date.”
Jimmy’s eyebrow raised, at my comment. I could see he was about to say something, so I raised my hands to forestall his actions. “I intended to just show her a good time. We went to dinner, and then she wanted to go dancing. My intentions and actions were completely platonic. Emily’s though, not so much.”
Before I could continue, the waitress came over and interrupted us, “Hey boys. Care for anything?”
I looked questioningly at Jimmy. He nodded and replied, “Alright. Let’s get something to eat. I’ll have the club sandwich, fries, and another beer.”
I took his ordering food as a good sign. I gave her my order, and when she left continued my story. “Where was I? Oh yeah. So, I’m not big on dancing, but Emily pulled me out onto the dance floor. I’d had a few drinks, and was loose. Then this one song came on, and Emily– I don’t know– changed. It was as though she were a tiger, and I was her intended prey. I was completely captivated by her, and she danced with me in a way that Sarah had never even done. Her dancing kept me hard most of the night.”
When I said that last sentence, Jimmy shook his head. I nodded my agreement. “I know. I didn’t understand it either. Soon we left and headed for home. Emily drove because I’d been drinking. She rested her hand on my lap and kept me hard on the way home. Skipping a bit, we watched a movie and went to bed. When I woke up the next morning, Emily was snuggled up with me. I felt confused as to why my sister was in bed with me. I knew I’d been drinking, but I didn’t think I’d had enough to be forgetting anything. We talked. She explained how she felt. How she wanted to be my wife. I agreed to think about what she said.”
I stopped talking, thinking back to my reflections. Jimmy sat silently watching me. That was how the waitress found us when she delivered our food. “Anything else boys?” she smiled.
I returned her smile. “Not for now. Thank you.”
“Enjoy.”
We both took a bite of our meals. When Jimmy swallowed he prompted, “So you thought about it?”
I nodded my agreement. “I did literally nothing else that day. I sat on my ass and thought. As I said, Emily and I had been living just like Sarah and I were before, with one notable exception. She wasn’t sharing my bed. And Emily claimed to want to be my wife, and raise Ava with me. I thought about how I felt, and how I feel about Emily. I came to the inescapable conclusion; I love her. She is a beautiful woman, and we have many likes and interests in common. And if Sarah can’t help me raise Ava, Emily is the next best person to do so. So, the next day we talked more. I found out why she would want me. Why she would want someone older. And she told me. So I proposed. She accepted. And we became intimate.”
We finished our meal in silence. I gave Jimmy the time he needed to digest everything.
Finally, we sat our plates aside. Jimmy looked up and asked, “So, you proposed to your sister. She accepted, and you’ve been having sex, and living like a married couple. And now she’s pregnant. Yes?”
I nodded my assent.
Jimmy sighed and shook his head as he sat back. “What do you think your mom and dad would say about their children fucking, hmm?”
I took a drink as I decided how I would respond. “If my parents were alive to have an opinion, then we wouldn’t be in the situation we’re in now, so it is a moot point. However, I would like to think they would want Emily and I to be happy, and find love wherever we can.”
Jimmy nodded his head, “All right, I’ll concede the point. There’s no point in trying to guess what the opinion might be of someone who can’t share it one way or the other.” He sighed again, before taking a long pull on his beer.
When his mug met the table again, he looked me in the eyes again. “Chris, I don’t have to like the situation. And I don’t, it’s not natural. But out of respect for your father, and our friendship, I won’t stand in the way of your relationship, despite the illegality and immorality of it. I’m even going to give you a piece of advice. Leave. If I can spot you and figure it out, others can too. Others might not have the same relationship we do.”
I nodded my agreement. “Yesterday, you said you didn’t want to be the boss. You have the knowledge and expertise. How about I sell you the business for a dollar? It’s yours free and clear. I walk away.”
Jimmy looked away. He stared out into the rest of the dim bar.
“If you take the business you’ll never lack for work. You and dad made sure the business has a good name.”
Jimmy looked back, and his face looked grim. “I don’t want the business–”
“But you want Emily and I to leave. It’s hard to have my twenty workers pick up and leave with me. The business is here. I can start another wherever we may go. Hell, it isn’t like money is an issue for me anymore anyway. I don’t want to lay off everyone. That isn’t fair to them.”
Jimmy nodded his agreement but looked away again. When he turned back, he asked, “You don’t have any work lined up until the Monday after next right? Okay. This week, you and I will go over all the books. I’ll get the details for all the jobs lined up, and we’ll talk to a lawyer about the sale.”
I nodded my agreement. “Listen, how about we meet on Tuesday. We can be there when the inspector does their thing on that last job, then we’ll start going over everything afterwards. That way we still both get a long weekend. I know Emily and Ava were looking forward to it.”
Jimmy smiled, “Okay. Deal. Jen liked the idea of some extra time too.”
I glanced at my watch, and it was already the middle of the afternoon. “I gotta go. Are we good?”
Jimmy nodded and smiled. He stuck out his hand and we shook. “I may not like it, but that doesn’t mean I don’t like you and Emily.”
I returned his smile. “Thank you. And say hi to Jen for me.”
***
I opened the door and the delicious smells of baking hit me. I wandered into the kitchen and was greeted by the sight of Emily with Ava standing on a chair both covered in flour. Cookies cooled on every flat surface available. They were working at putting the last of their cookie dough onto a baking sheet.
Emily spotted me first. “Hey Love, how was lunch?”
As soon as she spoke Ava looked up. A huge smile crossed her face. “Daddy!” She would have jumped down were it not for Emily’s quick hand holding her in place.
“Not yet. We have to get these ready before the ones in the oven are done,” Emily explained to the three-year-old.
Ava pouted for a moment, but the smile quickly returned, as she started putting another spoonful of dough onto the tray. “Me and mommy are baking cookies!”
“I see that, and they smell great. Lunch was okay. Jimmy says hi.” I could tell there was an edge to my voice as I spoke. I didn’t want to get into it right now with Ava in the room.
Emily gave me a quizzical look, and I shook my head in response.
“As it turns out too, we aren’t going to have as much free time this week as I thought. Tuesday onward, Jimmy and I are going to be busy with work. I’ll explain later.”
Emily smiled at me and nodded. Just then the timer dinged and the two bakers swooped into motion to collect their latest batch of treats. While their backs were turned, I grabbed a cookie from the counter and headed for the living room.
The rest of the day played out normally. Since the girls were still cleaning up their baking, I grilled up some burgers for dinner. We followed that with a walk to the park, and once Ava was in bed, Emily and I sat down to watch a movie.
Emily snuggled up to my side as the opening credits began to roll. I wrapped my arm around her, holding her close. It felt good to have her nubile body pressed against me, though I didn’t seem to notice. As the movie began to play, she idly traced designs on my chest, and again I didn’t seem to notice. Even the movie itself didn’t hold my interest. All I could think about was my conversation with Jimmy. I replayed it over and over. I was wondering if I could have done or said something different which may have made Jimmy more accepting of the situation.
In my distracted state, it took Emily grabbing my balls and giving them a firm squeeze to bring me back to the present. “Ow! What was that for?”
Emily had a stern look on her face, but the facade broke into a smile at my reaction. She giggled, “I didn’t mean to hurt you Chris, but you were dead to the world. I called your name a few times. What’s going on. Something from lunch is my guess.”
I sighed, and grabbed the clicker, turning off the movie for now. “Jimmy knows. He saw us at the park yesterday. He questioned me, and I told him the truth.” I gave a more in-depth description of what I said, and what Jimmy’s responses were.
“–So, the reason Jimmy and I are going to be working is, I’m selling him the business. Like you said, we’re going to have to move.”
Emily sat there looking at me for a minute. Finally, she leaned forward and kissed me. It wasn’t the most passionate kiss I ever received from her, but this kiss conveyed her emotions to me. I could feel her love through that kiss.
“Chris, Jimmy knowing and saying the same thing just proves my point. There’s no point worrying about it right now. Let’s watch the movie and we’ll take it a day at a time.”
I smiled. Though Emily was close to fifteen years younger than me, she was wise and mature for her age. “Okay.” I turned the movie back on, we snuggled back up and this time I enjoyed it with her.
Half an hour later, Emily asked, “Chris, where would you like to move to? Stay in a city, or should we look for something more rural?”
I thought for a moment before answering. “I remember growing up in a small town and roving the countryside. I think I would like to move back into an area like that again. What do you think?”
She gave a contented sigh. “That sounds good. Maybe we can buy a few acres. You can build us a house. I can have a garden. It will be good. But! It has to be close to a town with at least some things to do. I can’t go from a big city to nothing!”
I laughed and hugged Emily close. “I can’t argue with that.” We continued to watch the movie.
As a steamy scene began, Emily shifted slightly. At first, I thought she was just getting more comfortable. Let’s face it, sitting in the same position for a long time is never comfortable, no matter who you’re snuggled up with. Soon though, I realized why she shifted. I could feel her hand snaking its way down from my chest. It didn’t take long for it to end up on my thigh, and less time still for it to start searching out my member.
Between her actions and the hot bodies on the screen, my prick came to attention and she found it. Emily grasped me firmly through my pyjama pants, and my breath caught.
While her hand was on the move, my arm wrapped around her did not remain idle. I worked my hand down until I could grasp her ass. As soon as I held a firm grasp on her flesh she let out a sigh.
Slowly Emily started to rub my cock, sending pleasure throughout.
She never picked up the pace and didn’t remove my pants. Instead, agonizingly slowly, she continued to run her hand from my balls to the top of my shaft, throughout the rest of the movie.
It was torture, and I loved every agonizing second of it.
I wanted to do something to her as well. She worked me up. Given our seating though, besides grabbing her ass, or playing with her boobs, I couldn’t easily reach her pussy.
I squirmed a little to get a better position to reach her, but I was ineffectual in my attempts.
She glanced up at me, and gave me an evil and knowing smile. After a quick peck on the lips, she turned back to the movie, and her torture.
What felt like a million years later, the movie finally rolled to an end. Without any preamble, I turned the TV off, scooped Emily up and ran to the bedroom.
Emily let out a squeal as I dropped her onto the bed, and dove on top of her. We were both giggling until our lips met.
We wrestled on the bed, twisting and turning, rolling so one and then the other was on top. We fought to strip each other of what little clothing we wore, and we kissed the entire time.
Finally naked, I let my hands wander over her body as we continued to wrestle. I couldn’t believe the firmness of her body. As my hands roamed, one settled on her belly for a moment. For that second it felt as though things were happening in slow motion, though I know it was simply a moment of clear thought. I couldn’t believe Emily was carrying our child. I would make sure we would have a safe and secure world to bring this child into.
The moment of slow-motion clarity over, the hand on Emily’s belly wandered lower and found her mons. She was sopping. As soon as my fingers made contact, she let out a throaty growl. I was on top at that moment and lined up my throbbing prick. After a glance up to see a smiling Emily, I thrust deep.
We both moaned as I entered her.
I was planning to give her a moment to adjust to the penetration, but she had other ideas. She pushed and rolled us over, without uncoupling. On top, she sat up and, keeping our pubic mounds close, began to violently slide back and forth on my cock. Her red hair flying wild from her movements.
The sensations were phenomenal. Since we became lovers close to three months ago, we had sex in many different positions and tried many different things. Emily was new to sex and wanted to experiment and find what she liked.
This though was new. With her earlier teasing, it was almost too much for me. I grabbed her arms pulling her down on top of me, slowing her movements. She growled in frustration.
Her eyes were playful and hungry. She fought to sit back up and resume her vigorous ride. I knew if I let her I wouldn’t last. Instead, I rolled us back over.
Back on top, I set a pace I knew I could sustain. I wanted this to last. I pulled out until only the tip remained in her dripping pussy, and then thrust in hard.
Her moans grew as I continued, and she thrashed under me. One of her hands grabbed my butt urging me on. The other mauled her breasts.
“Oh, Em. I’m close!”
“No, you don’t!” With those words, Emily rolled us again. This time though, she chose the wrong way and we ran out of bed.
Emily let out a shriek as we fell, and I grunted with the impact. Despite the fall, we were still coupled. Emily laughed, as she sat up on me, and resumed her vigorous movements.
It was all finally too much for me, and I exploded filling her pregnant belly with more cum.
She didn’t stop, and soon I could feel her cunt spasming around my cock.
“Mommy?”
“Shit!” Emily and I said together. I pulled Emily down briefly so the bed hid us from Ava.
Out of breath, and her pussy still spasming with aftershocks, Emily poked her sweat-covered face over the bed again. “Ava?” Gaps. “What are you–” Gasp. “–doing out of–” Gasp. “–bed?”
I could only see Ava’s feet, looking under the bed, but she sounded tired. I imagined she rubbed her eyes as she replied. “I heard a noise. Why are you and daddy on the floor?”
Emily ducked down, keeping her laughing face away from our daughter. She poked her head back up again. “Daddy and I were play wrestling, and I pinned him. It just took me getting him on the floor to do it.”
Ava’s voice seemed more awake and excited. “Can I play too?”
Emily chuckled, causing her pussy to do some interesting things around my sensitive cock. I groaned.
“What’s the matter, daddy?” Ava asked, thankfully still from the door.
“He’s just groaning because he lost. Now you go back to bed, and when I let daddy up, I’ll come tuck you back in. Okay?”
“Okay, mommy.”
I watched under the bed, as Ava’s little feet turned around and walked back out into the hall. Emily collapsed on top of me. We looked into each other’s eyes, and we broke out laughing.
Emily checked one last time to make sure the coast was clear before disengaging our privates and standing. We both moaned as our genitals separated.
Emily quickly pulled on some underwear and her robe. “You get cleaned up while I tuck Ava in.”
I simply nodded. I shook my head at the situation, as I made my way to the bathroom.
7
The smell of coffee and bacon brought me out of my contented sleep. I stretched, and after pulling on my robe, wandered out to see what the rest of my family was up to.
As I came down the stairs, the smells got stronger, and I was greeted by the sight of my beautiful sister working over the stove making us breakfast, and Ava snuggled up on the couch watching her favourite cartoons. A little out of character, when Ava spotted me, she only smiled and turned back to her show.
I wandered into the kitchen, wrapping my arms around Emily. I nudged her head to the side and kissed her neck. “Good morning.”
She sighed appreciatively, “It certainly is a good morning.” She released the frying pan and reached around, grabbing my ass pulling my pelvis into her. “Can you set the table, please? Breakfast is almost ready.”
“Sure.” I let her go and quickly poured myself a cup of coffee before getting things ready to eat.
By the time I finished setting the table, Emily called out, “Get to the table Ava. Breakfast is ready.
“Okay, mommy!” The red streak of Ava’s fiery hair caught my eye as she hurtled toward me. She slammed into my legs clasping them in a bear hug. “Morning daddy!”
I chuckled, and helped her into her seat, “Good morning Angel.”
Emily served the food, cooked to perfection, and Ava dug in without preamble. I just smiled.
“So, what’s on the agenda for today?” I asked.
Emily gave me a coy look. “Well, Ava has a play date today. Aisha’s mom, from her school, invited Ava over for the whole day!”
Clearly, this was news to Ava, because her eyes got big, and she looked excited. A moment later she screamed, “Yay! I get to play with Aisha!”
I covered my ears. If I didn’t I think they would have been bleeding from the noise levels.
“Keep it down a bit hun. I don’t think they need to hear you in Australia.”
Ava just giggled and went back to her bacon and eggs.
I ate a few bites, then looked back to Emily. “And what about us? Do you have anything planned?”
The coy smile returned. “Maybe. But I can’t tell you in present company.”
I grinned. I couldn’t wait until I could find out what was in store for the afternoon.
***
I could hear the door to the garage close and looked over. Emily was Ava free and carrying a plain paper bag. This piqued my interest. Though a few grocery stores were switching back to paper bags, we didn’t frequent any of them.
“What’s in the bag?”
Emily blushed so red, her face matched her hair. “A surprise. Give me an hour or so, and then come to the bedroom. Okay?”
Now I was dying to know what was in the bag. Despite my curiosity, I agreed. Emily ran upstairs to the bedroom and I heard her close the door behind her. Soon after I could hear the shower running.
I stayed in the living room watching the game, but let me tell you, that was the longest hour of my life. I have no idea what happened on the TV, I simply couldn’t keep my mind off what might be happening in the bedroom.
A little more than an hour later, a tentative call from upstairs let me know I could join my sister. I shut off the TV and ran up the stairs. My curiosity HAD to be satiated.
The door to the bedroom stood unlatched but closed over. I eased the door open and peered inside.
Emily set the room up with the lights off, and the drapes closed. Only a few candles provided dim lighting. Emily lay naked and propped up on the bed. She avoided looking directly at me, stealing glances as I closed the door and approached the bed.
I could tell something was up. Emily hadn’t acted anything like this since her first time. Not any of the times we experimented or tried new things to see if she liked them.
I sat down on the edge of the bed. Only then did I notice a few other things she arranged around the room. On the end table, there were stacks of towels, condoms and bottles of lube. We didn’t use condoms, and typically not lube, and as far as I knew we didn’t have either in the house.
I smiled lovingly at her. “What’s all this?”
She blushed again, looking away. A moment later she looked back, and after a deep breath she said, “I want to try something.” I smiled and waited for her to go on. “I want to try anal.”
My smile widened. I had some experience with anal. It wasn’t my favourite way to have sex, but Sarah enjoyed it occasionally. And if Emily wanted to try it, I felt happy to aid her with the experience.
“Is that why you’re so bashful today? Because you wanted to try something new?” She nodded in response to my question. “Silly, silly woman. You should know by now, all you have to do is ask, and ye shall receive.”
I leaned in and kissed her gently. Despite her desire, I could tell she felt worried and tense, and that would never do for what she planned.
I made out with Emily slowly. I didn’t do anything more until she started to relax. Only then did I start moving my hands up to her breasts. I cupped her mammary and felt the nipple contact. She moaned into my mouth.
Once that happened, our passions quickly increased. Our hands started to rove, and Emily started pulling at my clothes. I agreed with her assessment that I remained overdressed for the occasion at hand.
It only took seconds before my naked body was entwined with hers.
As my hands moved over her body while our lips remained locked, and our tongues duelled, I lowered my right hand to her ass. I gripped it firmly, causing Emily’s moans to increase. I wormed my fingers between her muscular cheeks and found her puckered hole.
Once my finger made contact she gasped and pulled away. She looked into my eyes with her eyes wide. Thus far I stayed away from her pucker in our lovemaking.
She smiled and kissed me again.
I worked my finger around, testing her hole. I could feel how tight she was, and how her anus twitched around my finger.
I pulled my lips away from hers and started kissing down her neck.
“Oh, yes, Chris. I love that!”
I chuckled and continued to work my way down her body. When I made it to her breasts, I latched on to her nipple. Her hands shot to my head and pulled me firmly to her.
After a moment, she guided me to her other breast, so I could give it the same treatment.
I continued to work my way down her body and soon knelt between her legs. Without teasing, I dove into her snatch. As soon as my tongue swiped up her lips, her back arched, lifting her hips off the bed. She let out a guttural moan and flopped back down. Her fingers wove into my hair and held on firmly.
I grabbed onto her hips holding on, ensuring my lips stayed locked to her pussy, as she thrashed about.
As I licked I worked my way to the top of her slit and uncovered her clit. I sucked it into my mouth and flicked my tongue over it and it wasn’t long before she experienced her first orgasm. I continued to lick her as she cum, though I moved away from her clit as she came down.
Finally, I stopped and smiled up at her. She looked down at me with lidded eyes.
“I’m not complaining. That was awesome. But I thought I said I wanted to try something new.”
I laughed. “I’m just getting warmed up. Or maybe I should say I’m warming you up.” I kissed her pussy, causing her to shudder, before removing myself from between her legs.
“Sit up, and let’s get this party started,” I said, as I grabbed the pillows.
I handed her one pillow for her head, and took the others and put them where her hips would be. Finally, I grabbed a towel and put it over everything to help with cleanup if needed. I instructed her to lay down, and we adjusted things as needed.
I lay down beside her for a moment and cuddled up to her. “Em, we’ll try this, but if it’s too much, or hurts or anything. Let me know. Okay.” She nodded, and I smiled. I kissed her, before sitting up. “Oh! The key is to try and relax. The more you tense up, the more it’s going to hurt.”
She looked over her shoulder and smiled up at me. “Got it. Just go slow, and be gentle.”
“I will Love.”
With those words, I grabbed a bottle of lube and poured some into her ass crack. She jumped when the cool viscous fluid touched her behind.
“Relax,” I encouraged, as I used my fingers to spread the lube and started to add pressure to her pucker.
I couldn’t believe how tight she felt, especially if she was relaxed. One finger was having trouble penetrating the tight knot of flesh that was her sphincter.
I pistoned my finger in and out of her behind, and it didn’t take long for her breathing to intensify. When I looked at her face, to gauge her reaction she looked like she was in pain.
“Are you okay?”
She nodded, but didn’t say anything, or look at me.
I poured some more lube onto her anus and continued to work it in. When I thought she was loose enough, I tried to put in a second finger.
As my second finger penetrated the tightness, Emily let out a sound halfway between a whimper, and a moan.
I paused with both fingers in her backside, hoping she would acclimate to the intrusion.
With my other hand, I was stroking her back, hopefully encouraging her to relax.
Soon I began again to move my fingers in and out. Again Emily let out the same sound between a moan and whimper of pain.
“Are you sure you want to keep going? You look like you’re in pain, and I don’t want to hurt you.”
That comment made her open her eyes. I saw the pain reflected there as well. “It hurts but feels good too. I trust you. Go slow.”
I felt conflicted. I meant what I said about not wanting to hurt Emily, and I am bigger than a couple of fingers.
“Okay, Em. Remember to relax.”
She nodded again. I put on a condom and grabbed the lube again. I coated my dick and poured more into her crack. I lined up my prick with her pucker.
When my member made contact, Emily let out a moan.
I smiled at her reaction and pressed forward. I was captivated as my cock attempted to ease into her forbidden treasure.
She moaned and groaned as my prick moved infinitesimally farther into her bowels.
I tried to go slow. I did. But with how tight she was, and how much pressure I had to exert to pass through her sphincter, it was an exercise doomed to failure.
Once the tip broke through, I lost control. With the sudden lack of resistance. I plunged a couple inches, in less than a second.
Emily screamed in pain. “Take it out! Take it out!”
I complied immediately, and pulled her sobbing body to me, trying to comfort her. “I am so, so, sorry!” I whispered urgently into her ear. I was distraught and crying too. I vowed to myself I would never do that again.
She rolled over so she faced my chest, and she cried into it.
After some time, our crying came to an end. She moved her head away from my chest and looked up into my face. She gave me a weak smile. “I don’t think that went very well.” I chuckled at her understatement. “But at least we tried it. We can strike that one off our list of things to try.”
I nodded my agreement with her.
I was going to say something but was struck dumb when I felt Emily’s hands tenderly groping my soft prick. She pulled off the condom and threw it onto the floor. “You haven’t cum yet,” she said, returning her hand to fondle my balls.
I moaned at the exquisite feelings and could feel my loins tightening once again.
“You don’t have to. I just want to make sure that you’re okay.”
She smiled up at and kissed me. “I know. I’ll be fine. I’m sore now and may be for a day or two, but I don’t want to leave you hanging either.”
Emily sped up her ministrations, moving her hand from my balls to my prick, and started pumping the length.
Though the whole situation cooled my ardour, I had been extremely keyed up. Emily’s hand brought me to the brink quickly.
“I’m close!”
She looked up at me with love in her eyes. “Cum for me Chris. Cum for your sister!”
Her words did it. I moved past the point of no return and blasted my essence between our bodies. She kept pumping, drawing out everything I had. Finally, just as I became over-sensitized, she stopped, and let me go.
“We’ve made a mess,” Emily giggled.
When I caught my breath, I looked down and laughed. “You’re not wrong there. Let’s go shower and get everything cleaned up before Ava gets home.”
I was about to get up, but Emily placed her hand on my chest forestalling me. “Chris, thank you for trying this with me. I’m sorry it didn’t work, but I’m glad we tried.”
I kissed her passionately, “Emily, I’m not missing out on anything because anal is not part of our sexual repertoire. I am glad though, that I could help you learn what you like or not.”
She kissed me back again. “I love you, Chris.”
“Love you too, Em.”
***
After we finally did get cleaned up and showered, Emily and I made our way back downstairs. Emily wandered into the living room, and I made my way to the kitchen to make up some snacks, and start on some prep work for dinner that night.
I cut up some fresh veggies and peeled the potatoes. It was almost an hour later when I finished.
“Em, do you want anything to drink?” I called out, as I grabbed a beer from the fridge. There was no response.
“Em?” I asked as I wandered to the living room. She was laying on her stomach on the couch. She looked as though she were lost in thought. “Em?”
“Huh? Sorry, what was that?”
I sat down beside her on the edge of the cushion and rubbed her back. “I wanted to know if you wanted something to drink. Are you okay?”
She smiled up at me. “Yeah, I’m fine. I’m just thinking about everything. The baby, and having to move. We really are going to have to start everything over again aren’t we?”
I nodded. “I think so.”
Emily pouted and turned her face into the couch. “All of our friends. We’ll never see them again. Will we.”
My heart broke. I knew I could do nothing to ease this hurt. “I can’t answer that. But we will have to leave them behind for sure.”
Emily let out a single sob, before taking a deep breath and letting it out slowly. “I told you not to worry about it all, last night. Then what do I do? Worry about it now.” She looked up at me and gave me a wain smile. “It’s a good thing I love you.”
I returned her smile. “I love you too, Em.”