Thischilis

Thischilis Avatar
Gender: Straight Male
Age: 28
Relationship Status : Not specified
Profile Visits : 111
Number of Comments : 0
Number of Confessions : 1

Thischilis's Favorite Confessions:

My Wife And Her Best Friend

I've been married for 28 years. Been with my wife for 34 years since HS. We have a healthy sex life. We role play and do just about everything. Cum swap, pee play, toys, etc. My wife is not a prude and I'm very thankful for that. One thing we never did was have multiple partners, swing, threesome, none of that. My wife has always been bi curious but wouldn't want to share me with anyone else. For years she has been promising a threesome with another woman for my birthday. We came close once but then she chickened out.

This passed weekend was my birthday. This is what happened...

We were having a BBQ with friends in our yard. Even though it was the hottest weekend of the year we were all outside having a really good time. We don't have a pool but drinking cold drinks under the shade of trees was just fine. The party went into the night and then everyone started to leave. My wife and her best friend Annie were in the house cleaning up while I sat in my yard smoking a cigar and drinking bourbon. I was just unwinding, enjoying the closing minutes of my birthday when my wife and Annie came out to join me. We were all BSing sipping spirits when Annie asked how was my birthday. I said it was nice. I had a nice time. My wife said your birthday isn't over yet. She said that she had one more g*ft for me. I thought maybe a bottle or tickets to the Giants. My wife and Annie started giggling. They looked at each other and whispered ready? To each other. They got closer to each other, face to face and then they kissed! In my head I was like WHOA! WTF? But outside I just grinned and watched. I knew my wife was drunk. I came to find out she was a little high too. So was Annie. They passionately made out for a while. I was as hard as a rock. I always found Annie attractive and I know my wife did too. In the dark secluded corner of our yard they kissed and started to get naked. They had their hands all over each other. Their tits were very close in resemblance. Two really nice racks. My wife leaned her head down and took Annie's nipple into her mouth. Annie cradled her head in her arms as she threw her head back in ecstasy. My wife was sucking on the one then switched to the other and then sucked them both at the same time. Annie said Oh God that feels so good. Then they started to kiss more then it was Annie's turn to suck my wife's tits. My wife always loved having her tits sucked. She once confessed that she sometimes got wet when breastfeeding. I could tell my wife must've been soaked in the lap. She was really enjoying it. They then stopped. They stood up and my wife took Annie's hand, walked over toward me and knelt down in front of me. They started rubbing my hard cock through my shorts as they kissed some more. Annie then asked Can I? And my wife said Hell yeah! Annie started removing my shorts and my boxer briefs as my 7 inches sprung up into her face. Her eyes lit up and she had a shit eating grin. She took hold of it, look at my wife, looked at me and then started French kissing my head, my shaft and my balls! My wife then knelt next to Annie and they both were kissing, licking and sucking my cock and balls. They would take breaks to kiss each other but then went back to sucking me! I never or saw anything so incredible! I was still smoking my stogie and sipping my bourbon. I felt like a fucking king. They did this for about 20 minutes. Stopping every so often to calm me down and edge me. I was ready to bust my nut. Annie said cum on my face. I didn't disappoint I shot rope after rope all over her face and in her mouth. She then sucked the rest out as my wife licked it all off of her face and then they kissed and swapped cum while I sat back and watched.
They then mutually masturbated in front of me until they both came! When they were done they both said Happy birthday. I thanked them and kissed them both passionately. I sat back down, cock still hard, and I asked if this could ever happen again? My wife said My birthday is coming up in August maybe the 3 of us could go away for the weekend. Then Annie said she was available. Then Annie said that Her birthday was in September and she knows what she wants for her birthday!

I can't stop thinking about it! I've jerked off at work in my office whenever I think about it!

Wife's Little Sister

Okay, my wife wendy has a little sister called Sally, they are very close and do everything together....anyway Wendy is 23 and Sally is barely 18....in some ways wendy is like a second mom to Sally....
but Sally is aways at our place, which I don't mind as she is good fun and Wendy just loves having her over.
This particular morning Wendy was getting dressed for work she is training to be a doctor, so she gets a lot of the weekend shifts, as she is dressing Sally comes in our bedroom and jumps in bed beside me in her usual fun way just messing about and tickling me...Wendy laughs at her sister and carries on dressing I watch her....her firm tit's and round ass, long dark hair....dam see she is hot....in my distraction I hadn't noticed that Sally had reached over and just as I looked at Sally she grabbed my cock while we are under the bed duvet...
As wendy and I sleep naked I was still naked when Sally started to wank my cock off, as she talked to Wendy who had her back to us and still naked as she picked out her work clothes.
Wendy said she was having a quick shower and went into the en suite, Sally quickly mounted my cock, I protested but not loudly as I didn't want my wife to see this.....Sally continued to ride me until I had cum deep within her....I was shocked and nervous to say the least
That 12 years ago...and nothing came of it...except my wife confessed her sister and her had planned the whole event

Ex Girlfriends Little Sister

My new roommate was out of town and mentioned his gf would stop by to drop off some items. When I opened the door my jaw dropped, it was my ex girlfriend’s little sister! There was immediate affection, and she was fucking hot. Athletic skinny build with a matching pink summer yoga set. I gave her a hug and ran my hand down her waist. She smelled amazing, and was sweet as I remember. I insisted we sit down to catch up. I used to tease her when she was younger. She was crossing her legs and twirling her hair, her nipples started poking through her top. I wanted to take a pic of us but I didn’t have my phone so she lent me hers. I pulled her close and she rested her hand on my thigh. Truthfully I was rock hard having her so close. After I sent the pictures to my number, I teased sending them to her sister to make her jealous. For context, I used to fuck her older sister like crazy but decided to break it off when she wanted to have kids. We had sex in her parents home even when everyone was home at times. She lunged for the phone and fell over my thighs. When she pressed up she snagged my crotch, I jolted but ran my free hand down her back. To my surprise she decided to straddle me. Her crotch was soaked, so I knew she was turned on. While she attempted to grab the phone, unable to reach, my free hand was already grabbing her ass as she rocked back and forth. Don’t you dare send that or I’ll squeeze your cock! Her hand made her way to my erection but it only stiffened. Or what? I squeezed her ass hard and she did a little yelp and bounce. You know, I know how it looks it’s not new to me! No way, apparently her sister told everything about our relationship and shared pictures of our intimate life. Go ahead I insisted, I tossed her over and lowered my shorts. She crawled back hoping to pain me but when she saw I wasn’t hurting in her attempt she began to gnaw at it with her teeth. Before I knew it, I was shoving half of my cock down her throat. She was enjoying herself from pleasing alone. I pulled her shorts down and fingered her. A few minutes later I was bare backing her pussy on the couch. I was able to snap a few pictures and send them to my phone before tossing it across the room. I hadn’t had action in over a month, she cancelled her plans, stayed over the night. We took a break from fucking to eat and she texted her bf she had dropped off the items. She called her sister right after and gave me head before sleeping. The next morning we fucked in the shower, went shopping, and fucked in the car before heading home. My roommate hasn’t found out, nor her sister.

Daddy Dom And My Little Girl

Ten years ago I had a year long affair with a sweet submissive black girl named Brianna. I'm a white guy and then I was 43 and she was 22.

I was married at the time and found her on Craigslist. She lived with her dad and was a student. Luckily I worked just a short way from her house.

The first day I met her I dropped by her house one morning on my way to work. There was an immediate attraction. She sat on my lap as we made out and I fingered her hot wet slit. I then had her lay back with her head off the edge of the couch so I could throat fuck her really good. She was like putty in my hands, no gag reflex and she throated my cock like a champ. I nutted down her throat with her slobber and tears running down her face from me throat fuckingvher so hatd. I then finger fucked her hard massaging her gspot to a squirting orgasm. I got dressed and she layed there naked. I told her I'd like to come back at lunch time and fuck.

She agreed and when I got there she told me she wanted me to creampie her. She was a sexy little submissive black slut for my Dominant White Daddy dick. I dominated her slutty c**t and used her good that day blowing 2 loads in her c**t before going back to work.

She loved being submissive to me and always called me Daddy. It lasted for a year. We would meet up at least 4 times a week if not more. On Sundays when my wife would go to church we would hook up. Always on my lunch break. Anytime I just needed to get my cock sucked I could text her and I'd say I was going to Starbucks to get a coffee. I'd wait in the parking lot and she would get in the passengers side and just start sucking me off like a good little girl, always swallowing my load.

She loved her Daddy that was for sure and I loved the hot sex and dominating her hot pussy, ass and mouth. I'd hand cuff and tie her up, spank her hot tight black ass. She did my sexual bidding.

Sure was fun while it lasted. I loved being able to use someone like that at will. I fed that bitch a lot of cum that year and nutted in her c**t and ass as often as I could. I probably nutted at least 15 times a week in her fuck holes over that year.

God, I could use another good submissive fuck toy like that again.

Used And Abused

Across the hall from me live a couple of lesbians. They are in their mid thirties and not as cute as they may have been. They don't show off or walk around making sure everyone knows they are lesbians, but they are and I know because they told me. In other words, they weren't on the menu.

During a storm back in the summer of 2020, wind and rain, one of them came over and asked if I could come over and help them with a window because the rain was blowing in. I went, the window was stuck open because they left it open and now it wouldn't shut. I had to go get my tools and come back over and unhinge it and rehang it. Man stuff to them. When I turned around one of them was in her lingerie, she said she wanted to thank me and if I was of the mind for it I could get my pay from her. She stood there and let her bra off, nice big tits mind you, and she pulled her pantie off, perfectly shaved down there. She later commented that lesbians like being totally smooth seeing as they are lesbians.

She turned down the bed and got on it and told me to get on and do my thing. I could not get hard. I couldn't, no matter what I did. I failed completely. Her partner came in and laughed at me and told me I was a wuss and she started to suck my dick and finger my ass and I got hard enough and she said I was good to go and to get on and not make a fool of myself anymore. While I was going at it, my bare ass in the air, the partner got her face between my cheeks and poked her tongue in my ass and I came right then and there. I didn't have a problem after that and by morning and the storm had passed both of them had gotten their fill and were happy campers. And I was ready to go back to my apartment.

After that night, and my embarrassment and having my ass licked, we became COVID friends and more than once I went over to make them happy. They liked it in a rehearsed sort of way, telling me what to do while they did their thing. They were very oral girls, oral this and oral that, they gave and wanted it back. The one that licked my ass licked my ass, it was her favorite move at just the right time. She knew how to make me shoot and it worked. From a calendar point of view it was now and then, but often enough considering we were shut in. I never got around to just giving it to them my way, I was there for them to play and have some variety. It's the lesbian way they tell me. Instead of getting their toys out to play, they invited me over.

Our last time together was a month ago, and they are having some people over next weekend and I'm invited to spend the night with them. It's a timing thing, you don't think about that, but they make sure the time is right for them. It's a calendar thing.

Cheating On My GF

I have a wonderful girlfriend who I love so much and have been with her for almost 2 years (we were both 15 during this story) and are friend group consists of entirely girls and me the one boy and so when a sleepover gets mentioned it may get a bit awkward but never the less they invited me and so it was me,my girlfriend and 5 other girls.the first thing we did when we got to the persons house was get changed all together in one room and they told me to turn around but there was a mirror and they knew what they were doing as they slowly spilt out of their clothes into their panties and bras and I was rock solid at this point and tbh desperately wanted sex even if it wasn’t with my gf. A couple hours went by of us joking and relaxing and then we began drinking a bit and some of the girls started making out with each other and my gf made out with 3 of them and I looked at my gf for confirmation and made out with all of them and tbh it was fucking amazing. We went outside to cool off a little and went on a long stroll and by the time we were back it was very late and we were tired but we played one more game…and it was spin the bottle 7 minutes in heaven edition.this girl(the hottest one out of all the girls tbh with an hourglass figure,huge fits toys and ass and was small) picked up the bottle and spins it and wouldn’t you know it,it lands on me and I slightly blush and stand up and walk into the dark closet with her.we hear the door lock and hear the giggles and whispers outside before I lock eyes with her and can’t really tell how she is feeling and I don’t know what came over me but I grabbed her by the waist and lifted her up and she wrapped her legs around me as I pushed her against the wall and deeply kissed her our tongues interlocking and my bulge pressing against her thin leggings. I hear her squeak out softly that I have a gf and this is wrong but I ignore her and practically tear her out of her leggings and panties and pull out my dick and rub it against her pussy. Then I hear from outside that we have 1 minute left and I stop myself and we quickly dress up and act like nothing happened.

We all headed to sleep once alll the girls had a go in the closet and my girlfriend was sleeping in my chest on one side and her best friend and tbh also an absolute hottie on the other side both girls clinging onto me and i try to stay soft but my dick pitches a tent in the blanket and I can tell my gf and her best friend know because we haven’t fallen asleep yet. I feel a small soft hand grip my dick and slowly start moving and I look over at my gfs best friend and see her smiling at me.I glance over to my gf and she slowly goes under the sheets and begins licking the top as the other girl strokes me.I whisper should we take this to the bathroom and they nod and stand up before me and go to seem less obvious.as I get up to follow them that hot girl I was in the closet with rolls over to me and whispers in my ear she’s soaking wet and wants me.I take her downstairs with me to the bathroom and my gf and friend don’t even look bothered and they push me onto the floor and my gf makes out with me as the 2 girls lick my hard dick and I hold my cum in as they take turns tasting me and kissing me before I sit up and push one to their knees and go in from behind and start pounding their soaking Pussy with the other 2 falling into place and doing the same position next to me so I can finger then both at the same time.

The night ended with 3 full pussys and 4 exhausted people slowly sneaking back to the sofa. Me and my gf never talk of it now and that was the best sexual expierence I’ve had

My First At The Nudist Resort

I was raised as a nudist, never thought much about it. Didn't even care when puberty hit and I'd see all the hot women and girls walking around naked. I'd get hard but I'd seen guys walking around with hard ons ever since I first started going. As a youngster I'd see my dad lying back and when a hot girl or woman walked by he'd get erect and my mom would grab his cock and make comments about how he must have liked the woman. The comment usually ended with "It's a shame not to use that thing, she did all the work for me" and then "Tommy stay here we'll be back" Of course they went off to fuck.

About three years ago, in my middle teens, there were always these three women, I'd seen them for several years. they spent most of the summer at the resort. They were in their mid 40s to mid 50s and quite good looking, and with bodies that we nice, not as firm as the 15 year old girls, but still nicely shaped, and of course the two with big tits sagged a bit. They were all black haired, and hairy down below most of the time. Three years ago they were in the cabana next to mine, and early one evening they invited me to share their hot tub and turn mine off. I went and that started it.

They all three sucked on me, took me to one of the bedrooms and all three took turns with my cock inside them. The one with the small tits was the one who got my sperm. I got to cum in each of the others that night too. It was a round robin of fucking for the next three weeks. Finally the small tit one, with the other two watching, rolled over on her belly while one put lotion on her butthole and the other rubbed it all over my cock. Sticking my young, hard cock into that tight asshole was incredible. Even though I'd already cum once I still shot off in about 15 minutes.

My first fucks, first buttfucks, first pussy to eat, tit fucks, even first kisses, and they taught me all the things to do and not to do when having sex. We've repeated the last three years, each summer for three weeks. After that first summer, I guess I had the confidence and girls seemed to notice. Their teachings were quite successful, and I loved every minute of it.

Sex At The Hot Springs

I heard that a former colleague from Vietnam was coming to my country. We were going to be travelling to the same conference, away from our families, and we arranged to catch up. She was in her early thirties and loved fitness so had a very good body. I had enjoyed looking at her Instagram, but nothing had ever happened between us – maybe a tiny bit of flirting, but we both knew the other was married, and nothing ever happened back in Vietnam.
She asked me if I could get away from my session by 4pm on a particular day, and I arranged my time so I’d be free. I texted to ask what she had in mind, and she said she wanted me to drive us somewhere, which would take an hour to get to. I was intrigued and asked what it was, but she wouldn’t tell. To spice things up, I said, ‘Bookshop? Beach? Restaurant? Orgy?’ She lolled but didn’t give anything away. But the low-level flirty banter continued, which was nice.
On the day, we met at my car. I was still in conference clothes but she looked like she was dressed for the beach. ‘Oh, it doesn’t matter what you’re wearing,’ she said. I was intrigued. She said she’d booked us in for an hour long session. ‘Booked what??’ I asked. But she just said I’d love it. I couldn’t help but keep glancing at her revealing top – it looked like she had great, firm boobs.
We drove out of the city and up into a winding mountain road. Finally we reached a Japanese style hot spring retreat. I was surprised – this seemed a leap beyond our previous collegial level of relationship. We were taken by an attendant to a private area for just the two of us, which included a hot mineral jacuzzi, a day bed, and a shower area. Everything was surrounded by bamboo, and there was a small feature fountain. The attendant left us to it, and I looked quizzically at… I’ll call her Esther. She started removing her clothing and I supposed she must have had a bikini on underneath… but no, she just kept taking off all her clothes until she was naked, as if it was the most normal thing in the world. I was shocked – was this normal for her? Did she have a Japanese background, and this was something they just did customarily? She had a gorgeous Asian body – taut but not skinny, full perky breasts, and a cute natural bush between her legs. Although I was self-conscious, I tried to act natural and not stare. I began to strip off my clothes as my cock began to harden.
She slipped into the jacuzzi and I saw her watch my growing white cock as I sat down opposite to her. She smiled slightly but continued to act as though this was a normal experience for her. She stretched her arms back and put her hair in a ponytail, and I let her see me stare at her large dark nipples. Again she smiled, and by now I had a raging erection under the water. Just as I was wondering how I was going to conceal it when it came time to get out, she came over to me and stood between my legs. She had a glint in her eyes and I decided to go for it. I put my arms around her waist, and she grabbed my erection. She rubbed it up and down and then got up on the ledge and lowered her pussy onto my cock, under the water. She felt so tight, it was amazing. I grabbed her ass and she bounced up and down on me as we looked into each other’s eyes, both of us astonished and delighted at what was happening.
As she bobbed up and down I reached a finger to rub her asshole, and we began to kiss. The kisses started off tentative, then more passionate, and after a while we were locked onto each other’s mouths. We continued at this for about five minutes, and then she stood up on the ledge, presenting her pussy to my mouth. I eagerly brought my tongue to it, holding her ass as I hungrily lapped at her clit. We stayed in this position for about ten minutes. I wasn’t sure whether or not she orgasmed – she certainly moved through phases of moaning and shuddering, during which she pressed my head to her pussy, but I wasn’t sure whether this was just her enjoyment or whether she was actually climaxing.
We then got out of the jacuzzi and went to the day bed, where she lay down on a towel. I kissed my way up her body and plunged my cock inside her as I kissed her neck. She pulled her knees back and I slammed my aching cock in and out of her. After a few minutes I felt like I was going to cum, but I was unsure of what her expectation was – I wasn’t wearing a condom… should I cum inside her? Pull out? I decided to switch to eating her out again for a while and put off cumming. So I knelt in front of her and ate her very wet pussy. We kept at this pattern for about half an hour – swapping between me licking her and me plunging my cock into her. The she told me to stand up in front of her. She took my cock into her mouth and sucked on it while she rubbed her clit, as she sat on the edge of the day bed. I looked down and saw a stream of liquid spurt onto the ground. I was extremely hard and aroused, but for some reason I still didn’t cum. I think it was because I was so taken by surprise by the whole experience, and because I’d had that uncertainty about where I should cum earlier. She then had my lie back on the bed and we kissed while she rubbed my cock expertly. Eventually I could feel the orgasm rising and I came all over my chest while we kissed. She looked very proud of herself.
We showered, put our clothes on, and left, having used up well over our allotted hour. We drove back to the city and had a late dinner together at a Chinese restaurant. I felt completely spent – I’d had such a big orgasm after such a lot of build up, that I felt like I’d been completely depleted. It was nice just to enjoy a sumptuous meal together at a lazy pace. I guessed we’d go our separate ways afterwards, and I felt very satisfied. But when it was time to go, she looked at me and said she was too full to travel all the way home, and that we should just check into a nearby hotel. I agreed, and before long we were in a hotel close to the restaurant.
We got up to our room, and we were both feeling quite full. ‘No playing!’ she said. ‘I’m too full – just sleep.’ But when she took her top off and I got another look at those beautiful perky boobs, my cock began to twitch. She turned off the light. I cuddled up to her, but she said, ‘No! I’m trying to sleep.’ I was a bit taken aback – had we really come to a hotel just to sleep? I rested my hand on her and she shrugged it off. She felt my erection prod into her leg, and she gasped, ‘What? Are you still horny? How will I get any sleep?’ So I backed off and retreated to my side of the bed, giving her some space. As soon as I did so and closed my eyes, I felt her hand wrap around my cock. She rubbed it up and down and then put her head under the covers and sucked on it. She kissed her way up my body and then kissed my mouth. ‘Wait there!’ she said, and disappeared into the bathroom, grabbing something on the way. She came out wearing an amazing item of lingerie. It was a blue thong teddy, with her breasts poking out. She looked amazing. She proceeded to turn around and get into the 69 position on top of me, taking my straining cock into her eager mouth. I pulled the thong aside and licked up and down, poking my tongue inside to taste her and then flicking it over her clit. This went on for a long time – a good half hour, and it was one of the best sexual experiences I’ve had. I really liked that she got so into it that for long periods at a time she would forget to suck ..(continue confession)

Orgy Sex In Belize

One week in Belize. My friend's parents had a place there, not big but comfortable. He invited me to spend Spring Break with him. No parties, no wild crowds with topless girls. Quiet, small restaurants. We met two girls from Germany, well not girls, women in their thirties.

They were staying at a cheap ass hotel in the village, when we showed them the place where we were staying they offered 'anything we wanted' if they could stay with us. For the next four days it was an open orgy. We didn't kid ourselves, as college kids we were hard most of the time, they were wet and inventive. They performed for us, unrestrained lesbian sex, they offered themselves for anal. For a couple of college kids it was an out of bounds experience. Sure they were mid thirties, big breasted German women. By the time Sunday came and we had to get to the airport we were physically and sexually exhausted.

That year, our junior year, was never equaled. College girls are fun, but not experienced. And definitely not open to orgy sex, like our German fraulines did.

Holiday Fun

This was a couple of years ago. I was mid 40’s and my very horny wife just over 30. I knew when I met her she was a slut who had a very colourful sexual history but I was not looking for a nun! We have a favourite hotel in Tenerife that’s in a quiet resort. The rooms have very large balconies, great for nude sunbathing and other fun activities. as was usual we had taken a collection of toys with us and tended to spend late afternoon every day making my slut wife come over and over again with me doing everything I wanted to her. During the holiday I had noticed that our room maid was a very sexy little thing about 20 years old. While we had dinner each evening the maid “turned down” the room, sorting the bedding and tidying up etc one evening I noticed that we had accidentally left a toy out. It was a small vibrating egg that is inserted into the woman and could be controlled from a phone. My mind wondered if the maid had tried it as it still seemed a little damp and we had been out of the room a while. Next morning I left the toy where it was while we were by the pool sunbathing but I opened the App that controlled it. Sure enough after about and hour I could see that the toy had been turned on. My wife was in on this and I showed her my phone and she grinned from ear to ear. We quickly made our way to our room to see the maids cart outside it and the door slightly open . The rooms had a small lobby with the bathroom off before the main room and we quietly entered. The maid quickly tried to compose herself and make like nothing was untoward. However I had the ability to control the toy from my phone. I looked at her and smiled and slowly turned up the speed of the toy. Her eyes went as wide as saucers and her mouth dropped open. I could also alter the rhythm of the toy to a pulsating throb which made things even worse for our poor young maid. While I was having fun my wife was recording everything. The maid was torn between begging for it to stop and wanting to come. After a few minutes she had a massive orgasm she was now thrashing about on the bed in ecstasy as I took out my 9” cock and pressed it against her mouth. Her lips parted and sucked in my length . My wife lifted her uniform dress and pulled down her underwear to reveal a lovely hairy snatch. She was dripping wet and after coating her fingers in the natural juices my wife shoved two up her arse.the reaction caused both the maid and me to come again with her swallowing every drop of my come. This encounter became the first of many. Through broken English and Spanish Therese was told to be back at our room every night at 10.00 and every night both me and my slit wife fucked the living daylights out of her. On the last night we even bought up one on the pool guys from the hotel who though he was going to fuck my wife as a threesome. He was blown away to find he was going to be part of a four way orgy with the maid that he had been trying to fuck for months.
Happy holidays