Caroline and Danny

This story was written in two parts. One by me and the other from my wife's point of view. She and I often wrote these "love letters" to each other and now I want to share them with you. I hope that you enjoy the different accounts of the story. All characters are at least 18 years of age and consenting adults.

Caroline is a freak of nature. I mean the woman cannot get enough sex. After our intense session in the shower, she gives me an incredible blowjob while her brother is in the next room. What was that finger in the ass trick? Holy crap, I never knew that it was so intense. I came like crazy and that was after cumming two other times earlier today. I have to get my ass home before Bobby catches us and who knows what happens.

When I got home, I lay on my bed replaying the whole scene again and again in my mind. If my cock, ass, and balls weren't aching, I would swear that it was all a dream. I knew that I needed to play it cool and not look to desperate when it comes to Caroline. She is an experienced woman and she will let me know if and when we will hook up again.

Well, over a week had gone by and there was no sign that Caroline and I were ever going to get together again. I think that I only saw her twice all week and she was running out to the mall or something like that. She said "Hi" and smiled and even gave me a wink, but that was all, at least until today.

I got home from preseason football practice and saw that there was a walkie-talkie on my desk. It wasn't mine, but it didn't take long for me to guess whose it was. I turned it on and said "Hello?"

Caroline's voice came on the line and said "Hello, How was practice?"

"Good, can you see me?"

"Yes, and I need you to be a very good boy for me. Can you do that?"

"Yes."

"Ok Danny, I need you to turn around and walk to the window and take off all of your clothes except your underwear." I did as I was told waiting for more instructions. I was so exposed standing there where anyone could see. I was getting nervous but I was definitely turned on. "Good, I can see you better now. Good, good. You really have filled out, look at your chest and stomach. OK, now take off your underwear." Once again, I did as instructed. Standing there with a chubby that was growing to a hard-on. "Ok, now turn around and bend over so that I can see your ass from behind." I turned and mooned the whole neighborhood. I was starting to feel really stupid.

"Ok Danny, you passed the first test. I want you to look in your desk and see what I left there for you. I need you to take it out and show it to the window." I sent into my drawer and found a hard rubber tapered cylinder that had a wide ring near the end. I brought it to the window and showed it to whoever was watching.

'Good Danny, now go to your bathroom and open up the window. Now go in the medicine cabinet and get out the Vaseline. Stand on the toilet and I will tell you what to do next. Good, now smear a bunch of Vaseline on that butt plug and a good amount around your ass."

I was shaking because I was nervous and because of the anticipation of what was to come next.

"Good boy, now slowly work the plug up your ass for me. I'm going to need you to squat on the john like you're going to the bathroom. Except instead of something coming out, something is going in. Take your time and I will talk you through it OK?"

"OK" was all I could get out of my mouth.

"Now I need you to crouch down low so that your ass is as open as possible. Now slowly push the tip in. Good boy, that's good. Look at my strong boy taking it up the ass like that. Does it feel good?"

"No, it kinda feels like I gotta go to the bathroom."

"Ok Baby, now just relax and keep pushing. That's it baby just like that."

I pushed until the stopper hit home, and my sphincter grabbed the smaller narrow neck. I just looked out the window and gave the OK sign.

"OK Danny, now put on your sweatpants and no matter what happens that thing stays in your ass. Now walk downstairs and come over to my backyard. We're going to play Simon says. Now Simon says come over to my house and come around back."

The plug in my ass felt a little comfortable, but I was getting used to it. I started down the stairs slowly, so that it didn't come out. I found that I was clinching too much and that if I just relaxed, it was going to stay put and it felt a lot better. I walked around the side of the house and opened the gate to the picket fence in the back yard. I held the walkie talkie to my ear waiting for my next instruction.

"OK, Simon says now stop. Simon says to slowly do some deep knee bends like in football practice. Simon says go slow down then slowly up."

I was in the center of her back yard and I started to squat down and then come up. As I moved up and down, the plug worked its way in and out. It felt strange at first, but it was really starting to feel good. I was getting really turned and my movements were getting lower and I was moving faster.

'That's it Danny, OH fuck yea. That's my baby, Simon says do it some more go ahead and fuck that virgin ass of yours. Simon has a secret, I have a plug in my ass also and I'm doing it too. I know just how it feels and I'm here baby, keep going, I promise it will feel great."

I did keep going and it did feel great. At this point, I was rock hard and I was looking for some relief. I could hear Caroline on the walkie talkie, and I was ready.

"Simon says walk towards the back of the yard. Simon says look up!"

Caroline was in the old tree house completely naked with the walkie-talkie.

"Simon says come on up here and fuck me silly before I kick your ass."

I didn't need to be told twice. I climbed up the ladder and stripped off my clothes in 5 seconds flat. Caroline was on a towel with her legs pulled back and her ankles by her ears. I could see the nub of her butt plug protruding from her amazing asshole. Her pussy was completely shaved and her lips were cherry red. They were swollen and they opened wide to show all of her beauty. I wasted no time climbing on top of her and ramming my cock home.

She was so wet that my cock slid in with no effort needed. I grabbed her knees and started pumping her like a machine. I was denied for over a week and I was going to show her what she was missing. I jammed my pelvis as hard as I could when I finished my downstroke. I kept pumping in a strong rhythm that she could follow, meeting my strokes with her own. It wasn't long before Caroline started to cum. It felt amazing as her juices were flowing all around her pussy and ass. I fucked her to another orgasm when I got the sensation that my climax was coming soon.

I pulled out my cock and climbed over to feed it into Caroline's mouth.

I said "Simon says, suck my cock you horny little girl. Simon says his balls need attention. Simon wants you to play in the back also."

She was more than willing to take me in. She started to suck and bob her head on my shaft. She worked the balls with one hand and she was wiggling the butt plug with the other. It felt amazing

"Simon likes it, now he will reward you with a nice load of cum. OK?"

Caroline just kept working my whole body and gave me the slightest nod for yes. I let go of what was one of the largest loads of cum I have ever felt. I guess with the butt plug filling my rear, I was able to cum that much harder. I shot stream after stream in Caroline as she pulled the plug out of my ass. I gasped as I felt another level of intensity.

I rolled over next to Caroline and we both lay on the towel covered in all sorts of bodily fluids.

"I know Danny is going to freak over these butt plugs" I thought as I was glancing around the products at my favorite "toy" store on the other side of town. I was getting wet just imagining these gigantic pieces penetrating my holes. I looked around until I found two wedges that I thought would do the trick.

"Perfect" I said. The guy ringing me up was also checking me out. He looked close to my age and I think I recognized him as one of Bobby's friends from high school. He was tall and muscular, with dirty, blonde hair and was already pretty tan for this early in summer. He was grinning as he rang me up, obviously knowing I was going home to get off with some anal accessories.

When he handed me the bag with my purchases, he mentioned with a wink "You may want to buy some premium lube to go with these." I couldn't help giggling and gave him my "wanna fuck me" smile. After all, it had worked on Danny Sullivan, and look what a great summer it was turning out to be.

When I got the receipt, I pulled a pen out of my purse and wrote down my address. I slipped the paper back across the counter and walked out the door. I knew perfectly well my tight, denim cut-offs were showing just the right amount of ass. I could just imagine the hard-on he must have had watching me as I climbed into my car.

Driving home, I could feel the moisture between my legs just thinking about the fun that I had in store for Danny that afternoon. All week I had made sure to barely give him the time of day. "I bet he's so horny he is cumming in his boxers just thinking about me" I said to myself. I purposely wanted to give Danny a little tease after our masturbation session in the shower. Make him wait in anticipation of what could be next. Well, this afternoon, He was definitely going to be rewarded for waiting all week.

A few hours later................"Wow! What an afternoon that was!" I had just gotten out of the pool. Danny had left a little while ago. The whole game of 'simon sez" with the walkie talkies was fucking amazing. When I saw his face in the window when he put the butt plug in, I could see how turned on he was even before he came over to the tree house. I think he was a bit intimidated at first, but obviously, by the size of his hard-on, he got over his inhibitions fast. I don't think I ever swallowed so much cum in my life. And when I pulled the plug out of his ass, what a mess! I think Danny was a little embarrassed after since it was his virgin flight. "Simon sez 'you better be ready for round two' later" he said as he climbed down the ladder of the tree house.

I grabbed a towel off the chaise and went inside to get something to eat. My folks had gone away for the weekend, and as usual, Bobby was over at his girlfriend's. I was happy to have the house to myself for a while. I had no idea when Danny would be back, but I was already thinking of new games to play when he got here.

"What have we got to eat?" I asked myself as I leaned into the fridge. I barely jumped when I felt hands come around my waist. "Hmmmm, that didn't take long" I said as I stayed stooped over.

I felt his hands trace the seam of my bikini bottoms, stopping to push into my pussy hole through the fabric covering my crotch. "Oh my god Danny" I thought. "You are an endless pit." I couldn't believe after all we had just done in the tree house, he was already up for more.

"Well two can play at this game" I said. With my back still towards him, I reached back and grabbed his bulge. I could feel his mound already hard pulsating through his jeans. He pushed my hands against my back and pinned them there as he started to hump me through our clothes.

I was surprised by the force he used and how tight his grip was. I felt like I couldn't move. But then again, I didn't want to. I was used to being in control with Danny, but he being the dominant one was getting me excited. I felt a small surge of my own juice leak out onto my bikini.

"Shit Danny, you're making me cum even though we're dressed," I said. My words only made him more aggressive. His pounding was becoming harder and my wrists were starting to hurt from his grasp.

"Baby, why don't we take this upstairs and really have some fun? No one is home so we can be as loud as we want." Danny was moaning now and I knew by the sound that he was probably close to letting loose in his pants.

"What a waste it would be to not let me eat all that tasty cream of yours" I purred, hoping the sound of my voice would loosen his hold on me a bit. I could feel him slow down his thrusting and start to let go of my wrists. When I knew he had relaxed, I moved his hand down and backed out from the cool of the refrigerator.

"You ok Danny?" I asked as I turned around to face him.

I'm surprised the neighbors didn't call the police from the sound of my scream. "WHAT THE FUCK ARE YOU DOING????" I yelled. I was in such a state of shock I started punching his chest as hard as I could.

When I swung my hand up to slap his face, he grabbed my wrist again and said "I wouldn't do that if I were you."

'Who do you think you are walking in here without knocking? Sneaking up behind me and getting your rocks off you pervert!" I was nearly hysterical and could feel the redness of my face, which only made me that much more pissed.

"Get the fuck outta my house before I call the police!" I raged. But he only grinned and said "Hey, you invited me this afternoon. Don't you remember?" With that remark, he reached into his jeans pocket and pulled out a white slip of paper with my address written on it that I had given him at the store.

By the time I had calmed down, Greg had helped himself to a Pepsi and was sitting on the kitchen counter munching on some potato chips. "Listen Caroline, don't act like you are all sweet and innocent. You practically gave me a fucking blow job in the store with those smiling lips of yours."

I had to admit that I was more surprised than actually upset that Greg was here, but I certainly wasn't going to let him know that yet.

"I had a hard-on all afternoon thanks to you and that tight ass of yours." Greg said. "Don't think I wasn't going to come over and get a little relief."

I could feel myself relax a bit "you just caught me off guard" I told him. "I'm not used to guys pinning me against the fridge and humping my ass while they get their rocks off" I said sarcastically.

Greg was the one now looking a little uncomfortable. But sitting there, I couldn't help but notice his square shoulders and strong arms. I moved closer and grabbed a hand full of chips from the bag. "You know me and your brother Bobby went to school together." As he was talking, I heard the back door open. "This is going to get interesting." I said to myself with a smile.

The look on Danny's face when he walked into the kitchen and saw Greg almost made me feel sorry for him. He looked at me and then Greg and without saying a word, I walked toward the door.

"Danny, come here." I said as I grabbed his arm. "This is Greg. He works at the shop where I bought the toys we used earlier."

I had no problem letting both these guys in my kitchen know that I am in charge now. Danny tried to pull his arm away, but I wouldn't let go and he finally stood still in the middle of the kitchen floor.

After a few seconds of silence, it was Greg who finally said "So how'd the butt plugs work?"

All three of us couldn't help but start to laugh. It was like a private joke that too many people were involved with. Before long, Greg seemed totally comfortable with Danny, I loved being the center of attention, and Danny was eager enough to get laid that he would have done anything to stay in that kitchen just to get fucked up the ass again.

Greg jumped down off the counter and asked if either of us wanted a beer. He had a case in his car and went out to get it. The second he was gone Danny spun around and said "What the fuck is going on Caroline? I go home for an hour and you are already fucking some guy from town?" I couldn't believe how mad he was. I looked away so he wouldn't see the sparkle in my eye. I loved the idea that he was jealous and knew exactly what buttons to push.

"Hey look Danny, you're just a kid and we're just having a fling. Greg has all the goods too and I'm going to do whatever I want with whoever I want." Turns out, I called that one wrong.

Danny flipped out and grabbed my face between his hands. "Don't fuck with me Caroline! I will fuck you so hard you will never even want to compare my cock with anyone else's!"

He was burning mad and I could see in his piercing blue eyes that he had every intention of proving that point. Again I could feel the wetness growing inside my pussy and knew that I would have to find a way of "scratching that itch."

When Greg came back in the house, he handed each of us a beer. The three of us made small talk and drank a few more until I could feel some of the tension start to pass. Danny was actually laughing at some of the stories Greg was telling about the pranks they used to play over at the high school and Greg even had a kid sister in Danny's class.

We were all starting to feel a nice buzz and the more beer we drank, the more the flirtatious I became. I couldn't decide who I was more attracted to. Danny was young and athletic and I already knew he could fuck like a race horse, but Greg was built like a guy who knew what to do behind the wheel. I wasn't sure what the guys were thinking, but I had no intention of letting this afternoon of fun end. And I had no intention of picking between the two either!

I definitely could feel myself imagining things that even I hadn't done yet. I had heard about threesomes from friends in college, but never was actually involved in one. "Well, here's my chance." I thought as I watched Greg and Danny each crack open another brew. "I better get this show started before they get too drunk to get it up."

When Danny got up to go pee, I knew it was time to make my move. I move over to lean into Greg, who was back sitting on the counter with his legs dangling. By the time Danny came out of the bathroom, Greg and I were sucking face and my bikini top was on the floor.

My prediction about the reaction Danny would have was dead on. Without saying a word, he walked over to where we were and knelt down behind me. He reached up removed my bikini bottoms and began to run his tongue up the inside of my legs until his head was between my thighs. I could feel his hair brush against my ass and I let out a moan as I felt him push up to spread my cheeks apart. With gentle fingers, he parted my ass and started to lick my rim with his wet mouth.

As he did this, I felt his fingers start on my clit. Meanwhile, in front of me, Greg was kissing my neck and fingering my tits. He was sticking his tongue everywhere it seemed, my eyes, my ears, my shoulder blades and all over. He kept licking me like he wanted to taste every inch of my skin. By the time he moved his head down to suck my hard, erect nipples, all I could do was tilt my head back and offer myself up.

"Bite hard" I heard myself say, and as he did, I let out a cry. I couldn't believe how great it felt to have my body being serviced like this. It was pure heaven to be getting all this attention and I never wanted it to end.

Somehow, Greg slid off the counter still kissing me, and started to move towards the den. Danny never took his finger out of my cunt as he moved along with us. By the time we hit the couch, all three of us had slightly adjusted positions.

Greg sat on the couch and had his pants off and fully erect cock standing at attention. I was standing in front of him and leaned over to take him in my mouth. The moment I began sucking, I felt Danny enter me from behind and sink his hard shaft up my asshole. With a mouth full of cock, I let out a scream of pain and delight. I was sticking my butt in the air and pushing against his thrusts so that he would see how ready and willing I was to be fucked up the ass.