In the last chapter our hero toothpick lost his virginity to the ugliest girl in the school. What Else could happen to our poor toothpick?
What else could go wrong I wondered to myself? I tried calming myself down by taking a smoke. It didn’t work to well because I freaked out when my next door neighbor Mrs. Anna patted me on the shoulder.
“Don’t touch me!” I yelped with a loud tone.
“What’s wrong toothpick? Is something bothering you? Are you on drugs?’ She asked with an uneasy tone.
“No, I just want to be left alone right now.” She was stun I guess because ever since known me I always said “no ma’am or yes ma’am whenever she asked me something.
“Alright I just wanted to make sure you were ok.”
With a forced smile I said “Yeah I’m alright it’s just I’m having 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 turned on some music and said “toothpick no I mean John what type of Tea would 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’s 5’6, amber medium length hair, tanned, real curvy but not fat curvy more of an 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’s 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 was only a couple of hours. She’s a real easy person to talk to once you sit down with her and get to know her.
Then out of nowhere she asked 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 is everything you ok sweetie?”
“Yeah but I think I burned 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 they stain.”
“No I’m alright I just need to change my pants that’s all Mrs. Anna” trying to leave.
“It’s Anna damn it. It’s fucking Anna.” looking like she just lost I few nut’s in her head.
“Oh yeah right sorry Mrs.. I mean Anna.”
With the mood change faster than sonic she finally spoke. “It’s 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 to her without saying anything that would make her snap at me again. She smiled and walked 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 her the reason why I hate living in this world. “Oh god it’s so…” Here it come the words I hate the most. “Cute’ I was a little shocked because for the first time in 18 years my penis wasn’t called small after seeing it.
She began to touch my chest. I remembered what Angela and her crew had done 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 pissed 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.
“It’s alright Anna is here for you.” 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 I offer them sex.”
I told her what had happen between Angela and me. 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 you Anna you were a lot of help.” As I got up and started to walk away she grabs my hand.
“Wait you didn’t let me finish.”
“How Anna, I won’t change in a day.” I ask with a little curiosity.
“Easy with some T.L.C 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 that bed over there.” I did as she said and laid there. “John Close your and count to 10”
“1,2,3,4,5,6,7.…8.…..9” I stopped. There was a warm sensation around my index finger. When I open my eyes I found Anna riding and grinding on my finger. “What are you doing Anna….” She stops 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 about what I wanted to say. “Did you enjoy that kiss John?”
“Wow!” was all I could say.
“I’m going to show you that you can make 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 nibbled on my neck and work her way down to my chest. She kissed 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. It was like comparing fire to 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 an old lady me 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 kissed her the same way she did me and rubbed her pussy.
I stop kissing her and said. “There nothing old about you.” She smiled.
“John do you feel that warmness liquid on your fingers? That kiss and the way you played with my pussy felt so good you made me cum. I told you there are so many ways to please women.”
I was 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 it?”
“What is it exactly?”
She the whispered in my ear “A.N.A.L” I almost came from her just spelling it out. “But first we have to get you nice and wet.”
She pushed me down on my back and sat down right on top of me. It felt so good the walls inside her pussy felt like 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’s their 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 it 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 pour your man milk deep inside 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 thought 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 asked trying to play it cool.
“Not now John.” with an uneasy look on her face. "My boyfriend is down stairs.” This time with an I just fucked 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 cock?”
“7inches,” she said blushing.
I regret asking now “OK I will leave if you promise tomorrow you will let me fuck your ass like you promised.”
“Fine Ok just get of here before he finds you."
"Ann baby are you alright in there?” we heard from the hallway
“Mike give me one minute" In a low voice she told me I needed to leave now and pushed me out the window.