📚 pleasing my sister-in-law Part 25 of 44
pleasing-my-sister-in-law-ch-25
EROTIC COUPLINGS

Pleasing My Sister-in-Law

Pleasing My Sister-in-Law

by Pooer87
19 min read
4.6 (3500 views)
oralpivridingsolophone sex
Loading audio...

The day after Jessica went back to her apartment in Boise and two days after we had applied for our own apartment for her to move back to Utah, I received a call from the apartment complex, telling me that our application had been approved and when we could pick up our keys. I quickly called Jessica and told her the news.

"Hey, the apartment is ours. We can get the keys any day after the 26th and start moving in," I told her.

"That's awesome," she replied back on the other end of the phone. "I talked to my principal today. He's not too happy to be losing me, especially in the middle of the year, but he gets it. What do you think is going to be best to get us both moved in?"

We spent a little bit longer on the phone making plans before she had to get back to work. After hanging up with her, I texted my ex-wife Kathy to inform her that I would be moving in with Jessica and Liam. She surprised me by saying that she was happy for us.

Late that night, after she had gotten Liam to bed, Jessica called me so we could hopefully finalize the moving plans. But before we could get to those plans, she said, "I called Jack after I got off work to tell him the news. He said that he's OK with it, but that he wanted to have a talk with you about Liam. Did he get in touch with you?"

"No, he didn't. But I guess that is something that we will have to deal with. I told Kathy, too. She was surprisingly OK with it and said she's happy for us," I told Jessica.

"Wow. I'm surprised by that too," Jessica responded before we went to talk about the move. We figured out a few details, including what day I would be moving, and how best to get her down there, before saying I love you and hanging up our phones.

A few days later was Christmas, and, for the first time in over a decade, I woke up alone. I had dropped off a few gifts for my daughters with their mom, and she was nice enough to video call me and let me watch them open up the gifts I had gotten them. Jessica called as well, and we chatted for a bit while Liam opened up his gifts. We had thought about spending the day together but decided not to spend the money on gas with the move so close.

After hanging up with her, I got myself ready for the day, had some fun, and sat down to watch TV. Me and Jessica kept texting during the day, and she told me that she had a present for me as soon as Liam went down for a nap.

She made sure I was still alone before video calling me after he was asleep. When I answered the call, I saw Jessica in her bedroom, wearing a black robe. She had her brown hair pulled into a knot on the back of her head and smiled before saying, "Hey, are you ready for your present?"

I told her, of course, and she said, "I was hoping to do this in person, and I thought about waiting, but I think you deserve it now, even if it's just over the phone."

I watched as she sat her phone down on her dresser and stepped back from it. She untied the robe, slowly peeled it open, and let it slip off her arms. Under it, she had put on a red, sexy Santa outfit. The corset pushed up her C-cup-sized breasts and was tight around her fit waist. The skirt ended just below her groin, and it was all trimmed in white fur. She must have had on a garter belt under it, as I could see straps coming out of her skirt on both legs and hooking onto black stockings that covered the lower portion of her legs.

I said, "Wow, you are beautiful," as Jessica removed the clip from her hair, letting it off down around her face, ending just above her lower back, and slowly spun in a circle for me to take it all in.

Facing the camera again, she said, "Thanks. I can't wait to wear it for you in person."

"It's not just for Christmas?" I asked her.

"Well, I do have this little Santa hat that goes with it," she said as she reached off the screen, grabbed the hat, and placed it on her head. I laughed and said, "You can wear all of it whenever you want to."

Jessica smiled and asked, "Would you like to see what's under the skirt?" I eagerly nodded my head yes as she stepped back again and lifted up her skirt and showed me that she had on a black garter belt around her waist, hooked to her stockings. Under it was a bright red thong that barely covered her vagina.

"Jesus," I said. Jessica laughed as she picked up the phone and said, "I hope you're ready for a show." She laid down on the bed, and I watched as she positioned the camera so that it showed her groin as she spread her legs and began to run her pussy over the red thong. Making sure I was watching, she pulled the thong to the side, exposing her pussy with a neatly trimmed bush right above it. She slowly inserted her finger inside herself and pulled it in and out. She worked her finger up to a steady rhythm as she moaned.

I told her that she was turning me on, and she started to go faster and faster with her finger. Looking down into the phone, she asked, "If you were here, how would I be right now?"

"Your thong would be off, your tits exposed, and I would be pounding into you," I said as I moved into my bedroom, laid on my bed, and pulled my pants and underwear off.

"Oh God, Danny," Jessica moaned. As I wrapped my hand around my hard, six-inch-long cock, Jessica started to pull her thong down, kicking it off her legs. Still fingering herself, she used her free hand to pull her breasts out of the corset and pinched her nipples to get them hard.

"Rub your clit," I instructed her, flipping my camera around so she could watch me jack off. She did as I told her to, using her thumb to make little circles around her clit.

"God, your cock looks so huge on the phone. I want it," she said. I asked where she wanted it, and she said, "Slamming into me. In my mouth. In my hand. Wrapped up in my tits."

"How about in your ass?" I asked her.

"Oh, my God!" Jessica moaned loudly, going back to sliding her finger in and out of her wet vagina. I kept up the dirty talk as Jessica played with herself until she moaned that she was coming, and I watched as her back arched off the bed, and she stopped rubbing her clit as she orgasmed.

When she was done, she asked if I was close, and I stared at her nearly naked body on the phone as I rubbed myself to

completion.

"I can't wait until we're living together and don't have to watch each other on the phone," Jessica said, and I agreed with her.

We stayed on the phone for a little longer, me eying her naked breasts as we chatted, until she heard her son waking up and hurried to change her clothes before he was awake. I spent the rest of the day packing.

The next morning, I woke up early, got ready, and went off to get the key to our new apartment. After checking it out and taking a few pictures, I went back to my apartment, ordered an Uber, and got a ride over to a local U-haul place, where I had a van reserved for a few days.

As I was loading all of my stuff into it, Jessica called me, and I answered it to hear her say, "So, I just got off the phone with my sister. She really wants to come up with you and help me move."

"Why?" I asked.

"I have no idea. She said that she's just sitting around at home with nothing to do and figures that she could be helpful. Many hands make light work and all that."

"I'm fine with it if you are," I told her.

"Just promise me one thing," Jessica said, and I asked what it was. She replied back, "Don't make any pitstops on the way up here."

I laughed and said, "I don't know; that might be hard. She does look a lot like you, just taller and younger."

📖 Related Erotic Couplings Magazines

Explore premium magazines in this category

View All →

"Danny!" Jessica said it with a laugh.

"So, I have a slight problem that maybe you could help with," I said, changing the subject. Jessica asked what it was, and I said, "While I was packing last night, I found a bunch of Kourtney's clothes and some other items of hers. I tried to text her, but got no answer. Should I keep them?"

"Maybe Kathy could give them to Kourtney for you? Do you think its things she would mind if you just threw it away? Or should we take them to her? We could even just leave them on her porch," Jessica said.

"Well, I don't think Kathy wants to see them. And I know how much Kourtney spent on some of them, so I doubt she would be OK with me just leaving them somewhere or throwing them away," I responded back.

Jessica asked what they were, and I said, "Thongs and lingerie, plus some of her sex toys."

"Oh dear. Yeah, she's probably going to want them back. Maybe hold on to them and keep trying to get a hold of her?" Jessica suggested it, and I agreed with her.

Before too long, I had packed my entire little apartment into the van, barely filling a quarter of it, and drove over to the new apartment. As I unloaded it, Jessica's sister texted me, telling me that she was ready to head to Jessica's whenever I was. I told her to give me a few hours, and I would come pick her up.

When I had the van unloaded, I sat down on my couch, a little loveseat I had managed to move by myself, and scrolled through my phone. My brain kept drifting over to Jessica's sister, and I quickly found her Instagram page.

Her name was Hannah, and her page described her as a personal trainer. I noticed that she hadn't posted in two years, and I wondered why not as I scrolled through her photos. She looked a lot like Jessica, with brown hair down to her lower back and C-cup-sized breasts on a narrow, fit frame. She had to be at least six inches taller than Jessica, and her face was a little bit more narrow, but you could definitely tell they were sisters.

One video in particular caught my attention; she was holding her phone up to film herself flexing in a mirror. She had a black hat on, with her brown hair loose under it. She was wearing a blue and white swirled sports bra that she was pushing up as she flexed her abs on the camera. Tight spandex black shorts barely covered her groin, her fit ass showing as she turned and flexed her arm and leg.

I felt my cock growing in my pants, and, between remembering that Jessica told me that Hannah was a virgin and finding a few more of her fitness pictures, I pulled my cock out and jacked off before getting up and texting Hannah that I was on my way.

When I arrived at Hannah's parents house a little later, she was waiting outside for me, with a duffle bag on her shoulders, since we planned to spend the night before moving all of Jessica's stuff the next day. We introduced ourselves, shaking hands, as she put her bag next to mine and buckled her seat belt. As we started the drive, we made small talk, learning about each other. How old we were, what we did for a living, our interests, etc.

About a half hour into our drive, as the original conversation died down, Hannah asked me, "So, do you think you and Jessica will get married?"

I laughed a little, and I said, "I have no idea. Hopefully. I'm more curious about how the families are going to react when they realize we're a couple and living together."

"Well, I can tell you right now that my parents aren't thrilled about it. They do like how well you treat Jessica, but they're pretty against living together and sleeping together outside of marriage," Hannah said. "They also like you more than they ever liked Jack, so there is that."

I laughed and said, "Well, how do they know we're sleeping together? Maybe we're keeping it for marriage?"

"Whatever. I know you two are. My only question is, how long has it been going on? Jessica claims it's only since her divorce, but I don't believe her," Hannah said.

"If that's what she says, then it must be true," I fibbed.

"You're lying too. I so remember that day that she came back home after we borrowed your tiller. Her hair was all messed up, and she smelled like she just had sex," Hannah said with a laugh.

"And how do you know what sex smells like? Are you sneaking behind your parents back?" I said, turning the tables on her.

"Just because I haven't done it doesn't mean I'm completely innocent; heck, it's part of the reason why I don't post on social media anymore," she explained to me.

"Really? How so?" I asked her.

"When I became a personal trainer, I was hoping to build a brand online and teach and help people how to be healthier. But I don't know why it was happening, but the messages I was getting from guys were so disgusting, I had to stop," she said.

"Like what? If you don't mind me asking," I said.

"Pictures of their penis', them telling me that they used my pictures for their pleasure, or them asking how much a private session with a little extra would be. Just gross stuff like that," she said.

Feeling guilty about what I had done earlier, I said, "Wow, yeah, that is totally out of line. I can't believe the nerve of some guys. It's a shame too; I was on your page and thought the videos I watched were very informative. I was wondering why you had stopped."

As I drove, I caught her staring at me, and I wondered if she knew that I was lying again. Instead, she said, "Thanks. They were fun to make. Maybe I'll try it another day, but, yeah, like I said, I'm not completely innocent, but I didn't need to see or read those things."

"What do you mean when you say that you're not completely innocent?" I asked her.

"Why do you want to know?" She asked back.

"Because you've said it twice now, and I'm curious," I said.

"Tell me how long you've been having sex with my sister, and I'll tell you what I mean by it," she said.

"If I tell you, you can't tell her that you know," I said, and when Hannah agreed, I said, "Since October last year."

Hannah gasped and said, "That long? And you never got caught?"

"Nope. Now, explain yourself," I said.

Hannah said, "It's nothing too bad. I mean, it's no worse than cheating on your spouse. I've given handjobs to five of my boyfriends. Three of them have touched my privates. One I kind of gave a blowjob to."

"How did you kind of give a blowjob to somebody?" I asked her, wondering how one from her would compare to one from Jessica.

🔓

Unlock Premium Content

Join thousands of readers enjoying unlimited access to our complete collection.

Get Premium Access

🛍️ Featured Products

Premium apparel and accessories

Shop All →

Hannah laughed and said, "It was senior prom. I had been dating this kid for a few months and given him a few hand jobs. I promised him something special for prom, and after a heavy make-out session and him touching my breasts, I pulled his penis out of his pants, rubbed it up and down, put my lips on it, and he finished out of nowhere. So, I don't even think it counts."

"Poor kid. I hope you didn't laugh at him," I said.

"I was so shocked and surprised by his sperm hitting me that I didn't know what to do. But he was so embarrassed that we cleaned up and left," she finished explaining. "Your first blowjob wasn't like that?"

I thought back for a few seconds about my first ever blowjob, the first one from my ex-wife, my first from Jessica and Kourtney, and then said, "Honestly, no, none of them were."

"Dang," she said.

"But I can totally see how an eighteen-year old boy going out to prom with a beautiful girl, having just touched her boobs, would finish quickly," I said.

"You think I'm beautiful?" She asked me.

I laughed and said, "Yes. You are."

We were silent for a little bit until Hannah asked, "Are you and Jessica going to sleep together tonight? Or will you not now that I'll be there?"

"I mean, it's definitely something I was hoping would happen. But it wouldn't be very nice to make you listen to us, plus, we have so much to do, we might be too tired."

"Well, if you do want to do it, I do have my headphones I can put in," Hannah informed me.

We changed the subject for the next little bit of the drive. We stopped for gas halfway to Boise, and I saw Hannah on the phone at one point. As I grabbed some drinks for us inside the gas station, I saw her hang up her phone, and mine went off a second later. It was a text from Jessica that said, "I just got off the phone with Hannah. It sounds like you two are having a good drive. She told me everything you guys have been talking about. I'm totally, 100% OK with you being honest with her about it all. It's good she has somebody to talk about sex with."

I texted her back and said, "You do know what talking about sex can lead to, right?"

"Yes, I do. Have a good drive! See you soon! I love you!" Jessica texted me back as I climbed back into the van with Hannah.

Getting back on the road, Hannah asked me, "So, how big is your penis?"

I laughed and asked back, "Did Jessica tell you to ask that?"

Hannah was a little taken aback as she said, "No, she didn't. After I told her what we had talked about, she told me that I should use this chance to find out as much as I can since she knows how interested I am in sex."

"Oh, that's funny. It's the same question Jessica asked me when we first started our whole affair. Anyway, I'm like six inches long, but pretty thick," I told Hannah.

The rest of our drive up to Boise was much the same, with Hannah asking me a bunch of different sex-related questions and me doing my best to answer them. I grew hard in my pants and thought I saw Hannah glancing down at it, but I couldn't bring myself to actually suggest we do anything. When we finally entered Boise and came to a stop light, I quickly texted Jessica and said, "I don't know what your plans were for tonight or how you were feeling about it, but all this talking about sexual things with Hannah has left me extremely horny."

"Well, I was thinking that we should be good with her around, but if she's causing you to be like that, I guess I shouldn't tell you no," she replied back.

When we arrived at Jessica's a few minutes later, me and Hannah both gave her big hugs. We spent the rest of the night helping Jessica finish packing her stuff, making plans to get everything loaded into the van, and cleaning the apartment the next day. We ordered some food and sat around, eating it when it arrived.

At one point, Jessica pulled off the shirt she had been wearing, leaving her in just a black spaghetti-string tanktop and black leggings. I saw Hannah's jaw drop down as she watched her sister walk around, and I finally asked, "Is everything OK, Hannah?"

She shook the cobwebs out of her head and said, "Yeah. I'm just not used to seeing my sister walking around in just a tank top."

Jessica laughed and said, "How is it any different from what you wear to the gym? At least the only guy checking me out when I do it is my boyfriend instead of a bunch of random weirdos."

"That is true. Plus, you should have seen what she was wearing for me on Christmas," I said.

"Danny!" Jessica yelped.

"Oh gosh, do I even want to know? Wait, were you two even with each other on Christmas?" Hannah asked.

"Nope," I said. "But, thanks to the miracle of phones, I still got a wonderful Christmas gift.

"What did you wear?" Hannah asked her sister.

"Something that we don't talk about outside of the bedroom," Jessica said.

"No, what you did while you were wearing it is what we don't talk about outside the bedroom," I said with a laugh as both girls yelled my name.

A short time later, we all went to bed, with Hannah grabbing a blanket and a pillow and laying on the couch while me and Jessica went into the bedroom. Jessica slipped off her leggings and said, "What do you think Hannah would think if she knew I was wearing a thong?"

"She might be jealous," I told Jessica as the brown-haired girl climbed on top of me.

"Really?" She asked me as she started to kiss my lips.

"Yes. She told me that she had always thought about wearing one but didn't because of her Temple garments," I said in between kisses.

Jessica sat up on me and asked, "What else did you two talk about? What got you so turned on?"

"Oh, I don't know; it was either her telling me about the guys that she's given handjobs to or maybe it was her telling me about the times she's masturbated," I told her, as my hands began to rub up and down the sides of her body.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like