Darrell’s High School Teacher Experience [MM118]

This week’s Masturbation Monday story is written by “Mr. Darrell.” He has shared a few of his stories withmasturbation-monday-badge-small me. I mentioned that I would be willing to post them on my website. Here is one of his stories. I did go through and edit the punctuation.

The weather was changing and so was I. This was going to be my last year of school. I really toned up over the summer. My boyish body was just about gone. I put 10lbs of muscle on in my arms chest and shoulders. The girls really noticed me and were more friendly than I remember. They started hanging around me a lot more during our lunchtime. Most of them started showing more of a womans body then the girlish type.

I’m an ass man. I really get off on a nice looking ass. The kind of apple bubble type and a nice healthy pussy. The kind of pussy that makes you want to get all up in there with your face and get that tongue flicking really fast on that clit knob. The lips swell up and fold outwards like a flower blooming then her juices start flowing out.

With my newly developed body, I’m feeling pretty good about myself. I need to find me one of those girls but it will be difficult cause I never was the type to just go after it. Everything I know is from magazines and skin flicks, if they only knew what my pornographic mind was thinking.

We were about mid way through the 12th grade. I haven’t had much action but my confidence is a lot better. I’m not ready to let the freak out yet, still shy in that area. One of the teachers I have has an ass that I wanted badly. I purposely picked the back of the class so I could oggle her, undress her with my eyes.

One day I think she caught me cause I was mesmerized. my eyes were fixed on her crotch, I just stared. I didn’t realize she was looking at me, so what does she do, she puts me right up front. Right where she had a good look at me from her desk, shit my mind fuck was over. I can’t even get a boner with my sexual thoughts of her. she had me and she knew it. she always wear these tight-fitting jeans with a nice blouse and just looked so fucking hot.

Schools almost over, the weather is getting warm. One day I went to class and Ms. Crape was wearing a dress. I was like ok she looks kind of nice, can’t see much booty but she was just gorgeous.  So she’s doing her thing and she sits at her desk kind of facing me. I’m taking notes looking all student like, always glancing over to sneak a peek at her. No fucking way, she had her dress hiked up just enough for me to see that she wasn’t wearing panties. FUCK ME! She sees me looking, she can read my thoughts from my face expressions. She gave me this sultry alluring look, it was the come fuck me look.

It was the last class of the day and she knew exactly what she was doing, cause when class was over I couldn’t stand up. I had a rock hard erection. I have a pretty big cock. the class clears out and she walks over to the door, looks down the hall then comes back in. She locks the door. There were no windows in this room. She walks over to me grabs my arm and sits me in her chair. She straddles me face to face. I’m going nuts like what the fuck is this really happening. She knew I was way out of my league, but she is the teacher and teach she did. she does a little lap dance letting her pussy lips glide back and forth over my bulge. When she got up it was wet with her juices. I could blow a wad right in my pants.

Image courtesy of radnatt at FreeDigitalPhotos.net

Image courtesy of radnatt at FreeDigitalPhotos.net

She says “stand up and let your cock out. I can feel your pulse through your jeans.” I was so fucking hard, it was different to unbutton my pants.  I get my cock out and its dancing, thump thump thump. it was throbbing so hard, it’s never been like that ever. I couldn’t cum piss or nothing. It felt like I could fuck for an hour and still be hard. she sits on her desk and spreads her legs. She tells me “gently run your hands up and down the length of my legs then suck softly on my toes, working your way down with wet kisses between my thighs.” So I do as she told me and just before I get to her glistening wet fuck hole. she says “now kiss my pussy, make out with it like regular kissing, use your tongue the same then work it where your tongue is fucking my hole. Suck on my clit and flick your tongue quick on it, push down with your tongue and suck real hard at the same time. Pull out, let my clit pop out and do this routine over and over till I cum in your mouth.”

I’m going at it and she’s thrusting into me, pulling back shaking her ass. It was wild. It was all I can do to stay there. I’m fucking munching away at her box like a crazy person. I didn’t want to stop, she grabs the back of my head and pulls me in and shoves her pussy in my mouth.  I hear squeesh and she cums inside me. I was like fuck ya, she gets down and sucks my cock. My cock is fucking so hard. She turns, bends over the desk and says “you can fuck away cause I’m wet and ready just put it in and go deep. I want to feel your balls slapping my pussy.  Just beat it up, fuck me hard and fast. Get a good grip of my waist and do it!”

So I do, I’m fucking her deep and hard. I can feel my balls bouncing off her clit hard too. She started off pushing back but I was in control, it was all me. I fucked her hard and fast as I could. Pulling back with my arms, thrusting at the waist. Shes screaming “FUCK! FUCK YA! OOOHHH FUCK ME! FUCK ME! I’m going to cum! I’m going to cum!”

She says “DON’T STOP!!! Cum inside me! Yes Yes ram it deep. Cum for me!!!

I filled her pussy full of my jizz,  came so hard that I almost collapsed. i pulled out, cum was dripping out of her gaping beat up pussy. I got dressed. She stayed in the classroom.  What a great teacher she was!!!

Mr. Darrell loses his Virginity. [MM114]

This week’s Masturbation Monday story is written by “Mr. Darrell.” He has shared a few of his stories with me. I mentioned that I would be willing to post them on my website and to share them with the internet, if he was interested. Here is one of his stories. I did go through and edit some of it. However, I did try to keep most of his original writing.

It was the summer of ’75 when I became a man. Some new neighbors moved into the house next door to us. I was developing physically and had more interest in girls. I was curious and had this weird feeling every time I was around them. I was too shy to speak and say what I really had on my mind. The new neighbors had a boy same age as me, we became friends.

One day he had me over to his house, his mother was the only one home, his father worked long hours. When I met his mom my body went nuts. I didn’t know what to think or do, she was beautiful. She had a body that was so desirable, I felt my dick getting hard in my pants. I couldn’t control it and had to leave. I went home to my room and locked my door. I had to jerk off, the release was incredible. My body shook as I shot my wad, it was addicting. I was a slut but only in secret. I was jerking off 2 times a day.

The girls in school would wear these pants where the seam ran real tight up in the crotch, separating their pussy lips and right up the ass crack. Just imagining what it looked like as my dick was sliding in and out of their hole. I would get home and jerk off with the thought.

Some years had passed and my routine remained the same. I had magazines and had seen a porn movie once, but I was still a virgin. I had all these sexual things going off in my mind. What I would like to do with a girl some day, all that tension building up. I wanted to try everything. My mind was too advanced for the way girls my age thought of sex. I noticed my dick wasn’t a dick. It was a cock, big and thick from all those years of jerking off. I was afraid to show it to any girl because of what they might say or think because of its size.

One day I was at my neighbor’s house looking for my friend, he wasn’t home. His mother told me to come in and sit down so I did. She had this look in her eyes that I’ve never seen. It was sexy and seducing. She told me “you know your bedroom window is straight across from mine don’t you?” I started to feel embarrassed and tongue-tied. She said “relax, its ok.” I was surprised. She continues “you know I’ve watched you for some time now and I noticed you have an unusually large cock. I been pretty lonely at times. I couldn’t wait for you to get home and go to your room, because I would sit and watch you. I wondered how your big cock would feel inside me. How deep can I take it, watching you stroke its long thick shaft, wondering what you were thinking as you were stroking it.”

I was floored, my cock was growing inside my pants. I started to tremble. She noticed, she wanted me go with her to her bedroom. She undresses in front of me and my cock was pushing so hard on my pants there was a gap between the waist and my stomach. She comes to me and kneels down in front of me.  She was trembling at the thought of soon she will know how deep she can take my cock. I had just turned 18, I was still a virgin.  She got even more excited. I said “there are so many things I want to do sexually.” She said “let’s do them.” She pulled my cock out and couldn’t believe its size. She says “we will have to go slow cause I want to feel every inch going deeper and deeper. When I’m all stretched out you can fuck me good.”

[Read More of Cat’s Guest Blogger’s Stories]

She puts my cock in her mouth and can only get a little passed the head, soon she was able to get 4 inches deep. She gets up and she lies on the bed with her legs spread wide. I knew what I wanted to do. I’ve dreamed about it for years and to be with an experienced woman for my first time. She was beautiful. I got my face down there and started licking all over her lips and ass. Dipping my tongue in and out, pushing down on her clit and wrapping my mouth around her pussy and suck as hard as I can and pull back till her lips pop out my mouth. I was tongue fucking her ass and pussy, she hikes her legs higher and pulls her ass cheeks apart. “Fuck my ass some more with your tongue!” After a few minutes she says “put your cock inside me.” She spreads her lips. I put the head at the opening and started to push the back out, push then back out. She was wet, the head slips in her hole. “Slow and steady.” she says. I start pumping, going deeper with each thrust. She starts squirming around thrusting into me. We have more than half my cock inside her wet silky hole. I continue pumping this time long strokes, pushing deeper, she’s moaning and tensing up. My white cream gathers on my shaft, when I’m pulling back her pussy lips are hugging the shaft.  I can feel it gripping. I start fucking her faster and deeper. She sounds like she’s in pain but tells me not to stop. “Fuck me, fuck me,” she screams. I really start giving it to her. She starts to shake, my cocks ready to burst. A few more strokes, I can’t hold back, one more deep plunge in that hole. I pull out and she squirts all over my cock. I asked “what was that?” She whimpers “you made me squirt.” This was my first sexual experience.

Masturbation Monday

Written by Guest Writer – “Mr. Darrell.”

Happy Birthday [Guest Post]

A Guest Post written By Laura Varnishe of School of Squirt

I have been a rather sexually open person for quite a few years now. There isn’t
much that will make me blush and certainly nothing that’s too uncomfortable, within
reason. Three years ago, I learned exactly where I draw the line in the sand!
It was my birthday and all I wanted from my boyfriend that year was birthday
spankings! I couldn’t wait to get back to his house to simply ravage him, but I was
having a good time with him at dinner. Not to mention, it was a tradition between he
and I to give the wrapped gift during dessert to whomever’s birthday it was. Right on
schedule, he handed me a beautifully wrapped rectangular box with a huge bow on it.
However this year he said, “I know we always open the gift during dessert, but this
year you’re going to want to wait until we get back to my house”. I grinned, knowing
that it probably had something to do with my birthday spankings.
Sure enough, we got back to his house, and before we did anything else, I opened
my birthday gift. Now I’m sure you think your boyfriend or husband is the best, but
my boyfriend really is. He had picked out a very expensive vibrating dildo with all of
the bells and whistles, including the rotating feature that causes the dildo to squirm
around like a snake. AND he bought me a new squirting DVD with my favorite
squirting queen, Cytheria.
Yeah, he is the very best!
I was so excited and wet by the time we got out of our date attire and hopped in
the shower, that I could barely stand it. I had been so excited to be spanked a lot that
night, but I could no longer think of anything but that glorious piece of machinery he
had bought for me. I finished up my shower, grabbed the DVD, and went to the
bedroom to see if he had gotten batteries and what not into my birthday present.
When I entered the room he had everything ready for me, including wine and a
new whip. I was ecstatic! I would surely never forget that night. But as that thought
entered my mind, I had no idea how true it was. You see, he has a pretty big house,
with five bedrooms, one of which belongs to his Mother. She’s a pretty typical old
lady, up at six AM, asleep by eight PM. She was also hard of hearing and refused to
get hearing aids because she refused to admit that she was losing her hearing.
Needless to say, we had never had an issue with waking her up, regardless of what we
were doing. We had thrown loud parties without her waking up in the past. I wish we
would have known that my boyfriend’s sister had finally talked their Mother in to
getting her hearing checked, because she was now fully equipped with a high quality
pair of hearing aids. I digress.
We had both been looking forward to my new toy since I opened it, and I could
barely contain myself when I walked in to see my sexy man and his stiff cock just
waiting for me. Since I had just gotten out of the shower, I was already naked, and
my hormones were had been running so my pussy was soaked. I turned on the DVD, laid back,
spread my legs, and said, “will you teach me how to use this?”. A devious
smile crossed his face as he picked up both the dildo and the whip.
Smack, right on the thigh. Smack, right on the thigh again. Smack, right on the
clit! I let out a loud cry. It felt so good, “again”. Smack, smack, smack, right on the
clit. I was soaked. He slowly pushed the dildo into my cunt and turned it on. I
couldn’t believe the pleasure that was running through my body. I had goose bumps
everywhere. I was moaning so loud, we couldn’t hear the knock on the door. I was
ready to cum. My body tightened and I began to shake as my pussy squirted all over
the hardwood floor.
I don’t even think a full minute went by, when suddenly the bedroom door opened
and smack. No, it wasn’t the whip on my clit or my thigh, it was his Mother and her
new hearing aids. She had slipped on the puddle of cum that was on the floor. That
was undoubtedly one of the best and most embarrassing nights of my entire life!

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