Chapter 5
I was sleeping like a baby until 13 o clock of the next day.
Everyone assumed that i’ve played again all night so it was nothing unussual.
Tina called me a few times, and finally i got up.
Had breakfast, i was feeling like a new man, so fresh and calm.
There was nothing that could’ve ruin my day.
I got dressed, went to the bus station, waited the bus, went in the park, hang out with my friends, drinked some beer.
At the evening i waited Tina outside her dad’s home.
She was still little mad about last night, acting moody, but i was calm as fuck.
That didn’t liked her and she tried to make a big deal out of it.
I was expecting this of course.
Eventually i told her that she can come to sleep at my house tonight, we can order some pizza and she will pick the movie.
So far, so good but the sex that night wasn’t even close to what i had the night before. I was bored, there was no excitment, no nothing.
Me and Tina were together for 2 years now and it was great.
She was beautiful girl, normal height, brown hair and eyes, good looking body with small tits and little round ass.
We had a lot of common friends includig her brother and that’s how we met, had a coffee once, and skyping. The next thing i remember was kissing her with my hand in her panties on the kids playground at 11 o clock next to her dad’s home. She was a virgin when we met, so she needed a little time before getting ready for sex and i respected that.
From the moment we had sex she was very opened for any sexual experiences that i offered. And now when we really needed something new i offered to try anal.
At first she was not very happy, started to ask some questions: “why now” “do i bored you” and other like this.
I just told her that this is new thing for me as well and we both will experience this for the first time, toghether.
She changed her face instantly and begin to think about it.
She said that next time we will try anal because she needs time to prepare fot it.
But for the moment all i wanted was 1 blowjob from Debbie…
I craved for her mouth, she showed me things that i wanted to experience everyday. The only problem was that Tina was at my house.
The next day i walked Tina to the bus stop and waited with her.
I went home and sat on the computer.
Kyle’s skype was offline (Debbie used his skype and called her sister’s skype)
Maybe she is not home i thought.
Few more days passed and Tina was finally gathered courage to come and let me fuck her in the ass.
I was excited for this.
I went to welcome her to the bus stop, we had dinner with my parents, we head upstairs and picked some animation to watch (alpha and omega with some wolfs i don’t remember anything else)
She was nervous, i was hyped, we started to fuck like we normally did, she loved doggy style even more than i do.
But this time she wanted to fuck on a side (we both were on our left sides)
It was romantic slow fuck, but i was impatient and started to massaging her anal with my thumb.
She started to clinch her body and become very tense.
I putted the tip of my thumb in her ass, she was in pain.
She: Your thumb is too thick, slow down
I decided to act.
I got my dick out of her pussy, it was so wet and i thought that will slide smooth in her ass.
I prepared her by pulling her really close to me and just touched her anal with the tip.
She was unsure but said: slow, please
I begin to penetrate really slow, there were some really qiet poping sounds, but she was in so much pain that i didn’t know what to do, so i just stopped.
She was clinching the blanked on her face not making a sound anymore.
She then wispered: don’t move please
My dick was not so hard after 20-25 seconds and i pulled it out.
She said she sorry and just could’t handle the pain, she were training with her fingers and make herself a enema but wasn’t prepared for this.
I was a little dissapointed but didn’t want to make her suffer. So i told her it’s all good and we may try some other time.
Everything was back to normal, but i was back on wanting Debbie like a predator now.
Like an addict i wanted her again so bad… there was no drama, no nothing, just great sucking and fucking.
Of course i didn’t knew if she liked it as much as i did.
Few days after that i wanted to make a plan.
My plan was to fuck Debbie AT LEAST one more time before Kyle’s return.
I thought about it and decided to call her, i only could win from this.
It was around 20 o clock, she must’ve be done working and got home.
I cleared my throat while the phobe was ringing.
She: Heey what a nice surprise.
Me: Hey aunt Debbie, how are you.
She: Just making some dinner. Are you hungry?
Me: Yeah, i can eat.
She: Well come over, i’m making a salad and i bought grilled chicken.
Me: Sounds great, i’ll be there in a few minutes.
She: Okaaay.
Well that was fucking easy i thought.
Why i waited so much when i just had to call her and everything set up in less than a minute.
I took again one of my fast showers while jacking off, put some clothes on and left.
I entered the house, took my shoes off at the entrance of the livingroom and headed for the kitchen.
As i enter the kitchen the smell of chicken hitted me first and then the view Debbie.
The thing is that she wasn’t wearing anything provocative, but it’s still sexy to me. She was wearing some brown shirt with a kitty on it and a sweatpants that was not even her size, it was loose.
She: Just on time, have a seat sweetie.
Do you want some juice?
Me: Noo thank you.
The table was prepared, i sat where 1 of the plates was placed, she took out forks and knives and sat as well.
She: I’m starving, i didn’t wanted to cook anything, now while im alone.
So this fast coocked dinner saved me. (laughed)
Me: It smells so good even from the entrance.
She: Yeah :)
She: How are you?
Me: Great, how are you?
She: Perfect :)
As we eat and had thia small talk, im not quite sure if i will get anything this time.
We’ve talked like we always did.
She: How is Tina?
Me: Good.
She: How are the thing between you going?
Me: Normal i suppose.
She: You know, now that we are more close, you can talk to me about everything.
Me: I know :)
I didn’t liked that at all, it sounded like my mom…
She was trying to figure out what we could talk about beside that small talk now that we’ve passed all the points of no return.
She: if it’s something intimate, we could discuss it :)
At this point she really pissed me off with that mother attitude that was killing my mood with the speed of light.
All i wanted from her was to suck my dick and let me fuck her, thats why i came here, not to disscus anything, not to eat, not to talk about my relationship…
I held myself and decide to be polite and get the most of the situation.
Me: Okay, she don’t want to try anal.
Her look was surprused, but somehow calm.
She nod her head while chewing, swallowed and said:
She: There is a lot of other thing you could do before that, give her some time to think.
Besides, your tool is quite ruff for anal sex.
It would be very painful for her.
Not every girl is in to it.
Me: Have you done it?
She: Yes i have, a really long time ago
I was stepping in dangerous water here, because she hinted that her husband was the one.
I really wanted to ask her if she was in to it, but the moment was awfull.
Me: We tried, kind of.
She: I see,
and why you want to try this?
Me: I haven’t done it, i want to know how it feels. Just curious.
She: Are you watching too much porn? (laughed)
Me: Of course not. (laughed)
And i really wasn’t, that my friend’s hit mom porn series were my favorite, but now i’ve done it for real, they were just toi stupid and patethick to watch.
Me: Do you? (laughed)
She: I dont know where even if i wanted to (laughed)
Me: I can show you if you want? (laughed)
She: Noo, thank you sweetie :)
She: Im done, take some more of the chicken, i will be eating this whole week alone.
Me:Noo, im done too.
She started to clean the table, i help her and put the dishes in the dishwasher.
She didn’t showed any sign that she wanted me to stay or do something, so i tested her.
Me: Thank you for the dinner aunt Debbie, and for the talk.
She: You know you are welcome anytime sweetie.
Me: Have a good night :)
She: You too :)
On the way home i was confused and sat on the yard with the dog to think.
I was doing the same thing as before (before the blowjob) and got angry at myself again.
I began to get my facts straight again.
It was my fault, i was a pussy AGAIN.
I only acted when she had done everything.
I waited her to call, to make a move and i only responded.
I had to act first from now on if i want something.
I had to stop being so nervous around her, we’ve done things that there is no turning back from.
She was lonely, probably insecured for years, the chance to take the most of this situation was limited and it was now the right time for me to ACT.
I was making those “plans” early that night, but in reallity i was just waiting for her to give me the oppurtunitie, the only thing that i did was called her tonight and nothing more.
Maybe the age was playing the role here and that she was my best friend’s mother, i needed more time relax and be myself, my real self, not the boy she knows, i needed to be the man who fucked her brains out.
I went to bed early that day, i wanted tommorow to come faster.
On the next day i repeated everything to myself while i was still in bed.
The day was normal, i was with more clear mind.
I patiently waited for the night.
Took shower, jacked off, and called her.
She: Helloo
Me: Hey aunt Debbie, can i come by to see you.
She: Of course.
Me: I’ll be there in a few minutes.
She: Okaay.
I headed towards her house with confidence and determination.
I entered the house and found her lied on the sofa with her pijama on, wathing some family feud. (Tv show)
I sat at the end of the sofa near her legs.
She: Is everything okay sweetie?
Me: Yeah, i just wanted to come by.
She: Very sweet of you :) do you want to watch family feud with me?
Me: Sure
She: Come there is enough space to lie next to me.
I tried but there was no space at all, i was half way out.
Me: Let me lie from the inside, and you can lie over my shouder.
She: Okay
As we lie and watch tv, my left amr is under her neck and next to her arm, only the smell of her hair was enough to get me excited.
My dick started to get hard and it was visible.
I knew that she felt it,
But I moved a little to be sure.
I felt how her breathing became more long and deep, i start to carrased her hand with the tip of my fingers.Her skin was so smooth.
I was already rock hard and made a tent from my shorts.
As i carress her amr, slowly moved my hand to her left boob, touching her hard nipple again with the tips of my fingers, pintched it and pulled it a little.
She didn’t say anything just turned her whole body to the left (turned her back on me) i turned my body at the same position as well and she imiedietly pressed her ass against my erection and my ass at the back of the sofa.
I put my other hand over her grabbing her tits with my both hands, squeezing them and pushing my dick in her ass while she pushed too.
I slide my hand and put my dick out then pulled her sweatpants with 2 fingers just enough to slide my dick in to her sweatpants (rubbing my dick between her ass cheeks) she started to move and bassicly stroke my dick with her ass.
The moving was just like fucking but without penetration, i saw that she was touching herself with her right hand at the same time. She started to moan a little.
After a few minutes i put me hand on her back and pushed forwards (only the back, making her to put her left hand on the ground and basicly bent over while her body was still on her left side) that way her pussy was perfectly reacheble to my dick.
Pulled her sweatpants and pantiea to the back of her knees and saw her 2 fingers in her pussy, she was so wet that her hand and all of her legs were sticky and wet.
I rammed my dick fast in her pussy.
She: Aaaaah…uuuuh
I moved my left hand that was full with her left boob down to her waist, grabbed her with 2 hands (one below her body, one above) and then begin to pull her and push with my waist making so loud clapping noise that almost could’t hear her moaning.
I was watching how her ass losses it form every time when i slammed her pussy.
The pounding was so aggresive and hard that I was holding her to not fall from the sofa at the same time.
After a few minutes she screamed that she’s cumming and started to shake again.
I let her have her orgasm while my dick was deep inside her.
I stood up on the sofa on my knees and twistet her body on her stomach and pulled her ass up (only her ass)
I roughly slammed my dick in her pussy again and continue to pump her.
She reached and grabbed the pillow, hugged and squeezed it.
The whole sofa was moving and making sounds on the wooden floor.
This continue about 15 minutes, i was so sweaty that my shirt was sticked to my back and sweat was coming down my face in to my eyes and was droping from my nose.
I felt that i was close and start to touch her sweaty body all over with my hands, slowed down the speed, but the force of the thrusts was more concentrated.
With every thrust she was making loud sounds that really helled me.
I pushed her down and lie over her (she was helping me with lifting her ass up while lie on her stomach) while still pounding her with rough short thrusts, i felt that i reached the point of no return and lost control, i just slammed her while cumming in and out of her, all over her ass and back.
Finally my pulsing and still dripping cum dick was deep down in her pussy, i let my whole body weight over her fir a second, my own cum was sticked between our bodies.
Me: I’m sorry
She: Don’t worry sweetie, just don’t do it again.
Well that is a great sign, at least i know for sure that there will be other time :)
Me: I promise.
We stood up, cleaned ourself.
She covered the sweaty sofa with blanked and we sat to watch television and chatting.
I wanted to take a shower and left 30 minutes later wishing her good night.
End of chapter 5
Apologies for my english
Source: reddit.com/r/eroticliterature/comments/dl5m74/my_best_friends_mom_chapter_5