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Anal Sex Stories

Can't wait to see Scott again

All I want to do is see Scott again, spend all day in his bed but he has to work today, then I have to work this evening. I'm almost a hundred percent sure that I'll see him tonight but right now it seems way to far away.

Anyways, I have to get going. I've been putting off doing things like laundry, running errands etc and need to do them today.

I'll be around off and on today unless I go to Jill's. She's still trying to get me to go running with her - I'm almost ready to say yes just because I want to get into better shape. Scott is like a machine, with an amazing body while I'm still trying to get rid of the freshman 15 (or 20).

Posted on 6/20/2006 11:08:37 PM by Amy


I might be glowing

Scott picked me up on his bike a little before eight tonight.

The bike made things hot - feeling the vibrations of bike, the heat from the engine between my legs was too much. I was too excited to begin with and the ride just made it worse. I held on to him tightly as we flew around the streets.

At one stop light, I started to give his back a massage. He didn't even notice the light turn green. At the next stop light we were alone. My hands slid down from around his waist to between his legs. He pushed my hands away, only when the light turned green.

When we were alone on a quiet back street, my hands found there way between his legs again. This time, I could feel he was a little hard. As I massaged him through his jeans it started to grow. There were no cars around, no houses, no buildings around, just me and him and a lot of trees.

I pressed my chest against my back, unzipped his jeans and slid a hand in. I felt his very hard cock in my hands. I wrapped my hand around him and started to slide my hand up and down his cock. Slowly at first as he searched for quieter roads. The first time, I saw headlights coming the other direction, I pulled my hands away. But every other time I kept going.

Things got pretty hot, so hot that he had to pull over.

He came all over my hands, some even got on to his bike but neither of us seemed to care.

"That's the first time I've cum from a handjob in a long long time."

"It's the first time I've given one in a long time too."

"That was pretty amazing."

"I don't think we're done yet, I think you should take me home." I tried to sound seductive, but I don't think I was but that was okay.

Even though it seemed like we had traveled hours away from our suburb, Fifteen minutes later we were pulling into his driveway (yes I said driveway - he has his own townhouse). Five minutes later we were both naked in his bedroom. He never turned the lights on, which is a shame because I really wanted to admire his body. I've been catching glimpses of it at the gym but I wanted to enjoy it all.

There wasn't much foreplay, just some kissing, before he joined me on the bed. I laid on my back and pulled him on top of me. I felt his condom covered dick between my legs. He pushed into me, pushing my legs further apart. He filled me.

He fucked like an athlete, every thrust was hard. He didn't rest, you could say he drilled me. Hard and fast. It was intense. I thought we were going to break the bed. I thought he was going to break me. I enjoyed every thrust. And I was moaning within a few minutes.

But I didn't worry about "my orgasm," instead I enjoyed him. I held his ass and demanded more. I could even feel muscles in his ass.

I wrapped my legs around him, wanting him to go deeper into me. I was sweating even in the air conditioning. He was finally breathing hard, but not because he was getting tired. He kept going, a hard, quick rhythm.

He started to grunt, it sounded so sexy. I begged him to cum, cum deep inside me.

I didn't keep track of time, but I wish I had, he kept going. I wanted him in my ass, but I didn't want him to stop.

I was becoming exhausted, it really was a workout, but I didn't want it to end. He felt so good sliding between my pussy lips, going deep into me.

And just when I thought he would never cum, with one last hard thrust deep inside of me he stopped. I could feel him inside of me.

I didn't orgasm, but I was left speechless. Neither of us could move. Then we kissed, a nice soft romantic kiss to seal the deal.

An hour later, I still feel all warm inside, I might be glowing. I have a good feeling this is going to be the first of many times we have together.

Posted on 6/20/2006 1:39:54 AM by Amy


Not the right time or place

The workout didn't exactly go as planned. I kind of knew I wasn't going to make a move on him at the gym today, but I wanted to believe if the moment was right, and we found someplace to be alone something could happen.
But the right time and place didn't exist today. The place was crowded for a Monday afternoon, there's always people there but today there were a lot more than usual. Took a lot of fun out of the workout because we had to rush thru things so I could use certain machines.

So today was kind of bust as far as that, but tonight he's taking me for another ride on his bike.

After the workout, I went over to Jill's which just made the flame even worse. She had to tell me about everything she did with Ricco. Every detail from when he went down on her to when he "made love to her" (her words not mine).

Other than that it was a perfect afternoon for tanning, a lot of sun and a nice cool breeze.

And last time her dad checking me out, turned me off. Today it turned me on. I was in the kitchen getting me and Jill some water when he came home. We were talking about something and he had no problem just staring at my tits, then my ass as I walked away. I had all sorts of bad thoughts running thru my head. But I know if I did anything with him it would ruin anything with Jill. Not just anything sexual but our friendship too.

Posted on 6/20/2006 1:39:01 AM by Amy


Ready for my workout

I'm about to go to my workout with Scott. I wouldn't mind skipping the gym and go back to his place for another kind of workout. But there's a good chance I may jump on him as soon as I get there and have my way with him. Ok, maybe not but I'd really like to.

And work already called - they don't need me tonight, so if anything happened we'd have to finish whatever we started. That's if something happens.

I'm happy that work called me off, but I'm kind of disapointed. I need the money, but I'm glad it was Kim that called me. I don't think Adam was in on that decision.

Posted on 6/20/2006 1:38:03 AM by Amy


Satisfy me

I woke up this morning a little too horny. I think I need a vibrator soon. Very soon. If I don't do anything about it before my workout with Scott, I'll be forced to do something very bad. Okay maybe not bad at all, I just don't really have the time. Sometimes, I swear there is something wrong with me. I'm always horny. And there's times when I have more of a sex drive than some of my boyfriends/lovers or whatever you want to call them. There's times when I need sex like three times a day. I know this doesn't seem like a bad thing but it is when you don't have a lover that can satisfy you all the time.

Posted on 6/20/2006 1:37:04 AM by Amy


It's over with Adam, well kind of

Me and Adam called it off tonight. It was a relationship that probably shouldn't have started. I was frustrated with not being able to see him all the time (IE having to sneak around to see him). And after last night, I realized I wasn't having fun with him. Our relationship had become a chore and way too serious for a summer fling. But at the same point we left the door open for more sex, just not every night.

I just don't think I want a relationship right now. This may sound bad, but there's way too many men around right now and none that I want to get serious with. Or even if I wanted to get serious with any (IE Scott) in a couple months I'll be back at school. It's only a couple of hours away but long distance relationships don't work.

And that's what I probably am going to tell Scott tomorrow. Either after our workout, or we're supposed to hangout. I don't know how that's going to go.

Garrett called me tonight. I didn't answer and let it go to voicemail but he didn't leave a message.

Posted on 6/19/2006 3:13:14 AM by Amy


It's raining men

And Kyle just called, I wish he lived closer. I'm not sure exactly how long it would take to get to his apartment, but I know it's a lot longer than the ten minutes it takes to get Adam's.

I still have to call Scott. Not sure what I'm going to say to him.

Posted on 6/19/2006 3:12:16 AM by Amy


A little crazy

I'm suppose to be at Adam's right now, obviously I'm not. I was supposed to meet him there after he got out of work. Right befor I was going to head over there, he calls tell me I have to wait because Kim is going to be at a BBQ outside of her boyfriend's apartment. So, now I have to wait until she leaves. I think he's literally spying on her, waiting to see if she'll leave. I suggested, we find some place else, I mentioned it was a warm night and I knew lots of secluded spots. He didn't seem to like that idea. I don't know, I think he's acting a little crazy.

Posted on 6/19/2006 3:11:17 AM by Amy


Soft kisses

I'm finally feeling human again, at least enough where I'm able to write.

I thought I was going to have a miserable time last night. And at first it seemed like I was right. We went to some really fancy restaurant near Michigan Ave (where all the rich people live and shop) and even though I had dressed up, dressed nicely I still felt like I didn't fit in because I wasn't wearing an Armani dress or whatever. And within five minutes of sitting down, Jill and Ricco were making out. I was miserable but so was Kyle. We started making fun of them, then we expanded it to the rest of the people in the restaurant. It was the turning point, we made each other laugh and I started to enjoy myself.

After dinner we went to a club, not as bad as the one last week but still not where I wanted to be so I went with Kyle to the bar while Jill and Ricco went dancing. I already had a buzz from the wine we had at dinner, and pretty soon I was more than buzzed. I got drunk enough where I wanted to go dance.

We didn't really dance, we spent more time making fun of people around us and talking about how bad the music was. Well, not really talking, yelling. And when we were dancing it wasn't really like close, just dancing with each other.

I kind of wanted to dance with Jill, I was a little too drunk and it started to seem like a good idea to make a move on her. For the good or the bad, she wasn't anywhere in sight. It's not like the club was big.

But I didn't need any alcohol to see that I was having fun with Kyle and was starting to like him. We started dancing closer, his hands went from my hips to my back with his arms around me feeling the heat of his body.

We kissed, a soft kiss.

We danced for a while, but he kept it sweet. He didn't try to grind his cock into me like most guys do if you dance with them for more than a few minutes. He kept his hands in safe areas. Sometimes it can be hot to be naughty on the dance floor but it probably would've been out of place.

Jill appeared out of nowhere with Ricco and pulled me away from him Kyle. "I want to go home with Ricco," she said.

I was kind of surprised, she's the opposite of me. She waits months before she sleeps with guys. Plus, I wanted to go home with her.

She asked me if it was okay, and I of course told her sure, I'd take the train home. But I didn't have to take the train (which was a good thing because I found out today I would've missed the last train by a few hours) she said Ricco had a pull out bed I could crash on.

As we were leaving the club, Kyle asked if he could share the bed with me. He said nothing would happen, he just needed a place to sleep because he was too drunk to drive home. Which, I'm sure was just an excuse, but it was alright I wanted things to happen.

We didn't bother with the pull out couch, it seemed like a little too much work, instead we grabbed a blanket and crashed on the couch. We started to watch a movie, but I was too drunk to focus on a television.

I should add that at first, Kyle was planning to sleep on the floor. I told him he was crazy.

Even though we were drunk, it wasn't hot or hard kisses. Soft kisses, sweet kisses even though we tasted like alcohol. We were kissing for so long I felt myself start to sober.

We played the game of seeing how far I would let him go. Slowly his hands slid up from my waist, closer to my breasts, then on to them. He wasn't rough with them, just felt them. Later his hands made there ways to my thighs, pushing them apart, pushing my skirt out of the way then slowly moving his hands closer to me. He pushed my thong to the side, then fingered me, it was delicate and gentle but felt so good.

I'm not sure why I told him I wasn't going to sleep with him, but I did. But he was okay with that.

It didn't stop him from going down on me. I swear he must have gone down on me for at least half an hour. The sun was starting to rise and everything. He really knew what he was doing down there with his tongue and his fingers. But I couldn't cum. It's probably because I was still a little drunk, maybe it was because he wasn't Jill. It was kind of awkward telling him to stop, but he understood.

And I was getting ready to go down on him, I was unzipping his pants, when he told me I didn't have to. I knew I didn't have to, but I wanted to. But at the same time, it was like six in the morning, I was tired and didn't argue with him too much.

It was kind of weird having a guy go down on me, but not wanting sex or a blowjob afterwards. Maybe there is something about older men.

Jill woke me up the next morning, we had to leave because she had to work today. Kyle and I agreed that we'd have to go out on our own date soon.

Posted on 6/19/2006 3:10:18 AM by Amy


Feeling dirty in the bad way

I'm home, slightly hungover but as hungover as I thought I would be. I still need some more sleep, then I'll give all the details. But first I have to shower, wash the smoke, sweat and liquor off of me. I'm feeling pretty dirty and not in the good way.

Posted on 6/19/2006 3:09:22 AM by Amy


Quick Update

Just another quick post - I'm waiting for Jill to get here then we're heading downtown to hang out with our "men" as she likes to call them. It looks like it's about to downpour so that could make things interesting. Other than that, I'm tired and horny. Guess nothing new there. Anyways, Jill called she's a few minutes away. Hugs and kisses. LOL.

Posted on 6/18/2006 5:07:59 AM by Amy


Hi

Just wanted to say hi. I'm way too busy today. I have to leave for my workout with Scott in a few minutes, then I have to rush home and get ready for work. not exactly sure what I'm going to tell Adam about last night. Not exactly sure what I'm going to tell him about tonight. Tonight's the big double date with Jill. I'm not really looking forward to that. I'm sure Jill's date is going to go well. I'm going to be miserable with my date and jealous of her. Well, that and many other naughty feelings about her. Today's going to be interesting, just not sure if the good kind of interesting or the bad.

Posted on 6/18/2006 5:07:25 AM by Amy


The date went too good

The date went good, a little too good. And we didn't even have sex. It may have been one of the top 3 dates I've ever been on. And we didn't even do anything out of the ordinary, just dinner than a movie.

Dinner flew by, we had so much fun talking that we didn't even notice it took forty-five minutes to get our food when it normally takes fifteen at this place.

At the movie there was no shady business, as my mom likes to say. And I usually hate when people talk during a movie but Scott knew exactly when to talk to make me laugh or something.

And afterwards we sat in front of my house just talking forever, I lost track of time and totally forgot about Adam.

We did kiss but only after I asked him if he was going to kiss me. It was kind of sweet and romantic.

And my original plan was to call Adam when he left, instead I'm here writing this. I was hoping the date would go bad or something but I like Scott now more than before. I could see myself dating him. I don't know.

Posted on 6/17/2006 7:01:15 AM by Amy


Backseat quickie

Adam called me right when I was driving home from my workout with Scott, he asked me if I was going to stop by work to get my paycheck. And the way he worded it, it sounded like he needed me to work so I told him I had some other plans tonight and couldn't work. That's when he lowered his voice, "No, I need to fuck you, I can't wait until after work to see you."

That made my panties wet, I'm usually the aggressor when it comes to sex and hearing him talked like that turned me on.

I took a quick shower, then rushed to the mall to get there right when he was going on break. We met on the top floor of one of the parking garages. We were alone except for a few other cars parked on the other side.

We didn't even kiss before he said, "you're not going to need these" and took off my panties. He threw them into my car, then we climbed into the backseat of his jeep, me in an awkward doggy style position and him close behind me.

He pushed up my skirt, fingered me for a few seconds then unzipped his pants then a few seconds later he was entering me. It wasn't anything like last night. He didn't take his time. He started fucking me quickly with long deep thrusts. Even in the air conditioned car I started to sweat.

Then suddenly, he just stopped. At first I thought he had spotted someone, I had kind of crammed my head into the corner of his seat and door, I couldn't see anything. I lifted my head and didn't see anyone or anything. Then he asked me if we could do anal. I nodded yes. He asked me where the condoms and lube were. In my car, I said then told him we didn't need either. He was surprised but knew what I was saying.

He pulled out then put his ass between my my ass cheeks. It took a lot of work, he had to force himself into me. It hurt a lot, I bit my lip as he tried to push into me. And it was worth it when he was in me. Slowly he fucked my ass.

He leaned over and went deeper into me, but that wasn't his intent. His hands pushed up my shirt, together we took my breasts out of my bra. He squeezed them tightly.

The position wasn't the most comfortable, but I liked it. He was basically laying on top of me. It was hot but it felt so good.

He didn't last long in my ass, after maybe a few minutes he was cumming. He came in my ass and it felt so good.

But that's when he realized, what time it was. He was late.

I could've gone for some more but we but as quick as we could we fixed our clothes. I had to help him fix his shirt because he didn't realized how bad it looked. Then we kissed goodbye and he told me to wait a few minutes before I got my check.

I watched him speed away, he was going to go park some place closer, then got into my car. I didn't put my panties back on and when I was walking thru the mall to work, I felt like such a slut. But the good kind. I wondered if anyone noticed anything.

But the only one who said anything was Kim, she asked me if I was alright. I was sweating a little still and my face was red. I just told her I had just left the gym.

I want to see Adam again but we'll see how my date with Scott goes.

Posted on 6/17/2006 7:00:18 AM by Amy


A different position

I did end up going over to Jill's to tan but we only spent a little while outside. It just kept getting more and more cloudy. We spent the rest of the afternoon watching television and a movie. She wanted to go for a run, but I convinced her to wait for another day for that. I'm just starting to get back in shape and she runs almost every day I doubt I could keep up with her.

There was a point while we were watching the movie when I just got an urge to go over to her side of the couch we were sharing and kiss her. I was thinking more about kissing her then watching the movie, I thought it all thru my head but in the end, I decided to control that urge.

But when Adam called me I forgot all about controlling my urges. The only thing that bothered me about it was that he called me around six, when the original plan was for me to come over a little later. I think he wanted me to come over earlier because Kim was working the midshift and leaving work at seven.

I thought about getting there at about 7:10, about the time Kim would get there if she went straight to her boyfriends but instead I left there so I'd get there at ten to seven.

I'll admit, I'm really starting to get aggravated by all the sneaking around it's way too much work even for sex. But you know what made me forget all about - he had a meal waiting for me. There's something sexy about a man that can cook and Adam can cook.

I ate so much that after dinner all I wanted to do was sleep. And I must've need to catch up on the sleep I missed this morning because I slept for about an hour.

Adam was watching television on the love seat adjacent to the couch and smiled at me when I woke up. "Good morning sleepy head." I just found it too sexy, even though I was still in the groggy phase, I climbed over to where he was sitting and started to kiss him. It wasn't long before I was fully awake and so was he.

He turned off the tv, the NBA finals even. Our clothes came off, then I climbed on top of him. The way I sat his hard cock was pushing against me, not inside of me but really between us. I don't know it was just a sexy image to me.

But of course within a few seconds he was inside of me. At first I just slid him deep into me and stopped. We kissed again and he fondled, caressed and squeezed my breasts.

Slowly I started going up and down his cock. His mouth found my nipples. Sucking on them, nibbling on them. Sometimes it annoys me when guys pay so much attention to my tits, this was not one of those times. His tongue, lips and even teeth were like magic to me.

This wasn't a hard fuck, just nice and calm. We were really enjoying every inch. There wasn't any rush this time.

And when he started to get close we stopped.

"How do you want me?" I asked very softly.

"Can I have you from behind?"

"My ass?"

"Yes!"

I led him by the hand to the bedroom, I told him I wanted to show him a different position. Instead of getting on my stomach, I laid on my back like we were going to do missionary but instead I had him put my legs on his shoulders. It was a little awkward getting into position but once were in place and had the right angles it felt great.

Slowly he pushed into my ass, a little difficult for him to get in right away but worth the effort. I don't know which allows deeper penetration this one or doggy style but in this position I was able to at times to finger myself. The dual stimulation was almost enough for that ever so elusive orgasm but of course when I started to moan loudly, he starts to fuck me harder. And it wasn't long before he was cumming.

He was definitely satisfied and I was too. I wouldn't mind cumming but I felt fulfilled.

Posted on 6/16/2006 9:03:03 AM by Amy


Infatuation

They say you can still get a tan when it's cloudy? I know I can get a sunburn when it's cloudy but I'm going over to Jill's to tan again today unless it starts getting really cloudy.

I already called her this morning to ask when I should come over. She spent more time talking about Ricco than anything else. Did you know, he's the "perfect guy." I think she's infatuated with him.

...kind of like how I'm infatuated with her. I'm really debating telling her today. But most likely I'm not going to do it. I'd say it would be hard to be around her, but it's actually pretty easy because I know if I do or say anything it could ruin our friendship.

Posted on 6/15/2006 11:06:38 AM by Amy


Tech Problems

I'm having problems posting comments, so I guess you guys might be too. Don't know what's going on but it seems to be a blogger problem. I knew I should've gone with wordpress.

Posted on 6/15/2006 11:05:40 AM by Amy


I can't hear myself think

I'm awake already - the lawn mowers are in full force in my neighborhood. I can barely hear myself think. Just wanted to share that with everyone.

Posted on 6/15/2006 11:04:42 AM by Amy


Not your average night

So, I told Scott I'd go out with him. I think it was a good choice. We're going out Friday night I think.

I just found out I have a double date with Kyle - which originally was going to be Friday too but Jill switched it to Saturday. It might be kind of hard to explain to Adam why I can't see him either of those nights when we've been hanging out every night this week, but then again it might be a good thing.

Kim told Adam that her new boyfriend lives in the same apartment complex as him. A different building on the other side of the complex but a little too close for comfort. Adam has started to get paranoid.

Tonight when I went over to his house, I had to wait for five minutes after he left the mall, then park in front of a different apartment building in his complex. I guess I can't blame him but what's next? I'm going to have to park on a different street, sneak thru the field behind his apartment building wearing camouflage and climb into his second floor apartment.

I want to say it would be worth it but right now I'm not so sure. He was tired tonight, dragged all thru work but I thought he would change when he got home. Nope. After he let me in, he sat back down on the couch. I cuddled up next to him.

And we just talked for a while. He had a rough day before I got there. His boss, the district leader yelled at him for something. He said, Kim acted as if she knew something was going on. And he talked about how he was going to have to fire one of the sales guys because this guy was always late and wasn't hitting his sales standards. He joked, that maybe it wouldn't be so bad if he did get fired himself.

It was kind of weird coming from him, he's always in a good mood, very positive and seems to like his work even when it's busy, crazy and hectic.

We didn't have sex, or do anything more than kiss - I guess you could say but I think we were both okay with that. We kind of needed a break, a rest. I don't know.

Posted on 6/15/2006 11:03:43 AM by Amy


Honey, I'm home

Well, I'm not as satisfied as I was last night when I got home but I guess I can't get that every night.

Details to follow after I get comfortable and what not.

Posted on 6/15/2006 11:02:45 AM by Amy



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