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


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

I never got into Manda's little pussy, ( hat's off to whoever got that piffling hot fucking cherry red ) but Manda was the first lady friend that ever saw my peter and that I ever saw naked in the flesh.

Manda's buddy Jerry and I were protagonist. Years earlier at the hands of another protagonist I had discovered how using donjon & Dragon I could get other Kyd to office play with me and do sexy material. My admirer and I had traded blow occupation and it even progressed to anal, but that was before any of us had even really reached puberty. I was probably the kickoff to arrive at it starting in about the 5th grade and enjoyed the company of Jerry and a few former acquaintance throughout Junior high gear. One hot, humid, SE Lone-Star State summer day in 1996, Krauthead and I decided to bring our version of D & D and patsy around. We went out to his barn and climbed up in a trivial loft domain that was out of sight to prying full-grown centre. Unfortunately, we couldn't shake Manda. I looked at Jerry and just sort of smiled. We didn't need words, he knew I was thinking about my first pussy. We explained the principle to Manda and how the game might go, and she seemed game enough and wanted to play.

The start match of brush in the game involved Jerry and I losing articles of clothing. We worked up to a kiss between us before we made surely Mandi was damaged by a young blacken flying lizard and had to lose her shirt. She had no breasts to verbalise of and was More than felicitous to lose her shirt due to the heat. We progressed until Krauthead had to give suck my prick. I pulled my undies down and my erecting stood our from my body, my black pubis clinging to the stand of my dick. Jerry was a great cocksucker and got to work. I didn't let him bring me off and I think Manda found that slightly disappointing. She was watching with rapt attention the altogether fourth dimension. The next bout I ended up blowing Jerry. Krauthead had only the feintest blonde pubes near his cock. I recall his nectar was always quite mellisonant and that day was no exclusion. 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 little.

Finally, in the course of the game Manda"died ”. The way we played, the only way to get back alive was to do a sex act. Manda didn't wishing to do anything with her brother, she said that was"gross ”. Jerry just grinned at me. So we tried to get Manda to imbibe me. She took a lick of my cock tentatively and started to put the head in her rima oris. She put her head down and gagged herself shooting up for air and saying that she just couldn't suck my shaft. I was thinking damn it, girl ! I needed release by that point. I asked her about her pussy and she didn't flavour comfortable having vaginal sex, but she was open to anal. So, I flipped her around over a lilliputian mesa that was in the attic. Jerry and I had been at this for some fourth dimension and so we made certain we had vasoline. I dipped my fingers into our stolen vasoline and started working a digit, then two into Manda. She moaned and moaned saying matter like,"Oh it feels so foreign, so good."And"Oh it tingles, it tingles."Finally, I decided she was ready. I lined my hard on up to her pucker and I pushed slowly.

Manda yelped loudly. I shushed her because Iwas worried about mortal listening us and catching us in a rather compromising billet. She quited down and I kept applying pressure. small by little my cock entered her little asshole. I pressed and pressed until my lump were touching her pussy. I waited a moment letting her adjust, then I started to stroke. I had been doing anal retentive for a while by that point, so I could normally restrain out a right bit, but with a new cooperator and, moreover, one who wasn't male person, I was in a fog of hot pants. Manda was loving it. She was moaning, breathing hard, and rubbing her little clit. It didn't take long before I was emptying the contents of my balls into Manda's hot ass. As I was doing so, she hit an orgasm and yelped again. Her comrade jumped up on the table and put his had over her backtalk so she wouldn't cry out so much.

I withdrew my putz slowly. As I did, some of my boycream dribbled out and down the pass of her ass and over her pussy. She hadn't wanted to kick in the pussy up, but I'd still like to recollect my semen was the firstly that made its way into her. I wanted to love her pussy so bad, but all I ever eventually got was a small outercourse from her before she got a boyfriend and didn't want to bet with me and her Brother anymore.

Part 2 : Jess

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

Jess surprised me by wanting to get strong-arm almost right away. I was afraid to have got her hand, she grabbed mine. Even her Dad seemed to encourage us to be a little closer than I was set for. One prison term we were watching a movie 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 hold more secret plan that I was having. It was confusing though, since Jess's parents were somewhat religious. That was month 1.

In common soldier, Jess was even a little more forthcoming. month 2, she kissed me first and then grabbed my handwriting and put it on her sizeable teenage breast. This progressed eventually to making out. By month 3 she upped the ante and started grinding my turncock through my denim when we would make out. I was always embarrassed leaving her house while trying to create 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 play with her bosom and sucking on them. Month 5 the pants came off and we were grinding in our underwear.

By this full stop, 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 slight turning. We were both completely horny for each other, but we couldn't find the right space to bear sex the initiative 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 fuck her in the mini-van and instead gave me a hot ass reversal job. ( The mini-van would eventually be the site of one of our most memorable nighttime together. I still recall that one when affair aren't going great in my marriage, but that is one for another clock time. ) We hit several parties that October together but the timing was never ripe. I was beginning to get frustrated with the situation.

By this level, I was living across the street from her. My Step-Father and I were fighting and so my congeneric took me in. This gave us more chances, but there were lots 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 babe and didn't make Jess attend and my relatives were at work until at least 6pm. matter were shaping up nicely. I took Jess to my room and I undressed her as quickly as possible. I still remember she was wearing whiteness scanty with a pink bang and blue flower on them. I removed them and looked at her perfect little kitty-cat. Just the flop sum of money of chestnut tree brown hair around it. Gorgeous by any touchstone. I undressed and we made out for about 20 minute. When I couldn't stand it anymore, I rolled over on top of her and rub my bare pecker against her bare pussy. I did this for a bit as she moaned and cursed under her breathing place with the joy. I lined myself up to infix when she asked me,"Do you have a condom ?"

piece of tail me I thought. I reached over to my bedside table and got one out. I ripped open the package and fumbled with the thing. I had never used one and had only briefly been schooled in the idea. I tried to rove it over my dick but it was really wet and I couldn't get it well-situated. Meanwhile, Jess was rubbing her little button furiously. I told her I was having trouble with the rubber. I told her we'd probably be alright since it was our first time. Being poor fish teenagers, we probably actually believed that horseshit. She said fine, lets do this.

I lined myself up against I rubbed my cock in her juices and stroked over her clit a couple of times. Then I lined myself up with her vagina. Her pussy. That honey maw. 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 excitement, I just kind of jammed myself in. Jess's eyes 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 sure to burst soon I just knew because of the new sensations and the hotness. Her pussycat was hot and wet around my dick. There is just nothing like pussy to be honest. I was an opportunist and I had peck of ass before from boys and a couple of girls, but twat was a new high. electricity coursed through my hawkshaw and all throughout my body. I'm trusted sex has felt as good since, but I really couldn't Tell you when. I thrust myself into her for about 3 or 4 hour tops and then unloaded a torrent of cum I don't think I've ever unleased since. My cock shot and shot for a self-colored 30 moment. When I pulled back I saw my boy-cream fall out of her and run down the chap of her twat over her ass. It was fucking hot.

I grabbed my boxers and cleaned up the mess. This would be the first of many prison term. Jess got on parturition ascendancy not long after that because, once you've had the real number thing, going to condoms in kind of a pull. I still regret the way that I broke it off. Jess isn't near as hot as she was back in High schooling, but I could easily fuck her every day and get off every fourth dimension in her in-between age just because of the pepperiness of the memory. She is definitely one of my darling masturbatory memories .
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