The amazing life of toothpick part 2 ( hanging out with a cougar)
Introduction:
In the last chapter are hero toothpick lost his virginity to the ugliest girl in the school. What Else can happen to poor toothpick
“Don’t touch me.” I yelp with a loud tone. ’What wrong little toothpick? Is something bothering you? Are you on drugs?’ She ask with a uneasy tone. ’No! I just want to be left alone right now. She was stun (I guess because ever since knowing me. I always said “no ma’am, and yes ma’am” when ever she ask me something.) “Alright I just wanted to make sure you were ok.” With a force smile I said “ Yeah I’m alright it’s just one of those days.” I guess she could tell something was wrong because she drag me in her house for a cup of tea.
She turn on some music and said “toothpick no I mean John what type of Tea do you like”
“Any kind” I said just wanting to go home.
(You see Mrs. Anna Is 45 and unmarried with one son who is 24. His name is Bill and Only come around once a year to see his mom when he needs money. So I guess she must be lonely. Don’t get me wrong she kind of hot for her age. She 5”6, amber medium length hair ,tanned, real curvy but not fat curvy more of a hour glass shape.)
“John, John, Toothpick”
‘Oh! I’m sorry Mrs. Anna I was lost in my own thoughts.” I said while blushing. (you guys owe me!)
“Here your tea.” She headed it to me. ‘Thank you Mrs. Anna.“
“Oh just call Anna” When she said that it felt like the uncomfortable air around us was gone. What felt like days past by as only hours. She a real easy person to talk to once you sit down with her.
Then out of no where she ask me with a straight face. “John you must be a virgin I’m I right?”
From the shock of those words I drop my tea on my lap. “Shit!” I scream from the pain.
“Oh no John! Are you ok sweetie?” “Yeah but I think I burn myself a little so I’m going to go home to change real fast”(thinking I could finally go home) “nonsense take your pants off before it scars you.”
“no I’m alright I just need to change my pants that’s all Mrs. Anna” trying to leave. “Its Anna damn it. Its fucking Anna.” looking like she just lost I few nut’s in her head. “Oh yeah right sorry Mrs.. I mean Anna.”
With a mood change faster then sonic. “Its alright sweetie just make sure it doesn’t happen again.” With a smile on her face; she said “now I won’t ask again, take off your pants.” With a stern voice that sent chills down my spine. All I could do then was listen without saying anything that would make her snap at me again. She smile and walk over to me in a nonchalant way. “John you know I can’t really tell if you were burnt or not with your underwear on. So what does that tell you?” Without saying a word I took off my underwear. Only to show the reason why I hate living. “Oh god! Its so…” Here it comes the words I hate the most. “Cute’ I was shock , because for the first time in 18 years of my life; My penis wasn’t called small after seeing it.
She began to touch my chest. In a instead I remembered what Angela and her crew has did to me.
“Oh poor baby I was right you are a virgin.’ When she said that I did the second unmanliness thing to day.
I piss myself from the thought of what Angela had done to me. I was so scared at that moment I didn’t know what to do.
“Its alright Anna is here for.” As she held me in her arms. I could feel her warm 34d cup tits against my face. “ Thank you Anna’ I said while feeling a little bit better. “Tell me what’s wrong? And don’t me nothing john; because a teenage boy would never cry when a women like myself offer them sex.”
I told her what had happen between Angela and I. I don’t know why I told her but it felt good getting it off my chest.
“John I know your hurting right now about what happen to you. But all I can tell you that time heals all.” I guess she is right maybe I will get over this with sometime. ‘Thank Anna you were a lot of help” As I got up and started to walk away she grab my hand. “ Wait you didn’t let me finish.”
‘How then?” I ask with a little curiosity. “ Easy with some T.LC. Do you want to try?”
Not knowing what I was about to get into I said yes. ‘Anna I will try anything to go back to normal”
“Alright just don’t say I didn’t warn you.” With a warm smile that could melt butter.
She took me up stairs to bedroom.” Now John I want you to lay down on 1that bed over there.”
I did as she said and laid down. “John Close your and count to 10”
“1,2,3,4,5,6,7.…8.…..9” I stop. There was a warm sensation around index finger. When I open my eyes I found Anna riding and grinding on my finger. “What are you doing An….” She stop my words with a kiss. Her tongue got past my teeth and started to dance in there with my tongue. It felt so good I forgot I had to bereave. “Did you enjoy that kiss John?” “wow” was all I could say. “I’m going to show you can make it women cum no matter what size you have.”
She got off my finger. “You said they tease you with a half ass blow job?” I nodded with a yes.
“Ok I’ll show you what I real blow can do to a man.” I exclaimed at the thought of what she was about to do. She nibble on my neck and work her way down to my chest. She kiss my right nipple and move down to my cock. “Wow it’s so cute I could just eat it all up.” Was the last thing she said before she put my cock and balls in her mouth. I never been touch before like this, compare to that girl this was on a whole new level. Like comparing fire in ice there was no comparison.
She put her hair in a pony tell without letting my dick out her mouth onetime. She started to cry.
“Anna what’s wrong” What could be wrong I wondered. “ You…(sniff)…you..(sniff). I’m just so happy you would give a old lady myself a chance to suck a cock that tasted so good.” I pulled her off my dick and pulled her up for a kiss. Then I kiss her the same way she did me; but this time up put my finger between.
I stop kissing her and said. “There nothing old about you.” She smiled. “John do you feel that warmness liquid on you fingers? That kiss and they way you played with my pussy felt so good you made me cum.
I told you there are so many ways to please a women. I truly happy now I made a women, a grown women cum what else could be better this this? I ask myself.
“John I want you to fuck the shit out my dirty little pussy.” Anna said with a wild look in her eyes. Like a cougar finding the perfect pray. “I don’t think a can make you cum…..(she had a sad look on her face) but I will fuck the living shit out of it.” She pulled me in for another hot kiss and said “John I know away how we can both can feel good. Do you want to try?” What is it exactly?” She the whispered in my ear. “ A.N.A.L”
I almost came from her just spelling it out. “But fist we have to get you nice and wet.”
She push me down on my back and sat down right on top of me. It felt so good the walls in her pussy felt like they a warm glove made by god for my dick. She twisted her hip just a little bit and I immediately came in a matter of seconds. “Oh my god! Your warm milk feels so good in my pussy I want more; give me more.” She started to move her hips more violently. “fuck this is what I’m talking about. This is why I love virgin there always so lively.” I was going insane from the way she was moving. “I’m about to cum” I yelled. “No baby not yet.” She put her right tit in my mouth and said. “suck my tit baby that’s my weak spot. I want to cum with you John.’ I did as she said and before I knew; She was buckling and grinding on me.
“Oh dear god here in comes.” She screamed. I could feel it too. “I’m Cumming. I’m fucking Cumming, Oh dear god. John pump your man milk deep in side my pussy.” She ordered as she came.
With two hard pumps I blasted all my cum in her as hard as I could into her.
I passed out
(And just when i think my life was turning around i get this)
“John,John wake up now. You really need to wake up.” (Wow she must be horny) “What is it Anna do you want to play again.’ I said trying to play it cool. “Not now John” with a uneasy look on her face. “my boyfriend is down stairs.” This time with a I just fuck up, look on her face. “What you have a boyfriend?”
“Yeah i kind of do but where about to get married. So please don’t let him catch you.” with a sad look on her face. “fuck why did you have sex with me then.” I yelled. “Because I wanted to show you size doesn’t mean anything in sex.” “Oh yeah how big is your boyfriends then.” ( I regret asking that now) “7inches” with a grin on her face. “OK I will leave if you promise tomorrow you will let me fuck your ass like promise.” In a stern tone. “Fine Ok just get of here before he finds you.”
“Ann baby are you alright in there?” we herd from the hallway
‘Mike give me one minute” In a low voice she told me i needed to leave now and push me out the window.
I hope you enjoy and if you like it please like always comment and rate. If you can write some ideals
of want you want to see in the next chapter.
