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Solaire_Of_Astora

Solaire_Of_Astora Avatar
Gender: Straight Male
Age: 21
Relationship Status : Not specified
Profile Visits : 317
Number of Comments : 4
Number of Confessions : 0

Solaire_Of_Astora's Favorite Confessions:

- My Family -
Straight Male / 59

The Tree House

We had a tree house behind our garage. The neighborhood fathers built it and there were 7 or 8 of us who used it. It was in a pretty secluded spot, so my sister and I could not wait to get out there. I remember we had just gotten naked. My sister was sitting with her knees up and her back against a pillow. She had her eyes closed because my face was buried in her almost hairless pussy. I think my eyes were closed too because I was concentrating on licking and tasting her wetness. She was holding my head...kind of pulling me in ... and I was holding her hips...trying to get as close as I could. I was on my knees, face in her pussy and ass in the air, and as hard as my 11 year old self had ever been.

All of the sudden, we hear ...WHAT ARE YOU DOING? Both of us just freeze. Karen, one of my sisters friends, was standing on the ladder looking in at us. As she climbed the rest of the way up and into the fort, Sue (my sister) and I did a mad rush to get into our cloths.

Karen was one of the other kids who used the treehouse. We thought all of our friends were gone for the month. Turned out Karen’s dad had been called away for business so she and her mom were back from the beach early.

Karen sat there looking at us. I had no idea what to say, but Sue looked at her and asked have you ever touched yourself. Karen was smaller then Sue...if I recall correctly... she had only just started to mature (you know, she had puffy nipples, but no tits). She looked down and softly said yes. We could barely hear her. Sue crawled over to her and said where?. Karen didn’t answer, so Sue reached over and took her T-shirt off of her. Grabbed her shoulders and started sucking on her budding nipples. Hell I get hard just remembering that. Karen tried to push her away, but Sue just licked and sucked and nibbled away. I watched as Karen closed her eyes grabbed sue’s head and fell back on the pillow. I could hear her start to breath heavy.

As sue changed nipples she looked at me and pointed to Karen’s pussy. I knew exactly what she wanted me to do, I slowly crept over to Karen and ( don’t ask me how I did this I can’t remember) in one motion I had her shorts down, her legs dr**ed over my shoulders and back, and I immediately started licking Karen’s pussy. As soon as I did this Karen let out a loud moan. Karen’s pubic hair had not started growing yet, but I guess from sue’s attack on her nipples she was already soaking wet. She tasted great!!! We kept at it for awhile until Karen said I want to try it. So for the next hour the three of us licked and sucked each other. At one point I was licking Karen’s pussy, Karen was licking Sue’s pussy and Sue was giving me a blow job. We showed Karen how to 69. Which she and I did and then the two girls 69ed. When they did that I went back and forth...first licking Karen then Sue ( I wanted to see how different they tasted).

The first time I REALLY came was when both girls were licking me. What made me explode was when Karen was sucking my nuts and Sue was taking me in her mouth. We were all kind of startled, but we decided it didn’t taste too bad.

Every chance we had, you could find two or three of us in the treehouse. Touching, licking, and sucking. We also found out we liked to French kiss after we tasted each other. They loved tasting themselves on my tongue and on each other’s tongue.

Needless to say … that was an amazing summer.

3
# 56964 - by Caasi55 / February 22, 2022
- True Sex Confessions -
Straight Male / 63

Drunk Mom ( The First Time)

When I was 16 , Mom and I moved into a small apartment after my Dad passed away suddenly. Mom was depressed and after finding a job and going back to work, she started to drink more and more.

That 4th of July, the company she worked for had a big picnic and party at a private country club. The place was great, a huge pool and a lake for canoeing, tennis, horseshoes and lots of food and drinks with an open bar. Mom and a couple of female coworkers set up shop by the pool and proceeded to get drunk.

When it came time to leave, Mom was in the bag and I had to drive home. As we were driving along, she slid over and put her head on my shoulder." Did you get her phone number" she asked, I asked her what she meant and she laughed and said " Don't play dumb, that busty little redhead you were checking out " She was right ,there was a hot little redhead my age but she had a boyfriend.

I told her "No Mom, you're the only girl for me". She laughed and told me to keep thinking that way. She slid back over to her side and curled up in the seat with her head on my leg. It was about a 30 minute drive and it had gotten dark by now. Mom was out by now and as we passed street lights I could see her 36D boobs spilling out of her swimsuit top.

I slipped my hand down to her shoulder and then I felt the fullness of her breast as I cupped one in my hand. Mom didn't move or make a sound as I massaged her breast. I could feel my cock growing hard as it pressed against her head. When we stopped at our apartment complex, I switched off the car and ran my fingers thru her hair and pushed my cock up against her as we sat in the darkness. She suddenly sat up and said " Are we home"?

I helped her in our apartment and then into her room. She flopped down on her bed and asked me to get her nightgown from the bathroom. When I got back, she was sitting on the edge of the bed with her one piece swimsuit pulled down to her waist. She laughed and asked me to help her pull it the rest of the way off and I didn't hesitate. She then fell back on the bed and I took a good long look at my Mom, her big breasts and neatly trimmed bush made my cock hard again, as she struggled to pull up the sheet.

When I switched off the light to leave, she asked me to stay. She said everything was spinning and she felt sick. I slipped off my boxers and slipped under the covers in the dark with my naked Mom. Then she got real quiet and I knew she was passed out. I slid up behind her and spread her ass slightly and slipped my hard cock between her ass cheeks and into her pussy. Mom made a slight moaning sound, but never moved. I began to slowly slide my hard cock in and out as I massaged her round ass. Just as I started to cum really hard, my cock slipped out and I just kept pumping cum between her legs.

The next morning, I got up early, made coffee , toasted some bagels and went down and woke her up. She was shocked to find herself in bed naked and tried to cover up. She told me she was never gonna drink again and she had the craziest dream. She dreamed that she and I were riding a horse naked thru the woods. LOL.

After that every time my Mom was drinking, I would show her she was the only girl for me and she didn't have to be passed out anymore. She couldn't get enough of my hard young cock. and she loved " Doggystyle" .

2
# 58424 - by Ben Quick / May 14, 2022
- True Sex Confessions -
Straight Female / 18

I Lost My V Card Last Today

My family is super conservative and controlling and i am even homeschooled yet my older brother was aloud to go to public high-school but not me! Let me tell you home schooling sucks. They watch me like a hawk and I have only been on a few arranged "dates" to yhe movies and we were not given enough time to hook up even if we had wanted too. Worst of all, next year they are making me go to community College rather than a four year so it's 2 more years in "prison" for me.

That said my older brother who is in finally in a four year live-in college now, and has freedom feels bad for me. Not in a creepy way but he understands living under thier roof with all their crazy ass rules and checks. He says because i am very "shapely" my parents think ill get pregnant if i go to a real highshool college or live in college. However, last year before he left he slipped me the good p*ssword to the router so I could bypass parental rules and yeah I have been deep into porn and cyber play for a while.... if yhey only knew! Lol Sadly, I have no real toys or way to get them but I have been creative with a hair brush and a vibrating tooth brush for a while. I know how to orgasm even locked under this roof lol.

My brother is home on study break and he brought his buddy Dave who is 2 years older than me. I have been trying to hook up with him and loose my V card all week. My brother was clueless my agenda but Dave noticed me and it was clear he wanted to fuck me too. I mean why wouldn't he ... I am 18 and very cute and as horny as hell for pretty much any man with a willing dick. I mean that is just it... by being so conservative and oppressive my parents set me up to fuck the first guy I got a chance to get fucked by because I can't really date and I am so horny at my age. So when i got a chance get screwed by Dave I went for it even if he was not really my type or even that good looking. He wasn't a virgin and I could tell I am likely hotter then the girls he'd pull.

After a few days mom and dad were OK leaving the three of us alone likely because they assumed my brother was a chaperone. After ample flirting between myself and Dave my brother was not getting it. So finally I was like, "Hey, me and Dave are going to hang out in my room alone ... it's better you don't listen." To my brother's credit he went to his room and came back with his last condom for Dave.

Yeah, Dave may not have been the best looking guy but he was not virgin and he knew what he was doing. And even though I felt no real romantic connection i was still super sexually turned on. We had a total hot make out session on my bed and the clothes went flying fast. He wanted to see me naked and kept saying i was so hot. Which to my surprise led to him to go from kissing to sucking my boobs (which felt so good) to him literally going down on me with out me even asking for it. I cummed hard! I got kind of loud and hoped my brother didn't hear. Dave knew exactly how to find my clit and how to treat it when he did!!!
When my turn to return the favor came his dick was bigger then I expected and I had a hard time learning to suck it (sorry Dave for the teeth) ... I kept saying I was sorry I was so bad at it but he kept tell me it was OK I was new to this and the hottest woman he ever fucked. It the first time at 18 anyone saw me as a woman. Hearing him say that made me feel great. I was his hottest woman!!! Yes!

But seriously his dick was so fucking big in my pussy... nowhere anything like my brush handle. Maybe it was normal and i am just use to fucking my hairbrush but my pussy stretched so much ... I had no idea it could take that much...it hurt and i didn't want to stop! We just did missionary because it was my first time and it was all I could take. He knew it hurt me but I wanted him to finish... I wanted him to cum for my first time. I wanted to know my pussy made an older man cum my very first time. I kept telling him things I had heard in porn like "fuck me harder" and to "Cum and show what a hot bitch i am." I though I was going to pass out my pussy was so stuffed! But we got there. And I felt so good I got him off even if it hurt.
We need to buy more condoms but we plan to fuck a few more times this week before he goes back. I hope he doesn't catch feelings... i just want the sex. But he is growing on me he is so good to me and makes sure I cum. I'll miss him when he is gone.

0
# 58366 - by Kay / May 11, 2022
- When I Was A Kid -
Straight Male / 38

Laundry Time

When I was 13 I was a shy kid. It was hard for me to make friends. I always felt comfortable with older people. That summer I came home from boarding school. Spent the first two weeks staying inside playing video games. One day I just happen to look outside and I see the sexiest woman ever. I had recently discovered porn and she look like someone straight from the videos. A thick Latina who always wore little shorts and a little shirt. She had the biggest ass and biggest tits. She changed my summer.

Everyday I was at the window hoping to get a small look at her amazing body. At 13 it didn’t take much to get hard. Especially looking at her. I was always home alone. My mom worked all day everyday it seemed. My older siblings had moved out. So, I was free to stare out the window as much as I wanted.

After a month of looking from afar, I decided to get a closer look. She used the same tiny laundry mat as I did. So, when I seen her go I grabbed a load of laundry and went too. I walk in
and she sees me and gives me a little smile. I get the washer next to her. Now I’m watching her put her dirty panties in the washer and I’m just starting. She looks at me, laughs and says you’re the boy that always looks at me from your window. Then she said do I look better up close. I blushed then said yes. That began our first conversation. We talked until our clothes were done then went our separate ways.

Another month goes by and her and I are basically friends now. But it was getting near the end of summer. Had to go back to school in a few weeks. We kept our little laundry dates going. They were dates to me. This time she comes in wearing a little skirt and little shirt. I had already loaded my washer and was sitting on the only bench in there. I’m just watching her do her thing. She turns back and sees me looking at her and smiles. She finishes loading the washer and comes my way to sit down. But she turns back around real quick and says she forgot to put something in. She bends over and pulls her panties off. When she bends over she looks back and watches me look at her ass. Then she puts them in the washer and comes and sits by me. She turns to me and ask if I liked looking at her. I said yes. We just talk after that until the clothes are done.

When they’re done she ask me to help her carry her clothes to her apartment. I was excited. I had never been inside her place. We go in and she tells me to put the clothes in her room. I see her bed and jokingly say this where the magic happens. She laughs and says I don’t know anything about that. I was feeling confident and just blurted out I’ve seen porn before. She laughs and says really. I say yeah and I’ve seen your ass before. Then she looks at me and ask do I want to see the rest of her. Of course I say yes. She pulls her skirt down first and I see her pussy. Then her top and her tittys are massive up close. I try to grab her tits with both hands. But it was better holding one with two hands. I squeezed it and saw her close her eyes and bite her lip. So, I think she liked it. I tried putting my hand between her legs but she said I was too young for pussy. So, after laundry from now on I got to rub on her tits.

It was my last day. I was leaving in the morning for school. It was getting late in the evening. I was getting sad because I was hoping to see her before I left. Then I see carrying a basket to the laundry room. I didn’t take anything that time. I just went to see her. We talked like always then helped carry her basket to her place. As we walked in she mentioned it being our last time seeing each other. We go to her room for the last time.

She begins by taking her top off. Her huge tittys begging me to be grab them. She pulls her little shorts off, leaving her panties on. Then I begin to rub on her tittys like before. She tells me she’s gonna miss me doing that to her. She grabs my dick through my shorts and rubs the head a little. She lays down on her bed and tells me to come pull her panties off. She’s laying on her back with her legs bent and spread open. I slowly pull them off. Staring at her pussy the whole time. Then she tells me to rub her pussy. It’s not long before she’s dripping wet. Without her telling me I start fingering her. She’s moaning and squeezing her tits. My dick is very hard and she grabs it and pulls me on top of her puts it inside her. I only fuck her for a minute then cum in her. She’s had her legs around me, pulled me closer and held me tight when I came in her.

I didn’t want to leave her place. It was about midnight when I had to go home. My mom would be getting home soon. I tell her goodbye and walk to the door. She comes up and gives me a kiss on the mouth. I put my arms around her and just hold her ass. I squeeze it one last time. At that moment it feels like she’s mine. She gives me another kiss then I leave.

I was in love with that woman. I was excited to come back for Christmas break. But my heart was broken. She had moved and I never saw her again. But the confidence she gave me changed my life.

0
# 58251 - by Guy / May 5, 2022
- When I Was A Kid -
Straight Male / 38

Daisy

When I was a kid my mother became friends with another woman who lived in our apartments. Her family have become lifelong friends to ours. This is about her youngest daughter Daisy. We were the same age. We were good friends but only saw each other during summers. Since I was away at boarding school. We were 10 when we met but that summer we were 15.

She was always pretty. The most beautiful eyes. Had a nice round ass and small tits. When I seen her that summer she had grown during the school year. I couldn’t stop staring at her body. But she had grown other ways too. I heard she began hanging with her older cousins. They took her out with them and let guys take her to fuck. She got caught giving head to a guy by apartment security. When I heard about that I had to act shocked but in my head I was getting turned on thinking about her doing those things and more.

As punishment for her she had to hang with me that summer. Both our parents worked a lot. She had an aunt who lived with them but if Daisy was at my house, she let her do anything. Daisy liked to go to the swimming pool. She loved the attention. She knew all the guys were looking at her.

One night our parents and her aunt go out to a bar. That was usually an all night thing. We didn’t wait up for them. I found a bottle of vodka. Someone must’ve left it. I show her and she gets excited. She takes it and makes us shots. After a few more she gets talkative. I build up the courage to ask if all that sex stuff about her was true. She laughs then stays yes. My dick got hard. She tells me she thinks I’m a virgin. I hesitate but then tell her I’ve already fucked two women and fingered and got head from girls at boarding school. She is shocked. She thought I was an innocent guy.

A few hours go by and it’s after midnight. She’s on the phone talking to her friend, so I go lay on my bed in my room to watch TV. Later on she comes into my room with the rest of the bottle. She sits on the edge of my bed. I sit up and drink. She ask what I’m doing, and I tell her I was just laying here watching a movie. She starts watching with me. Then she tells me to scoot over. She wants to lay down too. As soon as she laid by me my dick got hard. I tried my hardest to not poke her. I scoot back some but then she turns around, grabs my arm then pulls ourselves closer. I’m laying there holding her and it was the best feeling ever. Well, up to that point it was.

I can’t remember what movie it was that we were watching. I guess once she laid down it didn’t matter no more. I was only watching her. Every now and then she would gently grind into my dick, then laugh. Teasing me. A few minutes later she turns and ask me if I really do finger girls and get head at boarding school. I told her yes. Then told her about a girl I fingered on a school bus. Now we’re swapping sex stories and she’s now grinding on me harder and faster. I have my hand up her shirt grabbing and squeezing her tittys. With my other hand beneath me I grab her shorts and panties and pull them down as much as I can. She does the rest. She pushes me on my back, then grabs and pulls out my dick. Strokes it then gets on top of me. She rides me until I cum in her.

We fucked twice that night. Through out the summer we fucked a lot. We weren’t a couple or anything. She still snuck away. I’d still hear about her fucking older guys. But we still did our thing. After that summer we only had sex a few more times. When she turned 17 she got married to an older guy. She’s recently divorced now, still has a great body and lots of guys still trying to fuck her. So she tells me.

0
# 58309 - by Guy / May 8, 2022
- When I Was A Kid -
Straight Male / 24

Friends Sister

sometimes I think back and jerk off to when my friends sister asked me if she could " see it " which then quickly turned into can I "touch it". I was 17 and she was 15 and both intrigued by one anothers physical form. The one night we broke into his dads booze and took a couple drinks of scotch (which is super gross) and things got a little frisky. My buddy went down stairs to go find a couple of CD's to keep the music going. Almost immediately after he left the room she jumped over the couch I was looked me dead in the eyes and asked me if she could see my cock. I was kinda shocked but wasn't going to say no so I just pulled the waist ban down till it popped out. Were both super red in the face but she seemed extremely happy but heard my buddy coming back and everything went back normal...for a bit. Time goes by and next I went down stairs to grab so different music and sure enough a couple minutes later his sister was there too. She walk up to me and whispered that she wanted to touch it. I then said I dunno what if we get caught she replied with ( we better make this quick then). She dropped to her knees and pulled my shorts down and started jeeking me off. She jerked and jerked and eventually put it in her mouth for a couple minutes and sucked like she wanted my cum so bad. As I was about to cum i pulled my cock out of her mouth and blasted at least 6 to 7 ropes of cum on her face dripping onto her shirt. I said sorry fuck I didn't think it would be that much but she could care less in her words (its ok that was so fucking hot) I went upstairs with what I picked for more music and she cleaned up and went to change her shirt and didn't see her again for the rest of the night. After that night we regularly got together because she wanted to keep sucking my cock and I wasn't going to say no. She is married with kids as am I and we still see each other at partys and gatherings with friends and family. I catch her once and a while giving me the look and don't get me wrong I would love for my cock to be her mouth again but just can't at this stage in life.

1
# 58355 - by Jake / May 10, 2022
- True Sex Confessions -
Straight Male / 18

Really 16 here, anyways, just last month, I went on a school field trip to the ski mountain. It was a 4 hour drive so we met up at school at around 3am, and bused together up on the greyhound busses. It was a slow first half. Everyone was sleeping, no movies were being played, and all lights were shut off. I was not at all sleepy, so I was going to play on my phone, only to be told to close it because it was too bright. I tried to argue that I could lower the brightness before she cut me off. I was a little angry but still bored af.

I couldn't even look out the window since it was so dark. The bus seats sat 3 on each side and most seats were empty since we managed to get two buses for 4 classes. It was able to fit 1 student per row. But most sat in groups of 2's or threes. My friend was asleep beside me so I decided to go to the washroom to check my phone. I was returning when I noticed a classmate, Allie. She was sleeping bent across two seats in a fetal position at the very back row. I couldnt help but "drop" my phone and take a sneak peak at her thonged outlined ass in tights. I checked and everyone was still asleep. Only 3:30am. I climbed over and took the window seat, with her blocking me in. I had a small crush on her, she isn't the hottest girl. But still pretty well sized for 16. Her brown hair was my favourite, close second to her cute face. I couldn't help but get a boner beside her. After not being able to manage my boner, I started to rub myself through the sweatpants. I got more daring, and slipped my hand inside, and began stroking. It was so hot being a foot beside her warm breath, in and out. After a couple minutes of teasing,, I went the entire way and pulled my cock and balls out. I took my phone and took some photos of my hard beside her sleeping face. This would be great braggin material I thought at the time. I started recording as I jerked my dick inches away from her face. I rested the head of my cock at her mouth enterance and her warm breath made me tingle. I climaxed hard, not fast enough to pull away, I shot my cum across her body. It streaked over her ponytail and landed on her body. A good 4-5 streams of cum followed. I left a trail of cum from her hair, all the way across her side and down her ass. I had this all on film too. I wiped the head of my cock on her hair and moved back. By the time she woke up, the cum dried, leaving a crusty stain on her.

0
# 26474 - by Anonymous / March 2, 2016
- Anything Goes -
Straight Female / 18

Greyhound Surprise

I was on a Greyhound traveling from Corpus Christi to Raleigh to visit my dad over Christmas break because my parents are divorced. It sucked because it was going to take nearly 40 hours but it was the only way to travel I could afford. The bus was not that packed and people were sort of spread out because of covid. We are on the overnight part of the trip and at about 2am and the bus is dark. I am listening to music and everyone is a sleep.
I look up and one row up cross the row is a white guy ever so quietly playing with himself. He clearly had his hands in his track pants stroking his meat. At first I was just in shock and I would have cracked up laughing have I been with friends and we saw this. But I don’t know, it was the middle of the night, dark, and this guy was being so careful no one saw him it just felt sneaky in a good way. Not only that but he was an older white guy likely 15 or more years older or more than me. I have never been with a white guy or an older guy let alone I’d never seen an older guy beat off before.
Since I was sitting diagonal from him and no one was in the rows around him I was the only one on the whole bus that could see. Also, since I was diagonal one row behind him it was impossible for him to know I could see. I mean he was being super careful and was looking around to not get caught I could clearly see his hand in his pants stroking the length of his dick.
He was not the kind of guy I’d be into in a normal situation. I am a dark Afro–Latina teen and he was a scruffy white guy just short of my Dad’s age range. It likely was not him that turned me on as much as what he was doing in public that turned me on. The more I watched the more sexy it got. The faster he stroked, the hard he worked that meat trying to cum, the more I wished I had worn something looser than jeans that would give me access to my own pussy. I knew I was wet and rubbing my crotch through jeans was not helping me much lol. Still, I was getting so turned that this adult man was jacking off just across the aisle one row ahead of me and was likely going to cum while I watched.
I started to wondering how big his dick was, and what would his hot cum feel like in my hands, and if I was beside him would I be able to get away with tasting it. My head was a mess thinking about this. I had the urge to just randomly get up and go sit with him. Maybe to touch it. OMG I actually wanted to suck it. I started thinking about our huge difference in age and he would not even know if I am legal (I am)… would he let me a Afro–Latina teen randomly service his white adult dick on a bus, in the dark, in the middle of the night? The idea of swallowing a load from an adult guy that I’d literally never see again in my life had me so turned on.
I don’t know how I got the nerve but once I decided I wanted to go for it I realized there was no easy way to just walk up to him while he was doing this. I had no idea what would happen but I knew we’d both had to respond quietly. So I grabbed my lap blanket I had been using to snuggle in my seat with and just slid into the seat beside him. Yup, it freaked him out, and startled the hell out of him. He yanked his hand out of his pants so fast and just stared at me not knowing what to say or do.
“Dude, it’s ok. I want to help.” I said staring in the darkness at this total random stranger.
“I don’t know what you’re talking about” he whispered back.
“ Look at me. I don’t think you want to finish alone if a girl like me will do it for you.”
He just nodded.
I cuddled into him and put my lap blanket over us both. And whispered, “This is how we do it. And when you cum do it quietly but tell me first.”
Under the blanket cuddled in tight. I cautiously waited to make sure we had not alerted anyone with our whispers. Then I pulled his dick out of his pants, but under the blanket and stroked it. It was not huge, but it was fucking so hard and already had precum on the tip which I use to help lube him and make my stroked sensual. I can’t explain it to someone who has never done this before but having a complete strangers dick in my hand, in a public place, and hearing his breathing quicken and he was closing in or an orgasm, and not even knowing each other’s name was just so hot. When I knew was he real close and was doing all he could to stay quiet, I looked both ways, then leaned in his lap under the blanket and sucked that hard white dick making it spurt in my mouth which it did almost instantly. I swallowed all I could and tucked him back in his pants.
Getting up, we said nothing to each other. I snuggled into him like a couple and put the blanket over us both and encouraged him to feel at home playing with my boobs. Driving in the middle of nowhere overnight he amply explored my body, groped everything how could reach over and under my clothes and I jerked him off one more time that night before the sun started to rise lighting the bus. And we napped together in the early morning. But his stop was up by mid-morning and I was carrying on. We did not exchange numbers. Why would we? We are not apart of each others lives. All I know is his name was Joe he did not even ask mine. Nor even ask me age, and I look younger than I am. Honestly, I really would have loved to fucked him but there is only so much I’ll do on a bus. Lol

I am only 18 and I don’t know how I stumbled on this track in life. Is this a thing? I’d love to have more sex with random strangers that are older than me! I don’t know if this is a fetish or what but this is the hottest sexual thing I have done in my whole life. I am so glad I pushed myself to go sit in that seat!

13
# 57280 - by Shaha / March 13, 2022
- Anything Goes -
Straight Female / 18

Last Night Was Prom

Last night was my senior prom. I spent all morning and afternoon getting ready for it. Made sure everything was perfect and made sure to even trim and shape my pubic hair how I like it.

Put on my new thong and my strapless bra. Then my mom helped me into my dress. My date showed up right as I was putting my dress on.

My dad is away for work stuff so I told my mom I’ll be home late or in the morning because I’m taking my date to our lake cabin. She knew exactly what I was planning to do too. My mom lost her virginity on her prom night too.

I was a virgin saving my virginity for my senior prom. My mom was well aware of it because I told her and I wanted to go on birth control at the beginning of my senior year. So when I told my mom I was going to the lake cabin afterwards she asked if I had a condom. I forgot to buy some! My mom said no worries. Go in the top drawer of the dresser in their room in the cabin and there is a box of Trojans. I didn’t dare to ask why my parents had condoms there!

Once my date and I were finished at prom we headed to the cabin. I surprised him and told him to go there. Took about 25 minutes to get there from where prom was at. And as soon as we got in I promptly told him to help me out of my dress. That was his first time seeing a woman in her thong and bra.

I toss his on the bed and got on top to make out with him. We took things slowly. He removed his clothes till he was in just his gray fruit of the loom briefs. And there was an obvious hard dick in them!

Being that I was a virgin and so was he I told him to wait a second. I went to grab a condom then when I came back I asked if I could take his briefs off. I pulled them off. I was looking at a nice thick uncircumcised dick! I was surprised to see an uncircumcised one but a dick is a dick lol.

Thank god my mom explained to me how to put a condom on a cut and uncut guy earlier that day. Though she said I probably would never see an uncut guy.

I got to giving my first bj. Then I put the condom on. We got in missionary. He slowly penetrated me. It hurt at first but it felt great after that.

Sex didn’t last long. He broke my hymen and came within a few minutes. But overall it was a great experience. We both showered together after that.

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# 58304 - by Ali / May 8, 2022
- When I Was A Kid -
Straight Male / 36

Resort Massage

I was ten when my parents decided to take a long vacation to Spain. Dad was starting a new Job in September and had resigned from his old job in May. We were moving from a state where school got out in early may and started up again in early August to a state where school got out in mid June and started up the day after Labor Day which meant we all got a 15 week long summer vacation. My parents always wanted to visit Spain and I still have no idea why since we aren't Spanish as far as I know and It's not like it's Disney World or Hawaii or Florida for that matter. I was not particularly enthusiastic to be honest. It just wasn't very appealing to me per se. But we got to our resort hotel on the Mediterranean coast and it turned out to be very nice though we didn't check in until well after dark so I had no idea we were right on the beach.

I woke up to an amazing sunrise. We went to breakfast and then headed to the beach which I fell in love with instantly. After lunch we went for massages. Mom and Dad dropped me off at the massage station for kids and went into another area for couple's massages. They had booked us all 90 minute massages. I didn't speak and Spanish and the masseuse spoke almost no English so I didn't know how that was going to go. She was gorgeous though and that fact definitely was not lost on my underdeveloped libido. She was in her early twenties, long beautiful blond hair (I had thought all Spanish people had dark hair). I was wearing swim trunks since that's what my Dad told me to wear. She motioned me to lay down on my stomach and place my head in what I would describe as a donut shape cushion. I never had a massage before so the whole thing was new to me. Then I felt her hands reach into my waistband and tug my swim trunks down. I was partly scared and partly excited. I made no move to resist. I knew people getting a massage didn't wear much clothes but I didn't know they were naked. I assumed this was normal so I just let her take off my trunks. She then covered me in an oversized towel but not before she gently squeezed my butt cheeks and giggled. For a brief second I felt her mane of silky blond hair brush against my ass and lower back. That was the catalyst that made my little dick hard.

Her hands were like heaven as they caressed all over my back, shoulders, neck, legs, arms and yes, my ass. Nobody had ever touched my ass since probably when my parents changed my diaper or wiped my ass until I was old enough to do it myself. Now this woman was massaging my ass and intermittently giggling while she did it which for some reason made me feel all warm and tingly between my legs. After she had spent roughly half the time working my back half she had me roll over. I was embarrassed to let her see my little stiffy. But then the moment I caught her looking down at it then smiling at me and giggling some more I thought my little dick would explode, bursting from the blood pressure alone. It just bounced up and down while she went to work on my front side. As she massaged my face, neck, and chest she let her hair dr**e across my crotch tangling in with my throbbing little hard-on. Then she moved down to my belly, then my thighs, legs and feet. Then she began tickling up and down my thighs getting closer and closer to my tiny cock. She spread my legs and tickled the crease between my thigh and crotch and I was panting and breathing hard while she gazed affectionately into my eyes and smiled warmly. Then she said something in Spanish that I didn't understand but got the impression that she was encouraging me to enjoy what she was doing. Then, finally, the moment I was hoping for, longing for, she softly tickled my balls, lightly at first then more vigorously, leaned down piling her hair up all over my crotch and took my little erection into her mouth. I never dreamed anything could feel so wonderful as the blinding, excruciating pleasure of being inside her mouth as she swirled her tongue around and around while her gentle fingers wandered and sought out other wonderful places to tickle and caress me. instinctively I grabbed her by the back of her head holding onto her hair for dear life as I dry pumped my orgasm into her mouth drying desperately and failing to hold back my little scream.

It was over way too soon, but her mouth, tongue, lips lingered for a few minutes as I combed my fingers through her hair while she looked into my eyes. Then, as if she knew what was going to happen next, she released me, stood up and then bent down and picked me up in her arms and carried me to the little bathroom and set me down in front of the toilet and held me standing in front of her with one arm while she tickled a spot at the top of the crack of my ass that relaxed my bladder and made me pee like crazy. With her other hand she held onto my softened dick and aimed my stream into the toilet while bent over cooing into my ear. I have no idea what she said but to me it sounded like an angel saying "I love you" the way a bride would on her wedding night.

This was not my last massage. In fact my parents had booked a massage for me every Monday, Wednesday and Friday for the next fourteen weeks. I didn't get Lupita every time but I got her at least once a week and some weeks I got her three times. By June she was feeding me her breasts, teaching me to make out and in July she let me play with her pussy then took my virginity.

Lupita didn't have to tell me to keep this our secret. I knew what we were doing wasn't looked upon favorably by parents and probably the law. I didn't want to spoil a good thing so I kept my mouth shut. At the end of the summer Lupita informed my parents that due to our frequent use of her services that I had earned a six hour long massage. My parents didn't bat an eye and I had no idea if that was really even a thing. I just know my final massage that summer was the best six hours of my life. We did everything I wanted and I ended up coming three times though still nothing squirted out as I was still too young.

When we got back to the states I eagerly agreed when my parents offered to book me for a massage in our new home town. It was Saturday and I was hopeful but learned that not every masseuse did what I came to think of as special touching. That one didn't. None of them did. so I resorted to masturbation while looking at photos of girls in magazines, no not that kind.

The following summer we returned to Spain but not until July. My parents booked us a one month stay but my Dad didn't join us until the second week and he returned after the third week leaving Mom and me alone to return the week after he did. I was delighted to find that Lupita still worked there and had in the mean time learned a little English and I had learned a little Spanish so we were able to communicate a little. The Moment we were alone she practically tore my clothes off and I couldn't get my tongue into her mouth fast enough nor my hands on her breasts and fingers in her hair. I came almost as soon as her mouth sucked in my little cock and then came a second time about 80 minutes later. I still didn't squirt out anything but I was starting to leak a tiny amount when I was particularly horny. Lupita arranged for me to get her as my masseuse all 12 times so my summer vacation was just as pleasurable the second summer albeit much shorter. My mother gave me a funny look that last day in August when Lupita kissed me on the mouth and briefly slipped me some tongue while I grabbed her crotch.

It turned out that we made an annual thing of going to Spain and in the third summer ..(continue confession)

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# 58041 - by Jack / April 26, 2022
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