We rejoin the party and I try to mingle a little as things wind down and most of the guests leave. I get a light hug goodbye from Marta, which for me is odd. Not sure what she's got to say to her brother and boyfriend about me but I honestly don't care either. With most of the guests gone we're left with only one or two that have to be put into guest rooms due to alcohol poisoning. Mom is not one of them thankfully and I get another big hug from her before turning in and trying to get some real sleep.
You know that feeling when something is very wrong and you have to wake up and see what's going on? Well that's where I'm at right now because my door moved and now someone is in my room and stumbling around. I figure on it being anything from Mom happy and checking on me to Abby coming in to cuddle or something for helping her and Marta so I go to sleep and wait to see what happens. I can hear some moving around, then there is some shuffling like they're trying to find something and then my blankets are pulled down just enough behind me that someone is now in my bed. I can feel them behind me inching closer and the breasts against my back let me breathe a small sigh of relief that it's not a college male behind me. Whoever it is behind me has fully pressed herself against my back and is now playing with the waistband of my underwear and now has my penis in her hand. Slowly she is stroking me, taking her time almost getting me hard. Problem with that is that getting me hard isn't difficult and she's got me hard as a rock. I can feel her breath against my neck and smell her perfume… perfume? I didn't think Abby wore perfume. I groan, distracted as she works me up and I'm pushing my cock into her hand as she strokes me with the sole purpose of ruining my underwear. I groan and begin to cum when I hear a more mature voice in my ear.
"That's it, cum for me big boy," I recognized the voice a little.
She doesn't let me move much, just holds me while behind me and makes sure every drop is drained into my underwear before pulling her hand away. The blankets are pulled down and I roll onto my back to see, if I'm not mistaken, Mrs. Lawson.
"Young, can make a drink and can sing, not to mention a penis most men would be envious of," the older brunette woman informs me.
Okay older is a relative term but she's early forties and wearing a tight t-shirt with no bra and her breasts are big and firm. I can't see much about her face in the shadows but she's smiling and she has a look in her eyes that I'm not sure is good for me as she crawls down the bed and removes my underwear. I don't know where she came from, okay probably a guest room, but after a couple seconds of licking the length of my cock and then moving her mouth around to clean up some of the mess she helped me make I don't really care. Coming once just a minute ago was good but now Mrs. Lawson, not sure of her first name, has me in her mouth and is all the way down to the base of me. One inch, she is only letting one inch of me in and out of her so the rest of me is in her mouth and throat as she sucks me fast and hard. It hurts a little with her trying to get me to finish again and when I look down I can see her eyes staring up at me, watching me like a hawk as I 'suffer' at her mouth fucking me. I'm fully hard and groaning a little as Mrs. Lawson fills the room with sucking and slurping noises but it's the pain I'm feeling at the tip of my cock somewhere in her throat. There is nothing gentle about what she's doing as I want to pull her off, have her slow down, he'll just take a breath or something. The answer to that is nope, she doesn't stop and now my balls hurt like hell because I'm going to cum again. I grab the sheets and groan when I feel hands taking mine and moving them from the sheets to her head. I hold Mrs. Lawson's hair gently and she corrects me to hold her head and with a little force. Harder and faster she mouth fucks me, I forgot where I heard that term… probably porn, and when I cum the second time I end up holding her head in place and forcing the last inch of my cock into her mouth and cum down her throat. It's a hard orgasm and I think my eyes rolled to the back of my head at one point but I let go of Mrs. Lawson's head and just lie on my bed breathing hard and possibly passing out. At some point Mrs. Lawson rejoins me at the top of the bed and when I finally look at her face she's smiling and has that look again.
"What did I do," I ask, catching my breath.
"Nothing yet but I'm hoping to teach you a little something before I head back to my room," she informs me with a smile, kind of like a cat staring at a mouse.
"Wait, teach me what," I ask and she keeps smiling.
And she's stroking my cock again with her hand and I'm sore. So sore I am getting hard at her touch like it's a defense mechanism. I'm hard and my body isn't sure I want to be but Mrs. Lawson almost pulls me onto my side and using her free hand pulls my own hand to her pussy. She has hair down, small short hairs and they're covered by a pair of panties and I'm not feeling much fabric. When Mrs. Lawson spreads her legs a little for my hand and slowly starts grinding against it. This is a little odd, it feels odd but I'm hard for some reason and it hurts. The sore achy kind of hurts like when you are tired from running but still have to keep going because the dogs aren't going to stop chasing you.
"Now this is where you learn something. Now get inside me," Mrs. Lawson commands and I move over top of her.
"Okay but I'm pretty well spent," I move myself between her legs and yet she doesn't let go.
"This is where you learn about being a man," Mrs. Lawson says firmly and pulls me firmly inside her," Now get it all the way in."
I push deep, it hurts a little but I've already got off twice in less than a half hour so I think I'm allowed to hurt a little. Mrs. Lawson is hot inside and the grip on me is tighter than Lex and it's not comfortable. I try to move and that's when I feel her legs wrapped around my ass. I'm stuck inside her and it's hard but I can't move and I want to.
"Hurts," she asks and I nod a little," want to quit?"
"I don't know," I answer and while I feel good it still hurts.
"See here's what is going to happen; I'm going to make you cum again. Now you are going to have to figure out whether or not I am, and Guy," Mrs. Lawson takes my face in her hand," I don't get off easy so you are going to have to work for it."
"Okay but this hurts," I start moving and she slams me hard with her legs.
"Then make it hard and make me feel it. If you are ever going to make a woman come back for seconds, thirds and cry when you put a ring on her finger then you need to fuck her like your cock is going to fall off or explode or both," she informs me and I groan as she somehow squeezes me inside her.
She lessens her leg grip on me a little and I can move enough to get going and I do despite pausing because it hurts a little. Every time I push into Mrs. Lawson she moves her hips letting me get deeper inside her and it feels amazing and painful all at once. I am grinding my teeth with pain and pleasure as she somehow clenches on my cock with her vagina.
"You're holding back," she informs me and I grunt," Don't hold back. When a dog fucks a bitch he doesn't hold back because it hurts, he fucks and fucks and feels like he's going to die so he whines and howls and finally he gets off and does a fucking victory lap around the bitch."
"Is there a point," I ask as she takes my face in her hands again, getting my attention.
"Do I look like a woman who is eight inches taller than an eighteen year old? The answer is no. Don't do me like an old man with a weak hip," Mrs. Lawson orders me and I am confused and angry.
Okay not angry but definitely a little pissed off. I'm propped up on my knees and hands over her and she's shit talking to me after getting me off twice. I keep my weight off her with some balancing and grabbing Mrs. Lawson's t shirt collar rip the fucker down the middle or so exposing her breasts before attacking the right one with my mouth as I speed up fucking her. Her hands are on my head and back holding me as I pound hard and deep, I can feel her legs loosen up and even though I'm in pain I'm not stopping. I pull my face from Mrs. Lawson's firm as fuck for forty breasts and see her face contorted in some sort of orgasm. I push myself up and off of her again and now that her legs aren't wrapped around my ass I can put them somewhere useful, like over my shoulders. I get the first one up and watch as Mrs. Lawson shifts her body. I grab the other leg and she fights me a little… fine, I drop the and sit up with one over my shoulder and take a long deep thrust into her straddling one leg and holding the other over my shoulder. I use my free hand to slap Mrs. Lawson's ass and she yelps a little in surprise, a second slap to her meaty cheek and she bites my pillow. I guess I'm too young for her or she hasn't been fucked in long enough that I'm getting her off when I realize I am in pain and I don't care. It's amazing how much I hurt but I'm still going to pull Mrs. Lawson's leg off my shoulder and roll her onto her back again only this time I have her pinned under me and her legs are wrapped around my legs and not my ass. I'm going harder and faster than I've ever gone running in my life and I feel like I'm going to probably die when I cum but I don't care as my face is contorted in a pre orgasm nightmare. I feel a hand on the back of my head pulling me in, it's Mrs. Lawson thank god, and my tongue is pulled into her mouth. Second time this has ever happened and I can taste almost half the drinks she's had the evening prior. All this pain and tastes and touch have me cum so hard I shake inside her and don't stop fucking as I buck and thrust. Mrs. Lawson pulls my hair back a little and I groan from everything loud enough she whispers for me to quiet down. I finally finish and feel like everything is drained out of me as I roll off and Mrs. Lawson pulls me next to her as I shake off the fact that my penis may never be the same again.
"That was good, got me going hard and I came a little then a lot. You are really good, should be proud of that tool you got down there," Mrs. Lawson praises me and I don't know what happens but I curl up and rest my head on her breast.
"I can't… I can't…," I get that far and I just shake and clutch her.
"Let Mrs. Cassandra take care of you this morning… oh wait, we already did that," she jokes and I just feel spent and used," You are a unique young man and if you ever want to do this again I'm going to clear my schedule for the date, okay?"
I nod my head in response and mercifully sleep takes over for me. I woke up as Mrs. Lawson… I mean Cassandra is pulling her bathrobe and sneaking out of my room with her torn shirt and a towel. Where did the towel come from last night and where was it? I don't know but I do roll over and find my underwear which I fling to the hamper and roll back over to sleep a little more, fuck running this morning. When I finally wake up from Abigail knocking and not waiting for a response she looks at me a little confused.
"Didn't you sleep last night," She asks as I wave her out so I can dress a little.
"Yeah just fitful sleep or something," I tell her through the cracked door while I dress.
It's underwear, jeans and a t- shirt this morning. I don't care about appearances right now as I head downstairs and see Mrs. Lawson who looks amazing and her son
who has a pissy look on his face as I make my way down.
"Loretta thank you for putting up with me last night but you know I don't drive drunk and Clark is just the worst driver sober or drunk," Cassandra aka Mrs. Lawson thanks my mother.
"It's no trouble Cassandra we're always here to help," Mom says and I smile a little at that.
Goodbyes are said and I get a hug from Mrs. Lawson and nobody else does before she makes her way out and to her car. Nobody picks up on it and I head back to my room before promising Mom I'll be down for breakfast in a bit or whenever it's ready. I get in my room for a split second before the door opens fast and Mark closes it after himself.
"Bro, how was it," he asks and I look confused," Cassandra, I know she came in here last night."
"How do you know she was here," I ask and he smiles big and stupid," Oh no you did not send her in here."
"I did, man she was worried you might not be up for it then that song and you making her drinks pretty much sealed it," he tells me and I bury my face in my hands.
"Why? Why the hell would you do that to me," I ask and now he's really confused," I can't get women on my own so you send them to me?"
"Bro she's not a woman, she is a Greek goddess sent to help show you how to get it the fuck done," Mark says it and I'm confused for a second.
"Wait… you and her? No," I ask and he smiles again, the dumbass.
"A couple years ago actually, I was good but girls got bored with me so I was drinking underage and Cassandra found me in the parking lot of an upscale place Dad doesn't know about hammered with a fake ID. After that when I sobered up she showed me the ropes and now girls come back for me and not my wallet," Mark explains and I groan," Bro, she's cool."
"Yeah but still, you had to send her to me," I ask and he nods.
"She helped me, I'm not going to say I was always good, I needed a lot of help. Did she have you make time to meet," He asks and I shake my head," Damn; you must have impressed the shit out of her."
"No thank god, my sheets couldn't take it," I joke and Mark almost falls over laughing.
We relax and while we don't trade details or stories we do joke and bond a little bit before heading down to breakfast. The two of us talking at the table across from each other has Mom in high spirits as tomorrow is Christmas and now I'm curious what is coming my way.