To All The Daughter I 'Ve Loved Before : Manda And Jess


Anal, Boy, First-Time, Virginity
Part 1 : Manda

I never got into Manda's small pussy, ( hat's off to whoever got that lilliputian hot fucking cherry ) but Manda was the offset girl that ever saw my dick and that I ever saw naked in the flesh.

Manda's crony Jerry and I were acquaintance. Years earlier at the hand of another Quaker I had discovered how using dungeon & flying lizard I could get early kids to part play with me and do sexy stuff. My booster and I had traded blow jobs and it even progressed to anal, but that was before any of us had even really reached puberty. I was probably the first to reach it starting in about the 5th grade and enjoyed the company of Krauthead and a few early admirer throughout Junior High. One hot, humid, Southeast Texas summer day in 1996, Jerry and I decided to play our version of D & D and fool around. We went out to his barn and climbed up in a footling attic area that was out of sight to prying adult eyes. Unfortunately, we couldn't shake Manda. I looked at Jerry and just sort of smiled. We didn't need Holy Scripture, he knew I was thinking about my showtime pussy. We explained the rule to Manda and how the secret plan might go, and she seemed biz sufficiency and wanted to play.

The first couple of encounters in the secret plan involved Jerry and I losing articles of habiliment. We worked up to a osculation between us before we made certain Mandi was damaged by a Lester Willis Young sinister dragon and had to mislay her shirt. She had no breasts to speak of and was more than happy to lose her shirt due to the heat. We progressed until Jerry had to suckle my tool. I pulled my undies down and my erection stood our from my body, my fatal pubes clinging to the base of my prick. Kraut was a cracking motherfucker and got to influence. I didn't let him bring in me off and I think Manda found that slightly disappointing. She was watching with ecstatic attention the wholly sentence. The next act I ended up bollocks Jerry. Jerry had only the feintest blonde pubes near his cock. I recall his nectar was always quite sweet and that day was no exception. I sucked him to orgasm, held it in my mouth, and showed it to Manda. Manda just said"Ewww"but never looked away even a trivial.

Finally, in the course of the plot Manda"died ”. The way we played, the only way to get back alert was to do a sex act. Manda didn't want to do anything with her Brother, she said that was"stark ”. Jerry just grinned at me. So we tried to get Manda to blow me. She took a lick of my rooster tentatively and started to put the head in her rima oris. She put her straits down and gagged herself shooting up for air and saying that she just couldn't suck my putz. I was thinking darn it, girl ! I needed firing by that stage. I asked her about her pussy and she didn't feel comfortable having vaginal sex, but she was open to anal. So, I flipped her around over a little table that was in the loft. Jerry and I had been at this for some time and so we made sealed we had vasoline. I dipped my fingers into our stolen vasoline and started working a fingerbreadth, then two into Manda. She moaned and moaned saying things like,"Oh it feels so strange, so good."And"Oh it tingles, it tingles."Finally, I decided she was set. I lined my hard on up to her ruck and I pushed slowly.

Manda yelped loudly. I shushed her because Iwas worried about someone hearing us and catching us in a rather compromising position. She quited down and I kept applying pressure. Little by little my dick entered her slight asshole. I pressed and pressed until my balls were touching her pussy. I waited a bit letting her adjust, then I started to stroke. I had been doing anal for a spell by that point, so I could normally hold out a soundly bit, but with a new married person and, moreover, one who wasn't male person, I was in a fog of horniness. Manda was loving it. She was moaning, breathing hard, and rubbing her little clit. It didn't take long before I was emptying the content of my testicle into Manda's hot ass. As I was doing so, she hit an orgasm and yelped again. Her brother jumped up on the table and put his had over her mouth so she wouldn't cry out so much.

I withdrew my shaft slowly. As I did, some of my boycream dribbled out and down the scissure of her ass and over her puss. She hadn't wanted to render the snatch up, but I'd still like to recollect my semen was the first that made its way into her. I wanted to do it her pussy so bad, but all I ever eventually got was a little outercourse from her before she got a boyfriend and didn't want to play with me and her brother anymore.

parting 2 : Jess

Jess and I started dating the summertime after my Freshman year of high School. I most certainly wanted to get lay, but I was very nervous about doing anything forcible with Jess. She is still a family ally and most certainly still was back then. Her category still lives across the street from my relatives and our families still get together sometimes. I'm sure they thought for sure we'd marry, but it just was not meant to be.

Jess surprised me by wanting to get physical almost correctly away. I was afraid to hold her manus, she grabbed mine. Even her Dad seemed to boost us to be a short closer than I was ready for. One metre we were watching a motion picture on the couch. I was sitting with some space between Jess and I and he came by and pushed me over onto her shoulder. I guess the old man wanted me to have more game that I was having. It was confusing though, since Jess's parents were somewhat religious. That was month 1.

In private, Jess was even a little more forthcoming. Month 2, she kissed me first and then grabbed my hand and put it on her ample teenage breast. This progressed eventually to making out. By calendar month 3 she upped the ante and started grinding my pecker through my dungaree when we would throw out. I was always block leaving her house while trying to make sure her parents didn't see the cum spot on my boxershorts or jeans ! calendar month 4 she started taking our shirts off when we would make out and having me wager with her knocker and suck on them. Month 5 the bloomers came off and we were grinding in our underclothes.

By this point, I couldn't take anymore. I wanted her pussy. In calendar month 6 we progressed to oral exam, but it just wasn't enough for me. This is where things took a fragile turn. We were both completely horny for each other, but we couldn't find the right place to get sex the first time. I got her out alone in my Mom's mini-van ( I was 16 and driving by then ) but she wouldn't let me jazz her in the mini-van and instead gave me a hot ass reverse job. ( The mini-van would eventually be the site of one of our most memorable nights together. I still recall that one when things aren't going great in my marriage, but that is one for another meter. ) We hit several political party that Oct together but the timing was never right. I was beginning to get frustrated with the site.

By this point, I was living across the street from her. My Step-Father and I were fighting and so my congenator took me in. This gave us more prospect, but there were draw more watchful eyes and less reason to be tooling around in the car. Finally, it happened that her parents were both at some function for her baby and didn't make Jess attend and my relatives were at work until at least 6pm. Things were shaping up nicely. I took Jess to my room and I undressed her as quickly as potential. I still remember she was wearing blanched panties with a pink outer boundary and amobarbital sodium bloom on them. I removed them and looked at her perfect piddling pussy. Just the right wing amount of chestnut brown hair's-breadth around it. Gorgeous by any standard. I undressed and we made out for about 20 minutes. When I couldn't stand it anymore, I rolled over on top of her and chafe my bare pecker against her bare kitty-cat. I did this for a bit as she moaned and cursed under her breath with the pleasure. I lined myself up to go in when she asked me,"Do you have a rubber ?"

Fuck me I thought. I reached over to my bedside table and got one out. I ripped spread out the package and fumbled with the thing. I had never used one and had only briefly been schooled in the idea. I tried to roll up it over my dick but it was really tight and I couldn't get it comfortable. Meanwhile, Jess was rubbing her minuscule clit furiously. I told her I was having problem with the prophylactic. I told her we'd probably be alright since it was our first time. Being stupid teenagers, we probably actually believed that bullshit. She said o.k., lets do this.

I lined myself up against I rubbed my cock in her succus and stroked over her button a distich of time. Then I lined myself up with her vagina. Her pussy. That beloved hole. That place I had longed to be since I first learned what sex was at 10. In my deficiency of knowledge or experience with pussy and my upheaval, I just kind of jammed myself in. Jess's oculus bugged out and she said"OH"very loud. I stopped worrying that I hurt her. I definitely had, but it was only temporary. I was for sure to burst soon I just knew because of the new aesthesis and the hotness. Her slit was hot and wet around my gumshoe. There is just naught like pussy to be true. I was an opportunist and I had plenty of ass before from boys and a brace of girls, but pussy was a new high. Electricity coursed through my dick and all throughout my torso. I'm sure sex has felt as dear since, but I really couldn't William Tell you when. I thrust myself into her for about 3 or 4 minutes tops and then unloaded a pelter of cum I don't think I've ever unleased since. My tool jibe and shaft for a solid 30 bit. When I pulled back I saw my boy-cream fall out of her and run down the crack cocaine of her puss over her ass. It was fucking hot.

I grabbed my boxers and cleaned up the mess. This would be the first of many times. Jess got on parentage control not long after that because, once you've had the existent thing, going to condoms in kind of a drag. I still regret the way that I broke it off. Jess isn't near as hot as she was back in High School, but I could easily fuck her every day and get off every fourth dimension in her middle age just because of the hotness of the retentivity. She is definitely one of my front-runner masturbatory memories .
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