Mr And Mrs Flannegan Pt 01

It was the summer after Graduation. Being old for my grade I was turning 19 in the coming weeks. As school ended and summer began I saw my friends less and less. Being on the chubby side I never could manage to get a girlfriend like my other friends. The farthest I ever got with a girl was second base. Though I'm sure she was doing it on a dare from her friends giggling around the corner.

Even though I lost touch with most of my friends I had one friend who remained in contact with me. That was my friend Ted Flannegan! Ted was an outstanding student and was a bit overwhelmingly gifted with the ladies. Being a sports student It was only our love for video games that kept us in touch. Ted was muscular and tall while I was short and stout.

I never played sports and preferred to spend my time indoors. Due to this I Rarely had luck with girls and gained a little bit of weight by my senior year. Having only a handful of friends I decided not to have a graduation party. My parents helped me move into a studio apartment the following month in a decent small town.

After school got out Ted and I Started hanging out more than ever due to a new game coming out. I was constantly going over to Ted's house and playing video games with him. I would be lying if I said I wasn't sneaking looks at Ted's mother.

Ted's mother was always dressed to the nines. I always fell into a stupor when she spoke to me, fumbling my words at every turn.Ted's mother had me under a spell, suffice to say when she asked me to mow the family lawn I couldn't say yes fast enough. Over the first two months of summer I managed to make most of my money mowing for the Flannegans as they owned many lots.

I was always rather uncomfortable anytime I dealt with Mr. Flannegan. He was an established business man standing a whopping 6'8. My flannegan owned over 13 vitamin shops around the metro area. Like his son Ted he was very athletic and was built as such. Being in his presence was intimidating even when he was laying back having a beer on his chair.

While the summer was nearing the beginning of the final month. I hadn't thought to even talk to Ted or anyone about college plans, or rather my lack thereof. This all came crashing down when Ted got accepted to A university half way across the country. Over this time I had all but stopped talking to my remaining friends. Ted and his family were all I had left and I was devastated.

Noticing this Ted's mother and father had me out to dinner with Ted. We all discussed the future and what it would hold. Knowing Damn well I wasn't going to be accepted into the same college Ted got a full ride to, I knew my options were limited. His parents eventually came to the subject of my employment. They questioned whether I would remain home and continue working or if I was going off to college in the fall.

I assured Mr. and Mrs. Flannegan I would continue to work for them even after Ted had left for college. In the month that followed I spent every waking hour that I could at Ted's house gaming from sun up till sun down. Stopping only to eat, sleep and mow lawns. Eventually all good things had to come to an end and Ted went off to college.

After roughly a week of mowing and staying home out of depression, Mr. and Mrs. Flannegan asked if I wanted to attend dinner. I accepted and showed up to their house later that evening. Over the course of dinner they expressed what a reliable worker I had been and admitted that things around the house had changed quite a bit since Ted had left the house.

Mr. Flannegan, being the busy man that he was, was always away from his home and his wife. This changed the dynamic at home quite a bit as Mrs. Flannegan had spent most of her time cleaning up after Ted and I. I was by no means rich and they knew this, so they offered for me to come and use Teds Tech that he left at home whenever I wanted. Seeing as Ted's Pc was almost 5x better than my own, I happily accepted.

One night I had a couple drinks and decided to stay the night. Mr. Flannegan was out on a business trip and Mrs. Flannegan decided she wouldn't mind the company. That night I spent the late hours browsing the internet when I landed on a porn site I usually cruise. Being I was always at Ted's house I always had a thing for his mom. Older, Tall, Beautiful, Blonde women were what I landed on, settling in as I selected a video I jacked off to a woman giving a blowjob to her son's friend.

After finishing I drifted off to sleep. The next morning I went home like nothing had happened. The next day I got a call from Mrs. Flannegan. She said she had some questions and wondered if she could come by my studio to discuss them. I eagerly accepted and set out to tidy up my house.

A bit after 3:00pm there was a knock at my door. It was Mrs. Flannegan, I ushered her inside and took her coat hanging it on my coat rack. Leading her into the room we sat down. I sat on the couch expecting her to sit on the chair across the room. However, she decided to sit on the couch next to me.

She then proceeded to pull a folder out of her bag. The contents are laminated and placed in their sleeves. She places this folder on the coffee table in front of me and says nothing. Then from her bag she pulls out her laptop. Turning it on she signs in, turning to me she asks "Do you know why I am here today?"

Getting a little nervous at this point from the close proximity all I can stammer out is "no". "I am here tonight to discuss your little incident last night". As she says this she opens the folder on the table, revealing screenshots of Ted's browsing history, as well as the videos I watched. Flipping through them she looked at me and asked me "well what do you have to say for yourself?" Feeling helpless, knowing I was caught I could find no words to speak. Moving to her laptop she opened a folder containing a video.

I froze when I saw the video playing out on the screen. It was me, Standing in front of Ted's computer Jacking off while moaning out HER name. "Now Josh I will be fully clear with you here. The images I see before me are disturbing. What do you think your friend Ted would think knowing you were watching women that resembled his mother, jacking off while moaning her name?" she asked.

Frozen I could only watch as she closed her laptop and the book, and put them away in her bag. Turning to me she pulled out an article of clothing from her bag and placed it on the table. "Now Josh I want you to know that I am not angry. That being said, I have two options to offer you. The first option is that I put these away, and leave. Never to say anything about this again. However if you choose this option, you are never to use Ted's equipment in such a way again." she said turning the clothing over in her perfect hands.

As she turned it over it became clear that it was a womans thong, much too big to belong to Mrs. Flannegan. Looking at me she said, "Now Josh I know that you've been having a hard time with the ladies and its only natural to have these urges. I would wager a bet that you've never so much as had a blowjob in your entire life, am I wrong Josh?" she asked.

Embarrassed beyond belief all I could say was "no". Immediately she Snapped "No What?". "no ma'am" I said, hanging my head. "Well today Josh is your lucky day. The second option that I have for you Is simple. Put on this frilly girly pair of panties, and I will suck the cum out of your cock so fast your head will spin."

I didn't think this was real. Looking at her in Disbelief as she handed me the thong. Looking down at the thong I could feel my cock getting hard just thinking about her. "Oh Mrs. Flannegan I don't know about this..." I said. As she spoke she rested her hand on my thigh rubbing it. "Nobody has to find out Josh, You've wanted me for so long baby. Why not give into me? Do what I say and I will make you feel so good."

Blood is rushing to my cock as she leans in and kisses my neck, all the while rubbing my leg closer and closer. Till her hand rested on my crotch. As she started to rub it I lost all control and said "okay". With this she dropped off the couch and kneeled in front of me spreading my legs apart. Unzipping my pants she pulled them off with ease. Having no underwear on I weiner flew out in front of her. She gasped and looked up at me and said "Oh baby its okay having a large, manly cock doesnt mean anything."

With this she took my cock in her mouth before I had a chance to say anything causing me to moan. After a few bobs of this she released my cock and stood up abruptly. Confused, I looked up at her from the couch. "Now Josh, you didn't think I would forget about our little deal did you?" she asked, grabbing the thong and handing it to me.

Too horny to turn back now, with her help I stepped into the thong. One leg after the other before she slid them all the way up. They were pink with a bowtie, very girly and embarrassing. As she slid them up she grabbed and put my cock inside the thong. Looking up at me from her knees she said "Oh baby look at your little tiny penis all wrapped up inside its cute little thong. Hehe even hard it can't break free no matter how hard it tries." With this she took my cock back out before I had a chance to speak once again and dove on it. Taking it all the way into her mouth with ease.

Pushing me back down onto the couch she dug inside her bag for a second. Before I could comprehend what was going on she snapped a photo of me and said, "A photo for my personal collection, not to worry my dear." and put the camera away. I wanted to protest but trusted Mrs. Flannegan and didn't want this to end so I said nothing.

With that she kneeled back down in front of me and took my tiny penis back inside her mouth down to my stomach. She bobbed up and down, the feeling like nothing I had ever experienced. Within a minute I couldn't hold back, I grabbed onto her hands as I felt my penis tense up. Noticing this she took me all the way into her mouth as I came. It was the biggest orgasm I had ever had in my life.

Looking down as I finished she had already swallowed and was licking up the cum from the sides of my penis. She looked up at me and stuck her tongue out to show all the cum was gone. With this she stood up and sat back down on the couch. She said "Good boy, now Josh that wasn't so bad was it, You see this won't be a one time thing Josh. Everytime I come over I will have one additional request in addition to the thong panties I will make you wear. If you do this for me I will reward you with a blowjob. How does that sound Josh"

Looking at her I nodded ecstatically. As I stood to take the thong off she spanked me on the right butt cheek, hard. "We will have fun together Josh, given that you follow and obey what I ask of you. I will be in contact with you next week, I look forward to playing with you some more Josh." With that she got up off the couch and left. In a stupor I wandered over to my bed and passed out for the night.

-End of Part 1.