BEST PRESENT EVER: MILF NEIGHBOUR

BEST PRESENT EVER: MILF NEIGHBOUR

Summary: With sister’s help on New Year’s Eve, he fucks his MILF Neighbour.

Note 1: This is the third part of the Best Present Ever series. In Part One (Bitch Sister), Matthew turns the tables on his bitch sister making her his personal sex slave. In Part Two (Cheerleader Orgy), Matthew has a fun foursome with his sister and two other cheerleaders. Of course, I suggest you read the first two first, but this is a very brief summary of one crazy week in the life of our nerdy, well-equipped protagonist.

Note 2: Thanks to MAB7991 for his editing expertise.


BEST PRESENT EVER: MILF NEIGHBOUR

It was the 31st of December and other than a quick blow job from my baby sister Sandra, life returned to normal. The family had done our traditional double feature at the movie theatre we did every December 27 (I have no idea why, but it had become a tradition nonetheless), I met up with my old buddies for an all-night Marathon of Dungeons and Dragons on the 28th, and spent the 29th working on a paper in the day and played board games with the family and grandma, minus sis who was working.

That night, while the family played taboo, Sandra texted me.

Allison is back and she will be coming to meet you tomorrow afternoon…she is dying to learn more about Harvard.

I smiled, although I hadn’t met her yet, there was something about her I couldn’t quite place. Oh sure I enjoyed fucking my sister and Beth, but their shallow personalities and vapid intellect was annoying. Allison was an intellectual and obviously a submissive sexual being…maybe I could have the best of both worlds…a submissive girlfriend who I could actually converse with at a higher level than ‘I need shoes to match this outfit.’ I hated stupid and vain people.

On the 30th, I shot an early load down Sandra’s throat and continued on my research paper until Allison arrived later that afternoon.

Her shy smile enhanced her adorable dimples, her crystal blues eyes sparkled behind her too nerdy for her own good glasses and her brown hair in pigtails had me smitten the moment I met her. Unlike Beth who I just wanted to fuck, Allison I wanted to get to know before I fucked her.

Sandra introduced us. “Allison this is my big brother Matthew,” she said slyly stressing the word ‘big’.

Allison shyly said, “It is very nice to meet you.”

“You as well,” I smiled, “I hear from Sandra that you are hoping to attend Harvard.”

“That is my dream,” she replied, a sudden twinkle in her eyes.

The next hour we talked academia and I was instantly smitten with her. Unlike most insipid girls, I could actually have an intellectual conversation with her. I asked her if she would like to come down to Harvard for a tour sometime. She was giddy at the offer and we agreed on a date in February if her parents approved, which they would, and I asked if she would like to go out to a movie tonight.

Her face went flush as she stammered, clearly surprised by my offer, “I-I-I can’t. I am spending New Years babysitting.”

“Oh, ok,” I replied.

She quickly added, “But otherwise I would love to.”

“Well, I fly out on the second, so are you free tomorrow afternoon for a matinee and dinner,” I asked.

“S-s-sure,” she stuttered, clearly excited by the idea of a date with me, something I was not accustomed to.

“It’s a date,” I announced, clarifying any doubt she may have had of my intentions.

“Ok,” she said, seemingly as surprised at my request for a date as I was to have a girl say yes for a date.

We chatted some more before she had to head back home to get ready for babysitting after she said goodbye to my sister.

Once she was gone, Sandra popped into my room and said, “You sly dog, a date. What are you planning on doing, adding her to your harem of whores?”

I instantly got defensive. “No slut, I actually want to date her.”

Her face went red, but she didn’t respond like she would have a week ago before she became my little sister slut slave. Instead, she asked, “So what is the plan for tonight?”

“Mrs. Raske is my New Year’s Eve gift to myself,” I answered. Mrs. Raske is our hot MILF neighbor and mother of my high school nemesis Tyson. But, best of all she is Sandra’s lesbian pet and has guaranteed she will obey me.

“She will love you,” Sandra said, before adding, “but doing her at her son’s party may be a challenge.”

“I want to have my cum leaking out of her while she talks to him,” I added.

“You really are a conniving bastard,” Sandra smiled, clearly liking my plan.

“Make it happen,” I ordered.

“Will do, big brother,” Sandra agreed.

…..

Although still farfetched I had also began planting the seeds for the potential seduction of my mom. I had been complimenting her, giving her hugs, kisses on the cheek and spending more time around her. She noticed, “What has gotten into you, Matthew? You haven’t paid this much attention to me in years?”

“Living at college makes one realize how much motherly nurturing is critical to proper psychological development,” I said, which was true, although I knew that years ago.

“Well anytime you need me, I am here for you,” Mom offered, giving me a hug.

I smiled thinking what I needed her for as I said, “I plan to take you up on your offer very soon.”


…..


At the party, I came in with cheerleader Beth, who a few days earlier would have rather died than have been seen with me. She had her arm hooked in mine with a big smile on her face, feigning to be oblivious to the surprised looks she was getting.

Having a popular cheerleader on your arm changes everything. Suddenly I wasn’t the geek kids mocked, but the college dude dating the hottest chick at their school. It was extremely gratifying, especially when Tyson saw me at the party.

“What the fuck are you doing…” he began than froze when he saw Beth holding my hand.”You got to be kidding me.”

Beth spoke for me, “Matthew is here with me. Do you have a problem with that?”

Tyson glared at me, but said, “No, no problem at all.”

Beth smiled, “I thought so.”

Once Tyson walked away, Beth whispered, “He acts tough but he is a pussy with a small cock.”

“You fucked him?” I asked,

“If you can count his cock in me as fucking,” she shrugged, which had me laughing hard.

Beth said, “I am going to find your MILF slut-to-be.”

“You do that,” I said.

The next hour I learned what high school parties were like, all the ones I hadn’t been invited to. Although dancing with Beth in such tight quarters was fun, the whole scene was not. Getting bumped into by drunks, having drinks spilt on me, the loud repetitive dance music was annoying. Finally Sandra gave me a nod from afar, her hand in the air to imply five minutes and my cock grew instantly. A song later, Beth and I squirmed our way through the throng of drunk, insipid high schoolers.

Eventually we meandered our way upstairs. Beth knocked on a door three times and a moment later it was opened by Mrs. Raske who was clearly nervous and uncomfortable. She stammered, “C-c-come in.”

We quickly did as she closed and locked the door.

“Get back to your task,” Sandra demanded, sitting on the edge of the bed, her legs spread open.

“P-p-please my husband will be home in half an hour,” she pleaded.

“Then you better hurry,” Sandra demanded.

She looked at me, humiliation all over her face, dressed classy in a red cocktail dress, black pantyhose and three inch heels.