The New MILF Next Door Exhibitionist & Voyeur

The summer after my senior year of college saw my best friend Tim move to a different state. He lived right next door and we had grown up together. I was devastated to be losing my best friend. We hung out as much as possible before him and his family were all packed up. We were in his nearly empty room the morning of the move reminiscing about good times.

“I’m really going to miss you man, this place won’t be the same without you,” I tell him.

“Robby you’ll be fine bro, we are both going to leave for college anyway,” Tim says.

“Yeah I guess you’re right,” I respond. “Hey you guys met the family who bought your house right? Did they seem cool?”

“Dude I forgot to tell you. The mom is a total MILF. If there’s anything good about this for you, it’s that,” Tim tells me.

“I don’t know man, I think I’d rather have you here for the summer,” I say.

“Thanks man, but I’m telling you she’s one hell of a smoke show,” Tim assures me. We chat a little longer before his parents tell him it’s time to leave. We say our goodbyes and I’m left feeling somewhat alone for the rest of the summer.

The very next day, the new family moves in and I got a glimpse of the new MILF next door. Even from a distance she was everything Tim made her out to be. She had this dark brown, almost black hair. She was maybe 5′ 5″ and fit. She was younger than I expected. I would learn she is only 28 years old, despite having two kids aged five and seven. Her name was Tessa.

Tessa and her husband married and had kids young. They moved to the area so their kids could be in better schools now that they were both elementary age. Being an 18 year old boy, it was a nice consolation prize to at least have Tessa to look at it in place of my best friend.

The night they moved in, I was feeling sad about Tim leaving. When we were growing up, we would stay up late and look at each other from our bedroom windows showing off toys and doing anything not to go to sleep. That night I looked toward his room but saw nothing as he was of course gone. When I turned my gaze to the master bathroom window of the house, I was in for a shock. There was Tessa, completely naked looking at herself in the mirror. They must not have bought blinds for the windows yet. She was absolutely stunning. Her shapely ass was facing me, and I could see her big beautiful breasts through the mirror’s reflection. She had very tiny areolas and nipples. From the way they swayed I could tell they were natural.

I felt myself instantly grow hard. Without thinking, in an almost mesmerized way, I pulled my pants down and began stroking my cock. I have a good sized cock at around 8″ when hard. I didn’t think it was possible, but I got even harder when Tessa began touching herself. She reached down and started rubbing her clit. She steadied herself with her other hand on the bathroom counter. I was pumping my dick hard and fast at this sight of this unbelievable MILF.

She took her hand off her clit and moved both to her luscious breasts. She massaged them and pinched at her little nipples. It was hard to tell, but they looked like they were now hard from her arousal. The sight was too much for me and I was on the verge of cumming.

Suddenly she seemed to notice her lack of blinds on her window. She turned to look out and for an instant I saw her face look in my direction. It was at this moment I exploded and the first shot of my load landed on the window in front of me. For this reason it took me a little longer than I wanted to before I ducked down, laying flat on the floor hoping she didn’t see me. I was feeling amazing from the great jerk off session I just had, but was also terrified I may have gotten caught watching Tessa.

I didn’t dare look back out the window for a while. It must have been around 5 minutes before I worked up the courage to take a look. She was gone. I was relieved to not see her, but I know that doesn’t mean she didn’t see me. Hell, she might not have just seen me, but seen me with my hand around my cock busting a load on the window!

Every now and again I would look toward her bathroom window, hoping to see another show. However, a few days later they bought blinds and I could never really see into their bathroom again. That didn’t stop me from picturing her and masturbating to mental images of what I saw.

My summer went on without much interaction between her and I. My mom and her actually became good friends, but in truth I wasn’t around much. It was my last summer before I went off to college and I had a lot going on. Before long, it was time to leave. I left for my first year and hardly ever came back except for the usual break times. The school year passes and it’s finally time for me to come home for summer break.

……….

When I return from college I spend a couple weeks just relaxing at home before my summer job begins. My mom tells me that Tessa and her husband have divorced. She still lives in the house and the kids are with her when they aren’t at their dad’s. My mom and her are very close now as my mom sometimes baby sits her kids when Tessa is in a bind.

During the time before my summer job starts I am being a classic, lazy college kid. I sleep in until the late morning and usually start my day by going to the gym. Both my parents work so I have the house to myself. When I return from the gym I go to take a shower. Unbeknownst to me, Tessa comes to the house to talk to my mom. She knocks on the door, but I don’t hear it because of the sound of the shower. Tessa lets herself in because of how comfortable she has become with my mom.

Before I get dressed, I head downstairs to grab my phone. Thinking I am alone, I don’t bother to get dressed first. When I get to the bottom of the stairs I see her.

“Whoa oh my god,” I say. There’s nothing in proximity to help me cover up so I use my hands to shield my penis and testicles.

“Robby, ah I’m sorry. What are you doing here, aren’t you still in school?” Tessa says bewildered. However, she does not stop looking at me.

“I’m uh, home for summer break,” I stutter out as I scurry to the couch to grab a blanket to better cover up. “What are you doing here?”

“I came to talk to your mom. Isn’t that her car in the driveway?” she asks.

“It is but we switched cars for the summer. I’m sorry I didn’t mean for this to happen” I reply. My car gets better gas mileage and she will likely drive more than I will, hence the switch.

“Okay, I uh, sorry Robby. I’ll just go now,” she says. She takes one last look at me before she shuts the door behind her. I don’t know what to think. I’m both embarrassed and incredibly horny because of what just happened. I drop the blanket and finally notice the huge boner I’ve got. I didn’t realize before she left, but I’m sure it was totally noticeable beneath the blanket. After that I am so worked up that I had to go masturbate.

A few days later I was relaxing at home when I got a text from my mom saying that Tessa needs my help fixing something. I head over and knock on the door. I can’t believe what I see when she opens the door. She is in a nightgown that barely covers her ass. It shows so much cleavage that I’m surprised I can’t see her nipples. Of course, I know they’re tiny so that is probably why.

“Hey Robby thank you for coming over,” she says to me. Her smile and her outfit absolutely paralyzes me.

“I, uh, wow. Hi Tessa, what do you, uh, need me to do?” I stutter out.

“Don’t be so nervous Robby. Please, come upstairs. I need some help moving furniture,” Tessa says as she touches my arm. I can feel myself getting an immediate hard on. Tessa looks down and smiles. I follow her upstairs. I actually know the house well since I used to spend so much time there hanging out with Tim and his family. There’s a little benchlike seat in the middle of her bedroom.

“Can you help me put this in our bathroom?” she asks. I go to move it, which is sort of difficult due to my raging erection. When I pick it up, I find it is incredibly light. “Just over here in the corner please.” Once it is in place, Tessa pushes me on to it aggressively.

“Whoa Tessa what are you doing?” I say surprised. She doesn’t respond immediately. Instead she grabs both my shorts and underwear by the waistband and yanks them fully off my legs. Out pops my cock with a full erection, straining in the air inches from her face.

“We both know you want this Robby, and I need this too. I haven’t been with a man since my divorce. I saw you watching me that one time when I was masturbating. Did you blow your load on the window?” she asks. She hasn’t touched my dick yet. She is just rubbing my thighs up and down while staring at my throbbing member.

“Yes I did,” I say trembling. I’ve been with some girls in high school and college but nothing like this. This is the woman I’ve fantasized about for a year now, and it’s her initiating everything. My cock is dying to be touched. She finally wraps her hand around the base of my cock. I exhale a loud moan.

“I thought so,” she says with a y smile. “At first I was outraged, but then I understood. I was the new MILF next door and you were just a horny young man.” She slowly begins to stroke my cock. “It was hard to tell in that moment, but it looked like you had a big dick. When I saw you the other day, I knew for sure. After that, I wanted to feel you inside me. Tell me Robby, was that the only time you masturbated while thinking about me?”

“No,” I say simply. Her words and the moment are making my head spin. Her strokes are still slow, but I am quickly nearing an orgasm. “I do it all the time.”

“Mmhmm, I love that,” she says as she lets go of my dick. She stands up, takes a step back and lets her nightgown fall to the ground. She starts rubbing both of her breasts with her hands. “You picture these tits while you pleasure yourself?”

“Yes I do,” I admit. She gets back on her knees and puts my cock in between her breasts. She uses the precum from my cock to lubricate her bosom. She starts moving her tits up and down. Even my large cock is almost completely engulfed by her massive tits. After a mere minute my orgasm surprises me and I forget to warn her because I am so overwhelmed. My cock explodes between her breasts as I pump my load all over her chest.

“You really like these tits,” she says. “That’s a good boy. Smother me in your cum.” My orgasm feels like it is endless as I shoot more and more cum between her boobs. Eventually I am drained and she squeezes my dick with her hands one more time to empty every last drop onto her chest. She stands up and steps back again. “That was great Robby.”

“Sorry I didn’t warn you Tessa. No one has ever made me cum that quickly,” I said. “I’ve never been with a woman like you.”

“You know I’ve never been with a cock as large as yours Robby. I married so young that I’ve only ever been with my exhusband. I really need to feel that big dick of yours inside me.”

With her talking like that, and my cum all over her tits I am already getting hard again. She notices and smiles. She grabs a towel and wipes herself off before grabbing my hand and leading me to her bed.

“Robby have you had before?” she asks me as we crawl onto the bed together.

“Yes a few times,” I said. It was true, but I expected that none of them compared to this goddess. “But I’ve never wanted to fuck someone so bad before.” She lays on her back and motions me forward with a y curl of her finger.

“Show me how bad you want to fuck me. Make the most of it,” she says. I climb on top of her and she helps guide me into her beautiful, shaved pussy. Her vagina feels like heaven as I slid into her. She is wet but oh so tight. I ease in slowly. She opens her mouth but no sound comes out at first. I stop about halfway in to make sure she is feeling okay.

“Keep going baby, I want all of you,” she says encouraging me. I push until I am as deep as my 8″ cock will go. “Oh you make me feel so full. Now fuck me like you mean it.”

I don’t need any more motivation. I begin slamming into her pussy hard. I pull out everything but the tip on each thrust and go into her as deep as I can on the way back in. She starts cheering me on.

“Good boy Robby. Fuck me. FUCK ME!” she is yelling now. Thankfully we are alone in her house because everyone would hear her. “Fuck me with your big cock. Oh yes baby, right there. Right there. RIGHT THERE!” She starts twitching and shaking and I feel her pussy grip my cock as she cums hard. If I hadn’t just cum so recently I would never have lasted beyond that feeling. She continues yelling through her orgasm. “OOOH BABY FUCK YEAH.” As she comes down from her bliss she puts a hand on my face.

“You ready to cum again?” she says confidently while staring into my eyes.

“Yes please,” I say. At that moment I would let her do just about anything to me. She nudges me so we can swap places. I lay down and she climbs on top of me. She puts her feet beside my hips and bends her knees into a squat. She places my penis into her pussy and her eyes roll back.

“My turn. I want to ride this beautiful cock of yours,” she says as she slowly starts to squat up and down on my dick. Her beautiful, big tits are bouncing hypnotically up and down as she rides me. I’ve never had a girl fuck me like this. She is a vision of seduction and attraction. Something I never expected to experience. I start to moan slightly, for my orgasm is rapidly building.

“You gonna cum baby? I’m about to cum all over this big dick.”

“Your pussy is amazing,” I tell her. “I’m definitely about to cum.” She shifts onto her knees and starts grinding with my cock deep inside her. She does this to stimulate her clit so she can reach her own orgasm as well. She starts to shake and tremble as she is overwhelmed again. Her cunt squeezes my cock and I can’t hold back any longer. My cock flexes as I bust deep inside her.

“Yes baby cum in me. Your cock fels soooo good,” she keeps grinding as we both finish our orgasms. She slowly falls on top of me and presses her big, natural tits onto my chest. It feels so good. We lay there for a while as our breath slows down and we start to relax. She rolls off of me and I wrap one arm around her shoulder. We snuggle together in silence for a little before she finally speaks.

“Robby that was wonderful, but this is going to be a onetime thing. You are a wonderful lover, but you are 19 and I’m 29,” she said in a nice soothing voice. It was not what I wanted to hear, but she said it in such a gentle way. “I’ve been so turned off from romance since my divorce, but this has really helped me. I’m ready to get back out there and find a new man.”

I am sad that I won’t get to experience Tessa again, but I understand how she’s feeling. “Okay Tessa. I want you to know this was the best I’ve ever had. Whoever you find will be lucky to have you.”

“You’re sweet Robby, and you have one hell of a penis on you. Be confident. Those college girls are going to fall in love with you if you fuck them like you just fucked me.”

We snuggle a little longer talking optimistically about our futures. Eventually I leave and head back to my house. She walks me out and gives me one last passionate kiss as I leave. While walking back I can’t help feeling like we both are in a great place now due to what we did together. Moving forward, I was much more confident when dealing with women. Tessa would find a second husband in the years to come and they would be happily married for as long as I knew them.

She meant what she said. We never got together again after that, but it was something I’ll never forget and will always appreciate.

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