Derwood_lolly

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Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

Wife Lives Out Her Fantasy!

My wife, Liz, just turned 65 three weeks ago. We’ve been together for 38 years and neither of us have ever cheated…to my knowledge. We’ve shared our past sex lives and even fantasies over the years, we’ve role played from time to time. But a while back, at the end of a night drinking together, she confessed she has had a fantasy for a long time that she’s never fulfilled…to have sex with a black man. I asked if she had anyone in mind, she did not. She said she’s just always wondered how it would be and likes the contrast of black and white skin.

We discussed this for a bit, I suggested a few guys I knew but none were right. She wanted a dark skinned man and he had to be a horny SOB. She didn’t want anyone who wasn’t really into it. She’s a bit overweight but has great tits and nice smile. Still, finding someone wasn’t easy due to her age. Many men our age can’t perform and trying to discuss this with them is awkward at best.

I took my F150 to the dealership a few weeks after our initial conversation and dropped it off for repair. We’ve done business with this dealership for years because they always give me a loaner. But this day they didn’t have one so their Porter, Derrick, drove me home. Jimmy is a young black guy around 5’6” tall and very skinny. He probably weighs 150 at most and is VERY dark skinned. This got me thinking about how to see if he was interested. We talked on the drive about his personal life, he’s single, lives at home still and wasn’t dating anyone. He did indicate that he was frustrated at not having a girlfriend and commented that because he didn’t have a good job and lives with his mother that women just weren’t interested.

I returned to the shop a few days later and asked him to pick Liz up when the truck was ready. I then told Liz to wear a low cut blouse and no bra when he showed up. She agreed but thought it was a waste of time. But that night she laughed as she told me Derrick kept staring at her tits and followed her all the way to the cashier’s desk talking to her. I knew then I had he was interested, now I had to see if she was and figure out how to make it happen.

I asked Liz what she thought of Derrick. She said he was a bit young but definitely thought he was horny enough. She wasn’t attracted to him but admitted the thought of someone without much experience for her first black fuck was exciting. So, for the next 2 months I found reasons for one of our vehicles to go to the shop. Each time I had Liz drop off and had Derrick pick her up and she always wore revealing clothes. Then, I had Liz call Derrick one afternoon and told him her battery was dead and asked him to come and jump Star her vehicle. He readily agreed and when he arrived and got her started she hugged him and invited him to dinner to thank him.

The next night he arrived at 8:00 and was wearing a tie! He looked like a kid on his first date and seemed nervous. I ushered him in and pored us all a drink. Liz had made enchiladas and managed to get sauce on her shirt so she went to change. I poured Derrick another drink and told him I’d be back in a minute, I was going to buy a pack of cigarettes. When I left, Liz came out wearing a sheer short set with no underwear. She told me he was nervous so she had to make the move but he quickly got into it. I left them alone for an hour and a half and when I returned he was gone. Liz said he came the first time on her leg as soon as he saw her naked. But he got hard again quickly and she finally had her black cock. While she enjoyed it, she wants a more experienced man to try. Derrick just didn’t know how to please a woman.

He Had To See Me With Another Or So He Thought

My husband has recently accused me of being a cheating white wife. What I did technically is cheating. But my husband wanted to watch me with another guy. He had always asked for a lifestyle change and I always shit it down. But he kept pestering me and telling me I would like it and he had some one in mind or I could pick the guy. Finally one night I said fine I will pick the guy you will meet him for drinks and if your ok with it we will see what happens. I’m 5 foot tall 135 lbs nice tits and a thick round ass and bleach my hair. I know that I would have no problems finding a guy as I get hit on constantly. I had one guy in mind he is younger then us in his mid 30s a guy named Hec from the gym. Tall muscular and when he wears certain shorts you can see that he is packing a big cock. If I’m going to do this then I’m going to do it right. I talked to him filed him on and what my husband wanted I told him what my thoughts where. He gave me a kiss squeezes my ass and said that he was going to change my life. I giggled like a school girl all the at home. Told my husband he as coming over tomorrow. It was Saturday around noon when he came by to do the intro. I was in a short skirt and a tank top. I wanted make sure i was showing plenty of skin. Cheeks hanging out tits ready to burst. My husband was excited and finally he arrived. Husband let him in we talked for a while. I brought everyone a cocktail my really stiff. Then he and is started kissing and before I knew it I was just in my g string tits where getting sucked nipples where bitten and pulled on. Husband watching closely. He pulled his cock out and damn that big boy was all of what i thought it was going to be and more. I forced that monster into my mouth and proceeded to have him fuck my mouth. We positioned ourselves and he sat down while i gave head and with my ass in the air his fingers works my pussy and asshole and had me cumming soon enough. I have a very sensitive g spot and if it’s touched a few times il squirt and cum all over the place. He found it and had me soaking the couch. I got up left my g string on laying back on the large ottoman he had my legs up in the air my husband at that point was till into it trying to be a director. I looked at He. And told him to shove that monster into me choke me and take me. By the time he bottomed out I was soaking the couch. He never stopped and I’m pretty sure that I lost consciousness after what seems was my last orgasm. All I can say is that my legs where numb form being in the air. My pussy beat the fuck up. I was flipped over just laying on my tummy when I felt his head push through my ass. At this point my husband I head telling me that we are done and I looked at him and said no fucking way I’m getting the fuck of my life and I’m going to milk his calls dry. We fell asleep I woke up around 6 naked on the couch Hecs cock next to me. My husband no where to be found. I got up Hec got up we talked for a bit he came over and gave me a kiss. My pussy sore he put his dick in my mouth and I sucked away. My husband had ran to grab us dinner when he arrived where going back at it. He finished inside me got dressed and kissed me goodbye told me he’d see me later. He thanked my husband who now was pist off. When he left I was a cheater in my husband’s eyes how could I do this. I reminded him he recommended this and video me getting fucked. I was forbidden to see him or talk to him. Since then you I have be enjoying his cock. I go over to his place or he comes over here. I fuck him in his car my suv any where I can ride him I do it. Again he wanted me to fuck and I did and now I ca t stop. If my husband decides to kick me out I already confirmed that I can move in with Hec. He said that my holes will pay the rent he would charge me. I’m actually counting on getting caught

Discovery

I'll keep this one short and sweet. My wife has been fooling around on my behind my back. To make myself very clear about the matter, I am NOT a cuck. This wasn't something I expected to find, or something I thought I would. Our sex life is okay I guess, we do it a couple times every week. She's actually 8 years older than me, but definitely still "has it" if you know what I mean. The only reason I don't fuck her everyday is I guess I'm aging faster than her, she drains the fuck out of me and takes a while for me to get back to baseline. Maybe I should go on TRT or something I don't know.

To the point of this post, I found a text message on her phone while she was on the stationary cycle in the garage. It was sheer luck, if he hadn't sent the message while I was sitting their drinking my coffee I would've probably not known about it to this very day. The message said "lookie what I got!" and it was a video clip attachment of my wife on her knees sucking his cock! I know who the guy is, or kid rather. It's our son's friend, he's only 19 years old. She's literally old enough to be his mom. Now I don't know how many of you out there have found evidence of your wives cheating on you. I guess we all react differently. I was mortified, pissed, and at the same time, my cock was harder than it's been in 10 years watching that.

I went to the bathroom and jerked off while watching it, dude was getting the blowjob of his life. He was all like "Ahhhh Monica slow the fuck down baby it's too good!" I guess she does give pretty good head, although I have to fight tooth and nail to get any. I might get a blowjob twice a year. On my birthday and then again maybe for new years (although not this new years). So my 52 year old slut wife likes drinking the cum of teenagers. What's up with everyone else?

Slutty Wife’s Bonfire Experience! Tame

Liz and I were camping at a festival one night. They had live music playing until 11, then had a bonfire circle afterwards with a DJ and lots of dancing. The crowd was a bit younger than me at 44 and my wife at 38, though there were some older as well. By the time the live music ended at 11 most of the older people were in bed, and the younger children were either in bed or back at their campsite, thought that didn’t include the HS age kids. Our campsite was about a couple 100 yards away from the bonfire so we each grabbed a drink and walked over. The first thing I noticed was there was way more guys than ladies there. The next thing I noticed was they all appeared to be young, I’d say anywhere from 16 to mid twenties, and the smell of pot was very strong.

We stood there watching the young people dancing and partying as we sipped our drink. I had finished mine and asked Liz if she wanted another drink or if she was ready to call it a night. We decided to walk back and get another drink and then she said she was taking a shower. She came out of the shower with some tiny cotton shorts on and a matching sleeveless v neck shirt. It was obvious she had no bra or panties on, her nipples were poking out and her tits jiggled as she walked. When she sat down, due to the loose fitting legs on her shorts, I could see her pussy clearly. We took a shot of Patron and went outside and sat down watching from a distance. We could hear people cheering and on the far side of the crowd I saw what appeared to be someone twirling fire.

We decided to walk over and watch. I asked if she wanted to change first, though I knew she didn’t since she is a bit of an exhibitionist, so we made another drink and headed that way. There was a crowd of people, mostly guys, surrounding a lady twirling fire. Liz got closer, and was loving the show. When the lady quit twirling, a guy began. Some of the young guys moved away so Liz turned and handed me her cup and asked me to get another drink for her, then she squeezed in front of a few young guys so that she was in the front of the crowd. I watched for a minute before going back making more drinks. As I came up behind the circle I noticed there was another female twirling now, and also saw a couple of people passing a joint around the crowd. Liz was now on the other side of the circle and when the joint reached her, she didn’t hesitate to take a hit. She was talking to a guy standing beside her so I stayed where I was and watched as 2 more joints made their way around the group, as well as a few Jell-O shots. Each time Liz took a hit as well as a shot.

When the lady quit spinning, the music turned up louder and one of the young guys who had been feeding her Jell-O shots led her back to the bonfire as she held onto his arm and another guy’s arm. I walked around to that side and stood watching her as they danced around. Her top was short enough that the bottom of her tits showed when she bounced and if she leaned over you could see them entirely. She continued dancing with the 2 guys, and soon there were 4 then 5 guys all dancing with her, hugging her, and passing a joint around. This went on for half an hour until the first female started spinning fire again. As soon as she did, Liz grabbed a couple of them and pulled them back over there. She was standing there talking to these young guys as they laughed and whispered to each other and continued smoking weed.

She soon had a guy on each side, 2 in front of her facing her, and 1 behind her. I watched as the guy in back slid his hand up the leg of her shorts, I was standing off to 1 side so I couldn’t see what he was doing, but I could see his hand was well inside her shorts. 1 of the guys in front of her kept lifting the bottom of her shirt up exposing her tits then dropping it again. She seemed to be having a great time and soon all 5 guys were fondling her under her top and up her shorts both in back and in front. The lady had finished spinning fire now but the music was still playing. She was dancing with them as they continued fondling her and lifting her top over her breasts. Around 2:00 a police car pulled up and hit his lights announcing over the microphone that it was time to shut the music off. When that happened, the young guys all quickly took off and I joined Liz taking her back to our campsite where we then had very passionate sex.

Discovered Wife’s Lust After Marriage

First it was about a year in when she had been away and when she got home we were all over each other. She was very wet and I was sure I wasn’t going to last long so I used a cucumber on her. She never batted an eye when I went for it. I have a tiny bit of girth but not a lot of length, this thin was more than an inch thicker than me and she orgasmed twice before I got on her sloppy pussy.
Then about a year goes by and a friend comes to visit. Bingo, she was obviously attracted to him and vice versa. We did some partying that stormy night and she had been crotch watching him all night. She started putting her tits on him and in just 30 seconds or so she had his jeans down exposing his semi erect at least I was hoping. It was bobbing up and down as she reached for it. They went at it all weekend and not long after he was back in town visiting a sick relative. They were at it again and once he moved back they had sex for over a year. He moved again and suddenly passed.
Our marriage goes on to this day. I knew after the first night it wasn’t going to stop, I couldn’t come close to taking her like he did. She was never difficult to orgasm but she could orgasm on him one after the other. The first night he came in her and he just kept fucking her until he came again.

Watching My Wife

around 20 years ago now, and I still have these visions in my head, it was one of the horniest things we ever did as a couple.
One Saturday night out in a town nearby, we went to a small nightclub that we used to frequent in our younger days.
we have been in this place about an hour, had a couple of dances together.
I had a bit of a thirst on so suggested I should go to the bar and get the drinks.
When I returned, Jane came over to me and told me the the guy in the white shirt, who incidentally we had laughed at earlier because of his extravagant moves, had approached her and asked her is she fancied a fuck.
She said my god, straight to the point, she had told him no as she was with her husband.
We have a good open marriage, so I asked why she turned him down, then called her a chicken, as she always says she would take any cock offered.
She said I'm not a chicken and downed her drink and went marching off to the dancefloor, almost immediately walking back past me with the guy with the white shirt.
I put my drink down and followed a a distance, out of the club and round the corner, where I saw them disappear up some steps, into a building, my heart sank as I thought my dare had backfired and and I wouldn't get to see any action.
I then noticed a Ladies sign, it was a public toilet block.
I looked around and all was quiet, I went up the stairs and entered the ladies toilets. there were about 8 cubicles and only one, at the very far end was shut.
Quickly but quietly I entered the one next door, locked the door and stood and listened, I could hear some light groaning from Jane but nothing more.
I put down the toilet seat and stood up on it, carefully looking over the top of the cubicle.
Jane was stood there, her white knickers pulled down and he had his head buried in her pussy.
Jane noticed me looking over, smiled, winked, then carried on.
The guy stood up, I moved away, then slowly looked over again, Jane had her back against the cubicle door, her knickers were on the floor and he had his hard cock in his hand trying to slide it in her, not working he turned her round and entered her from behind.
The sight of seeing your wife taking another guys cock is something else.
I was hard and had to release my own cock, he slid in and out of her, she was now groaning heavily and I knew what was coming next, sure enough she gushed, releasing a torrent of fluid all over his cock and their legs.
That was all I could take, I felt my cock start to pulsate and there was no going back, I pumped shot after shot of spunk down the wall.
He in turn was in the same state I saw him tense up then groan as he pumped his seed into my wife.
I quickly wiped up and left the cubicle, carefully entering the outside world so as not to be seen leaving the ladies toilets.
I waited just over the road, they both appeared together and walked towards the street corner, I could see they were in conversation, but Then Jane kissed him and turned to walk towards me, he disappeared into the night.
When she got to me she asked if I had enjoyed what I saw, I told her what I had done on the other side of the wall, she got o
hold of my hand pushing it between her legs, she told me he hadn't hit the wall with his, but emptied it inside her, she didn't have her knickers on so slipping a finger in, I could feel his cum.
We had to contain ourselves but ordered a taxi and 20 minutes later we were on the floor at home fucking again, to reclaim her.

New Suprise

I had been thinking about my wife sucking her own nipples for a while. I was pretty sure she could if she tried. I thought she might think my request was a little too weird so I had been looking for the right moment and or enough drinking, so she would be more open to a new suggestion.
Then one night about a year ago we were playing around. She was using her wand on herself as I fingered her ass and sucked on a nipple. She was really getting into it and I could tell she was about to have her first orgasm of the night. Just then with her free hand she grabbed her other boob lowered her head and started to suck and lick her other nipple. Wow what a hot sexy sight and I didn’t evern have to ask for it! We have been married over 30 years but I had never seen her do this before and it was literally a fantasy come true for me.
The next evening I commented that I loved seeing her sucking her own nipple. She replied very nonchalantly “what’s the big deal? I do it all the time when I take care of myself.” We are very open about masturbation so that part was not a revaluation. But I couldn’t help but wonder what else she does when masturbating alone. But that’s for another time.
So needless to say now when we are playing with each other and she asks me to suck one of her nipples I have no hesitation to ask her to suck the other and she happily does. All these years latter and still getting better.

Rented A Room

I have been renting a room from friends of my parents. I work close to there place and makes it easy on me. There kids are all out and have have plenty of rooms. While it wasn’t ideal at first it got interesting after a few weeks. While the owners of the house are in there mid 50s the husband's is very quiet and keeps to himself which made it awkward at first. His wife is the total opposite. Her name is Sherry and is very sweet and outgoing. Living with them I see that they go out on Friday nights and come home early. Both are casual drinkers Dave the husband goes into the den and does. It come out until it’s time for bed. Sherry on the other hand has already been very talkative more after a few drinks. For being mid 50s Sherry has a nice body. Short and thick nice set of tits sorry blond hair big hair big lips and a nice ass. They came home a few Fridays ago and I was heading to a buddies. Like usual Dave got home and went to the den plopped in front of the tv. Sherry and I talked in the kitchen she seemed a bit more tipsy then usual asked if I was going on a date jokingly I said yes. And described a woman that matched her description. She kind of caught on and said well women aren’t like they used to be. I probed and said oh yeah please explain. She went on to say that before she got married she had been very adventurous. I asked her for an example. I just kept asking more and more questions. She let it slip that she in college had a few encounters with multiple guys at the same time. I blurted out you where in a gangbang. She smacked my arm and put her hand on my mouth. She laughed and said it yes a few times. She enjoyed it but after college when she met Dave that had all been in the past. I made her describe to me how it went down and she seemed to be getting excited. I text my buddy that I was going to be late. Sherry went on to tell me that she liked to give head her tits where done a few years ago she has sensitive nipples. A she was telling me this I had moved closer to her and was rubbing her shoulders. She was going on and on when I slid my hands under her blouse and her tits felt good. Her bra was down and I had both tits in my hands pinching the nipple and massaging her titties. She realized what we where doing and stopped me for a moment went and checked on Dave who was now asleep in his lazy boy. She took me by the hand and into my room we went. She let me suck on her tits we gave each other oral she sucked me off while I ate her out. Good old 69 let me lick her rear and puss. Again she had me stop and again she went and checked on Dave. She got back and crawled on top of me and slowly mounted me. It was so warm and tight. All she had on was her thong and watching her push down and the look on her face was hot. She rode me for a good 20 minutes before I blasted inside her. She buried her face into my shoulder and let out a bunch of noises and fucks. This got me going and blasted inside her. We quickly cleaned up and I was headed out when she stopped me in the kitchen pulled her tit out and told me I didn’t need to go on a date anymore. I told her that I bailed on the date and was going to hang out with some friends from work. She said she would wait up for me if I wanted. I told her that I wanted and was back around midnight. Since that Friday we have had a very good time. I came home from work and she was in a short sundress very close around her cleavage and no panties. I reached under her dress to find her pussy soaked and ass greased. We had an hour before Dave was home and I worked her great ass over for all of that hour. My room stunk had to air it out. Dave walked in to her on the kitchen gave her a hug and kiss patted her rear which made her flinch. She was a bit sore and had let me in there a few more times. I think I may stay a while to save more money.

Seeking Advice For A B'day Present For My Hubby

I ma looking for some advice, especially from women.

My name is Marsha, I'm 45, married to Ed who is turning 50 next month.

I'm thinking of giving him a birthday present I'm quite sure he would love. It involves him, me, and my best friend Debbie.

A few years ago Debbie and i became lovers by accident. We were going to concerts together, sometimes one night and sometimes 2 or 3 depending how close to home. One night after the concert we were wide awake when we got back to the hotel. I took a shower and got in my bed, then Debbie showered. We started talking about the concert and many of the hot guys we saw there. Debbie asked me how often Ed & I have sex. I said it depends, but at least 2x. She confessed that she hasn't been fucked for almost 2 months. She broke up with the guy she was seeing. I was consoling her and before I knew it she kissed me. I jumped back and she apologized. I said no apology needed and kissed her. We had incredible sex that night. We both said we didn't know each other were into women. I told I've never been with a woman. After that we fucked often while home and every night when we went away. I never told Ed.

Here's the advice I need.

I talked to Debbie and asked her if she would be interested and willing to have sex with Ed for his birthday. It would be the three of us. I know Ed would be ecstatic. While discussing it with her many questions came up. 1) would i be jealous 2) would it be one and done 3) how would we set it up

I'm sure there are more. Right now I can say I won't be jealous, but considering it's never happened I can't be sure.

If you've been in this situation your advice would be greatly appreciated.

Thank you in advance
Marsha

Pool House With Andrea

A little over two years ago, I had sex in my pool house with my friend Andrea. It wasn’t planned and it is still happening today.

My pool house is where I go when nobody is home and I need to give myself a rough dildo fuck. It is set up like a living room, with a bathroom and a fridge. It is very comfortable.

On this day, Andrea was wearing a green two piece and I was wearing a yellow two piece. After some swimming in the pool, we both retreated to the pool house for a cold drink and to relax in the air conditioning. As she sat there, I was struck by how sexy she looked. We are both curvy with large boobs. Today, her nipples were the hardest I had ever seen.

The discussion was all over the place until it landed on our husbands. I had revealed that the pool house was my masturbation room and she quickly wanted to know more. I dug out my bag of toys from under the bathroom vanity and dumped them on the couch. It did not take long for us to engage and start touching the toys and each other. Shortly, the bathing suits were off and we were playing on the couch.

We brought each other to multiple orgasms that day. Bisexual play was not new to me nor Andrea, but it had been a very long time for both of us. We play in a regular basis now and nobody is any the wiser.