My cock began to harden as I looked at her. I let my robe fall open and I grabbed my hard cock. I stroked my cock quietly. I imagined running my cock along Jenny's ass. It didn't take long. I felt the urge to cum. I took a step closer to Jenny as I contemplated shooting my load right there. Luckily, I was able to snap out of it and went into the bathroom instead. I closed the door behind me and stood over the toilet. I closed my eyes, pictured Jenny on her bed, and came after a couple of seconds.
I stood there for another minute as my cock softened and then I filled the toilet with urine. I wiped down the toilet and flushed. After washing my hands I returned to the bedroom, not bothering to close my robe. I took another long look at Jenny sleeping peacefully and left her room.
Chapter Two
I went back to my room, removed my robe, and jumped into bed. I closed my eyes and tossed and turned until morning. I heard voices in the kitchen, early in the morning, but they stopped when I heard the front door open and close. I knew it was Johnny leaving for his practice.
I got out of bed and threw on my robe. I didn't bother to put on my underwear as I was only planning to use the restroom and then go back to bed. I made my way to Jenny's room and knocked quietly on the closed door.
“Hold on one second,” came Jenny’s voice from behind the door.
“Okay, come in,” she said a moment later.
I opened the door and looked at Jenny. She was under the covers with the blanket pulled up above her breasts. I could tell by her bare shoulders and chest, that she was not wearing a shirt or bra. I figured she was wearing the panties she had on earlier. She had one arm under her blanket and the other was exposed, holding her cell phone.
“Good morning,” I said, “I have to pee.”
“Good morning,” she replied cheerfully, “How did you sleep?”
“Not very well,” I told her.
“Aww, I'm sorry to hear that. Go pee and then come back and we can talk about it,” she said.
I walked into the bathroom and closed the door. I relieved myself into the toilet. As I was washing my hands I happened to look down at the pile of dirty clothes and noticed Jenny's panties were sitting on top of the pile. My dick twitched at the thought of Jenny naked under the covers.
I walked back out into the bedroom and noticed that Jenny seemed to jump and close the app she had been looking at on her phone. She looked like she had been caught doing something wrong. She played it cool though and acted normal afterward, making me think I was just imagining it.
“Come, lie down with me,” she said.
I climbed on top of the bed, holding my robe shut tightly. I didn't want to flash Jenny accidentally. I lay stiffly on my back next to her, holding my robe shut.
“You don't look very comfortable,” she said, “Wouldn't you prefer to lie under the blanket?”
Thinking I had a better chance of not exposing myself under the blanket, I agreed. I climbed off the bed as Jenny lifted the blanket for me to climb under. As Jenny lifted the blanket for me to get in, she accidentally exposed her breasts to me briefly. Distracted by her exposed breasts, I forgot to hold my robe closed tightly as I climbed under the blanket.
It didn’t open very far and I fixed it pretty quickly as I lay back down. I didn’t think Jenny had noticed and she didn’t say anything about it. I was wrong though, Jenny had noticed but didn’t mind.
“So tell me about your night last night? Why don’t you think you slept and what did you do instead?” she asked me.
“I don’t know why I don’t sleep. I know I used to have nightmares and anxiety at bedtime, but now it’s just become my normal. I don’t think I’m afraid to sleep, as some doctors have suggested. I think I just enjoy the solitude of being awake at night. I feel empowered, like the world has stopped just me, and I can do and be whoever I want to be,” I explained.
“Interesting,” she pondered, “And what do you want to do, and whom do you want to be?”
‘I want to fuck MILFs and be a sex god,’ is what I wanted to say.
“I don’t know,” I actually said.
“What did you do last night?” she asked me directly.
“Nothing,” I said.
“Roll over please, let me rub your back while you talk. Let me try to relax you a little bit. You still seem so stiff,” she said.
I was stiff and so was my cock. I kept thinking about Jenny being naked next to me and now she was asking about what I did last night. I rolled away from Jenny so she could rub my back.
“Can you please take off your robe so I can rub your back directly?” she clarified.
I sat up and pulled my arms out of my robe but I kept it wrapped around my waist and legs as I lay back down. As I rolled away, Jenny grabbed the robe and pulled it away from my body in one quick motion. She let the momentum of my robe carry itself over her body and land on the floor next to her side of the bed. I was acutely aware that I was suddenly completely naked in Jenny’s bed, who was also completely naked, I presumed.
Jenny slid closer to my body and started rubbing my back. Her feet slid forward and rested against the bottom of my feet.
“Now then, you were just telling me what you did last night,” Jenny said, continuing our conversation as if nothing had changed.
“I didn't do anything last night,” I said.
“Really? You were awake all night and you didn't do anything?” she pressed.
I shrugged my shoulders.
“Okay, let me ask you this. Did you get out of bed last night?”
“Yes”
“Okay, good. Where did you go?”
“I walked around,” I said vaguely.
“Did you go in the kitchen?”
“Yes”
“Did you eat cookies?” she asked.
“W-what? How did you know?” I stuttered.
“I saw the crumbs this morning and found the half-empty box,” she laughed, “It's absolutely fine! You are welcome to anything that is in this house.”
‘Does that include her?' I wondered.
“What else did you do?” she asked.
“Nothing,” I insisted.
“Did you masturbate?”
“What!?” I asked, shocked.
I rolled over onto my back so I could look her in the eyes. As I rolled over, Jenny's hand stayed on my body and glided across my skin as I rolled. Her hand was now on my chest. She continued rubbing my chest and stomach just like she was on my back. Her cool, calm demeanor disarmed me and I felt relaxed again as we looked into each other's eyes.
“I said, did you masturbate?” she repeated, as her hand slid lower down my stomach.
“Why would you...” I started to ask, but Jenny cut me off.
“Lots of people masturbate at night, especially when they can't sleep. I masturbated last night, and I was again this morning,” Jenny said, and then hoped I didn't pick up on the fact that I interrupted her while she was masturbating this morning.
Jenny continued quickly, “I want to be able to help you through your sleeping disorder, and I believe that being able to release anything that might be built up inside you is an important part of it. So tell me, did you masturbate?”
“Yes,” I finally answered.
“Thank you. See how easy that was? And how many times did you masturbate last night?”
“Twice,” I said, my answers coming easier now, “But I only came once,” I then admitted, without even being asked.
Jenny's hand traveled much further down my stomach as she continued to rub my body. Her hand kept coming within inches of my hard cock but it always deviated away from my cock at the last moment. It was almost as if Jenny was able to visualize exactly where my cock was just so she could avoid it.
As we talked, Jenny slid her leg forward and it bumped into my hand. I picked my hand up, moving it out of her way, and set it back down on top of her leg. It turns out I put my hand on her bare inner thigh. Jenny took a deep breath and exhaled loudly. I gently rubbed my hand up and down her thigh, feeling her soft smooth flesh.
As I rubbed higher up her thigh, I was able to feel the heat radiating from her exposed pussy. That’s when Jenny finally touched my cock while rubbing my stomach. She didn't appear to touch it directly or intentionally, but when she ran her hand across the bottom of my stomach her hand slid under my cock, rubbing it with the back of her hand. Then she moved her hand back in the opposite direction, rubbing my cock again.
“Why do you think that you didn't cum?” she asked, “What were you thinking about when you were masturbating?”
“I don't know, lots of things,” I replied.
“What were you thinking about when you did finally cum?” she asked.
I was thinking about her, but I just shrugged my shoulders instead of answering.
Thinking she might already know the answer, Jenny decided not to press me any further, “Okay, maybe that is enough sharing for now. Why don't you go put on your swimsuit and we can have breakfast by the pool this morning?”
Jenny removed her hand from my stomach, subtly touching my cock one last time before I rolled over to get out of bed. I got out of bed and started heading away from Jenny towards the bathroom door, when she said, “Don't forget your robe.”
I stopped and walked around the bed to her side. I did not try to cover myself and Jenny was blatantly staring at my hard cock as I walked toward her and picked up my robe. Her blanket had slid further down the front of her and I was able to see more of her, but the blanket was not low enough to see her nipples. I took one last glance at Jenny before I turned around and carried my robe into the bathroom.
I closed the door but left it unlocked as I had now become accustomed to doing. I looked at my hard cock in the mirror and started stroking my hard cock. After stroking myself for a few minutes in front of the mirror, I thought I'd better hurry up before Jenny suspected something.
I bent over and reached into the pile of clothes to grab my swimsuit, but instead of grabbing my swimsuit, I picked up Jenny's panties instead. My hand went back to my cock and I stroked even harder. I lifted her panties to my nose and took a big whiff of Jenny's panties.
Her panties smelled sweet and bitter at the same time. I felt myself getting close to cumming when suddenly there was a knock at the door. I jumped and threw Jenny's panties down.
“Are you done yet?” Jenny asked.
“Almost,” I squeaked out.
“I'm going to the kitchen to get breakfast ready. Come on out when you're dressed,” she said.
“Okay,” I said, my voice sounding more steady.
I quickly grabbed my speedo and put it on. The swimsuit was hard to pull up as it was still damp and cold from sitting in a pile on the floor. I was finally able to get the suit in place but discovered a huge problem. I was unable to get my hard cock into my swimsuit. It didn't matter which way I positioned myself, my cock would stick halfway out of my shorts.
I thought about trying to get myself off real quick but I didn't want Jenny to wonder why I was spending so much time in the bathroom. I decided to just wear my underwear swimming instead. I peeled the swimsuit off my body and threw on my robe. I left the bathroom and headed straight for my room.
Jenny saw me and started to call out to me but when she saw my making a beeline for my room she didn't say anything. I grabbed my underwear and put them on quickly. The underwear I wore were men's white cotton briefs, also known as ‘tighty whities’. My mom still bought my underwear, and I never gave them much thought until now.
My cock had finally softened to point of not being obscene. I tucked my cock into a comfortable position, held my robe closed, and made my way to the kitchen.
Jenny was happy to see that I finally made it and had a full spread prepared for breakfast. She had cut up fresh fruit, and prepared a few pastries, and two glasses of orange juice in champagne glasses. I thought it was a weird choice of glassware but I didn't say anything.
She was wearing her white bikini again. She was also loosely wearing her robe. Her robe was not tied closed, allowing me to view the entire front side of her sexy body.
Jenny held out the bowl of fruit and two stacked plates in front of me to take, and said, “Can you bring this outside and then come back for more, please?”
I let go of my robe and reached out for the items. My robe fell open allowing Jenny to see that I was wearing my underwear instead of my swimsuit. I saw her eyes go to my underwear and then make a sad or confused expression.
I turned and took the items outside. I set them on the round table located under an open sun umbrella. As I walked back to the house, I considered whether I should close my robe again or not. I opted not to bother closing my robe. Jenny had already seen me in my underwear and I was planning to swim in them anyway.
I returned to Jenny and she handed me the pastries and a pitcher of orange juice. I left the house again and Jenny followed me. She carried the two glasses and a large bucket of ice with the neck of an open bottle sticking out of the ice.
We sat at the table and dished up our plates with food. Once my plate was full I took a sip of my orange juice. I reacted to the taste and almost spit it out. “I think your orange juice has gone bad or something,” I said.
Jenny laughed and said, “It's a Mimosa. It's a mixture of orange juice and champagne. Do you not like it?”
I took another sip to gauge the taste of my drink. Now that I knew it wasn't just orange juice and there was alcohol in my drink, I did enjoy the taste of it and told Jenny. She was happy to hear it and changed the subject while we ate our breakfast.
“I noticed that you weren't wearing your swimsuit this morning,” she said. “Was something wrong with it?”
I wasn't sure what to say, so I took a big swig of my drink and thought about my response. I didn't think it would be appropriate to tell her that my cock was too big to fit in the shorts when it was hard, so I thought of something else, “The shorts were too tight yesterday and were cutting off the circulation, so I decided to wear my underwear instead from now on.”
“Okay, I understand. I'm sorry to hear about that, I want you to feel as comfortable as possible while you're here.”
“Thank you,” I said, and then finished my glass of Mimosa.
“You seem to like Mimosas. Would you like another?” Jenny asked.
I told her I would, so Jenny drank the rest of her glass and then pulled the champagne bottle out of the ice bucket. She filled her glass with champagne and then stood up. I watched her tits as she leaned across the table and filled my glass. Then she set the bottle back into the ice bucket and grabbed the pitcher of orange juice. There was not much room left in our glasses but Jenny added a little bit of OJ turning the drinks into a lighter color of orange juice.
I didn't see the point in adding such a small amount of juice to our glasses, but I figured it was just a way for adults to have an excuse for drinking alcohol in the morning - not that I was complaining.
We finished our breakfast and moved over to our usual recliners with our drinks in hand. I lay on my recliner and sipped on my drink, while I enjoyed the view of the beautiful woman sitting across from me. Jenny seemed to be doing the same thing. I noticed the alcohol had started to take effect on me. I was feeling flushed and giddy. I felt like flirting with Jenny but I wasn't able to form any words.
I finished my second Mimosa and set my glass down. With nothing to do but stare at Jenny now, I started to feel awkward so I decided to jump in the pool. I got up and walked to the edge of the pool. Jenny never took her eyes off me as I moved.
I put my arms up and dove into the deep end of the pool. As I came back up, I could feel my underwear falling down in the back. I reached back and pulled them up as my head broke the surface of the water. I looked up at Jenny to see if she noticed, but she was now standing, as she straightened out her towel on her chair. Her back was to me and I was able to enjoy the view of her ass as she bent over.
I felt my dick start to respond, as thoughts of Jenny bent over, naked, entered my head. Jenny was done situating her towel and stood back up. I turned away quickly so it didn't look like I was staring at her ass the whole time.
As I was slowly swimming away, I heard a big splash. I turned around to look where Jenny was standing but she was gone. I knew she must have dove into the pool, but I couldn't see her. I spun around to look for her when she popped her head out of the water right in front of me. She was close enough to kiss if I wanted to.
“Mind if I join you?” she said quietly and seductively.
“Of course not,” I replied, “But I didn't get to see your dive. Would you mind doing it again so I can watch you?”
“Absolutely,” she said, “But then you have to do another one for me. Maybe we can have a diving competition.”
I agreed. Jenny turned around and started swimming to the edge of the pool. I took this opportunity to adjust my growing cock, under the water.
Jenny grabbed the edge of the pool and pulled herself up, out of the water. She held herself there for a moment while most of the excess water ran off of her body. I looked at her ass again as she hung there and I could have sworn that I could make out the crack of her ass through her swimsuit.
Before I could look closely though, Jenny swung her body around and sat on the edge of the pool. I looked at her and saw her nipples through the material of her bathing suit. They were clear as day. I was able to see the size and color of her nipples and the surrounding areas as if she wasn't even wearing a swimsuit.
Jenny then stood up and put her hands over her head about to take her dive, but she paused. I looked at her bikini bottoms and found that they too had become completely see-through. I couldn't believe my luck, and it appeared that Jenny was completely oblivious to this fact. I wasn't sure if I should tell her or not, but before I could decide, Jenny dove into the pool.
I was suddenly taken aback by how graceful and beautiful her dive was. Her body maintained the perfect pose as her body soared through the air and then entered the water. I was no longer having impure thoughts about her see-through bikini but was just in awe of her skilled dive.
Jenny surfaced right in front of my face again, “What did you think?” she asked.
“That was incredible!” I exclaimed.
“Thanks,” she said. “Now it's your turn.”
“There's no way I can beat that,” I protested. "Your dive was perfect!”
“Thank you again,” she said. “But your dive doesn't have to be perfect; just have fun with it. This is your time to let all of your worries go and have fun!”
“Okay,” I said, and made my way over to the stairs.
As I climbed out of the water, I looked down at the front of my underwear. I noticed that they were sticking to my skin and they had become somewhat transparent as well. I was going to pull them away from my skin so my cock would not be so visible but then suddenly thought better of it. If Jenny could wear a completely transparent swimsuit, I could let my underwear have a similar effect.
I walked around the side of the pool to where Jenny had dove in and put my hands over my head. I saw Jenny looking at me and my cock and she seemed to like what she saw. I dove into the pool and tried to keep my body as straight as I could when I hit the water.
Keeping my body and legs straight as I hit the water caused my underwear to come loose again but this time they came off my body completely. Jenny saw them floating on the surface of the water and grabbed them before I came back up to the surface.
She quickly hid them behind her back and pretended like nothing was wrong. I looked for my underwear in every direction without being obvious that I had lost them.
“It's my turn,” Jenny said innocently, and swim back to the edge of the pool with my underwear still in her hand.
I continued looking around the pool as Jenny took her diving position. She noticed that I was looking around the water, and said, “What's wrong? Did you lose something?”
I looked up at Jenny and she was swinging my underwear around over her head. She laughed and jumped into the pool feet first and threw my underwear back behind her, landing outside the pool near our chairs.
As she swam toward me, she remained underwater. She came up to me, squeezed my cock, and then swam between my legs before surfacing behind me. She surfaced above the water and started laughing loudly. “Now that was fun!” she said. “Your turn.”
I climbed out of the water and made my way over to my underwear. I was about to grab them when Jenny booed at me. Instead of grabbing my underwear, I grabbed the bottle of champagne and put it up to my lips. Jenny cheered as I took a big swig straight out of the bottle. I set the bottle down and ran for the edge of the pool. I launched myself into the air and performed the splits before hitting the water.
I swam under the water, through Jenny's legs, and grabbed her ass with both hands as I made my way back up to the surface.
“Now that's what I'm talking about!” Jenny shouted as I appeared behind her, “You're starting to let loose and have some fun!”
Jenny spun around in the water and wrapped her arms around me. Then she wrapped her legs around me. I was having so much fun that my cock was not hard but having Jenny pressed against my cock like this was bringing it back to attention quickly.
“So far that was the best dive we've had. If my next dive doesn't beat that, you win,” Jenny said.
“What do I win?” I asked.
“Anything you want!”
“Okay, sounds good. Don't mess up,” I said with a smirk.
“I won't,” Jenny said, and then gave me a quick kiss on the lips and broke away from her embrace and swam to get out of the pool.
Jenny was lined up a few feet back from the edge of the pool. She looked like she was going to do a cartwheel into the pool. Right when she started her dive, I shouted out, “Your swimsuit is completely see-through!”
Jenny was thrown off from her dive and fell into the water with her arms and legs flailing about. She returned right back to the surface and gave me a death stare. I just shrugged my shoulders and laughed.
Jenny pulled herself back up onto the edge of the pool and sat down with her legs still hanging in the water. She then looked down at herself and went wide-eyed. I pulled myself up out of the water on the opposite side of the pool and sat on the edge.
Jenny covered her body with her arms and looked at me. I sat with my legs wide open and my cock fully exposed. I looked down at my cock and then back at Jenny and shrugged with a big grin on my face.
Jenny laughed and nodded. She opened her arms and extended them outwards. We both looked at each other's exposed bodies for a minute before Jenny lowered herself back down into the water and started swimming toward me.
I lowered myself into the water and met Jenny in the middle of the pool. She grabbed onto me with her arms and legs again, and said, “That was a lot of fun, but I think I'm ready to get out now.”
“Me too,” I said, and then leaned in and kissed Jenny. The kiss lasted much longer than any previous kiss, but it was still just a simple kiss without using our tongues.
Jenny and I broke from our embrace and swam to the stairs together. Jenny was the first to get out, and I looked at her exposed ass up close for the first time. As I got out of the water Jenny looked back at my cock as if she couldn't get enough of admiring it.
I walked over to my chair and started drying off while still naked. Jenny retrieved my underwear and handed them to me.
“I think you lost these,” Jenny said with a chuckle.
“I did, but I think I'm comfortable without them if that's okay.”
“It's more than okay,” Jenny said, realizing she sounded more excited about it than she should have.
I set my underwear on the floor next to my chair and lay down. Jenny walked to the table to grab the bottle of champagne and the pitcher of orange juice. She returned to my side and put the pitcher of juice on the ground so she could hold my glass and fill it with champagne. She handed me my glass with just champagne, so she could go get her glass. When she turned and started walking to her chair to get her glass, she accidentally kicked over the pitcher on the ground.
The orange juice spilled out creating a large puddle of orange juice. Orange juice soaked into my underwear as they were sitting in the newly formed puddle. Jenny apologized and told me she would go clean them right now. Jenny picked up the pitcher and was reaching for my underwear when I stopped her.
“Don't worry about it,” I said, “I don't need them right now anyways.”
Jenny agreed and sat back in her chair. She put down the empty pitcher and picked up her glass. She filled it with champagne and took a large sip. She topped off her glass and set the bottle down.
I watched Jenny as she took a couple more sips and then set her glass down. She picked up her sunscreen and started applying it to her arms and legs. I just watched her as she went about it as if I wasn't even there.
My cock started to swell as Jenny reached into the inside of her top, cupping and coating her breasts with sunscreen. She passed over each tit several times and when she was done her nipples were hard and pushing against her bikini top.
Satisfied that everything within her reach was covered with sunscreen, she finally looked up at me. She held the sunscreen out to me, and said, “Would you mind getting all the places I can't reach?”
I took the bottle from Jenny and she rolled over onto her stomach. I applied sunscreen up and down her sexy legs. My cock continued to grow as I was able to look directly at her pussy through her see-through swimsuit. Her pussy looked so inviting. I was picturing my cock sliding in and out of her pussy as I rubbed her legs.
I looked at her ass and noticed that it had become less visible as her swimsuit was drying in the sun. I looked back at her pussy and noticed that it was still fully visible. I couldn't figure out why that part of her suit wasn't drying in the sun. I kept looking at her pussy through the wet spot when I suddenly realized why. It was because her suit was now wet from her pussy, not the pool. And her pussy was wet because she was turned on. That sudden realization sent jolts of electricity through my body.
I was getting so hot and turned on now that I need to cool off quickly. I walked back to my chair and grabbed my glass of champagne. I swallowed all of it in one gulp. Jenny opened her eyes to see why I had stopped. She noticed that my cock was now fully hard and her bikini bottoms become even more see-through as a result.
I returned my attention to applying sunscreen to Jenny's backside. I had already finished Jenny's legs and now I needed to do her back, but I couldn't think of where I should stand. I was worried that my hard cock would be in Jenny's direct view. I decided that sitting on the back of her legs was the best option to keep my hard-on hidden. I sat down on Jenny and asked if she was okay with my position. She told me that it was fine and that she often used the same position when giving massages.
I was sitting further back on her legs as I rubbed her lower back. Each time I leant forward, the tip of my cock would press right against Jenny's pussy. Jenny let out several small moans as I slowly rocked my hips, which put constant rhythmic pressure against her pussy.
Jenny was horny and wanted my cock to push harder against her pussy, so she said, “Higher, please.”
I reached up higher on Jenny's back, causing my hips to slide further forward, and my cock pressed hard against her pussy. It pushed into her pussy momentarily before it sprang free above her ass. I continued to slide my hips further forward until my cock was nestled perfectly between Jenny's ass cheeks.
I rubbed Jenny's back while slowly sliding my cock between her ass cheeks. Jenny reached up behind her back and unhooked her bikini top. She then untied the string behind her neck and pulled her top out from under her. She dropped it on the ground, inadvertently dropping it right into the puddle of orange juice.
I continued rubbing her back and humping her bikini-covered ass cheeks when I felt myself get close to cumming. I was afraid that I would cum all over Jenny’s back. I thought about pretending that it was only sunscreen, and allowed myself to get closer to cumming. I changed my mind at the last second and jumped up off Jenny quickly. I made a lame excuse that I needed to pee and that I was going to jump in the shower afterward.
I turned around and ran inside the house. Jenny was surprised at first and she worried that she had done something wrong. She sat still and thought about it for a moment, before realizing why it was that I had left in such a hurry.
I ran straight to the bathroom and turned on the water. I stroked my hard cock in front of the mirror for a moment, but I didn't want to cum on the sink, so I got into the shower. The water had warmed up enough to be comfortable.
I grabbed my cock and started stroking it again. I closed my eyes and pictured myself fucking Jenny as she lay on her stomach in her chair. My cock seemed to feel much better than it normally did when I jerked off.
I opened my eyes when I thought I heard a noise in the bathroom. Jenny was standing topless in the middle of the bathroom watching me jerk off. When she saw me open my eyes, she said, “I'm sorry, I needed to use the restroom. I hope you don't mind.”
I released my cock and backed under the fall of water in the shower, trying to make sense of what was happening. Jenny continued standing there, looking at me and my hard cock.
“Don't stop because of me,” Jenny said, “I didn't mean to interrupt you. Just pretend like I'm not even here.”
I still wasn't sure how to react to Jenny's presence. I just stood there and looked at her. Jenny never took her eyes off me when she grabbed the waistband of her swimsuit and pulled it down. She let her suit fall to the ground and then kicked it over into the pile of dirty clothes in the corner.
My hand went back to my cock and I started slowly stroking it as I looked at her nude body. Jenny smiled when she saw me touching myself again. She then walked over to the toilet, lifted the lid, and sat on the seat. We both maintained eye contact as she moved.
Jenny did not go to the bathroom. Instead, she spread her legs wide, giving me a perfect view of her swollen pussy. I stroked my cock faster now and pointed it in her direction.
Jenny reached between her legs and started rubbing her pussy with two fingers. She bit her lip and thought about how good my cock would feel thrusting in and out of her pussy.
I was getting close but I didn't want to cum yet. I didn't think I would ever have another interaction like this with Jenny again.
I couldn't hold back much longer. I watched as Jenny pushed her fingers in and out of her wet cunt, fucking herself quickly.
“I’m going to cum!” I said.
This pushed Jenny over the edge, “Oh yes! Cum for me, I want your cum. I'm cunning too!"
I shot my load all over the shower glass as Jenny had her own orgasm. I stepped back under the shower and watched as Jenny came down from her orgasm. Looking through the cum covered glass at Jenny made it look like she was covered in my cum. I saw it dripping down her face and tits.
Jenny opened her mouth for a big breath of air and I watched as my cum dripped into her open mouth. My cock was getting hard again. I rubbed my cock slowly as I looked at Jenny.
Jenny looked up at me and saw my cock getting hard again. She couldn't believe that I would be capable of such a thing and began to wonder just how many times I could cum in a short amount of time.
Jenny stood up and walked toward the shower. She opened the door and said, “I’d like to take a shower too,” hoping to join me and my hard cock in the shower.
Misreading the signs, I stepped out of the shower so Jenny could use it. Jenny was disappointed, but she took the opportunity to rub her naked body against mine as she stepped into the shower. I dried myself off with a towel and looked back at Jenny before I left. She was running her fingers through the cum that I had left on the glass. She paid no attention to me as she played with the sticky mess and then she started touching her pussy with the same hand.
I closed the bathroom door behind me and lay on Jenny's bed. I stroked my renewed cock in her bed until I came again. I managed to cover myself with my towel to catch my cum, instead of getting any on myself.
I wanted to lie naked on Jenny’s bed until she came out of the bathroom, but I also wanted to do something nice for her. I wanted to show her how appreciative I was of her letting me stay with her.
I got off the bed and walked through the house naked. I knew my robe was still outside, so I went out there to get it. As soon as I saw the state of the backyard I knew what I had to do.
I grabbed my robe and put it on. Then I grabbed Jenny's robe and ran it back to her room. I saw my dirty towel with cum on it and didn't want to leave it in her room. Jenny was in the bathroom and I didn't want to disturb her, so I had to think of somewhere else to put it. That's when I remembered the piles of dirty clothes in the laundry room.
I ran with the towel to the laundry room and opened the door. I threw the towel in and headed back outside leaving the laundry room door open. I grabbed the dirty towels and my orange juice-covered underwear and Jenny's bikini top that was also covered in orange juice. I wrapped them both in a towel so they wouldn't drip in the house.
I was moving quickly because I wanted to surprise Jenny. I tossed the ball of towels into the laundry room and closed the door. I headed back outside and gathered up most of the dirty dishes and glasses. I dumped all the leftover food into the trash and placed the dishes in the dishwasher.
On my last trip outside I grabbed the pitcher and sunscreen. I noticed the orange stain on the ground and I wanted to get it cleaned up. I put the sunscreen in my robe pocket and dunked the pitcher into the pool. I used the water in the pitcher to move the juice puddle on the ground. I threw the water on the ground and it moved the stain and juice towards the edge of the sitting area. I repeated the process several times until I was able to remove all signs of spilled orange juice.
I took one last look around the backyard and everything looked clean. I went back inside, and put the pitcher in the dishwasher. I added a soap pod to the dishwasher and started the machine. Now that I was done cleaning, I wanted to go check on Jenny.
I returned to Jenny’s room. I found her lying on the bed in her bathrobe, applying lotion to her legs. Her robe was barely closed, partially exposing her nude body. When she saw me enter the room, she didn’t bother to adjust her robe to conceal her exposed body. I realized that I hadn’t thought to hold my robe closed either, and after seeing her reaction, I decided not to.
Jenny smiled at me and briefly looked at my exposed cock. She invited me to sit next to her and chat while she applied her lotion. I was happy to talk to her and watch her apply lotion to her body. I crawled onto her bed and sat next to her. I folded my robe over my lap after I sat, covering my cock out of habit and respect.
Jenny began talking. “I wanted to talk to you about your sleeping disorder and my intended treatment. I believe part of your sleeplessness is caused by an abundance of pent-up energy. This is why I have been giving you a couple of avenues to release some of that energy. One of them is relaxation through massage. I was testing this out yesterday, but realized that allowing you to sleep during the day made it harder for you to sleep at night.”
Jenny continued to rub her body with lotion. My ears were listening to her speak, but my eyes were watching her hands as they explored every inch of her body. My cock had started to respond undetected under my robe.
Her hands were now sliding across her stomach just under her perky tits. The side of her robe was blocking my view of her hands so I leaned forward slightly so I could continue to watch her hands in action.
Jenny noticed out of the corner of her eye that I was trying to watch her. She was liking the added attention and wanted to encourage me to continue.
“Would you mind rubbing some lotion on my back while I continue to do the front?” she asked.
Jenny held the bottle of lotion out in front of me. I placed my hand under the spout and Jenny pressed down on the plunger, sending lotion out of the bottle into my hand. She then set the bottle down and removed her robe from the top half of her body.
I looked at her exposed breasts and nipples as I placed my hand against her back. I moved my hand around her back but was paying more attention to her hands instead of my own. She then moved her efforts to rub the lotion into her breasts and nipples.
Jenny leaned her head back and closed her eyes as small moans of pleasure escaped her lips. I imagined myself running my hands and tongue across her tits and nipples. My cock continued to grow and was now pushing up against my robe and creating a very obvious tent.
I moved my hand up to the back of Jenny's neck, causing her to lean her head down as I rubbed her tight neck muscles. Then she slowly opened her eyes and noticed the prominent bulge in my robe.
Jenny began talking again, as she stared at my crotch, watching it grow bigger, “I believe you may have another type of pent-up energy that you will need to release frequently, to get a good night's sleep. I am impressed by how quickly and frequently you can recover after you have, umm, relieved yourself. While this may be a good thing, I think it may be one cause of your sleepless nights. Does all of this make sense so far?”
I nodded my head.
“Good,” Jenny said. “Then from this moment forward, I want you to relieve yourself, by any means possible, as soon as the urge, umm, comes up. I don't want you to be embarrassed by it, or let my presence bother you. I am permitting you to do it anytime, and anywhere. As long as Johnny is not present. I want to see if this will help you. Do you think you can do that for me?”
“I think so,” I replied.
“Good,” Jenny said.
Jenny let go of her breasts and grabbed the lotion with one hand and my robe with the other. She then started slowly pulling on my robe, dragging the part that was covering my cock away from my body. She was taking her time removing my robe, letting the anticipation build. We watched as the last few inches of robe moved across the top of my hard cock.
Finally, the robe fell away and my engorged cock was fully exposed. Jenny looked at my cock and examined every detail. Then she held the lotion bottle over my cock and pressed down on the pump. A stream of cold lotion landed on my hot cock. I just looked at it, wondering what Jenny would do next.
Without taking her eyes off my cock, she said, “Go ahead.”
I took my hand off Jenny's back and put it on my cock. I rubbed the lotion into my cock and then wrapped my fingers around the shaft. I started slow. I ran my hand up and down my cock. One of Jenny's hands returned to her nipple and squeezed as she watched the motion of my hand.
I was enjoying stroking myself while I watched Jenny play with her nipples. I noticed Jenny’s other hand wasn’t doing anything. It was just sitting on her thigh but it kept squeezing her leg. It looked like she wanted to play with her pussy but she was fighting the urge.
Her hand was now sliding up and down her leg. It looked like her hand was matching my strokes and I figured out that it wasn’t herself that she wanted to touch, it was me. I reached over and grabbed the back of Jenny’s hand and moved it over toward my cock. I felt Jenny giving me resistance, fighting my intentions. So instead of putting her hand on my cock, I put it on my thigh right next to my cock.
This seemed to be an acceptable compromise. Jenny grasped and stroked my thigh as I continued to stroke myself. Her chest was rising and falling as her breathing quickened.
I wanted Jenny to touch me but I didn’t want to force her. I knew how much she was enjoying watching me stroke my cock and how much her pussy was wanting to be touched, so I came up with a new plan.
I removed my hand from my cock and placed it on her thigh. I matched her movements on my leg and the closer she got to my cock, the closer I got to her pussy. She tested my method by moving her hand far away from my cock and I moved my hand far away from her pussy. She confirmed what I would do now, and it was based on her actions.
“Why did you stop?” she said, “You need to get it all out whenever you have urges, for this to work.”
“I know,” I said. “But it looked like you might be having some urges too. I wanted to help you this time.”
Jenny didn’t say anything. Instead, she just moved her hand close to my cock and held it there. I moved my hand right next to her pussy in response. It seemed like she was trying to decide if she should proceed or not.
Jenny chose to test the waters. She ran one finger along my shaft and then I ran one finger up her wet, slightly parted slit. Jenny took a deep breath because of my touch. She felt her pussy begging for more attention.
Jenny finally gave in to her temptations and wrapped her fingers around my cock and held her hand still. She was just wanting me to touch her again.
I placed the palm of my hand against her mound and didn't move. This did not give her the satisfaction she was hoping for. She gave up fighting and stroked my cock lovingly.
I curled my fingers and slowly entered her pussy. Jenny stroked faster and I met her enthusiasm each time. She moved her thumb to the tip of my cock and started rubbing the pre-cum into my head. I removed my fingers and moved them up to her clit.
This seemed to set her off. She gripped my cock harder and stroked the entire length of my cock quickly. She was moaning and talking now.
“That's it, right there,” she moaned.
I rubbed her clit and then dipped my fingers back into her pussy, coating them with her lubricant before returning them to her clit.
“I’m doing this to help you,” she said. “I want you to cum.”
Jenny was stroking my cock quickly. She stopped playing with her nipples and moved her hand down to play with my balls instead.
“I want you to cum,” she repeated. “I want to feel your cum. I want to be filled with your cum.”
Jenny was rubbing and tugging on my cock and balls, sending waves of pure pleasure through my body. I wasn't even listening to the exact details of what she was saying. I was mostly trying to focus on giving her pleasure while she was sending me into orbit.
“You need to cum,” she moaned. “Cum for me. I need your cum! Oh my God, I'm cumming! I’m cumming! Mmm, Ohhh, yes!”
It was right then that I shot my load too. I sprayed cum all over my chest and stomach. Jenny continued stroking my cock slowly, milking the last drops of cum out of my cock.
She brought her other hand up to my stomach and started rubbing her fingers through my cum, moving it around my stomach. She was finger painting my stomach with my cum.
I closed my eyes and enjoyed the post-orgasmic feeling. Jenny got up to retrieve a towel, to clean up the mess on my stomach. But before getting up, Jenny placed her fingers into her mouth and sucked my cum off her fingers.
Jenny returned a moment later with a towel and found me fast asleep in her bed. She cleaned me up and then folded her blanket over me to cover me without having to move me.
Jenny got dressed and prepared for her son's arrival. She was very pleased and impressed when she saw that I had cleaned everything up earlier.
Johnny arrived home and had dinner with his mother. He asked where I was and she told him that I was sleeping after a busy da,y and that he needed to keep quiet tonight so he didn't wake me. Jenny had closed the doors to both my room and his. Johnny never asked where I was sleeping, but Jenny told him that he would have to skip his shower tonight because she didn't want to take any chances.
My mother tried calling me, but when I didn't answer she called Jenny's phone.
“Hi Sally,” Jenny said, after answering her phone, “How are you doing?”
“Not so good I'm afraid,” Sally replied, “Things are a lot worse here than I thought. I might have to stay longer than I originally planned. I will try to make other arrangements for Steve. I don't want to put you out any longer than you agreed to.”
“Nonsense! Steve can stay here for as long as you need - even longer if you want. It is no problem at all and it is really nice having company around.”
“That's great to hear, Jenny. You really put my mind at ease. I was worried that I’d upset you. Is Steve there? Can I talk to him?”
“He's asleep right now,” Jenny said.
“Really? That's amazing. Whatever you are doing, keep doing it.”
“If you insist,” said Jenny.
“Will you please tell Steve that I love him and I miss him. And then give him a great big hug and a kiss for me,” my mom said.
“I think I can manage that,” said Jenny, as dirty thoughts ran through her head.
“Thank you so much! Oh, and please don't tell Steve about me staying longer. I don't want to tell him until I know all the details. Thanks again, Jenny. Good night.”
“Good night, Sally, sweet dreams,” Jenny said and hung up the phone.
After Johnny had fallen asleep for the night, Jenny went to her room, removed all of her clothes, put on a very sexy, practically see-through nightshirt, and crawled into bed with me. I managed to sleep through the first half of the night, but I inevitably woke up at about midnight.
To be continued.