I’ve been trying to talk her into allowing another guy to have sex with her but she feels like there’s no one who would be willing to do it and because of that she always says no. But that sort of changed last month.A little back story first. My wife(33)and I(32) have been married 10 years. She is 5’5” 225 lbs with 34d Breast. Deep brown hair just past her shoulders. Her ass isn’t small but it’s perfect and her body has all the right curves. When we met she was experienced but not Adventurous. That hasn’t changed much. We have since introduced some toys and a little bit of role-play but she still won’t take the lead in to actually trying anything new. I’ve been trying to talk her into allowing another guy to have sex with her but she feels like there’s no one who would be willing to do it and because of that she always says no. But that sort of changed last month.
I was online talking to a guy about How I have been wanting to see her with another man. He told me he would be very interested in helping me achieve my wish. I was a little unsure about it since I knew my wife wasn’t going to go for it but he told me he had a plan. He worked A couple hours from where we live and he stays in a hotel during the week. He said he would get adjoining rooms and give us one for a few nights. Because of how stressed we had been I would tell her that we were going away for a few days to relax.
The week came around and my wife was ready to go not knowing what was going to happen. We took off work Thursday and Friday so we could have a long weekend. Since it was only a couple hours to the hotel we took our time getting there. After we checked in and got our room sorted out I messaged Michael to let them know everything was going according to plan. He responded saying that he would be off work around six would get something to eat and be in his room waiting. I told him that sounded good and I’d let him know when everything was set.
Since it was meant to be a relaxing weekend we went out to eat at a nice restaurant. Between the wine and the innuendo I knew she was starting to get in the mood. I checked the time, it was 730. Perfect, Michael had plenty of time to eat and shower and he would be waiting for the signal. We made our way back to the room and is soon as we got there she began to get undressed. I told her I had something special planned for the night. I opened my bag and pulled out a bodystocking. It had a top with legs that were attached to it by garters. I asked her to slip into that as I got everything else ready. While she changed I unpacked a 3 piece restraint for the bed and set it up. She laid down on the bed and I bound Her wrists together, then to the single restraint at the head of the bed. I then bound her feet to the two at the foot leaving just enough slack that she could turn over on all four. Then I blindfolded her and gave her exposed pussy a light graze and told her I would be right back.
I exited the room and went next-door and knocked. He answered the door wearing jeans and a T-shirt. Michael is 5’10” probably 200-210lbs with a trim build and some muscle tone. His graying hair was cut in a professional style. For a man in his early 50’s he had taken very good care of himself. A quick Exchange of introduction And he invited me into his room. I told him I had Katie ready. I must’ve looked very nervous because he asked me twice if I was sure that I wanted to go through this. I told him yes and motion to my now very erect dick straining against my pants. His grin quickly vanished with a “FUCK, I forgot to get condoms!” I could see the Immediate disappointment in his face. I gave it a quick thought and responded “Are you clean?” He said yes but he still didn’t want to risk getting her pregnant. “It’s ok, I’ll trust you. Just pull out and have her swallow your load.” I could tell he was still unsure but I assured him it would be ok. And with that we headed back to Katie.
As we entered Michael couldn’t take his eyes off her. I’m not sure if he had a hardon before he came in but I noticed it as I turned to see him pulling out his phone. He motioned to ask if it was ok to take pictures and I nodded. As he did I moved to Katie running my hand up her thigh to her now warm unshaven pussy. “Babe there is one more thing, tonight I want your virgin ass.” As I said it I ran my finger down her pussy and pressed it against the tight virgin hole. Michael looked at me in amazement and pointed to himself. I nodded yes he was going to get to pop her. I moved off the bed kissing her lips and towards the dresser turning on music and picking up my small video camera. Michael didn’t wait he had his shirt off and took my place at her side.
As Michael climbed onto the bed next to Katie I could see the worry on her face. We had talked about one day doing anal but she was always very nervous about it since she had never done anything before. Michael lay next to her in only his jeans eyeing every inch of her thick body. I watched in anticipation as his first move was to run the back of his fingers across her cheek then kiss her. She must have enjoyed it because as he pulled away she followed him. He then ran his hand over her lace coved breast pinching her nipple as he moved. She lay still as he began kissing her chest and moving down to her nipple. She drew a sharp breath as he bit down on her now erect nipple. He continued kissing his way down her stomach to the top of her pussy. Her ran his fingers across her pussy probing softly. I hadn’t expected him to be so gentle. In my mind I thought he would want to move much faster, but he planned to take his time and make sure they both enjoyed tonight.
As I watched him begin to finger my wife I suddenly remember that I had brought a dildo and bullet vibrator. I quickly fished them from the bag that had contained the other props of the night and gently lay them in Michaels reach. He eyed the two items, a 9 inch true flesh dildo and a 3” mini vibe. He picked the latter turning it on and ran it across her lips. Katie opened her mouth allowing the toy in rolling her tongue around it. Once it was wet Michael removed it from its first home and placed it at the top of her pussy and moved it down opening her pussy as he did. Katie was beginning to feel at ease and was enjoying being teased. Michael again began kissing her body through the lace material. With his free hand he squeezed one breast then the other. Katie was grinding against the vibe as it traced up and down her wet pussy.
With the first sign of animal lust Michael set the small vibe down and with both hands took the collar of the lace top and pulled it down hard freeing both of her breasts at the same time. Surprised by the sudden aggressive act Katie tried to shift but there was nowhere for her to go. She was his and she knew it. “Not so ruff” she pleaded but there was no response. He took her nipple in his mouth biting and sucking. It was everything I could do to not pull my dick out and start jerking off right then. Michael stood off the bed unbuttoned his jeans and allowed them to drop to the floor. His fully erect cock sprung and bounced as it was freed. He was a good 8-9 inch’s and just a little thicker than my own. The veins stood out engorged. I was in awe of it as I watched him climb over my Wife and squat over her stomach placing his cock between her breasts and then squeezing them around it making all but the head disappear. He began rocking back and forth pushing up enough that the top of his cock would come right to her lips. Katie knew just what to do and opened with her tongue out just a bit allowing the head of his cock to enter her mouth.
After a few moments of tit fucking Michael moved to the head of the bed. He ran his hand up the back of her head grabbing her hair and pulling her head back causing her again to wince, “Gentle”. But he wasn’t. He moved forward bringing his cock to her lips giving her no chance to speak again he pushed it into her mouth. Katie took as much as she could gagging a little as he tried to fit all of his cock in her mouth. He pulled back and began using his grip on the back of her head to bob her head up and down. Katie had never been forced like that before and tried pulling back but his grip held her. My own cock pressed hard against my pants. I unzipped allowing it free and began to jerk to my beautiful wife being face fucked by a stranger. After several thrust she relaxed and stated going with the rhythm. Michael loosen his grip and Katie sucked on his cock. I knew what she was doing with her tongue, tracing the head and rolling it along the base of his shaft letting out soft moans with every thrust. He continued for several minutes till he let out a groan and filled Katie’s mouth with his Hot cum. I watched as some spilt from the sides of her mouth. But she swallowed every drop she could. Michael pulled his throbbing cock from her mouth and used it to make sure she got every drop.
Between panted breaths Katie remarked “it’s been a long time since I did that for you”. Michael looked at me and grinned. I had cum as well shooting my load on the floor and bed. Michael moved again this time to laying almost on his side with his head between Katie’s thighs. As he touched her she lifted her hips to him offering her wet pussy. He complied by kissing her lightly then using two fingers spread her open and licked from the bottom of her pussy to her clit stoping to kiss and suck lighty. Katie shifted her hips and moaned “please I want to cum”. A request he wasn’t going to refuse. He began to finger her and licking sucking and biting her pussy. She ground her hips against his now 2 fingers in her. Breathing deeply enjoying every moment. I wanted so badly to fill her mouth with my now hard cock. Her open mouth waiting, as if knowing what I thought Michael moved his free hand to her breast then to her head placing 2 fingers in her mouth. She clamped down on them sucking hard. Right as I thought she was going to cum Michael pulled away leaving her panting, begging, “don’t stop I’m so close”. He retrieved the small vibe from the bed and stuck it the full length into her dripping pussy. Pulling it out he looked at me smiling as he traced it down to her ass.
“No, wait I’m not…”, with one firm push it was in with only half an inch sticking out. Katie winced with pain. It wasn’t anywhere near the size of a cock but it was enough. Michael back to his gentle soft actions slowly eased it out and back in till the lite pain became a different wonderful feeling. Returning his fingers to her pussy he continued eating her till she had her first orgasm of the night. In the 10 years we have been together I have never seen her have such an intense orgasm. Michael kept his face buried licking her cum as wave after wave shuttered through her body.
On a normal night Katie and I would have been done. But Michael wasn’t, he was hard again and still had 2 holes to fuck. He knelt between her legs and looked to me. I was unsure why till I remembered we didn’t have condoms. I nodded my approval for him to continue and he waisted no time running the head of his cock up and down her pussy a few moments then Katie exclaimed, “Damnit Steven, fuck me. I want your cock in me!” With that Michael entered my wife. Slowly filling her till his balls were against her and he could feel the vibration from the toy in her ass. He began pumping his hips. Slowly till he was full speed pounding her. She grunted and moaned with every thrust, “yes, fuck me, I want you”. I was stoking watching as my wife was pleasured buy his every motion. He pressed his body to hers burying his face in her neck. Then as Katie began to climax she wrapped her legs around Michael and gasped, “I’m coming, I’m coming. Cum in me baby!” Michael grunted as he tried to pull out but there was to much slack in the restraints and Katie held him with her legs as they both groaned and came together. I watched dumbfounded as my wife held him in her as he shot his cum deep inside her. As Katie dropped her legs, Michael, breathing hard turned and looked at me. His cock still I’m her. In the excitement of the moment I had cum as well. We looked at each other for a long moment. Trying to decide what to do. The three of us breathing hard.
Michael pulled out and his cum began to drip out and down my wife. I couldn’t believe it and nether could he. Until we married Katie had never sex without a condom. As I tried to figure out what to do next Katie broke the silence, “god that was amazing”. Katie lifted her head and Michael leaded in and they kissed. As they pulled back I heard her whisper, “I think I’m ready for that cock in my ass.” Michael smiled. He helped her filp over and got her ass in the air. Pulling the small vibe from her tight hole Michael pushed two fingers into her now well fucked pussy and removed a glob of his own cum and rubbed it into her ass. Then he placed the head of his cock right on her tight hole and said his fist words since entering the room, “3,2,1”. And with a push forced the head of his cock into her ass. Katie yelped and let out a cry. As she tried to fight it. Michael slowly began pumping in and out. Katie’s sounds of pain began to fade as he continued until it was moans of pleasure. Michael paused for a moment retrieving the until now unused dildo from beside them and worked it until it was buried as deep as he could get it in her pussy. Katie feeling this had begun pushing against him moaning telling him to fuck her. And he did. Pounding her only half as hard as he had before. It took only minutes and Katie had and Michael shared another orgasm. Michael, now spent, pulled out of her as she lowered herself down on the bed cum dripping now from both holes. The room smelled of sex. Michael stood gathering his clothes shook my hand and whispered “thank you” into my ear. He quietly returned to his room through the adjoining door.
Katie was exhausted. I rolled her over kissed her and removed the dildo from her pussy as more of Michael’s cum dripped out. I kissed her and removed the restraints. As she lay there I removed her blindfolded we looked into each other’s eyes. She thanked me for such a wonderful evening. I helped her up and to the shower. When she returned we lay in bed my mind still racing. She passed out. My fantasy a reality I feel asleep wondering if I should ever tell her.
Since my first part got many likes and nice comments, i decided to make a part two to my story involving Steven and Jane. If you haven’t read part one, please do and remember to rate and comment! Thanks, and enjoy!
I woke up that morning and found that Jane had left before I could wake up. I was starting to feel my stomach twist, and then I saw it. She left a note on her pillow which read:
“No I did not ditch you, stop worrying so much :P”
I smiled at that
“I left early to go check on my siblings, David has been watching them almost 2 days now and I KNOW that they are a handful, and I would like to relieve him of this for a while. I don’t know if I’ll be back tonight, or if David will be going home soon, so call me at this number at about 10 and We can talk.
Last night was fun, I really enjoyed that.”
There was small winky face drawn at the very bottom
I looked at the clock and saw that it was already 10:27
I rushed to the phone on the night stand and picked it up.
I dialed the number and it began to ring
After about 5 rings, someone picked up.
It was a little boy.
“Um hi, is Jane there?”
“Yea! Shes here, she’s cooking food for us!”
“That’s nice, do you think I could talk to her please?”
I haaaaate kids, I didn’t know how to deal with them.
Now I was a little irritated to say the least.
Then I heard Janes voice in the background
“Joshua! Put that phone down right now!”
I heard a small argument between Jane and her little brother before finally hearing Jane pick up the phone.
“Yea I’m here, what was that?”
“I’m sorry! Joshua is the little brat in the family, he’s always messing with everyone, but he’s a little sweetheart most of the time.”
“It’s fine. So what happened? Is David there?”
“oh my gosh! I totally forgot about David! He’s already on his way home, he left about five minutes ago, so you need to get out of the bedroom and clean up any mess we might have made.”
“Alright no problem, he probably knows what went down anyways, but I’ll get right on it.”
“Yea true, ok thanks. Hey listen, call me again in a few hours, if that’s ok. I would love it if we could find a way to spend time together again.”
I heard some fighting in the background, a brother and sister.
“Knock it off you two! I have to go, a few hours k?”
Then she hung up.
I looked around and tidied up as much as I could, leaving no evidence of our little event last night.
I washed some dishes and fixed the couch cushions. I was just about done and getting ready to leave when David walked up to the door and started unlocking it.
He walked in and put his jacket on a hanger near the door.
“Steven! Hey I talked to Jane, she seemed to have had a great time, thanks a lot. She immediately started fixing breakfast and bathing her little sisters when she got there. Let me tell you, those kids are pretty crazy haha. I couldn’t sleep much so I’m off to take a nap. You’re welcome to anything in the fridge before you go.
“Thanks, I appreciate it”
I went to get a bowl of cereal, and while pouring my milk I see him walk down in only his boxers.
“Were either of you in my bed last night?”
“Um, yea, I think Jane slept in there, I took the couch.”
“Ah I see, I guess she must’ve had a little fun “alone” time haha. I saw some stains on the covers and wondered. It’s totally fine though, I’ll wash the covers right now.”
I let out a huge sigh of relief I was so afraid he’d go ballistic.
“To be honest, I am a little disappointed Steven. There was a beautiful girl in my bed pleasuring herself and there you were on the couch. Haha, kid, you need to work on your game.”
I let out a nervous laugh then watched as he went back up stairs.
I got home and noticed that no one was home, but there was a note on the fridge.
“Steven, me and your mother are going out of town for the week to visit your uncle, we will be back next week. Be very careful and make sure to fill up your car if you go out. We left some money for food and other stuff you might need. Love, Dad.”
Cool! A whole week without my folks, that could be awesome.
No school, no family, no chores, nothing but freedom.
I sat around watching cartoons all day and realized that it was 5 PM now, and I hadn’t called Jane.
I started dialing her number and hoped that she would be the one to pick up.
It was either Jane, or one of the older sisters.
“Hey, is Jane there?”
Thank god it was her.
” I was wondering when youd call.”
“Yea sorry about that, I was a bit busy.”
“Tell me about it, I barely got the kids to calm down, theyre all watching a movie right now.”
She barely ever had time for herself, I can’t imagine how stressful her day to day must be
“So listen Jane, my parents are out of town all week and I was wondering if you would like to come over, or go out somewhere some night.”
It got really quiet and I could feel her thinking of what to say.
“Umm I don’t know, I can’t really leave my siblings alone that long. I don’t want to bother David again, he seemed really tired from babysitting.”
She got quiet again, then I heard her start her next sentence with a bit of excitement.
“But you could over here! You could cook us dinner and meet everyone! I’m sure they’d loooove you.”
There was so much excitement in her voice, I couldn’t just say no.
So I agreed to go over in about an hour.
I arrived at her house at about 6:30, and it was already getting a bit dark. I was greeted by Jane who was wearing a tank top of shorts/leggings.
“Hey! Come in, have a seat anywhere”
She walked me to the living room, and I could not help but look at her small tight butt in those leggings. They had ridden up a bit and it looked so hot.
“I’ll be right back”
Jane then walked up stairs, moving her hips side to side, showing off her sexy curves.
I looked to my right and saw about 6 kids all bunched up on the couch, some laying down in front of it. They all had their eyes glued to the old tv set. They were all watching toy story 3, enjoying the adventures of woody and buzz.
I sat next to one of the girls who looked up at me.
“Who are you?”
The other kids then noticed me and all stared at me
“I’m Steven, I’m your sisters friend.”
I said trying to seem as nice as possible.
“Jane has friends?” a little boy asked jokingly.
The other 2 boys laughed while the 3 girls shushed and hit them.
I could only assume that he was Joshua.
Jane came into the room, wearing nice blouse and some tight jeans. I guess she was trying to look nicer for me, but I honestly liked the other outfit a lot more.
“Steven can you come here a second?”
I followed her into the kitchen were she looked at me like a sad puppy.
“My brothers and sisters have not had a good meal in a long time. And I know you just got here, but can you please-“
“Ofcourse, don’t worry about it Jane. I’ll make you guys the best dinner you’ll ever have.”
I Smiled and gave a wink at her.
“Thank you thank you thaaaaaank you!”
She squealed while hugging me. She gave me a peck on the lips which felt really nice.
I looked over her shoulder and noticed Joshua standing there watching us.
“What’s the matter Joshua?”
“Is he your boyfriend?”
She looked at me as if wanting me to answer for her
“Umm… No we are just really good friends thats all.”
He sure had a lot of questions for an eleven year old.
“They do sometimes, it’s normal.”
He looked up at me, then back at Jane. He ran back to the room and yelled to his brothers and sisters.
“It IS her boyfriend!”
I could hear laughing and giggling from all of them
Me and Jane were laughing to, then she looked at me and I could see that she was trying to figure out if I wanted to be her boyfriend. She slowly grabbed my hand and was rubbing it while looking into my eyes.
“I guess I should get dinner started.”
She snapped back into reality and looked at her hand holding mine.
“Oh! Right sorry, need help?”
“No it’ll be fine, you go watch the movie with your siblings.”
She smiled at me, then ran off to join her family.
I hadn’t had butterflies in my stomach since my 2nd grade crush, and I didn’t know HOW to deal with them.
I cooked up some chicken and rice, some cut up potato wedges that my dad had taught me to make.
It wasn’t much, but they didn’t really have much food to begin with.
Jane called her siblings into this kitchen and they all swarmed the food, grabbing plates and cups- trying to see who could get the most. They looked like they hadn’t eaten in days.
Me and Jane sat there laughing at them all, smiling at eachother
“Wow! This is so much better then what Jane makes us all the time!”
Joshua began to agree with the other boy, “Yea, this doesnt taste like crap”
All three boys laughed, and the girls didn’t seem to hear, they were all into their meals.
Jane just shook her head and looked at me.
“Thanks, they really needed this.”
I said while giving her a warm smile.
It was about 8:30 when all the kids were up in their rooms and left me and Jane to clean up.
We washed all the dishes and then say down on the couch.
“They usually all stay in their rooms at this time, playing games and stuff”
That’s good, now me and Jane had some time together.
She scooted over to get close to me, then finally leaned her head on my shoulder and closed her eyes.
“I’m so tired, I wanna just fall asleep here.”
I wrapped my arm around her and she adjusted her body to get comfortable while also making a small giggling noise.
She looked up at me now with a serious face
“Your really sweet, you know that? I felt so bad about making you cook all that food.”
“It’s fine, I was glad too.”
She smiled at me, then began to kiss me gently. She lifted her hand and placed it on my cheek.
We hadn’t kissed like this before. Back at David’s house, we kissed like animals who were let out of their cages after being held captive for years.
Now, we were kissing like two lovers who were incredibly in love.
She gently stuck her tongue out and licked my lips, then proceeded to place her tongue inside my mouth, exploring it.
She then stopped and looked at me
“Sorry, I’ve never really kissed a guy before you… Too much tongue?”
I didn’t reply, I just pulled her close and began making out with her. Now we were tongue wrestling, jamming our tongues as far as possible into the others mouth.
She was biting and sucking on my lips, while I was massaging her breasts.
She began to moan and pant. She was really easy to turn on.
“Not here… We can’t.”
She gently pushed me off.
“I don’t want them to walk in on us or anything.”
Daaaamnit. I had a semi chubby going on here and now I have to call him off.
“it’s pretty late, I think you should go, ill have to tuck them in soon.”
She walked me to door and then outside to my car.
She grabbed my hand and just held it, playing with my fingers
“I’m really glad you came, Steven.”
“I wish you could stay, but the kids-“
“Yea. I know, it’s ok. Maybe we can get another day to spend alone.”
She smiled with hope in her eyes.
“I’d like that”
We kissed, an then she watched me drive off while waving.
I got home and instantly went to bed, thinking of ways that we could get together again.
I had a dream that night, Jane came to my house wearing sexy lingerie. She pushed me onto the couch and gave me a lap dance. Showing off her b-cup sized tits and firm ass.
She grinded her ass on my cock and then she started rubbing her tits on my face while whispering, “How bad you want me?”
She started rubbing my cock through my pants, then she finally unzipped me and took out my fully erect penis She was about to start sucking me off when suddenly.
“Beep! Beep! Beep! Beep!”
Fucking alarm clock? Why the fuck was that on?”
I smacked it, turning it off. I tried to fall asleep and go back to my wet dream, but it wasn’t happening.
I woke up frustrated at my stupid clock for ruining an awesome dream. It wasn’t the first time too.
I spent all day cleaning the house, mowing the lawn, and trimming the hedges. Nothing Was on tv, so might as well be productive.
While finishing up some yard work, I saw David come out of his house and look over to me.
I waved back and smiled
He walked over and patted my back.
“Need any help?”
“Nah, I’m just finishing up.”
“Hey, I noticed you weren’t here last night, I could hear your house phone ringing all night.”
Crap, my parents
“I think someone might have been trying check up on you.”
“Yea I totally forgot, I was helping Jane out with-“
“Jane? You were with her?”
“Yea, I was cooking dinner for her and her siblings”
“That’s really nice of you.”
He smiled and patted my back again.
“So… Did you make something happen?”
Was he seriously interested in hearing if we had sex or not?
“Um, no sir. All we did was eat and watch some tv.”
He looked disappointed
“Well when are you gonna see her again?”
“I don’t know, she’s always busy with her brother and sisters, I can’t really just go over there asking to spend time with just HER, you know?”
He stood there looking up, as of thinking of a plan
He finally looked at me and chuckled.
“Leave that to me Steve.”
He finally patted me one more time and walked back to his house.
I wonder what he was up too?
Later than night, I got a phone call.
I answer it, and it’s my Dad.
“Son! Why didn’t you answer last night?”
“Hey dad, I’m sorry, I was passed out, I was really tired.”
He just gave a small “hmm.”
I think he bought it
“Ok, well I was checking up on you to make sure your ok, make sure you lock up and don’t invite anyone over, got that?”
“Ok, we love you, have a good time.”
He hung up, and as I walked over to the couch, it rang again
I picked up, a little annoyed
“What now Dad? I’ll lock up, promise!”
“Steven? It’s David.”
“Oh, hey David, sorry I thought you were my Dad.”
He chuckled a bit
“It’s ok, listen. I talked to Jane and told her that I could babysit for her more often since my work hours have been shortened. I can help watch the kids while you show her a nice night out!”
David really cared about this girl, I could tell he was really trying to make her happy. He really was a great guy
He always helped out my dad with bills and even helped me fix my bike when I was younger since my dad couldnt.
“Yea, ok that sounds great”
“Awesome, she will need a reason to go out, so that’s up to you kiddo. I’m not busy tomorrow, so try scheduling a date with her as early as 5 pm. I can sleep over her house if needed, but I’d rather not. Those kids are pretty crazy when Jane is gone.”
We both laughed
“I’ll see what she says, thanks David”
“No problem-o kid. Goodnight.”
I immediately dialed Jane’s number and almost instantly, she picked up.
“Hey Jane, it’s Steven”
She sounded really excited to hear my voice. And I’d be lying if I said I wasn’t to hear hers. She always sounded so up beat and girly, it was really cute.
“So hey, are you busy tomorrow night? “
“Well ya silly, I have to take my brothers to their soccer game, and find a babysitter for the girls.”
Well I guess tomorrow wouldn’t work out.
“I was going to ask you if you wanted to go out tomorrow.”
“Out? Like out-out?”
I smiled, “Yes ‘out-out’. A date.”
She got quiet, then I heard her tapping on something, trying to figure out a way to make it work.
“Ok! Yea that sounds good, I have an idea. Come over tomorrow at around 5:30, I’ll find a babysitter.”
“Yea! It’ll be fun!”
“Ok, well I will see you tomorrow.”
I had butterflies again, I was actually going to go on a date. I never actually went on one before, so I was feeling really nervous.
I hopped in the shower, and headed off to bed. I was really excited, so it took a while to fall asleep.
I didn’t have a sexy dream that night, but instead a romantic one. We were holding hands walking down the beach, watching the sun set. We began to passionately kiss and and we began to make sweet love on the beach. We were the only people there, which doesn’t seem really realistic, but it’s a dream do whatever.
I woke up to that alarm clock again, but this time I was glad. I didn’t want to screw this up by oversleeping.
It was about 11 o’ clock when I got a phone call from Jane
“Hey! We still on right?”
“Ok great, because I have a babysitter, we can be out pretty late.”
Sweet, I bet it was David
“Alright well, I’ll see you at 5:30”
“Cool, can’t wait.”
We hung up, and I started thinking of what to do to pass the time.
I got up and decided to go for a jog around the neighborhood, thinking of what might happen on tonight’s date.
I remembered that I hadn’t worn a condom last time, but I had came in her asshole, so there was no problem. But I guess I should go get condoms to be safe.
I jogged to the quickest market, one with a self check out, to avoid any embarrassing confrontations.
I bought some Trojan condoms and quickly left the store, heading home. I never had condoms before, weird for an 18 year old guy. I knew how to use them, sex Ed really doesn’t leave any details out
I took a shower and then began getting ready for my date. I opened the box of condoms, when I noticed something.
These condoms were fucking huge!
“What the hell…”
I started questioning my penis size, thinking that I had an unusually small penis.
Then I noticed the title.
Trojan- Magnum. XL condoms.
I threw them off my bed and quickly hopped in my car and drove back to a store closer to my house.
It was 5:10, so I needed to hurry
It was a mini mart, with a section begin the counter for condoms.
Just my luck. A teenage, GIRL, cashier.
“Hello, can I help you find something?”
“Um, yea. Can I get a pack of those… Uh those…”
I was trying to point at the condoms but I think my aim was off.
“Cigarettes? I’ll need to see an I.D. For that.”
“No, no, the condoms…”
“Oh! Ok, which ones?”
She walked over to the area with all the condoms and stared at me
“Um, any are fine.”
She grabbed a pack of Trojan Exctacy condoms and scanned them.
“That’ll be $10.37, would you like a bag?”
I looked over my shoulder and noticed a little old lady staring at my condoms with an evil glare
I quickly got in my car and headed to Janes house, I got there at about 5:25, perfect.
Just as I arrived, David and Jane, and all the kids were walking out of the house.
“Thanks so much David, this is really nice of you!”
“Hey it’s no problem, anything to help.”
They saw me getting out of my car and they both smiled and waved
David was getting the kids into the car, and I could see the girls were a little upset.
“Why do WE have to go to their soccer game too?”
David looked at me, then back at the girls.
He whispered something to them, and they began to laugh
They all got into the car, and they were quickly gone.
I walked up to Jane and there was an awkward silence between us
“You ready to go?”
“Yea” she smiled at me, and I smiled back
“Oh yea, wanna take my car?”
I turned around and saw my crappy station wagon. I knew it was a girl repellant.
She handed me the keys and smiled
“You want me to drive it?”
“Well yea! I mean I always felt bad that I bought it, even though you really wanted it.”
I chuckled, “Even after my little accident with ‘Joey’?”
She laughed, “Sure, just be careful!”
We drove to a movie theater about 45 minutes away, it was the closest one.
On the way there we were play arguing about whether we should watch spider man, or batman.
She ended up winning, and we watched spiderman.
I admit, the movie was pretty amazing. *ba dum TSS*
After the movie, we got some ice cream at a little shop next to the theater.
We sat a small table and I noticed a couple in the corner, making out like crazy.
Jane noticed I was looking, so she turned over to see.
She looked back at me and giggled
“Someone’s getting lucky tonight!”
I laughed, “Hope he’s not the only one.”
It got really quiet, I felt so stupid for saying that. She looked at me with a small smile, not knowing if she thought it was funny, or if she had thought the same thing
“Oh- uh I’m sorry.”
“Haha it’s ok, who knows? Maybe someone else WILL get lucky”. She licked the tip of her ice cream very slowly, the put a bit of it in her mouth.
She began moving her tongue wildly around the top of her ice cream, trying to seduce me. It was actually working too.
I began to laugh, when I saw the guy at the register looking at us with an awkward look on his face.
Me and Jane looked at eachother and started cracking up. We both got out stuff and left quickly.
Since batman had just opened up in theaters, there wasn’t much parking, so we had to park down the hill in a secluded area.
We got to the car and we had both just finished our ice cream.
We sat inside the car, listening to the radio for a while, talking about the movie and what our favorite parts had been.
She finally made the first move by placing her hand on my thigh, slowly rubbing it
“This was really fun, I’m glad you brought me.”
She looked really hot tonight. She was wearing a pink blouse, with a tank top underneath and short shorts since it was kind of hot tonight.
She had the first few buttons of her blouse unbuttoned, so a bit of cleavage of was showing
She leaned in and kissed my cheek.
“Your a fun date” she said smiling.
She started moving her hand closer to my crotch and then stopped, looked up at me with her beautiful eyes and I could see the lustfulness in her face. She wanted to fuck right NOW
We wouldn’t last the 45 minute drive back to her place, we would need to find a motel or something, but I hadn’t brought enough money!
“Let’s get in the back.”
She nudged her head towards the back seats.
I looked around the area and there weren’t any people in sight.
We quickly got out and into the back seats of the car when she got on my lap and started making out with me
This was the same kind of kissing we did back at David’s house, animalistic and primal like. She was jamming her tongue in my mouth squirming all over me. She started unbuttoning my flannel shirt and kissing my neck.
After taking off my shirt she quickly started going after my neck, sucking on it and gently biting it. I couldn’t help myself from groaning a bit, it felt really good to have her go at me like that.
She started licking my neck, leading up to my ears. She gently nibbled on my ear lobe and licked the inside of my ear, giving me an instant boner.
Then she seductively whispered into my ear, “Mmm, someone’s awake down stairs…” I smiled as she started lifting up my t shirt, gently kissing my neck and playing with my nipples.
She began to go down to my belt, but I quickly stopped her and brought her back up
She looked at me, puzzled
“This time, I’ll go first.”
“I won’t argue”
I began kissing her cleavage and massaging her breasts. She closed her eyes and tilted her head back.
I started unbuttoning her shirt. She was only wearing her tank top now, no bra.
She backed off me a bit and began lowering the straps off her shoulders It was dark, but I could still make out her tiny pink nipples which were erect and standing tall.
She then grabbed my cheeks and gave me one big passion filled kiss before I started at her tits.
I began making small circles around her right nipple with my tongue while playing with the other with my fingers.
I slowly flicked her nipple with my tongue, teasing her and trying to savor the sweet taste.
I put my entire mouth over her nipple and began sucking and licking furiously. Her body began squirming and she pulled my head closer
I took my left hand and slid it down the back of her shorts, past her panties and made my way down to her asshole.
I stuck my middle finger in her asshole and started moving it in and out gently
She got a little scared, but the began to enjoy it.
I continued to suck and slurp on her nipple while listening to her sweet moans of pleasure.
“mmm, yea like that… Faster…”
I began fingering her asshole harder and licking as fast as I could
She let out a small squeal of pleasure and opened her mouth really wide.
She slowly pushed me off her tit and began kissing me like crazy again
I took my hand out of her shorts and she began to unbuckle her belt.
She easily pulled down her shorts and revealed the sexiest white panties, which we quickly tossed aside and lost them somewhere in the darkness of the car
She backed up to the door as much as possible and spread her legs as far as she could
I lowered myself and began smelling her sweet warm cunt.
I kissed her inner thigh and looked up to see that her head was turned towards the seat, eyes closed
I slowly began to stick my tongue deep into her juicy wet pussy. I pushed as far as possible, moving my tongue side to side.
I began to quickly move my tongue in and out of her pussy. He breathing quickly picked up, her moaning suddenly got a lot louder than before
I took my tongue out and began sucking her clit. Now she was really squirming
I licked her clit fiercely, and I stuck two finger in her pussy, pushing in and out at an incredible speed
She grabbed my head and pulled me closer, Her body unable to hold still
Her pussy began to tighten up again like before, she was about to cum.
I went as fast as possible with my tongue, and fingers.
She tasted so good, I wanted this to last for ever
Finally, i heard a high pitched squeal and her body stopped moving.
A load of lady-cum flew from her pussy and into my mouth. I stayed there, still licking and sucking- making sure I swallowed each drop of her juices.
She pulled me up and held me close She had her forehead against mine, panting, trying to regain some energy.
“I… That was…”
She kissed me and began squeezing the bulge in my pants.
She didn’t say another word, she just went down there and whipped out my fully hard cock and quickly jammed it in her mouth.
She quickly went up and down, making no effort to take it slow
She began jerking me and licking my shaft up and down, then again started sucking me off
She took the head in her mouth and swirled her tongue around it, sucking on it at the same time.
She took It out of her mouth and began licking the very tip of my cock, making me groan in pleasure
God it felt amazing!
I grabbed her hair and she got the picture.
She placed my cock in her wanting mouth again, looked up at me, then winked.
I began moving her head up and down at a steady pace, watching as she took every inch of my hard cock into her warm an wet mouth.
She slurped and sucked like if it were that Ice cream from earlier.
She wouldn’t let any saliva reach my balls, she kept licking it up and sucking it off my shaft before it got to low.
She literally was sucking me dry
I started moving her head up and down fast, sticking my cock all the way in- to the back of her throat
She began to tear up a bit, when I started feeling my balls tighten up.
I was ready to cum when she suddenly took all of me in and stayed at the bottom, gagging and slurping my cock.
I couldn’t hold it, I came inside her mouth- releasing tons of jizz directly into her throat. She stayed there with her eyes closed, still gagging a bit- but she wanted this. She held on to my legs while swallowing every last drop, then finally lifted herself off my dick
She stroked my dick a bit, licking any bit of cum of saliva that was left, and finally gave my cock a nice kiss on the tip of the head.
My body shuddered a bit, and she giggled.
She started licking my balls, and sucking them gently. She looked up at me and winked.
“Ill wake him up, he still needs to fuck my tight little asshole”
Almost instantly I felt my cock throb a bit. I was starting to get hard again
She was just surprised as me, looking at it with wide eyes
“Doesn’t it usually take a while?”
I smiled, “sometimes.”
She laughed, and began sucking my half hard cock, trying to get it harder faster
I was finally back to full power when she lifter her body and turned around, facing the front of the car
I slowly lowered her body onto my lap.
I licked my finger and slowly inserted into her asshole, damn it was so tight!
I inserted my dick slowly into her pulsing ass, and watched as she slowly went all the way down.
I could feel her sigh, trying to get comfortable with it.
After a few minutes of slow anal fucking, she began to speed up, grinding her hips on my dick
She finally started bouncing her nice tight ass up and down on my cock, making loud clapping noises each time
I began moving my hips with her rhythm, and it increased the pleasure for both of us by a shit load ( ba dum tss)
She held onto the front passenger seat as she took every inch of me into her little pink hole.
I could hear her moaning in pleasure now, no more pain
“Oh yea, fuck my ass, fuck it hard!”
Grabbed her waist and started ramming my dick into her furiously
She had to adjust to this speed, she let out a small “Woaaah” and then put her hands on the ceiling of the car
I jammed my cock as far as I could and pounded her tight ass like It would be my last
I was going so fast, her moans began to vibrate with the rhythm we were going
I was ready to cum when she finally hopped off me and turned to face me
“I want you to fuck my pussy!”
Began sticking my pulsing cock into her, when I stopped her
“Wait, I have a condom-“
“No, please just hurry, fuck me now”
I didn’t want to fuck her without a condom, I was afraid of what might happen.
“No I can’t-“
“I’m on the pill, I started after our first time.”
I couldn’t process what was going on, and I didn’t even answer after that
She finally took my dick and quickly jammed it into her pussy
She had her hands around the headrest of my seat and began bouncing on top of me. I could feel all her juices flow from her pussy down onto my cock. She was incredibly wet.
By now I don’t care about a condom, I just wanted to cum.
Got her off me and placed her in doggy style position across the seats
She spread her pussy for me and gasped as I forced my way into her
I was ramming her hard, pushing her up against the car door
She was crying out now, almost yelling from the pleasure
“Oh yes, yes! Faster!”
I reached around and grabbed both her tits, cupping them in my hands.
“squeeze my tits harder baby, uuunh make me yours!”
her pussy exploded juice all over my balls, and some squirted on my chest
She cried out in Exctacy “oh my GOD! Oh!”
I didn’t stop, I kept going, more enthusiastic about it then ever
Her wet pussy was making squishing sounds now as I fucked her and it was so sexy
I was ready to cum, so I took out my cock, flipped her over, and came on her chest
I let out about 5 streams of cum all over her tits, and some on her face.
She fell back into the seat, full of sweat.
She lifted herself up a bit, and laid on the side of the seat
“Why didn’t you cum inside?”
I looked at her, afraid to tell her I didn’t believe her about the pill.
“I’ve always just wanted to do that… Ever since I saw it in porn videos.”
She giggled then looked at me seriously
“I lied, about the pill.”
My heart sunk, why would she lie?
“I was just so turned on, I couldn’t help myself. I didn’t want to wait for you to slip on a condom. I’m sorry.”
She looked down, disappointed with herself.
“It’s ok, Really.”
I smiled at her, and she smiled back.
I leaned in to kiss her, when she suddenly pulled away when our lips nearly met.
“Wait, I should get cleaned up first.”
I looked at her and saw cum dripping all over her, some getting onto the seats
“Oh, right sorry”
She laughed, “We’d better clean the seats up to.”
After about 10 minutes, we had cleaned up and were on our way home. She fell asleep with her head placed on the window.
We arrived at we house, and noticed that David’s car was parked in the driveway.
We both got out of the car and kissed goodnight.
“I cant wait for our next date!”
We kissed one more time and I headed towards my car, when I heard her whisper something to herself while checking the backseat of her car.