My buddies Mom – by iamscrwd

A true sex story: My buddies Mom – by iamscrwd. This is about Russell’s Mom. o start with, my name is Jay and my best buddy for most of my life has been Russell and this is about my 18th birthday. Well at least the celebration of it the weekend following my 18th birthday. As I was still in High School had to wait until the following weekend to whoop it up and that is just what Russell and I had planned.

A true sex story: My buddies Mom

by iamscrwd

True Story, Consensual Sex, Cum Swallowing, Male / Older Female, Oral Sex, Teen Male / Female

Given to a friend to post

So early Friday evening I drove over to Russell’s house to pick him up with plans for both of us to head up to my parents cabin for the weekend that was close to a small country bumpkin college town inundated with plenty of hot co-eds. Granted Russell and I were still in High School, but both of us being of larger stature, we could pass for college kids. Even though Russell was just a young pup of 17.

Arriving at the Wagner’s home to pick up Russell, I was met at the door by Lori. Lori is Russell’s 16-year-old sister that goes to the same school as we do. Lori is a very hot looking chick, and she knows it, teasing any swinging dick she comes across. She also has an antagonizing habit of putting me on the spot with her questions that should be private.

Lori of course was dressed to the nines waiting to go out on a date. She was wearing a slinky mid thigh length, low cut dress that accentuated her youthful figure. She had yet to fill out her chest, but still managed to have a cleavage with the help of a push up bra. Her legs were absolutely perfect though; from toes to thighs it appeared that they were off a well-formed mannequin.

Me being me, of course I tried to visualize what she looked like under her clothes. It helped as Russell and I a few months ago, were tasked to run to the local under garment boutique for Lori and Mrs. Wagner, to pick up a few items for them. Mrs. Wagner gave us instructions to give a certain attendant a card with Mrs. Wagner’s and Lori’s critical measurements in which the attendant could confirm the proper item was shipped. Of course we had to look at the card. It showed Lori being 5’3” to 5’4’ tall, weighing 110 lbs, with measurements of 34-22-34 and specified large A/small B cup. Now Mrs. Wagner’s critical measurements were 5’7’ to 5’71/2”, 135 lb, and having a 36-26-37 figure specifying a full C cup (nice to know, even though she was older, I did have more than one self induced orgasm thinking of her).

So, with me thinking about whether or not Lori had graduated all the way to B cup status, she led me into the kitchen and told me to sit at the table. After I took my chair, Lori went to the other side and before sitting down herself; she bent over the table pushing a bowl of fruit towards me. This allowed a full view of her chest right down to her belly. Ok, she had made it past the teacup size but was not yet up to cereal bowl size. What I did pick up on were the 1/3 visible rounds of her areola’s above her push up bra. My staring it did not get lost on her as she woke me up out of trance by saying:

“Hey idiot, those tits are jail bait now that you are 18 years-old”

I stammered, ”Ah…what?” as she sat down across from me.

Taking full advantage of my condition she continued, “too bad we did not hook up a few days ago, you might have had an opportunity to get a touch of my tits, maybe I would have even let you kiss them. Maybe I would have even allowed you to fuck me, maybe.”

By now my dick was harder than granite with the thoughts of what she just said swirling in my mind. Along with my mind’s eye painting a picture of Lori’s nude body spread out in front of me.

“Hey dickhead, get your mind out of the gutter” Lori shouted.

With that she pulled one of her tits out of the top of her dress, exposing an exceptionally large nipple and areola. She looked at me an said,” yep, too bad, you might have been able to have this” and then pushed it back in place.

She leaned on her elbow and said, “ from now on seems as though you will have to go after older women…or just old women.” She said with a laugh, “ maybe my Mom’s got some friends you could hook up with”.

Apparently from the expression on my face, Lori came back with. “What you think my Mom’s too old, not good looking enough?”

I relied, “ no, not at all, she is great looking for someone in their late 30’s”.

To which Lori responded, “ will you admit she is hot?”

“Absolutely”, I came back hoping Lori would drop it.

“Oh yeah, would you fuck her if you had the chance?” Lori shocked me again.

Not knowing what to say, I just shrugged my shoulders.

To which Lori responded, “ I can visualize your little dick trying to fuck Mom’s pussy, turns you on doesn’t?” She waited a second to let it sink in, then asked, “Answer me, you would, wouldn’t you? You are probably so horny right now that if you touched your dick it would explode thinking about my Mom.”

I blurted out, “yes, yes I would…your Mom is one hot 38ish woman, thank God she is married and looks at me as just kid.”

“40” Lori said. “ My Mom’s 40, now how do you feel?”

To be honest, at this point it did not matter, in fact it turned me on even more especially with the knowledge it would never happen.

“Well Jay, here is the scoop” Lori matter of fact stated, “ Russell left with my Dad this afternoon and will not be back till late Sunday or possibly early Monday. Fortunately, you might have a chance to get into my Mom’s pants because you are now elected to escort my Mom to a banquet tonight. Of course the fucking thing will just be a chance in a million with Mom, but if you take her, I promise that some day you will be able to put your little dick in this.”

With that Lori stood up and pulled the front of her dress up exposing her pussy to me, spreading the lightly haired lips allowing me to see the moist inner folds of her cunt.

You will take her, will you not?” Lori aked.

Again I stammered, “Yes, absolutely…when?”

“When what?”

“When can I fuck you?”

“We will discuss this after, remember that I am now jail bait”. She said. Then walked up to me and wiped her cunt juice covered finger across my lips.

Lori turned and yelled up the stairs, “ Mom, Jay will be glad to take you tonight. I’ll get him into Dad’s tux since they are about the same size.” She turned to me and said, “come on, have to get you ready quickly, my date will be here within an hour.”

Lori led me into the guest room, where a tuxedo was laid out on the bed.

She said, “hurry up, we do not have all day…strip. Do not be a sissy, you are going to need help, so strip.”

I quickly stripped down to my briefs, to which Lori laughed, “ you have got to be kidding, little boy underwear?”

She walked up to me and in one hard yank, ripped my shorts right off of me.

Looking at my dick, Lori said, “heck Jay, would never have realized it, but you have at least a normal size cock, I am surprised. Good size balls too, think you will have to go commando tonight just in case Mom gets a chance to cop a feel”.

I started to protest, but Lori grabbed my scrotum and said. “Quit being a baby”.

With that I completed dressing in the tux with Lori tying the bow tie, slapping some after-shave on me, and then handing me a Rolex to put on my wrist. Standing in front of the mirror, I do say that I was transformed in to a young good looking cosmopolitan stud.

Lori guided me out to the living room just in time for Mrs. Wagner to enter

She was stunning! Her black hair pulled tight into a ponytail on one side, yet framing a sophisticated gorgeous face with perfect makeup accentuated by bright red lipstick. Her black bare back satin dress had a deep V in front that opened to half way between her semi-exposed full breasts and her belly button where a thin rope of material acted as a belt with the long leads set off to one side.

The dress culminated about mid-calf with a slit extending up the side of her right leg to just below her hip. Her four inch stiletto high heals accentuated her long shapely legs and when she moved the slit exposed just a hint of her lower right ass cheek. As she moved her breasts swung unencumbered yet firmly within the small confines of the loose silky fabric which must have been rubbing just ever so on her nipples as you could make them out through the cloth when her movements pulled the top of her dress to her body.

Mrs. Wagner walked right up to me, taking my hands and placing them on her hips, then placing her hands on my shoulders. Her smell was exquisite, almost closing my eyes as I breathed in the scent. It was as if I was in a different world, but I could feel every hair on my body standing up on their own as if being pulled from the outside by a magnetic force being emitted by her body, wanting to draw my whole body to hers.

Mrs. Wagner asked, “ Well Jay, what do you think? I hope that you will not be embarrassed by escorting and older woman like myself.”

I coughed, almost choking, “ Mrs. Wagn…”

She put a finger to my mouth and said, “From now on, please just call me Rachel, so what do you think?”

Trying to get our the right words I said, “Rachel, you are absolutely beautiful and am not only honored to be your date, I am totally at your service.”

She leaned towards me and said, “ let us hope you do not regret that”. And placed her luscious lips against mine, with her hand moving to the back of my head to pull me tighter. Our mouths slowly opened as I felt her tongue work it’s way into my mouth. I fully accepted her tongue alternately sucking it and then probing the inside of her mouth with mine. I slowly moved my right hand up her body from her hip stopping just below her left breast, it soft weight could be felt on the top of my hand. She never faltered, moving her right hand down the front of my body until she reached my belt.

Then Lori coughed loud, telling us, “Ok guys, break it up, you have all night.”

That broke our embrace, but as we separated Rachel allowed her hand to slightly brush my cock through the front of my pants. This stopped her momentarily, kind of an expression of surprise on her face, then a slight smirk as she turned away. I do not know if this was because she discovered that I was not wearing underwear or because my dick was hard enough to pound nails, never the less the front of my trouser stood out quite a bit.